US2013281296A1PendingUtilityA1
Compunds and processes that generate cyclopropenes and substituted cyclopropenes on demand
Individually held — no corporate assignee on recordPriority: Mar 23, 2011Filed: Jun 4, 2013Published: Oct 24, 2013
Est. expiryMar 23, 2031(~4.6 yrs left)· nominal 20-yr term from priority
C07C 49/573C07D 305/14C07C 69/757C07C 69/753C07C 2603/66A01N 27/00A01N 3/00C07C 1/2078
49
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Claims
Abstract
Compounds and methods that release 1-methylcyclopropene, 1-trifluoromethylcyclopropene, and other substituted cyclopropenes are disclosed. The compounds and methods overcome present limitations for storage, transportation, and application of the cyclopropene containing compounds by using light, including sunlight, and/or heat as the primary release trigger. Additional products released include innocuous gases and value added aryl-group compounds.
Claims
exact text as granted — not AI-modifiedThe invention claimed is:
1 . A compound of the formula:
wherein:
R 1 is hydrogen (—H), chlorine (—Cl), or fluorine (—F) atom, or group comprised of methyl (—CH 3 ), ethyl (—CH 2 CH 3 ), ethylene (—CHCH 2 ), ethyne (—CCH), n-propyl (—CH 2 CH 2 CH 3 ), iso-propyl (—CH(CH 3 ) 2 ), cyclopropyl (—CH(CH 2 ) 2 ), tert-butyl (—C(CH 3 ) 3 ), propene (—CHCHCH 3 or —CH 2 CHCH 2 ), cyclopropene (—CH(CH) 2 or —C(CH)CH 2 ), propyne (—CCCH 3 or —CH 2 CCH), hydroxyl (—OH), methylalcohol (—CH 2 OH), ethylalcohol (—CH 2 CH 2 OH or —CH(OH)CH 3 ), ethyldiol (—CH(OH)CH 2 (OH)), propanol (—CH(OH)CH 2 CH 3 or —CH 2 CH(OH)CH 3 or —CH 2 CH 2 CH 2 OH), propandiol (—CH(OH)CH(OH)CH 3 or —CH(OH)CH 2 CH 2 OH or —CH 2 CH(OH)CH 2 OH), methylether (—OCH 3 ), ethylether (—OCH 2 CH 3 ), fluoromethyl (—CH 2 F), difluoromethyl (—CHF 2 ), trifluoromethyl (—CF 3 ), fluoroethyl (—CFHCH 3 or —CH 2 CH 2 F), perfluoroethyl (—CF 2 CF 3 ), fluoropropyl (—CHFCH 2 CH 3 or —CH 2 CHFCH 3 or —CH 2 CH 2 CH 2 F), perfluoropropyl (—CF 2 CF 2 CF 3 or —CF(CF 2 ) 2 ), chloromethyl (—CH 2 Cl), dichloromethyl (—CHCl 2 ), trichloromethyl (—CCl 3 ), chloroethyl (—CClHCH 3 or —CH 2 CH 2 Cl), perchloroethyl (—CCl 2 CCl 3 ), chloropropyl (—CHClCH 2 CH 3 or —CH 2 CHClCH 3 or —CH 2 CH 2 CH 2 Cl), perchloropropyl (—CCl 2 CCl 2 CCl 3 or —CCl(CCl 2 ) 2 ), cyano (—CN), aldehyde (—C(O)H), carboxylic acid (—C(O)OH), carboxylate (—C(O)O − ), carbomethoxy (—C(O)OCH 3 ), carboethoxy (—C(O)OCH 2 CH 3 ), dimethyl amine (—N(CH 3 ) 2 ), or acid chloride (—C(O)Cl);
R 2 is hydrogen (—H), chlorine (—Cl), or fluorine (—F) atom, or group comprised of methyl (—CH 3 ), ethyl (—CH 2 CH 3 ), ethylene (—CHCH 2 ), ethyne (—CCH), n-propyl (—CH 2 CH 2 CH 3 ), iso-propyl (—CH(CH 3 ) 2 ), cyclopropyl (—CH(CH 2 ) 2 ), tert-butyl (—C(CH 3 ) 3 ), propene (—CHCHCH 3 or —CH 2 CHCH 2 ), cyclopropene (—CH(CH) 2 or —C(CH)CH 2 ), propyne (—CCCH 3 or —CH 2 CCH), hydroxyl (—OH), methylalcohol (—CH 2 OH), ethylalcohol (—CH 2 CH 2 OH or —CH(OH)CH 3 ), ethyldiol (—CH(OH)CH 2 (OH)), propanol (—CH(OH)CH 2 CH 3 or —CH 2 CH(OH)CH 3 or —CH 2 CH 2 CH 2 OH), propandiol (—CH(OH)CH(OH)CH 3 or —CH(OH)CH 2 CH 2 OH or —CH 2 CH(OH)CH 2 OH), methylether (—OCH 3 ), ethylether (—OCH 2 CH 3 ), fluoromethyl (—CH 2 F), difluoromethyl (—CHF 2 ), trifluoromethyl (—CF 3 ), fluoroethyl (—CFHCH 3 or —CH 2 CH 2 F), perfluoroethyl (—CF 2 CF 3 ), fluoropropyl (—CHFCH 2 CH 3 or —CH 2 CHFCH 3 or —CH 2 CH 2 CH 2 F), perfluoropropyl (—CF 2 CF 2 CF 3 or —CF(CF 2 ) 2 ), chloromethyl (—CH 2 Cl), dichloromethyl (—CHCl 2 ), trichloromethyl (—CCl 3 ), chloroethyl (—CClHCH 3 or —CH 2 CH 2 Cl), perchloroethyl (—CCl 2 CCl 3 ), chloropropyl (—CHClCH 2 CH 3 or —CH 2 CHClCH 3 or —CH 2 CH 2 CH 2 Cl), perchloropropyl (—CCl 2 CCl 2 CCl 3 or —CCl(CCl 2 ) 2 ), cyano (—CN), aldehyde (—C(O)H), carboxylic acid (—C(O)OH), carboxylate (—C(O)O − ), carbomethoxy (—C(O)OCH 3 ), carboethoxy (—C(O)OCH 2 CH 3 ), dimethyl amine (—N(CH 3 ) 2 ), or acid chloride (—C(O)Cl);
R 3 is hydrogen (—H), chlorine (—Cl), or fluorine (—F) atom, or group comprised of methyl (—CH 3 ), ethyl (—CH 2 CH 3 ), ethylene (—CHCH 2 ), ethyne (—CCH), n-propyl (—CH 2 CH 2 CH 3 ), iso-propyl (—CH(CH 3 ) 2 ), cyclopropyl (—CH(CH 2 ) 2 ), tert-butyl (—C(CH 3 ) 3 ), propene (—CHCHCH 3 or —CH 2 CHCH 2 ), cyclopropene (—CH(CH) 2 or —C(CH)CH 2 ), propyne (—CCCH 3 or —CH 2 CCH), hydroxyl (—OH), methylalcohol (—CH 2 OH), ethylalcohol (—CH 2 CH 2 OH or —CH(OH)CH 3 ), ethyldiol (—CH(OH)CH 2 (OH)), propanol (—CH(OH)CH 2 CH 3 or —CH 2 CH(OH)CH 3 or —CH 2 CH 2 CH 2 OH), propandiol (—CH(OH)CH(OH)CH 3 or —CH(OH)CH 2 CH 2 OH or —CH 2 CH(OH)CH 2 OH), methylether (—OCH 3 ), ethylether (—OCH 2 CH 3 ), fluoromethyl (—CH 2 F), difluoromethyl (—CHF 2 ), trifluoromethyl (—CF 3 ), fluoroethyl (—CFHCH 3 or —CH 2 CH 2 F), perfluoroethyl (—CF 2 CF 3 ), fluoropropyl (—CHFCH 2 CH 3 or —CH 2 CHFCH 3 or —CH 2 CH 2 CH 2 F), perfluoropropyl (—CF 2 CF 2 CF 3 or —CF(CF 2 ) 2 ), chloromethyl (—CH 2 Cl), dichloromethyl (—CHCl 2 ), trichloromethyl (—CCl 3 ), chloroethyl (—CClHCH 3 or —CH 2 CH 2 Cl), perchloroethyl (—CCl 2 CCl 3 ), chloropropyl (—CHClCH 2 CH 3 or —CH 2 CHClCH 3 or —CH 2 CH 2 CH 2 Cl), perchloropropyl (—CCl 2 CCl 2 CCl 3 or —CCl(CCl 2 ) 2 ), cyano (—CN), aldehyde (—C(O)H), carboxylic acid (—C(O)OH), carboxylate (—C(O)O − ), carbomethoxy (—C(O)OCH 3 ), carboethoxy (—C(O)OCH 2 CH 3 ), dimethyl amine (—N(CH 3 ) 2 ), or acid chloride (—C(O)Cl);
R 4 is hydrogen (—H), chlorine (—Cl), or fluorine (—F) atom, or group comprised of methyl (—CH 3 ), ethyl (—CH 2 CH 3 ), ethylene (—CHCH 2 ), ethyne (—CCH), n-propyl (—CH 2 CH 2 CH 3 ), iso-propyl (—CH(CH 3 ) 2 ), cyclopropyl (—CH(CH 2 ) 2 ), tert-butyl (—C(CH 3 ) 3 ), propene (—CHCHCH 3 or —CH 2 CHCH 2 ), cyclopropene (—CH(CH) 2 or —C(CH)CH 2 ), propyne (—CCCH 3 or —CH 2 CCH), hydroxyl (—OH), methylalcohol (—CH 2 OH), ethylalcohol (—CH 2 CH 2 OH or —CH(OH)CH 3 ), ethyldiol (—CH(OH)CH 2 (OH)), propanol (—CH(OH)CH 2 CH 3 or —CH 2 CH(OH)CH 3 or —CH 2 CH 2 CH 2 OH), propandiol (—CH(OH)CH(OH)CH 3 or —CH(OH)CH 2 CH 2 OH or —CH 2 CH(OH)CH 2 OH), methylether (—OCH 3 ), ethylether (—OCH 2 CH 3 ), fluoromethyl (—CH 2 F), difluoromethyl (—CHF 2 ), trifluoromethyl (—CF 3 ), fluoroethyl (—CFHCH 3 or —CH 2 CH 2 F), perfluoroethyl (—CF 2 CF 3 ), fluoropropyl (—CHFCH 2 CH 3 or —CH 2 CHFCH 3 or —CH 2 CH 2 CH 2 F), perfluoropropyl (—CF 2 CF 2 CF 3 or —CF(CF 2 ) 2 ), chloromethyl (—CH 2 Cl), dichloromethyl (—CHCl 2 ), trichloromethyl (—CCl 3 ), chloroethyl (—CClHCH 3 or —CH 2 CH 2 Cl), perchloroethyl (—CCl 2 CCl 3 ), chloropropyl (—CHClCH 2 CH 3 or —CH 2 CHClCH 3 or —CH 2 CH 2 CH 2 Cl), perchloropropyl (—CCl 2 CCl 2 CCl 3 or —CCl(CCl 2 ) 2 ), cyano (—CN), aldehyde (—C(O)H), carboxylic acid (—C(O)OH), carboxylate (—C(O)O − ), carbomethoxy (—C(O)OCH 3 ), carboethoxy (—C(O)OCH 2 CH 3 ), dimethyl amine (—N(CH 3 ) 2 ), or acid chloride (—C(O)Cl);
R 5 is methyl (—CH 3 ), ethyl (—CH 2 CH 3 ), propyl (—CH 2 CH 2 CH 3 ), or methylene (—CH 2 —), or methylethylene (—CH(CH 3 )—); and
R 6 is methyl (—CH 3 ), ethyl (—CH 2 CH 3 ), propyl (—CH 2 CH 2 CH 3 ), methylene (—CH 2 —), or methylethylene (—CH(CH 3 )—).
2 . A compound of the formula:
wherein:
R 1 is hydrogen (—H), chlorine (—Cl), or fluorine (—F) atom, or group comprised of methyl (—CH 3 ), ethyl (—CH 2 CH 3 ), ethylene (—CHCH 2 ), ethyne (—CCH), n-propyl (—CH 2 CH 2 CH 3 ), iso-propyl (—CH(CH 3 ) 2 ), cyclopropyl (—CH(CH 2 ) 2 ), tert-butyl (—C(CH 3 ) 3 ), propene (—CHCHCH 3 or —CH 2 CHCH 2 ), cyclopropene (—CH(CH) 2 or —C(CH)CH 2 ), propyne (—CCCH 3 or —CH 2 CCH), hydroxyl (—OH), methylalcohol (—CH 2 OH), ethylalcohol (—CH 2 CH 2 OH or —CH(OH)CH 3 ), ethyldiol (—CH(OH)CH 2 (OH)), propanol (—CH(OH)CH 2 CH 3 or —CH 2 CH(OH)CH 3 or —CH 2 CH 2 CH 2 OH), propandiol (—CH(OH)CH(OH)CH 3 or —CH(OH)CH 2 CH 2 OH or —CH 2 CH(OH)CH 2 OH), methylether (—OCH 3 ), ethylether (—OCH 2 CH 3 ), fluoromethyl (—CH 2 F), difluoromethyl (—CHF 2 ), trifluoromethyl (—CF 3 ), fluoroethyl (—CFHCH 3 or —CH 2 CH 2 F), perfluoroethyl (—CF 2 CF 3 ), fluoropropyl (—CHFCH 2 CH 3 or —CH 2 CHFCH 3 or —CH 2 CH 2 CH 2 F), perfluoropropyl (—CF 2 CF 2 CF 3 or —CF(CF 2 ) 2 ), chloromethyl (—CH 2 Cl), dichloromethyl (—CHCl 2 ), trichloromethyl (—CCl 3 ), chloroethyl (—CClHCH 3 or —CH 2 CH 2 Cl), perchloroethyl (—CCl 2 CCl 3 ), chloropropyl (—CHClCH 2 CH 3 or —CH 2 CHClCH 3 or —CH 2 CH 2 CH 2 Cl), perchloropropyl (—CCl 2 CCl 2 CCl 3 or —CCl(CCl 2 ) 2 ), cyano (—CN), aldehyde (—C(O)H), carboxylic acid (—C(O)OH), carboxylate (—C(O)O − ), carbomethoxy (—C(O)OCH 3 ), carboethoxy (—C(O)OCH 2 CH 3 ), dimethyl amine (—N(CH 3 ) 2 ), or acid chloride (—C(O)Cl);
R 2 is hydrogen (—H), chlorine (—Cl), or fluorine (—F) atom, or group comprised of methyl (—CH 3 ), ethyl (—CH 2 CH 3 ), ethylene (—CHCH 2 ), ethyne (—CCH), n-propyl (—CH 2 CH 2 CH 3 ), iso-propyl (—CH(CH 3 ) 2 ), cyclopropyl (—CH(CH 2 ) 2 ), tert-butyl (—C(CH 3 ) 3 ), propene (—CHCHCH 3 or —CH 2 CHCH 2 ), cyclopropene (—CH(CH) 2 or —C(CH)CH 2 ), propyne (—CCCH 3 or —CH 2 CCH), hydroxyl (—OH), methylalcohol (—CH 2 OH), ethylalcohol (—CH 2 CH 2 OH or —CH(OH)CH 3 ), ethyldiol (—CH(OH)CH 2 (OH)), propanol (—CH(OH)CH 2 CH 3 or —CH 2 CH(OH)CH 3 or —CH 2 CH 2 CH 2 OH), propandiol (—CH(OH)CH(OH)CH 3 or —CH(OH)CH 2 CH 2 OH or —CH 2 CH(OH)CH 2 OH), methylether (—OCH 3 ), ethylether (—OCH 2 CH 3 ), fluoromethyl (—CH 2 F), difluoromethyl (—CHF 2 ), trifluoromethyl (—CF 3 ), fluoroethyl (—CFHCH 3 or —CH 2 CH 2 F), perfluoroethyl (—CF 2 CF 3 ), fluoropropyl (—CHFCH 2 CH 3 or —CH 2 CHFCH 3 or —CH 2 CH 2 CH 2 F), perfluoropropyl (—CF 2 CF 2 CF 3 or —CF(CF 2 ) 2 ), chloromethyl (—CH 2 Cl), dichloromethyl (—CHCl 2 ), trichloromethyl (—CCl 3 ), chloroethyl (—CClHCH 3 or —CH 2 CH 2 Cl), perchloroethyl (—CCl 2 CCl 3 ), chloropropyl (—CHClCH 2 CH 3 or —CH 2 CHClCH 3 or —CH 2 CH 2 CH 2 Cl), perchloropropyl (—CCl 2 CCl 2 CCl 3 or —CCl(CCl 2 ) 2 ), cyano (—CN), aldehyde (—C(O)H), carboxylic acid (—C(O)OH), carboxylate (—C(O)O − ), carbomethoxy (—C(O)OCH 3 ), carboethoxy (—C(O)OCH 2 CH 3 ), dimethyl amine (—N(CH 3 ) 2 ), or acid chloride (—C(O)Cl);
R 3 is hydrogen (—H), chlorine (—Cl), or fluorine (—F) atom, or group comprised of methyl (—CH 3 ), ethyl (—CH 2 CH 3 ), ethylene (—CHCH 2 ), ethyne (—CCH), n-propyl (—CH 2 CH 2 CH 3 ), iso-propyl (—CH(CH 3 ) 2 ), cyclopropyl (—CH(CH 2 ) 2 ), tert-butyl (—C(CH 3 ) 3 ), propene (—CHCHCH 3 or —CH 2 CHCH 2 ), cyclopropene (—CH(CH) 2 or —C(CH)CH 2 ), propyne (—CCCH 3 or —CH 2 CCH), hydroxyl (—OH), methylalcohol (—CH 2 OH), ethylalcohol (—CH 2 CH 2 OH or —CH(OH)CH 3 ), ethyldiol (—CH(OH)CH 2 (OH)), propanol (—CH(OH)CH 2 CH 3 or —CH 2 CH(OH)CH 3 or —CH 2 CH 2 CH 2 OH), propandiol (—CH(OH)CH(OH)CH 3 or —CH(OH)CH 2 CH 2 OH or —CH 2 CH(OH)CH 2 OH), methylether (—OCH 3 ), ethylether (—OCH 2 CH 3 ), fluoromethyl (—CH 2 F), difluoromethyl (—CHF 2 ), trifluoromethyl (—CF 3 ), fluoroethyl (—CFHCH 3 or —CH 2 CH 2 F), perfluoroethyl (—CF 2 CF 3 ), fluoropropyl (—CHFCH 2 CH 3 or —CH 2 CHFCH 3 or —CH 2 CH 2 CH 2 F), perfluoropropyl (—CF 2 CF 2 CF 3 or —CF(CF 2 ) 2 ), chloromethyl (—CH 2 Cl), dichloromethyl (—CHCl 2 ), trichloromethyl (—CCl 3 ), chloroethyl (—CClHCH 3 or —CH 2 CH 2 Cl), perchloroethyl (—CCl 2 CCl 3 ), chloropropyl (—CHClCH 2 CH 3 or —CH 2 CHClCH 3 or —CH 2 CH 2 CH 2 Cl), perchloropropyl (—CCl 2 CCl 2 CCl 3 or —CCl(CCl 2 ) 2 ), cyano (—CN), aldehyde (—C(O)H), carboxylic acid (—C(O)OH), carboxylate (—C(O)O − ), carbomethoxy (—C(O)OCH 3 ), carboethoxy (—C(O)OCH 2 CH 3 ), dimethyl amine (—N(CH 3 ) 2 ), or acid chloride (—C(O)Cl); and
R 4 is hydrogen (—H), chlorine (—Cl), or fluorine (—F) atom, or group comprised of methyl (—CH 3 ), ethyl (—CH 2 CH 3 ), ethylene (—CHCH 2 ), ethyne (—CCH), n-propyl (—CH 2 CH 2 CH 3 ), iso-propyl (—CH(CH 3 ) 2 ), cyclopropyl (—CH(CH 2 ) 2 ), tert-butyl (—C(CH 3 ) 3 ), propene (—CHCHCH 3 or —CH 2 CHCH 2 ), cyclopropene (—CH(CH) 2 or —C(CH)CH 2 ), propyne (—CCCH 3 or —CH 2 CCH), hydroxyl (—OH), methylalcohol (—CH 2 OH), ethylalcohol (—CH 2 CH 2 OH or —CH(OH)CH 3 ), ethyldiol (—CH(OH)CH 2 (OH)), propanol (—CH(OH)CH 2 CH 3 or —CH 2 CH(OH)CH 3 or —CH 2 CH 2 CH 2 OH), propandiol (—CH(OH)CH(OH)CH 3 or —CH(OH)CH 2 CH 2 OH or —CH 2 CH(OH)CH 2 OH), methylether (—OCH 3 ), ethylether (—OCH 2 CH 3 ), fluoromethyl (—CH 2 F), difluoromethyl (—CHF 2 ), trifluoromethyl (—CF 3 ), fluoroethyl (—CFHCH 3 or —CH 2 CH 2 F), perfluoroethyl (—CF 2 CF 3 ), fluoropropyl (—CHFCH 2 CH 3 or —CH 2 CHFCH 3 or —CH 2 CH 2 CH 2 F), perfluoropropyl (—CF 2 CF 2 CF 3 or —CF(CF 2 ) 2 ), chloromethyl (—CH 2 Cl), dichloromethyl (—CHCl 2 ), trichloromethyl (—CCl 3 ), chloroethyl (—CClHCH 3 or —CH 2 CH 2 Cl), perchloroethyl (—CCl 2 CCl 3 ), chloropropyl (—CHClCH 2 CH 3 or —CH 2 CHClCH 3 or —CH 2 CH 2 CH 2 Cl), perchloropropyl CCl 2 CCl 2 CCl 3 or —CCl(CCl 2 ) 2 ), cyano (—CN), aldehyde (—C(O)H), carboxylic acid (—C(O)OH), carboxylate (—C(O)O − ), carbomethoxy (—C(O)OCH 3 ), carboethoxy (—C(O)OCH 2 CH 3 ), dimethyl amine (—N(CH 3 ) 2 ), or acid chloride (—C(O)Cl).
3 . A compound of the formula:
wherein:
R 1 is hydrogen (—H), methyl (—CH 3 ), or trifluoromethyl (—CF 3 );
R 2 is hydrogen;
R 3 is hydrogen;
R 4 is hydrogen, or methyl (—CH 3 ) provided that R 1 is hydrogen, or trifluoromethyl (—CF 3 ) provided that R 1 is hydrogen;
R 5 is hydrogen (—H), chlorine (—Cl), or fluorine (—F) atom, or group comprised of methyl (—CH 3 ), ethyl (—CH 2 CH 3 ), ethylene (—CHCH 2 ), ethyne (—CCH), n-propyl (—CH 2 CH 2 CH 3 ), iso-propyl (—CH(CH 3 ) 2 ), cyclopropyl (—CH(CH 2 ) 2 ), tert-butyl (—C(CH 3 ) 3 ), propene (—CHCHCH 3 or —CH 2 CHCH 2 ), cyclopropene (—CH(CH) 2 or —C(CH)CH 2 ), propyne (—CCCH 3 or —CH 2 CCH), hydroxyl (—OH), methylalcohol (—CH 2 OH), ethylalcohol (—CH 2 CH 2 OH or —CH(OH)CH 3 ), ethyldiol (—CH(OH)CH 2 (OH)), propanol (—CH(OH)CH 2 CH 3 or —CH 2 CH(OH)CH 3 or —CH 2 CH 2 CH 2 OH), propandiol (—CH(OH)CH(OH)CH 3 or —CH(OH)CH 2 CH 2 OH or —CH 2 CH(OH)CH 2 OH), methylether (—OCH 3 ), ethylether (—OCH 2 CH 3 ), fluoromethyl (—CH 2 F), difluoromethyl (—CHF 2 ), trifluoromethyl (—CF 3 ), fluoroethyl (—CFHCH 3 or —CH 2 CH 2 F), perfluoroethyl (—CF 2 CF 3 ), fluoropropyl (—CHFCH 2 CH 3 or —CH 2 CHFCH 3 or —CH 2 CH 2 CH 2 F), perfluoropropyl (—CF 2 CF 2 CF 3 or —CF(CF 2 ) 2 ), chloromethyl (—CH 2 Cl), dichloromethyl (—CHCl 2 ), trichloromethyl (—CCl 3 ), chloroethyl (—CClHCH 3 or —CH 2 CH 2 Cl), perchloroethyl (—CCl 2 CCl 3 ), chloropropyl (—CHClCH 2 CH 3 or —CH 2 CHClCH 3 or —CH 2 CH 2 CH 2 Cl), perchloropropyl (—CCl 2 CCl 2 CCl 3 or —CCl(CCl 2 ) 2 ), cyano (—CN), aldehyde (—C(O)H), carboxylic acid (—C(O)OH), carboxylate (—C(O)O − ), carbomethoxy (—C(O)OCH 3 ), carboethoxy (—C(O)OCH 2 CH 3 ), dimethyl amine (—N(CH 3 ) 2 ), or acid chloride (—C(O)Cl);
R 6 is hydrogen (—H), chlorine (—Cl), or fluorine (—F) atom, or group comprised of methyl (—CH 3 ), ethyl (—CH 2 CH 3 ), ethylene (—CHCH 2 ), ethyne (—CCH), n-propyl (—CH 2 CH 2 CH 3 ), iso-propyl (—CH(CH 3 ) 2 ), cyclopropyl (—CH(CH 2 ) 2 ), tert-butyl (—C(CH 3 ) 3 ), propene (—CHCHCH 3 or —CH 2 CHCH 2 ), cyclopropene (—CH(CH) 2 or —C(CH)CH 2 ), propyne (—CCCH 3 or —CH 2 CCH), hydroxyl (—OH), methylalcohol (—CH 2 OH), ethylalcohol (—CH 2 CH 2 OH or —CH(OH)CH 3 ), ethyldiol (—CH(OH)CH 2 (OH)), propanol (—CH(OH)CH 2 CH 3 or —CH 2 CH(OH)CH 3 or —CH 2 CH 2 CH 2 OH), propandiol (—CH(OH)CH(OH)CH 3 or —CH(OH)CH 2 CH 2 OH or —CH 2 CH(OH)CH 2 OH), methylether (—OCH 3 ), ethylether (—OCH 2 CH 3 ), fluoromethyl (—CH 2 F), difluoromethyl (—CHF 2 ), trifluoromethyl (—CF 3 ), fluoroethyl (—CFHCH 3 or —CH 2 CH 2 F), perfluoroethyl (—CF 2 CF 3 ), fluoropropyl (—CHFCH 2 CH 3 or —CH 2 CHFCH 3 or —CH 2 CH 2 CH 2 F), perfluoropropyl (—CF 2 CF 2 CF 3 or —CF(CF 2 ) 2 ), chloromethyl (—CH 2 Cl), dichloromethyl (—CHCl 2 ), trichloromethyl (—CCl 3 ), chloroethyl (—CClHCH 3 or —CH 2 CH 2 Cl), perchloroethyl (—CCl 2 CCl 3 ), chloropropyl (—CHClCH 2 CH 3 or —CH 2 CHClCH 3 or —CH 2 CH 2 CH 2 Cl), perchloropropyl (—CCl 2 CCl 2 CCl 3 or —CCl(CCl 2 ) 2 ), cyano (—CN), aldehyde (—C(O)H), carboxylic acid (—C(O)OH), carboxylate (—C(O)O − ), carbomethoxy (—C(O)OCH 3 ), carboethoxy (—C(O)OCH 2 CH 3 ), dimethyl amine (—N(CH 3 ) 2 ), or acid chloride (—C(O)Cl);
R 7 is hydrogen (—H), chlorine (—Cl), or fluorine (—F) atom, or group comprised of methyl (—CH 3 ), ethyl (—CH 2 CH 3 ), ethylene (—CHCH 2 ), ethyne (—CCH), n-propyl (—CH 2 CH 2 CH 3 ), iso-propyl (—CH(CH 3 ) 2 ), cyclopropyl (—CH(CH 2 ) 2 ), tert-butyl (—C(CH 3 ) 3 ), propene (—CHCHCH 3 or —CH 2 CHCH 2 ), cyclopropene (—CH(CH) 2 or —C(CH)CH 2 ), propyne (—CCCH 3 or —CH 2 CCH), hydroxyl (—OH), methylalcohol (—CH 2 OH), ethylalcohol (—CH 2 CH 2 OH or —CH(OH)CH 3 ), ethyldiol (—CH(OH)CH 2 (OH)), propanol (—CH(OH)CH 2 CH 3 or —CH 2 CH(OH)CH 3 or —CH 2 CH 2 CH 2 OH), propandiol (—CH(OH)CH(OH)CH 3 or —CH(OH)CH 2 CH 2 OH or —CH 2 CH(OH)CH 2 OH), methylether (—OCH 3 ), ethylether (—OCH 2 CH 3 ), fluoromethyl (—CH 2 F), difluoromethyl (—CHF 2 ), trifluoromethyl (—CF 3 ), fluoroethyl (—CFHCH 3 or —CH 2 CH 2 F), perfluoroethyl (—CF 2 CF 3 ), fluoropropyl (—CHFCH 2 CH 3 or —CH 2 CHFCH 3 or —CH 2 CH 2 CH 2 F), perfluoropropyl (—CF 2 CF 2 CF 3 or —CF(CF 2 ) 2 ), chloromethyl (—CH 2 Cl), dichloromethyl (—CHCl 2 ), trichloromethyl (—CCl 3 ), chloroethyl (—CClHCH 3 or —CH 2 CH 2 Cl), perchloroethyl (—CCl 2 CCl 3 ), chloropropyl (—CHClCH 2 CH 3 or —CH 2 CHClCH 3 or —CH 2 CH 2 CH 2 Cl), perchloropropyl (—CCl 2 CCl 2 CCl 3 or —CCl(CCl 2 ) 2 ), cyano (—CN), aldehyde (—C(O)H), carboxylic acid (—C(O)OH), carboxylate (—C(O)O − ), carbomethoxy (—C(O)OCH 3 ), carboethoxy (—C(O)OCH 2 CH 3 ), dimethyl amine (—N(CH 3 ) 2 ), or acid chloride (—C(O)Cl);
R 8 is hydrogen (—H), chlorine (—Cl), or fluorine (—F) atom, or group comprised of methyl (—CH 3 ), ethyl (—CH 2 CH 3 ), ethylene (—CHCH 2 ), ethyne (—CCH), n-propyl (—CH 2 CH 2 CH 3 ), iso-propyl (—CH(CH 3 ) 2 ), cyclopropyl (—CH(CH 2 ) 2 ), tert-butyl (—C(CH 3 ) 3 ), propene (—CHCHCH 3 or —CH 2 CHCH 2 ), cyclopropene (—CH(CH) 2 or —C(CH)CH 2 ), propyne (—CCCH 3 or —CH 2 CCH), hydroxyl (—OH), methylalcohol (—CH 2 OH), ethylalcohol (—CH 2 CH 2 OH or —CH(OH)CH 3 ), ethyldiol (—CH(OH)CH 2 (OH)), propanol (—CH(OH)CH 2 CH 3 or —CH 2 CH(OH)CH 3 or —CH 2 CH 2 CH 2 OH), propandiol (—CH(OH)CH(OH)CH 3 or —CH(OH)CH 2 CH 2 OH or —CH 2 CH(OH)CH 2 OH), methylether (—OCH 3 ), ethylether (—OCH 2 CH 3 ), fluoromethyl (—CH 2 F), difluoromethyl (—CHF 2 ), trifluoromethyl (—CF 3 ), fluoroethyl (—CFHCH 3 or —CH 2 CH 2 F), perfluoroethyl (—CF 2 CF 3 ), fluoropropyl (—CHFCH 2 CH 3 or —CH 2 CHFCH 3 or —CH 2 CH 2 CH 2 F), perfluoropropyl (—CF 2 CF 2 CF 3 or —CF(CF 2 ) 2 ), chloromethyl (—CH 2 Cl), dichloromethyl (—CHCl 2 ), trichloromethyl (—CCl 3 ), chloroethyl (—CClHCH 3 or —CH 2 CH 2 Cl), perchloroethyl (—CCl 2 CCl 3 ), chloropropyl (—CHClCH 2 CH 3 or —CH 2 CHClCH 3 or —CH 2 CH 2 CH 2 Cl), perchloropropyl (—CCl 2 CCl 2 CCl 3 or —CCl(CCl 2 ) 2 ), cyano (—CN), aldehyde (—C(O)H), carboxylic acid (—C(O)OH), carboxylate (—C(O)O − ), carbomethoxy (—C(O)OCH 3 ), carboethoxy (—C(O)OCH 2 CH 3 ), dimethyl amine (—N(CH 3 ) 2 ), or acid chloride (—C(O)Cl);
R 9 is hydrogen (—H), chlorine (—Cl), or fluorine (—F) atom, or group comprised of methyl (—CH 3 ), ethyl (—CH 2 CH 3 ), ethylene (—CHCH 2 ), ethyne (—CCH), n-propyl (—CH 2 CH 2 CH 3 ), iso-propyl (—CH(CH 3 ) 2 ), cyclopropyl (—CH(CH 2 ) 2 ), tert-butyl (—C(CH 3 ) 3 ), propene (—CHCHCH 3 or —CH 2 CHCH 2 ), cyclopropene (—CH(CH) 2 or —C(CH)CH 2 ), propyne (—CCCH 3 or —CH 2 CCH), hydroxyl (—OH), methylalcohol (—CH 2 OH), ethylalcohol (—CH 2 CH 2 OH or —CH(OH)CH 3 ), ethyldiol (—CH(OH)CH 2 (OH)), propanol (—CH(OH)CH 2 CH 3 or —CH 2 CH(OH)CH 3 or —CH 2 CH 2 CH 2 OH), propandiol (—CH(OH)CH(OH)CH 3 or —CH(OH)CH 2 CH 2 OH or —CH 2 CH(OH)CH 2 OH), methylether (—OCH 3 ), ethylether (—OCH 2 CH 3 ), fluoromethyl (—CH 2 F), difluoromethyl (—CHF 2 ), trifluoromethyl (—CF 3 ), fluoroethyl (—CFHCH 3 or —CH 2 CH 2 F), perfluoroethyl (—CF 2 CF 3 ), fluoropropyl (—CHFCH 2 CH 3 or —CH 2 CHFCH 3 or —CH 2 CH 2 CH 2 F), perfluoropropyl (—CF 2 CF 2 CF 3 or —CF(CF 2 ) 2 ), chloromethyl (—CH 2 Cl), dichloromethyl (—CHCl 2 ), trichloromethyl (—CCl 3 ), chloroethyl (—CClHCH 3 or —CH 2 CH 2 Cl), perchloroethyl (—CCl 2 CCl 3 ), chloropropyl (—CHClCH 2 CH 3 or —CH 2 CHClCH 3 or —CH 2 CH 2 CH 2 Cl), perchloropropyl (—CCl 2 CCl 2 CCl 3 or —CCl(CCl 2 ) 2 ), cyano (—CN), aldehyde (—C(O)H), carboxylic acid (—C(O)OH), carboxylate (—C(O)O − ), carbomethoxy (—C(O)OCH 3 ), carboethoxy (—C(O)OCH 2 CH 3 ), dimethyl amine (—N(CH 3 ) 2 ), or acid chloride (—C(O)Cl); and
R 10 is hydrogen (—H), chlorine (—Cl), or fluorine (—F) atom, or group comprised of methyl (—CH 3 ), ethyl (—CH 2 CH 3 ), ethylene (—CHCH 2 ), ethyne (—CCH), n-propyl (—CH 2 CH 2 CH 3 ), iso-propyl (—CH(CH 3 ) 2 ), cyclopropyl (—CH(CH 2 ) 2 ), tert-butyl (—C(CH 3 ) 3 ), propene (—CHCHCH 3 or —CH 2 CHCH 2 ), cyclopropene (—CH(CH) 2 or —C(CH)CH 2 ), propyne (—CCCH 3 or —CH 2 CCH), hydroxyl (—OH), methylalcohol (—CH 2 OH), ethylalcohol (—CH 2 CH 2 OH or —CH(OH)CH 3 ), ethyldiol (—CH(OH)CH 2 (OH)), propanol (—CH(OH)CH 2 CH 3 or —CH 2 CH(OH)CH 3 or —CH 2 CH 2 CH 2 OH), propandiol (—CH(OH)CH(OH)CH 3 or —CH(OH)CH 2 CH 2 OH or —CH 2 CH(OH)CH 2 OH), methylether (—OCH 3 ), ethylether (—OCH 2 CH 3 ), fluoromethyl (—CH 2 F), difluoromethyl (—CHF 2 ), trifluoromethyl (—CF 3 ), fluoroethyl (—CFHCH 3 or —CH 2 CH 2 F), perfluoroethyl (—CF 2 CF 3 ), fluoropropyl (—CHFCH 2 CH 3 or —CH 2 CHFCH 3 or —CH 2 CH 2 CH 2 F), perfluoropropyl (—CF 2 CF 2 CF 3 or —CF(CF 2 ) 2 ), chloromethyl (—CH 2 Cl), dichloromethyl (—CHCl 2 ), trichloromethyl (—CCl 3 ), chloroethyl (—CClHCH 3 or —CH 2 CH 2 Cl), perchloroethyl (—CCl 2 CCl 3 ), chloropropyl (—CHClCH 2 CH 3 or —CH 2 CHClCH 3 or —CH 2 CH 2 CH 2 Cl), perchloropropyl (—CCl 2 CCl 2 CCl 3 or —CCl(CCl 2 ) 2 ), cyano (—CN), aldehyde (—C(O)H), carboxylic acid (—C(O)OH), carboxylate (—C(O)O − ), carbomethoxy (—C(O)OCH 3 ), carboethoxy (—C(O)OCH 2 CH 3 ), dimethyl amine (—N(CH 3 ) 2 ), or acid chloride (—C(O)Cl).
4 . A compound of the formula:
wherein:
R 1 is hydrogen (—H), methyl (—CH 3 ), or trifluoromethyl (—CF 3 );
R 2 is hydrogen;
R 3 is hydrogen;
R 4 is hydrogen, or methyl (—CH 3 ) provided that R 1 is hydrogen, or trifluoromethyl (—CF 3 ) provided that R 1 is hydrogen; and
wherein x and w are carbon atoms in the substituent formulas A, B, or C that are bonded to the same carbon atom as R 5 and R 6 , respectively through the bonds indicated by dashed lines;
and wherein y and z are carbon atoms in the substituent formulas A′, B′, or C′ that are bonded to the same carbon atom as R 5 and R 6 , respectively through the bonds indicated by dashed lines;
And wherein;
R 5 , R 6 , R 7 , R 8 , R 9 , R 10 , R 5 ′, R 6 ′, R 7 ′, R 8 ′, R 9 ′, and R 10 ′ may independently be hydrogen (—H), chlorine (—Cl), or fluorine (—F) atom, or group comprised of methyl (—CH 3 ), ethyl (—CH 2 CH 3 ), ethylene (—CHCH 2 ), ethyne (—CCH), n-propyl (—CH 2 CH 2 CH 3 ), iso-propyl (—CH(CH 3 ) 2 ), cyclopropyl (—CH(CH 2 ) 2 ), tert-butyl (—C(CH 3 ) 3 ), propene (—CHCHCH 3 or —CH 2 CHCH 2 ), cyclopropene (—CH(CH) 2 or —C(CH)CH 2 ), propyne (—CCCH 3 or —CH 2 CCH), hydroxyl (—OH), methylalcohol (—CH 2 OH), ethylalcohol (—CH 2 CH 2 OH or —CH(OH)CH 3 ), ethyldiol (—CH(OH)CH 2 (OH)), propanol (—CH(OH)CH 2 CH 3 or —CH 2 CH(OH)CH 3 or —CH 2 CH 2 CH 2 OH), propandiol (—CH(OH)CH(OH)CH 3 or —CH(OH)CH 2 CH 2 OH or —CH 2 CH(OH)CH 2 OH), methylether (—OCH 3 ), ethylether (—OCH 2 CH 3 ), fluoromethyl (—CH 2 F), difluoromethyl (—CHF 2 ), trifluoromethyl (—CF 3 ), fluoroethyl (—CFHCH 3 or —CH 2 CH 2 F), perfluoroethyl (—CF 2 CF 3 ), fluoropropyl (—CHFCH 2 CH 3 or —CH 2 CHFCH 3 or —CH 2 CH 2 CH 2 F), perfluoropropyl (—CF 2 CF 2 CF 3 or —CF(CF 2 ) 2 ), chloromethyl (—CH 2 Cl), dichloromethyl (—CHCl 2 ), trichloromethyl (—CCl 3 ), chloroethyl (—CClHCH 3 or —CH 2 CH 2 Cl), perchloroethyl (—CCl 2 CCl 3 ), chloropropyl (—CHClCH 2 CH 3 or —CH 2 CHClCH 3 or —CH 2 CH 2 CH 2 Cl), perchloropropyl (—CCl 2 CCl 2 CCl 3 or —CCl(CCl 2 ) 2 ), cyano (—CN), aldehyde (—C(O)H), carboxylic acid (—C(O)OH), carboxylate (—C(O)O − ), carbomethoxy (—C(O)OCH 3 ), carboethoxy (—C(O)OCH 2 CH 3 ), dimethyl amine (—N(CH 3 ) 2 ), or acid chloride (—C(O)Cl).
5 . A method of inhibiting the ethylene response in a plant, said method comprising:
a. A compound that upon exposure to light releases 1-methylcyclopropene or a chemical analogue of 1-methylcyclopropene and at least one additional linked molecule; and b. exposure of said compound to light in the presence of said plant.
6 . The method of inhibiting the ethylene response in a plant of claim 5 wherein said compound is a chemical analogue of 2(5H)-furanone.
7 . The method of inhibiting the ethylene response in a plant of claim 5 wherein said compound is a methyl-2(5H)-furanone or a trifluoromethyl-2(5H)-furanone.
8 . The method of inhibiting the ethylene response in a plant of claim 5 wherein said compound is a chemical analogue of 2(3H)-furanone.
9 . The method of inhibiting the ethylene response in a plant of claim 5 wherein said compound is a methyl-2(3H)-furanone or a trifluoromethyl-2(3H)-furanone.
10 . The method of inhibiting the ethylene response in a plant of claim 5 wherein said compound is a chemical analogue of 3-oxabicyclo[3.1.0]hexa-2,4-dione.
11 . The method of inhibiting the ethylene response in a plant of claim 5 wherein said compound is 1-methyl-3-oxabicyclo[3.1.0]hexa-2,4-dione or 1-trifluoromethyl-3-oxabicyclo[3.1.0]hexa-2,4-dione.
12 . The method of inhibiting the ethylene response in a plant of claim 5 wherein said compound is 2-oxa-1-methyl-bicyclo[2.1.0]penta-3-one, 3-oxa-1-methyl-bicyclo[2.1.0]penta-2-one, 2-oxa-1-trifluoromethyl-bicyclo[2.1.0]penta-3-one, or 3-oxa-1-trifluoromethyl-bicyclo[2.1.0]penta-2-one.
13 . The method inhibiting the ethylene response in a plant of claim 5 wherein said compound is a chemical analogue of 3,4-dioxa-bicyclo[4.1.0]hepta-2,5-dione.
14 . The method of inhibiting the ethylene response in a plant of claim 5 wherein said compound is 3,4-dioxa-1-methyl-bicyclo[4.1.0]hepta-2,5-dione or 3,4-dioxa-1-trifluoromethyl-bicyclo[4.1.0]hepta-2,5-dione.
15 . The method of inhibiting the ethylene response in a plant of claim 5 wherein said compound is a chemical analogue of tetracyclo[5.2.1.0 2,6 .0 3,5 ]deca-8-en-10-one.
16 . The method of inhibiting the ethylene response in a plant of claim 5 wherein said compound is 2-carbomethoxy-3-methyl-tetracyclo[5.2.1.0 2,6 .0 3,5 ]deca-8-en-10-one; 2-carbomethoxy-3-trifluoromethyl-tetracyclo[5.2.1.0 2,6 .0 3,5 ]deca-8-en-10-one; 2-carbomethoxy-5-methyl-tetracyclo[5.2.1.0 2,6 .0 3,5 ]deca-8-en-10-one; 2-carbomethoxy-5-trifluoromethyl-tetracyclo[5.2.1.0 2,6 .0 3,5 ]deca-8-en-10-one; 2,6-dicarbomethoxy-3-trifluoromethyl-tetracyclo[5.2.1.0 2,6 .0 3,5 ]deca-8-en-10-one; or 2,6-dicarbomethoxy-3-methyl-tetracyclo[5.2.1.0 2,6 .0 3,5 ]deca-8-en-10-one.
17 . The method of inhibiting the ethylene response in a plant of claim 15 wherein at least one said additional linked molecule released upon the exposure of said compound to light is a fertilizer, pesticide, herbicide, fungicide, preservative, bee attractant or insect repellent.
18 . The method of inhibiting the ethylene response in a plant of claim 5 wherein said compound is a chemical analogue of tricyclo[3.2.2.0 2,4 ]nona-6,8-diene.
19 . The method of inhibiting the ethylene response in a plant of claim 5 wherein said compound is 1-carbomethoxy-2-methyl-tricyclo[3.2.2.0 2,4 ]nona-6,8-diene; 1-carbomethoxy-4-methyl-tricyclo[3.2.2.0 2,4 ]nona-6,8-diene; 1-carbomethoxy-4-trifluoromethyl-tricyclo[3.2.2.0 2,4 ]nona-6,8-diene; 1,5-dicarbomethoxy-2-methyl-tricyclo[3.2.2.0 2,4 ]nona-6,8-diene; 1,5-dicarbomethoxy-2-trifluoromethyl-tricyclo[3.2.2.0 2,4 ]nona-6,8-diene; or 1-carbomethoxy-2-trifluoromethyl-tricyclo[3.2.2.0 2,4 ]nona-6,8-diene.
20 . The method of inhibiting the ethylene response in a plant of claim 18 wherein at least one said additional linked molecule released upon the exposure of said compound to light is a fertilizer, pesticide, herbicide, fungicide, preservative, bee attractant or insect repellent.
21 . A method of inhibiting the ethylene response in a plant, said method comprising:
a. A compound that upon exposure to heat releases 1-methylcyclopropene or a chemical analogue of 1-methylcyclopropene and at least one additional linked molecule; and b. exposure of said compound to heat in the presence of said plant.
22 . The method of inhibiting the ethylene response in a plant of claim 21 wherein said compound is a chemical analogue of 3,4-dioxa-bicyclo[4.1.0]hepta-2,5-dione.
23 . The method of inhibiting the ethylene response in a plant of claim 21 wherein said compound is 1-methyl-3,4-dioxa-bicyclo[4.1.0]hepta-2,5-dione or 1-trifluoromethyl-bicyclo[4.1.0]hepta-2,5-dione.
24 . The method of inhibiting the ethylene response in a plant of claim 21 wherein said compound is a chemical analogue of tetracyclo[5.2.1.0 2,6 .0 3,5 ]deca-8-en-10-one.
25 . The method of inhibiting the ethylene response in a plant of claim 21 wherein said compound is 2-carbomethoxy-3-methyl-tetracyclo[5.2.1.0 2,6 .0 3,5 ]deca-8-en-10-one; 2-carbomethoxy-3-trifluoromethyl-tetracyclo[5.2.1.0 2,6 .0 3,5 ]deca-8-en-10-one; 2-carbomethoxy-5-methyl-tetracyclo[5.2.1.0 2,6 .0 3,5 ]deca-8-en-10-one; 2-carbomethoxy-5-trifluoromethyl-tetracyclo[5.2.1.0 2,6 .0 3,5 ]deca-8-en-10-one; 2,6-dicarbomethoxy-3-trifluoromethyl-tetracyclo[5.2.1.0 2,6 .0 3,5 ]deca-8-en-10-one; or 2,6-dicarbomethoxy-3-methyl-tetracyclo[5.2.1.0 2,6 .0 3,5 ]deca-8-en-10-one.
26 . The method of inhibiting the ethylene response in a plant of claim 24 wherein at least one said additional linked molecule released upon the exposure of said compound to light is a fertilizer, pesticide, herbicide, fungicide, preservative, bee attractant or insect repellent.
27 . The method of inhibiting the ethylene response in a plant of claim 21 wherein said compound is a chemical analogue of tricyclo[3.2.2.0 2,4 ]nona-6,8-diene.
28 . The method of inhibiting the ethylene response in a plant of claim 21 wherein said compound is 1-carbomethoxy-2-methyl-tricyclo[3.2.2.0 2,4 ]nona-6,8-diene; 1-carbomethoxy-4-methyl-tricyclo[3.2.2.0 2,4 ]nona-6,8-diene; 1-carbomethoxy-4-trifluoromethyl-tricyclo[3.2.2.0 2,4 ]nona-6,8-diene; 1,5-dicarbomethoxy-2-methyl-tricyclo[3.2.2.0 2,4 ]nona-6,8-diene; 1,5-dicarbomethoxy-2-trifluoromethyl-tricyclo[3.2.2.0 2,4 ]nona-6,8-diene; or 1-carbomethoxy-2-trifluoromethyl-tricyclo[3.2.2.0 2,4 ]nona-6,8-diene.
29 . The method of inhibiting the ethylene response in a plant of claim 27 wherein at least one said additional linked molecule released upon the exposure of said compound to light is a fertilizer, pesticide, herbicide, fungicide, preservative, bee attractant or insect repellent.
30 . The method of inhibiting the ethylene response in a plant of claim 5 wherein said compound is additionally exposed to an acidic aqueous solution.
31 . The method of inhibiting the ethylene response in a plant of claim 30 wherein said compound is a analogue of 2-oxa-bicyclo[2.1.0]penta-3-one ketal.
32 . The method of inhibiting the ethylene response in a plant of claim 30 wherein said compound is 1-methyl-2-oxa-bicyclo[2.1.0]penta-3-one ketal; 4-methyl-2-oxa-bicyclo[4.1.0]penta-3-one ketal; 1-trifluoromethyl-2-oxa-bicyclo[2.1.0]penta-3-one ketal; or 4-trifluoromethyl-2-oxa-bicyclo[2.1.0]penta-3-one ketal.Join the waitlist — get patent alerts
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