Conditions | Yield |
---|---|
With sodium hydride In toluene at 20 - 30℃; for 2h; Reagent/catalyst; Temperature; Solvent; Inert atmosphere; | 92.6% |
With lithium diisopropyl amide In mineral oil at 23℃; for 1.5h; Reagent/catalyst; Temperature; Time; Inert atmosphere; | 60% |
With lithium diisopropyl amide In mineral oil at 23℃; for 1.5h; Inert atmosphere; | 60% |
Conditions | Yield |
---|---|
With sodium amide | A 40% B n/a |
With sodium hexamethyldisilazane In tetrahydrofuran at 65℃; Product distribution; Further Variations:; Reagents; Solvents; Temperatures; | |
With potassium hexamethylsilazane In toluene at -78 - 110℃; for 0.25h; Sealed tube; Reflux; Inert atmosphere; | |
With sodium amide; sodium t-butanolate In tetrahydrofuran at 65℃; for 9h; Schlenk technique; Inert atmosphere; |
1,3-dibromo-2-methylpropene
Methylcyclopropen
Conditions | Yield |
---|---|
With ethanol; zinc at 70℃; |
Conditions | Yield |
---|---|
With zinc In N,N-dimethyl-formamide at 25 - 30℃; Title compound not separated from byproducts; | A 8 % Chromat. B 56 % Chromat. |
With zinc In N,N-dimethyl-formamide at 25 - 30℃; Product distribution; dechlorination of polychloroalkanes containing -CCl2CH2CCl2- group; | A 8 % Chromat. B 56 % Chromat. |
Conditions | Yield |
---|---|
With zinc In N,N-dimethyl-formamide at 25 - 30℃; Title compound not separated from byproducts; | A 4 % Chromat. B 29 % Chromat. |
methylene
prop-1-yne
A
but-1-yne
B
dimethylacetylene
C
Methylcyclopropen
Conditions | Yield |
---|---|
Rate constant; |
Conditions | Yield |
---|---|
With sodium amide In ammonia at -78℃; |
3-Chloro-2-methylpropene
A
dimethylacetylene
B
buta-1,3-diene
C
Methylcyclopropen
D
methylene cyclopropane
Conditions | Yield |
---|---|
With sodium amide In tetrahydrofuran Yield given. Yields of byproduct given. Title compound not separated from byproducts; |
1,2-diiodo-1-methylcyclopropane
Methylcyclopropen
Conditions | Yield |
---|---|
With ethylene dibromide; zinc In tetrahydrofuran for 20h; Reactivity; | |
With polymeric reagent In methanol at 20℃; Reactivity; | |
With potassium tert-butylate; para-thiocresol In DMF (N,N-dimethyl-formamide) at 20℃; for 0.25h; Reactivity; |
1-methyl-1-(methanesulfonyloxy)-2-(trimethylsilyl)cyclopropane
A
trimethylsilyl fluoride
B
Hexamethyldisiloxane
C
Methylcyclopropen
Conditions | Yield |
---|---|
With tetrabutyl ammonium fluoride In dimethyl sulfoxide at -78 - 25℃; Reactivity; Inert atmosphere; |
Methylcyclopropen
Conditions | Yield |
---|---|
With tetrabutyl ammonium fluoride In dimethyl sulfoxide at -78 - 25℃; Product distribution / selectivity; Inert atmosphere; |
Methylcyclopropen
Conditions | Yield |
---|---|
With tetrabutyl ammonium fluoride In dimethyl sulfoxide at -78 - 25℃; Product distribution / selectivity; Inert atmosphere; |
1,1,2-tribromo-2-methyl-cyclopropane
Methylcyclopropen
Conditions | Yield |
---|---|
Stage #1: 1,1,2-tribromo-2-methyl-cyclopropane With n-butyllithium In decane at 20℃; Stage #2: With water In decane |
1-methyl-1-(methanesulfonyloxy)-2-(trimethylsilyl)cyclopropane
Methylcyclopropen
Conditions | Yield |
---|---|
With tetrabutyl ammonium fluoride In diethylene glycol dimethyl ether at 20℃; |
Methylcyclopropen
Conditions | Yield |
---|---|
With 40% TBAF-DMF; sodium hydroxide at 30℃; for 0.5h; Reagent/catalyst; Temperature; Time; | |
With tetrabutyl ammonium fluoride In dimethyl sulfoxide at 40℃; for 2h; | 92.2 %Chromat. |
methylcyclopropenyllithium
Methylcyclopropen
Conditions | Yield |
---|---|
In diethyl ether at 0℃; Inert atmosphere; |
Conditions | Yield |
---|---|
In diethyl ether at 34℃; for 5h; | 95% |
Methylcyclopropen
A
dimethylacetylene
B
2,3-dimethylbutene
C
buta-1,3-diene
Conditions | Yield |
---|---|
With sulfur(VI) hexafluoride at 230.2℃; under 20.5 Torr; for 1.5h; Product distribution; Rate constant; Kinetics; var. time, var. pressure; | A 91.31% B 1.84% C 6.85% |
Product distribution; Quantum yield; Irradiation; | |
In gas under 0.1 - 6 Torr; Mechanism; Product distribution; Irradiation; |
Dithiooxalsaeure-O,O'-dimethylester
Methylcyclopropen
3,4-Dimethoxy-1-methyl-2,5-dithiabicyclo<4.1.0>hept-3-en
Conditions | Yield |
---|---|
In tetrachloromethane | 90% |
Conditions | Yield |
---|---|
90% |
Methylcyclopropen
(E)-2-methyl-3-bromo-2-propenyl acetate
Conditions | Yield |
---|---|
With N-Bromosuccinimide Ambient temperature; | 86% |
With N-Bromosuccinimide In acetic acid at 18℃; | 70% |
6,7,8,9-Tetrahydro-5H-cyclohepta-1,2,4-triazin-3-carbonsaeure-methylester
Methylcyclopropen
3-Methyl-4,6,7,8,9,10-hexahydrocycloheptaazepin-2-carbonsaeure-methylester
Conditions | Yield |
---|---|
In chloroform for 6h; | 84% |
Methylcyclopropen
(E)-2-methyl-3-chloro-2-propenyl acetate
Conditions | Yield |
---|---|
With tert-butylhypochlorite Ambient temperature; | 84% |
Conditions | Yield |
---|---|
In dichloromethane at 20℃; | 75% |
2,4-dinitrobenzenesulfenyl chloride
Methylcyclopropen
A
2-methyl-3-chloro-1-(2,4-dinitrophenylthio)-1-propene
B
1-methyl-1-chloro-2-(2,4-dinitrophenylthio)cyclopropane
Conditions | Yield |
---|---|
lithium perchlorate In acetic acid | A 11% B 74% |
In acetic acid for 1.5h; Ambient temperature; |
7-Oxo-7H-cyclohepta-1,2,4-triazin-3-carbonsaeure-methylester
Methylcyclopropen
3a-Methyl-6-oxo-2a,3,3a,6-tetrahydrocycloheptacyclopropapyridin-2-carbonsaeure-methylester
Conditions | Yield |
---|---|
In chloroform | 74% |
Conditions | Yield |
---|---|
In dichloromethane; toluene at -78 - 20℃; | 63% |
Methylcyclopropen
Conditions | Yield |
---|---|
In dichloromethane; toluene at -78℃; than 20 deg C, 4 h; | 63% |
2,5-dimethyl-3,4-diphenyl-thiophene-1,1-dioxide
Methylcyclopropen
3,4-diphenyl-1,2,5-trimethyl-1,3,5-cycloheptatriene
Conditions | Yield |
---|---|
In dichloromethane for 4h; Ambient temperature; | 53% |
Methylcyclopropen
Conditions | Yield |
---|---|
In dichloromethane at -78 - 20℃; | 48% |
Methylcyclopropen
Conditions | Yield |
---|---|
In dichloromethane; toluene at -78 - 20℃; | 43% |
Methylcyclopropen
5,6-Diphenyl-1,2,4-triazin-3-carbonsaeure-methylester
A
3-methyl-6,7-diphenyl-4H-azepine-2-carboxylic acid methyl ester
B
5-methyl-6,7-diphenyl-4H-azepine-2-carboxylic acid methyl ester
Conditions | Yield |
---|---|
at 20℃; | A 17% B 42% |
bis(trifluoromethyl)thioketene
Methylcyclopropen
1-Methyl-3-(3,3,3-trifluoro-2-trifluoromethyl-propenylsulfanyl)-cyclopropene
Conditions | Yield |
---|---|
In dichloromethane 0°C; | 31% |
In dichloromethane 0°C; | 31% |
6-Oxo-5-phenyl-6H-[1,3,4]oxadiazine-2-carboxylic acid methyl ester
Methylcyclopropen
A
4,7-Dihydro-3-methyl-7-oxo-6-phenyloxepin-2-carbonsaeure-methylester
B
4,7-Dihydro-5-methyl-7-oxo-6-phenyloxepin-2-carbonsaeure-methylester
Conditions | Yield |
---|---|
In tetrahydrofuran at 20℃; for 3h; Yield given. Title compound not separated from byproducts; | A n/a B 28% |
In tetrahydrofuran at 20℃; for 3h; Yields of byproduct given; | A n/a B 28% |
at 20℃; Yield given. Yields of byproduct given; |
7-Oxo-7H-cyclohepta-1,2,4-triazin-3-carbonsaeure-methylester
Methylcyclopropen
5-Methylen-8-oxo-1,4,5,8-tetrahydro-1-azaheptalen-2-carbonsaeure-methylester
Conditions | Yield |
---|---|
In chloroform for 12h; | 28% |
Molecule structure of 1-Methylcyclopropene (CAS NO.3100-04-7):
IUPAC Name: 1-Methylcyclopropene
Molecular Weight: 54.09044 g/mol
Molecular Formula: C4H6
Density: 0.838 g/cm3
Index of Refraction: 1.474
Molar Refractivity: 18.14 cm3
Molar Volume: 64.5 cm3
Surface Tension: 25 dyne/cm
XLogP3-AA: 1
Exact Mass: 54.04695
MonoIsotopic Mass: 54.04695
Canonical SMILES: CC1=CC1
InChI: InChI=1S/C4H6/c1-4-2-3-4/h2H,3H2,1H3
InChIKey: SHDPRTQPPWIEJG-UHFFFAOYSA-N
1-Methylcyclopropene (CAS NO.3100-04-7) is used commercially to slow down the ripening of fruit and to help maintain the freshness of cut flowers.
1-Methylcyclopropene (CAS NO.3100-04-7) is also named as 1-MCP ; EPA Pesticide Chemical Code 224459 ; EthylBloc ; HSDB 7517 ; MCP ; SmartFresh ; Cyclopropene, 1-methyl- . 1-Methylcyclopropene (CAS NO.3100-04-7) is a volatile gas at standard temperature and pressure with a boiling point of ~12 °C.
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