Product Name

  • Name

    1-Methylcyclopropene

  • EINECS
  • CAS No. 3100-04-7
  • Article Data32
  • CAS DataBase
  • Density 0.838 g/cm3
  • Solubility
  • Melting Point 75-76 °C
  • Formula C4H6
  • Boiling Point 6.8oC at 760 mmHg
  • Molecular Weight 54.0916
  • Flash Point
  • Transport Information
  • Appearance
  • Safety
  • Risk Codes
  • Molecular Structure Molecular Structure of 3100-04-7 (1-Methylcyclopropene)
  • Hazard Symbols
  • Synonyms 1-MCP;Cyclopropene, 1-methyl-;1-Methylecyclopropene;AFXRD 020;AFXRD 038;EthylBloc;Fitomag;SmartFresh;
  • PSA 0.00000
  • LogP 1.33640

Synthetic route

3-Chloro-2-methylpropene
563-47-3

3-Chloro-2-methylpropene

Methylcyclopropen
3100-04-7

Methylcyclopropen

Conditions
ConditionsYield
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%
3-Chloro-2-methylpropene
563-47-3

3-Chloro-2-methylpropene

A

Methylcyclopropen
3100-04-7

Methylcyclopropen

B

methylene cyclopropane
6142-73-0

methylene cyclopropane

Conditions
ConditionsYield
With sodium amideA 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
35911-17-2

1,3-dibromo-2-methylpropene

Methylcyclopropen
3100-04-7

Methylcyclopropen

Conditions
ConditionsYield
With ethanol; zinc at 70℃;
1,1,3,3-tetrachlorobutane
39185-82-5

1,1,3,3-tetrachlorobutane

A

methylcyclopropane
594-11-6

methylcyclopropane

B

Methylcyclopropen
3100-04-7

Methylcyclopropen

Conditions
ConditionsYield
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.
1,1,1,3,3-pentachlorobutane
21981-33-9

1,1,1,3,3-pentachlorobutane

A

methylcyclopropane
594-11-6

methylcyclopropane

B

Methylcyclopropen
3100-04-7

Methylcyclopropen

Conditions
ConditionsYield
With zinc In N,N-dimethyl-formamide at 25 - 30℃; Title compound not separated from byproducts;A 4 % Chromat.
B 29 % Chromat.
methylene
2465-56-7

methylene

prop-1-yne
74-99-7

prop-1-yne

A

but-1-yne
107-00-6

but-1-yne

B

dimethylacetylene
503-17-3

dimethylacetylene

C

Methylcyclopropen
3100-04-7

Methylcyclopropen

Conditions
ConditionsYield
Rate constant;
Methacryloyl chloride
920-46-7

Methacryloyl chloride

Methylcyclopropen
3100-04-7

Methylcyclopropen

Conditions
ConditionsYield
With sodium amide In ammonia at -78℃;
3-Chloro-2-methylpropene
563-47-3

3-Chloro-2-methylpropene

A

dimethylacetylene
503-17-3

dimethylacetylene

B

buta-1,3-diene
106-99-0

buta-1,3-diene

C

Methylcyclopropen
3100-04-7

Methylcyclopropen

D

methylene cyclopropane
6142-73-0

methylene cyclopropane

Conditions
ConditionsYield
With sodium amide In tetrahydrofuran Yield given. Yields of byproduct given. Title compound not separated from byproducts;
1,2-diiodo-1-methylcyclopropane
653605-61-9

1,2-diiodo-1-methylcyclopropane

Methylcyclopropen
3100-04-7

Methylcyclopropen

Conditions
ConditionsYield
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
936923-97-6

1-methyl-1-(methanesulfonyloxy)-2-(trimethylsilyl)cyclopropane

A

trimethylsilyl fluoride
420-56-4

trimethylsilyl fluoride

B

Hexamethyldisiloxane
107-46-0

Hexamethyldisiloxane

C

Methylcyclopropen
3100-04-7

Methylcyclopropen

Conditions
ConditionsYield
With tetrabutyl ammonium fluoride In dimethyl sulfoxide at -78 - 25℃; Reactivity; Inert atmosphere;
1-methyl-1-(methanesulfonyloxy)-2-(dimethylbutylsilyl)cyclopropane

1-methyl-1-(methanesulfonyloxy)-2-(dimethylbutylsilyl)cyclopropane

Methylcyclopropen
3100-04-7

Methylcyclopropen

Conditions
ConditionsYield
With tetrabutyl ammonium fluoride In dimethyl sulfoxide at -78 - 25℃; Product distribution / selectivity; Inert atmosphere;
trans-1-methyl-1-(methanesulfonyloxy)-2-(dimethylphenylsilyl)cyclopropane

trans-1-methyl-1-(methanesulfonyloxy)-2-(dimethylphenylsilyl)cyclopropane

Methylcyclopropen
3100-04-7

Methylcyclopropen

Conditions
ConditionsYield
With tetrabutyl ammonium fluoride In dimethyl sulfoxide at -78 - 25℃; Product distribution / selectivity; Inert atmosphere;
1,1,2-tribromo-2-methyl-cyclopropane
130894-83-6

1,1,2-tribromo-2-methyl-cyclopropane

Methylcyclopropen
3100-04-7

Methylcyclopropen

Conditions
ConditionsYield
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
936923-97-6

1-methyl-1-(methanesulfonyloxy)-2-(trimethylsilyl)cyclopropane

Methylcyclopropen
3100-04-7

Methylcyclopropen

Conditions
ConditionsYield
With tetrabutyl ammonium fluoride In diethylene glycol dimethyl ether at 20℃;
trans-1-methyl-1-(methanesulfonyloxy)-2-(butyldimethylsilyl)cyclopropane

trans-1-methyl-1-(methanesulfonyloxy)-2-(butyldimethylsilyl)cyclopropane

Methylcyclopropen
3100-04-7

Methylcyclopropen

Conditions
ConditionsYield
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
130236-79-2

methylcyclopropenyllithium

Methylcyclopropen
3100-04-7

Methylcyclopropen

Conditions
ConditionsYield
In diethyl ether at 0℃; Inert atmosphere;
phenylmagnesium bromide

phenylmagnesium bromide

Methylcyclopropen
3100-04-7

Methylcyclopropen

(1-methylcyclopropyl)benzene
2214-14-4

(1-methylcyclopropyl)benzene

Conditions
ConditionsYield
In diethyl ether at 34℃; for 5h;95%
Methylcyclopropen
3100-04-7

Methylcyclopropen

A

dimethylacetylene
503-17-3

dimethylacetylene

B

2,3-dimethylbutene
590-19-2

2,3-dimethylbutene

C

buta-1,3-diene
106-99-0

buta-1,3-diene

Conditions
ConditionsYield
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
54129-78-1

Dithiooxalsaeure-O,O'-dimethylester

Methylcyclopropen
3100-04-7

Methylcyclopropen

3,4-Dimethoxy-1-methyl-2,5-dithiabicyclo<4.1.0>hept-3-en
76619-14-2

3,4-Dimethoxy-1-methyl-2,5-dithiabicyclo<4.1.0>hept-3-en

Conditions
ConditionsYield
In tetrachloromethane90%
cyclopenta-1,3-diene
542-92-7

cyclopenta-1,3-diene

Methylcyclopropen
3100-04-7

Methylcyclopropen

2-methyl-endo-tricyclo<3.2.1.02,4>oct-6-ene

2-methyl-endo-tricyclo<3.2.1.02,4>oct-6-ene

Conditions
ConditionsYield
90%
Methylcyclopropen
3100-04-7

Methylcyclopropen

(E)-2-methyl-3-bromo-2-propenyl acetate
105842-98-6

(E)-2-methyl-3-bromo-2-propenyl acetate

Conditions
ConditionsYield
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
88396-07-0

6,7,8,9-Tetrahydro-5H-cyclohepta-1,2,4-triazin-3-carbonsaeure-methylester

Methylcyclopropen
3100-04-7

Methylcyclopropen

3-Methyl-4,6,7,8,9,10-hexahydrocycloheptaazepin-2-carbonsaeure-methylester
88382-15-4

3-Methyl-4,6,7,8,9,10-hexahydrocycloheptaazepin-2-carbonsaeure-methylester

Conditions
ConditionsYield
In chloroform for 6h;84%
Methylcyclopropen
3100-04-7

Methylcyclopropen

(E)-2-methyl-3-chloro-2-propenyl acetate
91989-11-6

(E)-2-methyl-3-chloro-2-propenyl acetate

Conditions
ConditionsYield
With tert-butylhypochlorite Ambient temperature;84%
1,2,4,5-tetrazine-3,6-dicarboxylic acid dimethyl ester
2166-14-5

1,2,4,5-tetrazine-3,6-dicarboxylic acid dimethyl ester

Methylcyclopropen
3100-04-7

Methylcyclopropen

dimethyl exo,exo-2,6-dimethyl-9,10-diazatetracyclo[3.3.2.02.4.06.8]dec-9-ene-1,5-dicarboxylate

dimethyl exo,exo-2,6-dimethyl-9,10-diazatetracyclo[3.3.2.02.4.06.8]dec-9-ene-1,5-dicarboxylate

Conditions
ConditionsYield
In dichloromethane at 20℃;75%
2,4-dinitrobenzenesulfenyl chloride
528-76-7

2,4-dinitrobenzenesulfenyl chloride

Methylcyclopropen
3100-04-7

Methylcyclopropen

A

2-methyl-3-chloro-1-(2,4-dinitrophenylthio)-1-propene
76281-09-9

2-methyl-3-chloro-1-(2,4-dinitrophenylthio)-1-propene

B

1-methyl-1-chloro-2-(2,4-dinitrophenylthio)cyclopropane
81651-95-8

1-methyl-1-chloro-2-(2,4-dinitrophenylthio)cyclopropane

Conditions
ConditionsYield
lithium perchlorate In acetic acidA 11%
B 74%
In acetic acid for 1.5h; Ambient temperature;
7-Oxo-7H-cyclohepta-1,2,4-triazin-3-carbonsaeure-methylester
88382-18-7

7-Oxo-7H-cyclohepta-1,2,4-triazin-3-carbonsaeure-methylester

Methylcyclopropen
3100-04-7

Methylcyclopropen

3a-Methyl-6-oxo-2a,3,3a,6-tetrahydrocycloheptacyclopropapyridin-2-carbonsaeure-methylester
88382-19-8

3a-Methyl-6-oxo-2a,3,3a,6-tetrahydrocycloheptacyclopropapyridin-2-carbonsaeure-methylester

Conditions
ConditionsYield
In chloroform74%
3,6-di(2'-pyridyl)-1,2,4,5-tetrazine
1671-87-0

3,6-di(2'-pyridyl)-1,2,4,5-tetrazine

Methylcyclopropen
3100-04-7

Methylcyclopropen

1-methyl-2,5-bis(2-pyridyl)-3,4-diazanorcaradiene

1-methyl-2,5-bis(2-pyridyl)-3,4-diazanorcaradiene

Conditions
ConditionsYield
In dichloromethane; toluene at -78 - 20℃;63%
Methylcyclopropen
3100-04-7

Methylcyclopropen

2,5-bis(2-pyridyl)-3,4-diazanorcaradiene

2,5-bis(2-pyridyl)-3,4-diazanorcaradiene

exo,exo-2-methyl-1,5-bis(2-pyridyl)-9,10-diazatetracyclo[3.3.2.02.4.06.8]dec-9-ene

exo,exo-2-methyl-1,5-bis(2-pyridyl)-9,10-diazatetracyclo[3.3.2.02.4.06.8]dec-9-ene

Conditions
ConditionsYield
In dichloromethane; toluene at -78℃; than 20 deg C, 4 h;63%
2,5-dimethyl-3,4-diphenyl-thiophene-1,1-dioxide
93768-65-1

2,5-dimethyl-3,4-diphenyl-thiophene-1,1-dioxide

Methylcyclopropen
3100-04-7

Methylcyclopropen

3,4-diphenyl-1,2,5-trimethyl-1,3,5-cycloheptatriene
93768-66-2

3,4-diphenyl-1,2,5-trimethyl-1,3,5-cycloheptatriene

Conditions
ConditionsYield
In dichloromethane for 4h; Ambient temperature;53%
Methylcyclopropen
3100-04-7

Methylcyclopropen

7-methyl-2,5-bis(2-pyridyl)-3,4-diazanorcaradiene

7-methyl-2,5-bis(2-pyridyl)-3,4-diazanorcaradiene

exo,exo-3,6-dimethyl-1,5-bis(2-pyridyl)-9,10-diazatetracyclo[3.3.2.02.4.06.8]dec-9-ene

exo,exo-3,6-dimethyl-1,5-bis(2-pyridyl)-9,10-diazatetracyclo[3.3.2.02.4.06.8]dec-9-ene

Conditions
ConditionsYield
In dichloromethane at -78 - 20℃;48%
Methylcyclopropen
3100-04-7

Methylcyclopropen

1-methyl-2,5-bis(2-pyridyl)-3,4-diazanorcaradiene

1-methyl-2,5-bis(2-pyridyl)-3,4-diazanorcaradiene

exo,exo-2,6-dimethyl-1,5-bis(2-pyridyl)-9,10-diazatetracyclo[3.3.2.02.4.06.8]dec-9-ene

exo,exo-2,6-dimethyl-1,5-bis(2-pyridyl)-9,10-diazatetracyclo[3.3.2.02.4.06.8]dec-9-ene

Conditions
ConditionsYield
In dichloromethane; toluene at -78 - 20℃;43%
Methylcyclopropen
3100-04-7

Methylcyclopropen

5,6-Diphenyl-1,2,4-triazin-3-carbonsaeure-methylester
35883-53-5

5,6-Diphenyl-1,2,4-triazin-3-carbonsaeure-methylester

A

3-methyl-6,7-diphenyl-4H-azepine-2-carboxylic acid methyl ester
25872-26-8

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
25872-28-0

5-methyl-6,7-diphenyl-4H-azepine-2-carboxylic acid methyl ester

Conditions
ConditionsYield
at 20℃;A 17%
B 42%
bis(trifluoromethyl)thioketene
7445-60-5

bis(trifluoromethyl)thioketene

Methylcyclopropen
3100-04-7

Methylcyclopropen

1-Methyl-3-(3,3,3-trifluoro-2-trifluoromethyl-propenylsulfanyl)-cyclopropene
33830-64-7

1-Methyl-3-(3,3,3-trifluoro-2-trifluoromethyl-propenylsulfanyl)-cyclopropene

Conditions
ConditionsYield
In dichloromethane 0°C;31%
In dichloromethane 0°C;31%
6-Oxo-5-phenyl-6H-[1,3,4]oxadiazine-2-carboxylic acid methyl ester
98171-26-7

6-Oxo-5-phenyl-6H-[1,3,4]oxadiazine-2-carboxylic acid methyl ester

Methylcyclopropen
3100-04-7

Methylcyclopropen

A

4,7-Dihydro-3-methyl-7-oxo-6-phenyloxepin-2-carbonsaeure-methylester
127280-55-1

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
127280-54-0

4,7-Dihydro-5-methyl-7-oxo-6-phenyloxepin-2-carbonsaeure-methylester

Conditions
ConditionsYield
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
88382-18-7

7-Oxo-7H-cyclohepta-1,2,4-triazin-3-carbonsaeure-methylester

Methylcyclopropen
3100-04-7

Methylcyclopropen

5-Methylen-8-oxo-1,4,5,8-tetrahydro-1-azaheptalen-2-carbonsaeure-methylester
88396-05-8

5-Methylen-8-oxo-1,4,5,8-tetrahydro-1-azaheptalen-2-carbonsaeure-methylester

Conditions
ConditionsYield
In chloroform for 12h;28%

1-Methylcyclopropene Chemical Properties

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 Uses

 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 Specification

 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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