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1-Methylcyclopentene
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Name

1-Methylcyclopentene

 EINECS 211-762-0
CAS No. 693-89-0 Density 0.821 g/cm3
PSA 0.00000 LogP 2.11660
Solubility N/A Melting Point -142 °C
Formula C6H10 Boiling Point 78.4 °C at 760 mmHg
Molecular Weight 82.1454 Flash Point 75-77 °C
Transport Information UN 3295 Appearance clear colourless liquid
Safety 16-62-7 Risk Codes 11-65
Molecular Structure Molecular Structure of 693-89-0 (1-Methylcyclopentene) Hazard Symbols FlammableF, HarmfulXn
Synonyms

1-Methyl-1-cyclopentene;1-Methylcyclopentene;NSC 64657;

Article Data 146

1-Methylcyclopentene Synthetic route

1528-30-9

methylenecyclopentane

693-89-0

1-methylcyclopent-1-ene

Conditions
ConditionsYield
In liquid sulphur dioxide Ambient temperature;99%
With bromine chloride67 % Spectr.
With (allylsulfonyl)benzene In Cyclohexane-d12; toluene at 130℃; for 36.5h; Product distribution; Further Variations:; Reagents; Solvents; Temperatures;95 % Spectr.
With diphenyl disulfone In chloroform-d1 at 80℃; for 1h; Kinetics;
917-54-4

methyllithium

120-92-3

cyclopentanone

693-89-0

1-methylcyclopent-1-ene

Conditions
ConditionsYield
Stage #1: methyllithium; cyclopentanone at -10 - 0℃; for 0.5h;
Stage #2: With toluene-4-sulfonic acid In 1,2-dichloro-ethane Reflux;		96%
With acid
1462-03-9

1-methylcyclopentanol

693-89-0

1-methylcyclopent-1-ene

Conditions
ConditionsYield
95%
With iodine; oxalic acid87%
With iodine Erhitzen des erhaltenen Gemisches von 1-Methyl-cyclopenten und Methylencyclopentan mit Essigsaeure und wenig Toluol-4-sulfonsaeure;
917-64-6

methyl magnesium iodide

120-92-3

cyclopentanone

693-89-0

1-methylcyclopent-1-ene

Conditions
ConditionsYield
Stage #1: methyl magnesium iodide; cyclopentanone In diethyl ether for 1h; Heating;
Stage #2: With iodine In toluene for 3h; Heating;		94%
In diethyl ether for 3h; Ambient temperature;34.8%
2) dehydration; Yield given. Multistep reaction;
75-16-1

methylmagnesium bromide

120-92-3

cyclopentanone

693-89-0

1-methylcyclopent-1-ene

Conditions
ConditionsYield
In diethyl ether for 1h;87%
30043-41-5

(hex-5-enyl)magnesium bromide

A

693-89-0

1-methylcyclopent-1-ene

B

Bis(η5-cyclopentadienyl)(η3-hexenyl)titan, 16percent

Bis(η5-cyclopentadienyl)(η3-hexenyl)titan, 16percent

Conditions
ConditionsYield
With isopropylmagnesium bromide; bis(cyclopentadienyl)titanium dichloride In diethyl ether at 36℃; for 5h;A 66%
B n/a
115-10-6

Dimethyl ether

142-29-0

cyclopentene

A

butene isomers; C7 isomers (dimethylcyclopentenes); C6 isomers (methylcyclopentenes); pentene isomers; mixture of

butene isomers; C7 isomers (dimethylcyclopentenes); C6 isomers (methylcyclopentenes); pentene isomers; mixture of

B

187737-37-7

propene

C

74-85-1

ethene

D

693-89-0

1-methylcyclopent-1-ene

E

71-43-2

benzene

Conditions
ConditionsYield
MFI280 zeolite at 400℃; under 750.075 Torr; for 20h; Product distribution / selectivity; Gas phase;A 59.5%
B 22.9%
C 6%
D 9.5%
E 2.1%
MTT47 zeolite at 400℃; under 750.075 Torr; for 20h; Product distribution / selectivity; Gas phase;A 52.2%
B 6.7%
C 1.4%
D 39.3%
E 0.4%
...Expand
110-83-8

cyclohexene

A

110-54-3

hexane

B

96-37-7

methyl-cyclopentane

C

693-89-0

1-methylcyclopent-1-ene

Conditions
ConditionsYield
ultrastabilized Y zeolite at 350℃; for 0.0333333h;A 5.6%
B 57.7%
C 8.3%
592-42-7

1,5-Hexadien

A

5194-50-3

(E,Z)-2,4-hexadiene

B

7319-00-8

(E)-1,4-hexadiene

C

1528-30-9

methylenecyclopentane

D

693-89-0

1-methylcyclopent-1-ene

E

Bis(η5-cyclopentadienyl)(η3-hexenyl)titan, 76 percent

Bis(η5-cyclopentadienyl)(η3-hexenyl)titan, 76 percent

Conditions
ConditionsYield
With isopropylmagnesium bromide; bis(cyclopentadienyl)titanium dichloride In diethyl ether at 20℃; for 3h; Further byproducts given. Yields of byproduct given;A n/a
B n/a
C n/a
D 57%
E n/a
...Expand
110-83-8

cyclohexene

A

1528-30-9

methylenecyclopentane

B

693-89-0

1-methylcyclopent-1-ene

C

1120-62-3

3-methyl-1-cyclopentene

Conditions
ConditionsYield
ultrastabilized Y zeolite at 450℃; for 1h;A 1.7%
B 54.4%
C 9.9%

1-Methylcyclopentene Specification

The IUPAC name of 1-Methylcyclopentene is 1-Methylcyclopentene. With the CAS registry number 693-89-0, it is also named as 1-Methyl-1-cyclopentene. The product's categories are Alkenes; Cyclic and Organic Building Blocks. Besides, it is clear colourless liquid, which should be stored in sealed containers and placed in a cool and dry place. And the place is away from oxidizing agents. In addition, its molecular formula is C6H10 and molecular weight is 82.14.

The other characteristics of this product can be summarized as: (1)EINECS: 211-762-0; (2)ACD/LogP: 2.92; (3)# of Rule of 5 Violations: 0; (4)ACD/LogD (pH 5.5): 2.92; (5)ACD/LogD (pH 7.4): 2.92; (6)ACD/BCF (pH 5.5): 97.68; (7)ACD/BCF (pH 7.4): 97.68; (8)ACD/KOC (pH 5.5): 924.51; (9)ACD/KOC (pH 7.4): 924.51; (10)H bond acceptors: 0; (11)H bond donors: 0; (12)Freely Rotating Bonds: 0; (13)Index of Refraction: 1.459; (14)Molar Refractivity: 27.36 cm3; (15)Molar Volume: 99.9 cm3; (16)Surface Tension: 25.4 dyne/cm; (17)Density: 0.821 g/cm3; (18)Flash Point: 75-77 °C; (19)Melting Point: -142 °C; (20)Enthalpy of Vaporization: 30.61 kJ/mol; (21)Boiling Point: 78.4 °C at 760 mmHg; (22)Vapour Pressure: 103 mmHg at 25 °C.

Preparation of 1-Methylcyclopentene: this chemical can be prepared by Methylenecyclopentane.



This reaction needs liquid Sulphur dioxide at ambient temperature. The yield is 99 %.

Uses of 1-Methylcyclopentene: this chemical is used in organic synthesis. Furthermore, it can react with Diiodomethane to get 1-Methylbicyclo[3.1.0]hexan.



This reaction needs ZnEt2 and Cyclohexane at ambient temperature. The reaction time is 5 days. The yield is 86 %.

When you are using this chemical, please be cautious about it as the following: 1-Methylcyclopentene is highly flammable. Please keep away from sources of ignition. Moreover, it is harmful that may cause lung damage if swallowed. Please keep container tightly closed. Additionally, if swallowed, do not induce vomitting, please seek medical advice immediately and show this container or label.

People can use the following data to convert to the molecule structure.
(1)SMILES:C\1=C(/C)CCC/1
(2)InChI:InChI=1/C6H10/c1-6-4-2-3-5-6/h4H,2-3,5H2,1H3
(3)InChIKey:ATQUFXWBVZUTKO-UHFFFAOYAO
(4)Std. InChI:InChI=1S/C6H10/c1-6-4-2-3-5-6/h4H,2-3,5H2,1H3
(5)Std. InChIKey:ATQUFXWBVZUTKO-UHFFFAOYSA-N

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