Methylcyclohexene
Names
IUPAC name
1-Methylcyclohexene,3-Methylcyclohexene, 4-Methylcyclohexene
Systematic IUPAC name
1-Methylcyclohexene,3-Methylcyclohexene, 4-Methylcyclohexene
Other names
2,3,4,5-Tetrahydrotoluene or 1-Methyl-1-Cyclohexene (1-Methylcyclohexene), 1,2,3,6-Tetrahydrotoluene (4-Methylcyclohexene)
Identifiers
CAS Number
1-: 591-49-1 3-: 591-48-0 N 4-: 591-47-9 N
3D model (JSmol)
1-: Interactive image 3-: Interactive image 4-: Interactive image
Beilstein Reference
1304483 (1-methylcyclohexene), 1848550 (3-methylcyclohexene), 1901299 (4-methylcyclohexene)
ChemSpider
1-: 11086 3-: 11085 4-: 11084
EC Number
1-: 209-718-0 3-: 209-717-5 4-: 209-715-4
1-: 11574 3-: 11573 4-: 11572
UNII
H5WXT3SV31 Y 1-: TE4P8Q2044
UN number
3295
3-: DTXSID70862258 4-: DTXSID10862257
1-: InChI=1S/C7H12/c1-7-5-3-2-4-6-7/h5H,2-4,6H2,1H3
Key: CTMHWPIWNRWQEG-UHFFFAOYSA-N
3-: InChI=1S/C7H12/c1-7-5-3-2-4-6-7/h3,5,7H,2,4,6H2,1H3
Key: UZPWKTCMUADILM-UHFFFAOYSA-N
4-: InChI=1S/C7H12/c1-7-5-3-2-4-6-7/h2-3,7H,4-6H2,1H3
Key: FSWCCQWDVGZMRD-UHFFFAOYSA-N
1-: CC1=CCCCC1
3-: CC1CCCC=C1
4-: CC1CCC=CC1
Properties
Chemical formula
C7H12
Molar mass
96.170 g/mol for 1-methylcyclohexene
Appearance
clear, liquid, colorless for 1-methylcyclohexene
Density
0.811 g/mL at 20 °C for 1-methylcyclohexene, 0.805 g/mL for 3-methylcyclohexene, 0.799 g/mL for 4-methylcyclohexene
Melting point
-120.4°C for 1-methylcyclohexene at 1 atm, -124 °C for 3-methylcyclohexene, -115.5 °C 4-methylcyclohexene
Boiling point
110 °C for 1-methylcyclohexene at 1 atm, 104 °C for 3-methylcyclohexene, 103 °C 4-methylcyclohexene
Solubility in water
0.052 g/kg for 1-methylcyclohexene
Refractive index (n D )
1.44 for 1-methylcyclohexene
Hazards
GHS labelling:
Pictograms
Signal word
Warning
Hazard statements
H225 , H304 , H315 , H319 , H335
Precautionary statements
P210 , P233 , P240 , P241 , P242 , P243 , P261 , P264 , P271 , P280 , P301+P310 , P302+P352 , P303+P361+P353 , P304+P340 , P305+P351+P338 , P312 , P321 , P331 , P332+P313 , P337+P313 , P362 , P370+P378 , P403+P233 , P403+P235 , P405 , P501
Flash point
-3 °C
Safety data sheet (SDS)
MSDS (1-methylcyclohexene)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references
Chemical compound
Methylcyclohexene refers to any one of three organic compounds consisting of cyclohexene with a methyl group substituent. The location of the methyl group relative to the cyclohexene double bond creates the three different structural isomers. These compounds are generally used as a reagent or intermediate to derive other organic compounds.[1]
Methylcyclohexenes are a cyclic olefins. Cyclic olefins can come together to form polymers. These polymers are thermoplastics that are advantageous due to their low moisture intake, their ability to resist high temperatures, have low bireinfringence, and excellent transparency. This type of polymer material is very useful in medical instruments, packaging, fibers, and optics.
As simple molecules, methylcyclohexenes are generally available from different biochemical manufacturers.[citation needed ]
^ Khanarian, G.; Celanese, H. (2001). "Optical Properties of Cyclic Olefin Copolymers". Optical Engineering . 40 (6): 1024. Bibcode:2001OptEn..40.1024K. doi:10.1117/1.1369411.
Last Update: 2024-02-19T02:47:46Z
Methylcyclohexene refers to any one of three organic compounds consisting of cyclohexene with a methyl group substituent. The location of the methyl group...
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Last Update: 2024-05-19T20:48:05Z
Other names 1-Methyl-4-(1-methylethenyl)cyclohexene 4-Isopropenyl-1-methylcyclohexene p-Menth-1,8-diene Racemic: DL-Limonene; Dipentene Identifiers CAS...
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Last Update: 2024-02-02T15:47:50Z
solid acids. Here an example reaction mechanism of the hydration of 1-methylcyclohexene to 1-methylcyclohexanol: Many alternative routes are available for...
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Last Update: 2024-03-12T02:25:08Z
examples are shown below, methylenecyclohexane on the left and 1-methylcyclohexene on the right: An exocyclic group is always shown outside the ring...
Word Count : 274
Last Update: 2024-05-02T15:28:01Z
Alkylcycloalkenes Methylcyclopropene Methylcyclobutene Methylcyclopentene Methylcyclohexene Isopropylcyclohexene Bicycloalkenes Norbornene Cycloalkynes Cyclopropyne...
Word Count : 9419
Last Update: 2024-04-26T15:49:46Z
II. The lithium aluminum hydride and mixed hydride reduction of 3-methylcyclohexene oxide". J. Org. Chem. 32 (3): 537–539. doi:10.1021/jo01278a005. B...
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Last Update: 2024-05-07T15:05:37Z
Alkylcycloalkenes Methylcyclopropene Methylcyclobutene Methylcyclopentene Methylcyclohexene Isopropylcyclohexene Bicycloalkenes Norbornene Cycloalkynes Cyclopropyne...
Word Count : 2104
Last Update: 2024-01-13T14:55:30Z
dehydrating reagents. For example, 2-methyl-cyclohexan-1-ol dehydrates to 1-methylcyclohexene in the presence of Martin's sulfurane, which reacts irreversibly with...
Word Count : 638
Last Update: 2024-05-24T12:12:12Z
Alkylcycloalkenes Methylcyclopropene Methylcyclobutene Methylcyclopentene Methylcyclohexene Isopropylcyclohexene Bicycloalkenes Norbornene Cycloalkynes Cyclopropyne...
Word Count : 3184
Last Update: 2024-05-01T18:32:31Z
Alkylcycloalkenes Methylcyclopropene Methylcyclobutene Methylcyclopentene Methylcyclohexene Isopropylcyclohexene Bicycloalkenes Norbornene Cycloalkynes Cyclopropyne...
Word Count : 2578
Last Update: 2024-02-13T05:30:55Z
Alkylcycloalkenes Methylcyclopropene Methylcyclobutene Methylcyclopentene Methylcyclohexene Isopropylcyclohexene Bicycloalkenes Norbornene Cycloalkynes Cyclopropyne...
Word Count : 3691
Last Update: 2024-05-12T16:52:46Z
"Reductive Cleavage of Allylic Alcohols, Ethers, or Acetates to Olefins: 3-Methylcyclohexene ". Organic Syntheses. 56: 101; Collected Volumes, vol. 6, p. 769. Rickborn...
Word Count : 3019
Last Update: 2022-09-20T17:21:08Z
a side product of the dehydration of 2-methylcyclohexanol into 1-methylcyclohexene . Methylenecyclohexane is an unsaturated hydrocarbon, containing a...
Word Count : 172
Last Update: 2024-03-21T14:39:32Z
Alkylcycloalkenes Methylcyclopropene Methylcyclobutene Methylcyclopentene Methylcyclohexene Isopropylcyclohexene Bicycloalkenes Norbornene Cycloalkynes Cyclopropyne...
Word Count : 432
Last Update: 2024-03-08T20:40:25Z
Alkylcycloalkenes Methylcyclopropene Methylcyclobutene Methylcyclopentene Methylcyclohexene Isopropylcyclohexene Bicycloalkenes Norbornene Cycloalkynes Cyclopropyne...
Word Count : 2077
Last Update: 2024-02-17T00:52:59Z
This method is used to keep the index numbers small. 1-methylcyclohexene 3-methylcyclohexene Cycloalkenes with a small ring have about 20° more bond...
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Last Update: 2023-03-17T10:39:53Z
Alkylcycloalkenes Methylcyclopropene Methylcyclobutene Methylcyclopentene Methylcyclohexene Isopropylcyclohexene Bicycloalkenes Norbornene Cycloalkynes Cyclopropyne...
Word Count : 1285
Last Update: 2024-05-21T11:53:06Z
Alkylcycloalkenes Methylcyclopropene Methylcyclobutene Methylcyclopentene Methylcyclohexene Isopropylcyclohexene Bicycloalkenes Norbornene Cycloalkynes Cyclopropyne...
Word Count : 3367
Last Update: 2024-03-05T01:28:54Z
Alkylcycloalkenes Methylcyclopropene Methylcyclobutene Methylcyclopentene Methylcyclohexene Isopropylcyclohexene Bicycloalkenes Norbornene Cycloalkynes Cyclopropyne...
Word Count : 139
Last Update: 2024-05-10T13:29:20Z
Alkylcycloalkenes Methylcyclopropene Methylcyclobutene Methylcyclopentene Methylcyclohexene Isopropylcyclohexene Bicycloalkenes Norbornene Cycloalkynes Cyclopropyne...
Word Count : 5110
Last Update: 2023-10-26T18:15:06Z
Alkylcycloalkenes Methylcyclopropene Methylcyclobutene Methylcyclopentene Methylcyclohexene Isopropylcyclohexene Bicycloalkenes Norbornene Cycloalkynes Cyclopropyne...
Word Count : 706
Last Update: 2024-04-12T21:17:05Z
Alkylcycloalkenes Methylcyclopropene Methylcyclobutene Methylcyclopentene Methylcyclohexene Isopropylcyclohexene Bicycloalkenes Norbornene Cycloalkynes Cyclopropyne...
Word Count : 2030
Last Update: 2024-04-01T03:46:41Z
Alkylcycloalkenes Methylcyclopropene Methylcyclobutene Methylcyclopentene Methylcyclohexene Isopropylcyclohexene Bicycloalkenes Norbornene Cycloalkynes Cyclopropyne...
Word Count : 504
Last Update: 2024-05-09T06:53:33Z
Alkylcycloalkenes Methylcyclopropene Methylcyclobutene Methylcyclopentene Methylcyclohexene Isopropylcyclohexene Bicycloalkenes Norbornene Cycloalkynes Cyclopropyne...
Word Count : 8856
Last Update: 2024-01-04T02:45:34Z
Alkylcycloalkenes Methylcyclopropene Methylcyclobutene Methylcyclopentene Methylcyclohexene Isopropylcyclohexene Bicycloalkenes Norbornene Cycloalkynes Cyclopropyne...
Word Count : 445
Last Update: 2024-03-02T19:31:46Z
Alkylcycloalkenes Methylcyclopropene Methylcyclobutene Methylcyclopentene Methylcyclohexene Isopropylcyclohexene Bicycloalkenes Norbornene Cycloalkynes Cyclopropyne...
Word Count : 1350
Last Update: 2024-02-28T20:05:28Z
Alkylcycloalkenes Methylcyclopropene Methylcyclobutene Methylcyclopentene Methylcyclohexene Isopropylcyclohexene Bicycloalkenes Norbornene Cycloalkynes Cyclopropyne...
Word Count : 798
Last Update: 2024-05-16T19:10:56Z
Alkylcycloalkenes Methylcyclopropene Methylcyclobutene Methylcyclopentene Methylcyclohexene Isopropylcyclohexene Bicycloalkenes Norbornene Cycloalkynes Cyclopropyne...
Word Count : 3158