ETHYLIDENECYCLOHEXANE

Base Information

• Chemical Name: ETHYLIDENECYCLOHEXANE
• CAS No.: 1003-64-1
• Molecular Formula: C8H14
• Molecular Weight: 110.199
• Hs Code.: 29021900
• European Community (EC) Number: 213-711-8
• NSC Number: 74153
• DSSTox Substance ID: DTXSID10143119
• Nikkaji Number: J110.384I
• Mol file: 1003-64-1.mol

Synonyms:Ethylidenecyclohexane;NSC 74153;2-Methyl-methylenecyclohexane;NSC74153;BRN 2036837;AC1L22MN;110779_ALDRICH;

Chemical Property of ETHYLIDENECYCLOHEXANE

Chemical Property:

• Appearance/Colour: Clear colorless liquid
• Vapor Pressure: 8.37mmHg at 25°C
• Melting Point: 55 °C
• Refractive Index: n20/D 1.462(lit.)
• Boiling Point: 138.4 °C at 760 mmHg
• Flash Point: 23.9 °C
• PSA: 0.00000
• Density: 0.891 g/cm³
• LogP: 2.89680
• Storage Temp.: Flammables area
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 110.109550447
• Heavy Atom Count: 8
• Complexity: 82.2

Purity/Quality:

98%,99%, ^*data from raw suppliers

Ethylidenecyclohexane 99% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R10:Flammable.
• Hazard Codes: R10:Flammable.
• Statements: 10
• Safety Statements: 16-29-33

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC=C1CCCCC1
• Uses: Ethylidenecyclohexane has been used as a substrate in the Lewis-acid catalyzed reactions of azodicarboxylates with different alkenes.

Technology Process of ETHYLIDENECYCLOHEXANE

There total 57 articles about ETHYLIDENECYCLOHEXANE which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 98.0%

vinylcyclohexane (695-12-5,25498-06-0) → ethylidenecyclohexane (1003-64-1)

Guidance literature:

bis(cyclopentadienyl)titanium dichloride; lithium aluminium tetrahydride; at 180 ℃; for 2h;

DOI:10.1055/s-1982-29697

Reference yield: 55.0%

vinylcyclohexane (695-12-5,25498-06-0) + diethylmethylsilane (760-32-7) + carbon monoxide (201230-82-2) → ethyl-cyclohexane (1678-91-7) + ethylidenecyclohexane (1003-64-1) + [(E)-3-(Diethyl-methyl-silanyl)-3-(diethyl-methyl-silanyloxy)-allyl]-cyclohexane (144564-72-7,144564-73-8)

Guidance literature:

With n; In benzene; at 140 ℃; for 48h; under 38000 Torr;

DOI:10.1021/ja00050a089

Reference yield: 33.9%

vinylcyclohexane (695-12-5,25498-06-0) → ethyl-cyclohexane (1678-91-7) + ethylidenecyclohexane (1003-64-1)

Guidance literature:

With hydrogen; (η3-C3H5)Co[P(OMe)3]3; for 12.5h; Ambient temperature;

DOI:10.1021/ja00393a011

upstream raw materials:

methyl magnesium iodide

diethyl ether

2-chloro-cycloheptanol

2-cyclohex-1-enyl-propionic acid

Downstream raw materials:

2-bromoethyl 1-(1-bromoethyl)cyclohexyl ether

(1R,2R)-2-Methyl-spiro[2.5]octane-1-carboxylic acid (1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl ester

1-<1-(1-cyclohexen-1-yl)ethyl>-1,2-hydrazinedicarboxylic acid bis(2,2,2-trichloroethyl) ester

1-Chloro-1-[1-(2,3,3-trichloro-cycloprop-1-enyl)-ethyl]-cyclohexane

Refernces

• 1、 Shono,Mitani. "-". . p. 2728. Retrieved 1968.
• 2、 McKinley,Rakshys. "-". . p. 134. Retrieved 1972.
• 3、 De-Botton, Sophie,Filippov, D.Sc. Oleg A.,Shubina, Elena S.,Belkova, Natalia V.,Gelman, Dmitri. "Regioselective Isomerization of Terminal Alkenes Catalyzed by a PC(sp3)Pincer Complex with a Hemilabile Pendant Arm". . p. 5959 - 5965. Retrieved 2020.
• 4、 Garcia Martinez,Osio Barcina,Ruiz Diez,Subramanian. "Geminal dialkylation, alkylative reduction and olefination of aliphatic aldehydes. Reaction of gem-bistriflates with higher order dialkylcyanocuprates". . p. 13231 - 13238. Retrieved 1994.
• 5、 Nagahara,Maruoka,Yamamoto. "Regioselective hydroalumination of allenes and their synthetic application". . p. 3783 - 3789. Retrieved 1993.
• 6、 Barnett, Sohn. "". . p. 1002. Retrieved 1971.
• 7、 Brewster,J.H.,Bayer,H.O.. "-". . p. 116 - 121. Retrieved 1964.
• 8、 Jennerjahn, Reiko,Jackstell, Ralf,Piras, Irene,Franke, Robert,Jiao, Haijun,Bauer, Matthias,Beller, Matthias. "Benign catalysis with iron: Unique selectivity in catalytic isomerization reactions of olefins". . p. 734 - 739. Retrieved 2012.
• 9、 Bota, Roxana M.,Houthoofd, Kristof,Grobet, Piet J.,Jacobs, Pierre A.,Leuven. "Superbase catalysts from thermally decomposed sodium azide supported on mesoporous γ-alumina". . p. 99 - 103. Retrieved 2010.
• 10、 McMurry,J.E.,Coppolino,A.P.. "-". . p. 2821 - 2827. Retrieved 1973.