1-VINYLCYCLOHEXANOL 97

Base Information

• Chemical Name: 1-VINYLCYCLOHEXANOL 97
• CAS No.: 1940-19-8
• Molecular Formula: C8H14O
• Molecular Weight: 126.199
• European Community (EC) Number: 217-718-7
• NSC Number: 62184
• UNII: 9B9NGC979X
• DSSTox Substance ID: DTXSID30173019
• Nikkaji Number: J55.437E
• Wikidata: Q63396625
• Mol file: 1940-19-8.mol

Synonyms:Cyclohexanol,1-vinyl- (6CI,7CI,8CI);1-Ethenylcyclohexanol;1-Hydroxy-1-vinylcyclohexane;1-Vinyl-1-cyclohexanol;1-Vinylcyclohexanol;1-Vinylcyclohexyl alcohol;NSC62184;

Chemical Property of 1-VINYLCYCLOHEXANOL 97

Chemical Property:

• Vapor Pressure: 0.362mmHg at 25°C
• Refractive Index: n20/D 1.478(lit.)
• Boiling Point: 175 °C at 760 mmHg
• Flash Point: 66.9 °C
• PSA: 20.23000
• Density: 1.028 g/cm³
• LogP: 1.86760
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 126.104465066
• Heavy Atom Count: 9
• Complexity: 101

Purity/Quality:

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

1-Vinyl cyclohexanol 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C=CC1(CCCCC1)O
• Uses: 1-Vinyl cyclohexanol may be used to synthesize:1-vinyl-1-cyclohexene1-vinyl-1-cyclohexylacrylatecyclohexylideneacetaldehyde

Technology Process of 1-VINYLCYCLOHEXANOL 97

There total 33 articles about 1-VINYLCYCLOHEXANOL 97 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: 94.0%

1-Ethynylcyclohexan-1-ol (78-27-3) → 1-vinylcyclohexanol (1940-19-8) + 1-ethylcyclohexanol (1940-18-7)

Guidance literature:

With hydrogen; copper-palladium; silica gel; In ethanol; at 25 ℃; under 760 Torr; Kinetics;

DOI:10.1021/jo001246p

Reference yield: 86.0%

1-allyl-1-cyclohexanol (1123-34-8) + ethene (74-85-1) → 1-vinylcyclohexanol (1940-19-8)

Guidance literature:

With Hoveyda-Grubbs catalyst second generation; di-μ-bromobis-(tritert-butylphosphine)dipalladium(I); In toluene; at 100 ℃; for 12h; under 750.075 Torr; Autoclave;

DOI:10.1002/chem.201301336

Reference yield: 83.0%

vinyl magnesium bromide (1826-67-1) + cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) → 1-vinylcyclohexanol (1940-19-8)

Guidance literature:

In tetrahydrofuran; at -78 ℃;

DOI:10.1055/s-2002-34906

upstream raw materials:

1-Ethynylcyclohexan-1-ol

2-methyl-1-oxaspiro[2.5]octane

vinylcyclohexane

Vinyl bromide

Downstream raw materials:

1-<(2-Cyclohexyliden)-ethyl>-1-formyl-cyclopentan

4-Ethoxycarbonyl-6-cyclohexyliden-3-methyl-hex-2-ensaeureethylester

1-Cyclohexyliden-hexan-4-on

1-Cyclohexyliden-6-oxo-hept-4-en-3-carbonsaeure-ethylester

Refernces

• 1、 Biberger, Tobias,Gordon, Christopher P.,Leutzsch, Markus,Peil, Sebastian,Guthertz, Alexandre,Copéret, Christophe,Fürstner, Alois. "Alkyne gem-Hydrogenation: Formation of Pianostool Ruthenium Carbene Complexes and Analysis of Their Chemical Character". . p. 8845 - 8850. Retrieved 2019.
• 2、 Gibson. "-". . p. 713. Retrieved 1945.
• 3、 Schakel, Marius,Luitjes, Hendrikus,Dewever, Frank L. M.,Scheele, Jan,Klumpp, Gerhard W.. "Allylic Alcohols by Methylene Transfer from N-Lithiomethyl-N,N',N'',N''-tetramethyldiethylenetriamine to Epoxides". . p. 513 - 514. Retrieved 1995.
• 4、 Sanzone, Jillian R.,Woerpel. "High Reactivity of Strained Seven-Membered-Ring trans-Alkenes". . p. 790 - 793. Retrieved 2016.
• 5、 Funk, Pierre,Richrath, Ruben B.,Bohle, Fabian,Grimme, Stefan,Gans?uer, Andreas. "Oxidation Under Reductive Conditions: From Benzylic Ethers to Acetals with Perfect Atom-Economy by Titanocene(III) Catalysis". supporting information. p. 5482 - 5488. Retrieved 2021/02/03.
• 6、 Jeon, Jinwon,Lee, Changseok,Seo, Huiyeong,Hong, Sungwoo. "NiH-Catalyzed Proximal-Selective Hydroamination of Unactivated Alkenes". supporting information. p. 20470 - 20480. Retrieved 2020/11/27.