2-(3-Cyclohexenyl)ethanol

Base Information

• Chemical Name: 2-(3-Cyclohexenyl)ethanol
• CAS No.: 18240-10-3
• Molecular Formula: C8H14 O
• Molecular Weight: 126.199
• European Community (EC) Number: 242-115-0
• DSSTox Substance ID: DTXSID60939584
• Nikkaji Number: J46.526G
• Mol file: 18240-10-3.mol

Synonyms:3-Cyclohexene-1-ethanol;2-(3-Cyclohexenyl)ethanol;18240-10-3;2-cyclohex-3-en-1-ylethanol;EINECS 242-115-0;2-(cyclohex-3-en-1-yl)ethan-1-ol;SCHEMBL5864350;2-(1-cyclohex-3-enyl)-ethanol;DTXSID60939584;2-(3-Cyclohexen-1-yl)ethanol #;AKOS006277279;EN300-1840944

Chemical Property of 2-(3-Cyclohexenyl)ethanol

Chemical Property:

• Vapor Pressure: 0.103mmHg at 25°C
• Boiling Point: 196.3°Cat760mmHg
• Flash Point: 81.6°C
• PSA: 20.23000
• Density: 0.936g/cm³
• LogP: 1.72510
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 126.104465066
• Heavy Atom Count: 9
• Complexity: 96.7

Purity/Quality:

98%Min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(CC=C1)CCO

Technology Process of 2-(3-Cyclohexenyl)ethanol

There total 24 articles about 2-(3-Cyclohexenyl)ethanol 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: 99.0%

4-ethenylcyclohexene (100-40-3) → (+/-)-2-(3-cyclohexenyl)ethanol (18240-10-3)

Guidance literature:

4-ethenylcyclohexene; With 2-methyl-but-2-ene; bis-(1,2-dimethylpropyl)borane; In tetrahydrofuran; at 0 ℃; for 3h; Inert atmosphere;

With dihydrogen peroxide; sodium hydroxide; In tetrahydrofuran; water; at 0 ℃; for 12h; Inert atmosphere;

DOI:10.1021/acs.orglett.8b00725

Reference yield: 80.0%

(2-Cyclohex-3-enyl-ethyl)-diethoxy-methyl-silane → (+/-)-2-(3-cyclohexenyl)ethanol (18240-10-3)

Guidance literature:

With 7,8-dimethyl-10-(tetra-O-acetyl-D-arabinitol-1-yl)-10H-benzo[g]pteridine-2,4-dione; oxygen; potassium hydrogencarbonate; N-benzyl-1,4-dihydronicotinamide; cesium fluoride; In tetrahydrofuran; ethanol; at 50 ℃; under 760 Torr;

DOI:10.1039/c39880000795

Reference yield: 54.0%

C8H13F5Si(2-)*2K(1+) (65599-41-9) → (+/-)-2-(3-cyclohexenyl)ethanol (18240-10-3)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In N,N-dimethyl-formamide; for 6h; Ambient temperature;

DOI:10.1016/S0040-4020(01)88597-5

upstream raw materials:

4-ethenylcyclohexene

Tris-<2-(Δ³-cyclohexenyl)-aethyl>-boran

2-(2-chloroethoxy)-tetrahydro-2H-pyrane

3-cyclohexene-1-carbonitrile

Downstream raw materials:

2-(4-Cyclohexenyl)-ethylbromid

2-phenylethanol

2-(cyclohex-3-en-1-yl)acetic acid

Cyclohexen-⁽³⁾-yl-essigsaeure-anilid

Refernces

• 1、 Winstein,S.,Carter,P.. "-". . p. 4485 - 4486. Retrieved 1961.
• 2、 Xie, Changmin,Luo, Jisheng,Zhang, Yuping,Huang, Sha-Hua,Zhu, Lili,Hong, Ran. "Catalytic Aza-Wacker Annulation: Tuning Mechanism by the Activation Mode of Amide and Enantioselective Syntheses of Melinonine-E and Strychnoxanthine". supporting information. p. 2386 - 2390. Retrieved 2018/04/30.
• 3、 Proto, Stefano,Amat, Mercedes,Pérez, Maria,Ballette, Roberto,Romagnoli, Federica,Mancinelli, Andrea,Bosch, Joan. "Model studies on the synthesis of madangamine alkaloids. Assembly of the macrocyclic rings". supporting information; experimental part. p. 3916 - 3919. Retrieved 2012/09/22.