(S)-1-Cyclohexylethanol

Base Information

• Chemical Name: (S)-1-Cyclohexylethanol
• CAS No.: 3113-98-2
• Molecular Formula: C8H16 O
• Molecular Weight: 128.214
• European Community (EC) Number: 849-459-6
• UNII: Z3IVL7TV2X
• Nikkaji Number: J58.857A
• Mol file: 3113-98-2.mol

Synonyms:(S)-1-Cyclohexylethanol;3113-98-2;(1S)-1-cyclohexylethan-1-ol;(1S)-1-CYCLOHEXYLETHANOL;(S)-1-Cyclohexylethan-1-ol;Z3IVL7TV2X;1-Cyclohexylethanol, (S)-;Cyclohexanemethanol, alpha-methyl-, (S)-;UNII-Z3IVL7TV2X;SCHEMBL1056494;FEMA NO. 4794, S-;MFCD14705946;AKOS016844268;PS-16486;CS-0113154;EN300-89234;D77196;A934341;CYCLOHEXANEMETHANOL, .ALPHA.-METHYL-, (.ALPHA.S)-

Chemical Property of (S)-1-Cyclohexylethanol

Chemical Property:

• Boiling Point: 189°Cat760mmHg
• Flash Point: 72.8°C
• Density: 0.918g/cm³
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 128.120115130
• Heavy Atom Count: 9
• Complexity: 74.6

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C1CCCCC1)O
• Isomeric SMILES: C[C@@H](C1CCCCC1)O

Technology Process of (S)-1-Cyclohexylethanol

There total 61 articles about (S)-1-Cyclohexylethanol 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: 100.0%

Cyclohexyl methyl ketone (823-76-7) → (S)-(+)-1-cyclohexylethanol (3113-98-2)

Guidance literature:

With formic acid; C₃₇H₃₈ClN₂O₂RhS; triethylamine; In neat (no solvent); at 24 - 30 ℃; for 22h; Reagent/catalyst; enantioselective reaction; Inert atmosphere;

DOI:10.1021/acs.joc.7b00436

Reference yield: 99.0%

dimethyl zinc(II) (544-97-8) + cyclohexanecarbaldehyde (2043-61-0) → (S)-(+)-1-cyclohexylethanol (3113-98-2)

Guidance literature:

dimethyl zinc(II); cyclohexanecarbaldehyde; With (S)-N-(3-methyl-1-(1-pyrrolidin-1-yl)butan-2-yl)-P,P-di(naphthalen-1-yl)phosphinic amideamine; In hexane; at 0 ℃; for 6h; Inert atmosphere;

With ammonium chloride; In hexane; water; at 0 ℃; optical yield given as %ee; enantioselective reaction; Inert atmosphere;

DOI:10.1016/j.tet.2011.02.042

Reference yield: 97.0%

ethylidenecyclohexane (1003-64-1) → (S)-(+)-1-cyclohexylethanol (3113-98-2)

Guidance literature:

With (R,R)-C₆H₁₂BH₂^(1-)*Li⁽¹⁺⁾*OEt₂; methyl iodide; In diethyl ether; for 12h; Ambient temperature;

DOI:10.1021/ja00301a032

upstream raw materials:

methyl magnesium iodide

2-chloro-cycloheptanol

rac-1-cyclohexylethanol

(S)-1-(1-cyclohex-1-enyl)ethanol

Downstream raw materials:

(+)(S)-(1-methoxy-ethyl)-cyclohexane

(-)(S)-(1-cyclohexyl-ethyl)-nitrite

(S)-(-)-1-cyclohexylethyl acetate

(R)-1-cyclohexylethyl acetate

Refernces

• 1、 Oestreich, Martin,Seliger, Jan. "Dynamic Kinetic Resolution of Alcohols by Enantioselective Silylation Enabled by Two Orthogonal Transition-Metal Catalysts". . p. 247 - 251. Retrieved 2020/10/29.
• 2、 Ogórek, Rafa?,Jarosz, Bogdan. "Assessment of headspace solid-phase microextraction (HS-SPME) for control of asymmetric bioreduction of ketones by Alternaria alternata". . p. 75 - 80. Retrieved 2019/11/03.