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(R)-(-)-1-Cyclohexylethylamine

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(R)-(-)-1-Cyclohexylethylamine Basic information

Product Name:
(R)-(-)-1-Cyclohexylethylamine
Synonyms:
  • (R)-(-)-1-Cyclohexylethylamine
  • R(-)-ALPHA-METHYLCYCLOHEXANEMETHYLAMINE
  • (R)-(-)-1-CYCLOHEXYLETHYLAMINE
  • (R)-1-CYCLOHEXYLETHYLAMINE
  • Cyclohexanemethanamine, alpha-methyl-, (R)-
  • (R)-alpha-cyclohexanemethylamine
  • (R)-(-)-1-CYCLOHEXYLETHYLAMINE 98%
  • (r)-(-)-à-methylcyclohexanemethylamine
CAS:
5913-13-3
MF:
C8H17N
MW:
127.23
EINECS:
227-634-2
Product Categories:
  • Amines (Chiral)
  • Chiral Building Blocks
  • Synthetic Organic Chemistry
Mol File:
5913-13-3.mol
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(R)-(-)-1-Cyclohexylethylamine Chemical Properties

Melting point:
-15°C (estimate)
alpha 
-3.8 º (NEAT)
Boiling point:
177-178 °C (lit.)
Density 
0.866 g/mL at 20 °C (lit.)
refractive index 
n20/D 1.463
Flash point:
126 °F
pka
10.89±0.29(Predicted)
form 
clear liquid
color 
Colorless to Almost colorless
optical activity
[α]20/D 4°, neat &_& [α]20/D -3.8±0.3°, neat
Water Solubility 
Miscible with acetone, chloroform,dimethyl sulfoxide, ethanol, methanol, ether, petroleum ether and dichloromethane. Insoluble in water.
Sensitive 
Air Sensitive
BRN 
2935070
CAS DataBase Reference
5913-13-3(CAS DataBase Reference)
NIST Chemistry Reference
R-(-)-Cyclohexylethylamine(5913-13-3)
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Safety Information

Hazard Codes 
C
Risk Statements 
10-21/22-34
Safety Statements 
26-36/37/39-45
RIDADR 
UN 2734 8/PG 2
WGK Germany 
3
3-10-23
HazardClass 
8
PackingGroup 
II
HS Code 
2921309990

MSDS

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(R)-(-)-1-Cyclohexylethylamine Usage And Synthesis

Chemical Properties

optical purity >99% ee

Uses

(R)-(-)-1-Cyclohexylethylamine is used in the preparation of benzylidene(1-cyclohexylethyl)amine by reacting with benzaldehyde. It is also used to prepare chiral polymethacrylamides, which are employed as stationary phases for the liquid-chromatographic resolution of racemic amides. In addition to this, it is used in the preparation of polyamides bound to silica gel for high performance liquid chromatography, which are pressure-stable.

Uses

(R)-(-)-1-Cyclohexylethylamine may be used in the preparation of a chiral calix[4]arene Schiff base derivatives with potential enantioselective recognition ability towards amines.

General Description

(R)-(-)-1-Cyclohexylethylamine is a chiral amine mainly used as a resolving agent for racemic compounds.

Purification Methods

Purify it by conversion to the bitartrate salt (m 172o), then decomposing with strong alkali and extracting into Et2O, drying (KOH), filtering, evaporating and distilling. The hydrochloride salt has m 242o (from EtOH/Et2O), [] D -5.0o (c 10 H2O, from (+) amine). The oxalate salt has m 132o (from H2O). The (±)-base has b 176-178o/760mm, and HCl has m 237-238o. [Reihlen et al. Justus Liebigs Ann Chem 532 247 1938, Leithe Chem Ber 65 660 1932, Beilstein 12 III 95.]

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