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(-)-Bis[(S)-1-phenylethyl]amine

CAS No.
56210-72-1
Chemical Name:
(-)-Bis[(S)-1-phenylethyl]amine
Synonyms
(S)-bis((S)-1-phenylethyl)amine;Tamsulosin Impurity 29;bis[(1S)-1-phenylethyl]amine;(S,S)-Bis-(1-phenylethyl)amin;(-)-Bis[(S)-1-phenylethyl]amine;(?)-Bis[(S)-1-phenylethyl]amine;(-)-bis[(s)-α-methylbenzyl]amine;(S)-(-)-Bis-(1-phenylethyl)-amine;(-)-Bis[(S)-1-phenylethyl]amine 99%;(?)-Bis[(S)-1-phenylethyl]amine
CBNumber:
CB1499311
Molecular Formula:
C16H19N
Molecular Weight:
225.33
MDL Number:
MFCD00243087
MOL File:
56210-72-1.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-05-27 23:43:57
Product description Number Pack Size Price
(?)-Bis[(S)-1-phenylethyl]amine 99% 433810 1g $70.1
(?)-Bis[(S)-1-phenylethyl]amine 99% 433810 10g $384
Bis[(S)-1-phenylethyl]amine FB168367 100g $1238
Bis[(S)-1-phenylethyl]amine FB168367 500g $2750
Bis[(S)-1-phenylethyl]amine FB168367 1000g $4130
More product size

(-)-Bis[(S)-1-phenylethyl]amine Properties

Melting point ~260 °C
Boiling point 86 °C0.05 mm Hg(lit.)
alpha -197 º (NEAT)
Density 0.987 g/mL at 25 °C(lit.)
refractive index n20/D 1.5525(lit.)
Flash point >230 °F
storage temp. Keep in dark place,Inert atmosphere,Room temperature
solubility readily sol common organic solvents (ether, THF, chloroform, etc.); insol H2O.
pka 8.79±0.29(Predicted)
form liquid
color Clear, colourless
optical activity [α]/D 159°, c = 2 in ethanol
Water Solubility Immiscible with water.
InChI InChI=1S/C16H19N/c1-13(15-9-5-3-6-10-15)17-14(2)16-11-7-4-8-12-16/h3-14,17H,1-2H3/t13-,14-/m0/s1
InChIKey NXLACVVNHYIYJN-KBPBESRZSA-N
SMILES N([C@H](C1=CC=CC=C1)C)[C@H](C1=CC=CC=C1)C
CAS DataBase Reference 56210-72-1
FDA UNII 5D97T2Y7WU
UNSPSC Code 12352116
NACRES NA.22

SAFETY

Risk and Safety Statements

Symbol(GHS)  Exclamation Mark (GHS07)
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P261-P264-P271-P280-P302+P352-P305+P351+P338
target organs Respiratory system
PPE Eyeshields, Gloves, type ABEK (EN14387) respirator filter
Hazard Codes  Xi
Risk Statements  36/37/38
Safety Statements  26-36/37
WGK Germany  3
3
HS Code  2921199990
Storage Class 10 - Combustible liquids
Hazard Classifications Eye Irrit. 2
Skin Irrit. 2
STOT SE 3
NFPA 704
0
2 0

(-)-Bis[(S)-1-phenylethyl]amine price More Price(34)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 433810 (?)-Bis[(S)-1-phenylethyl]amine 99% 56210-72-1 1g $70.1 2026-04-30 Buy
Sigma-Aldrich 433810 (?)-Bis[(S)-1-phenylethyl]amine 99% 56210-72-1 10g $384 2026-04-30 Buy
Biosynth FB168367 Bis[(S)-1-phenylethyl]amine 56210-72-1 100g $1238 2026-06-04 Buy
Biosynth FB168367 Bis[(S)-1-phenylethyl]amine 56210-72-1 500g $2750 2026-06-04 Buy
Biosynth FB168367 Bis[(S)-1-phenylethyl]amine 56210-72-1 1000g $4130 2026-06-04 Buy
Product number Packaging Price Buy
433810 1g $70.1 Buy
433810 10g $384 Buy
FB168367 100g $1238 Buy
FB168367 500g $2750 Buy
FB168367 1000g $4130 Buy

(-)-Bis[(S)-1-phenylethyl]amine Chemical Properties,Uses,Production

Uses

(-)-Bis[(S)-1-phenylethyl]amine is used as a chiral resolution reagent in organic synthesis.

Preparation

Preparative Methods of (-)-(S,S)-α,α′-Dimethyldibenzylamine: minor improvements to the original catalytic hydrogenation procedure have been described (eq 1). This method provides (S,S)-(-)-(1) with an optical purity of only 70%. Enantiomerically pure (S,S)-(-)-(1) can be obtained by recrystallization of the hydrochloride salt of this enriched material from water or the benzoate salt from isopropanol. A chemical reduction procedure has also been described that yields optically active (S,S)-(1) with 74% enantiomeric excess (eq 2). A significant improvement to the former procedures is the diastereoselective hydrogenation of imines catalyzed by rhodium/chiral diphosphines, which yields (S,S)-(1) with an optical purity of 99.4% (eq 3).
(-)-Bis[(S)-1-phenylethyl]amine synthesis

General Description

(-)-(S,S)-α,α′-Dimethyldibenzylamine is a starting material for the formation of chiral amide reagents; useful in the stereospecific deprotonation of prochiral ketones, and as a chirality transfer agent in the reactions of prochiral enolates; stereoselective conjugate addition of organometallic reagents to unsaturated carbonyl systems.[1]

storage

(-)-(S,S)-α,α′-Dimethyldibenzylamine is no special precautions have been noted in the literature. The free base is a clear distillable liquid that should be stored under an inert atmosphere to prevent air oxidation. Long term storage may lead to some coloration of the material.

Purification Methods

Purification of (-)-(S,S)-α,α′-Dimethyldibenzylamine: the free base can be distilled. The HCl salt can be recrystallized from water, which removes diastereomeric impurities. The benzoate salt can be recrystallized from isopropanol.

References

1. (a) Eleveld, M. B.; Hogeveen, H.; Schudde, E. P. JOC 1986, 51, 3635. (b) Yoshida, T.; Harada, K. BCJ 1972, 45, 3706.

(-)-Bis[(S)-1-phenylethyl]amine Preparation Products And Raw materials

Global( 104)Suppliers
Supplier Tel Email Country ProdList Advantage
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View Lastest Price from (-)-Bis[(S)-1-phenylethyl]amine manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
(RS)-4-CARBOXY-3-HYDROXYPHENYLGLYCINE pictures 2026-04-17 (RS)-4-CARBOXY-3-HYDROXYPHENYLGLYCINE
56210-72-1
$2.20-8.80 1KG 99% ZHENGZHOU JIUYI TIME NEW MATERIALS CO,.LTD

(-)-Bis[(S)-1-phenylethyl]amine Spectrum

(S-(R* R*))-(-)-BIS(ALPHA-METHYLBENZYL)& (-)-Bis[(S)-1-phenylethyl]amine, 99% (99+% EE/GLC) (S,S)-Bis-(1-phenylethyl)amin (-)-bis[(s)-α-methylbenzyl]amine (S)-(-)-Bis-(1-phenylethyl)-amine hydrochloride (-)-Bis[(S)-1-phenylethyl]amine, ChiPros 99%, ee 98+% (-)-Bis[(S)-α-methylbenzyl]amine, [S-(R*,R*)]-(-)-Bis(α-methylbenzyl)amine (-)-Bis[(S)-1-phenylethyl]amine (-)-Bis[(S)-1-phenylethyl]aMine, ChiPros|r, 99%, ee 98+% (-)-Bis[(S)-1-phenylethyl]amine 99% (S)-(-)-Bis-(1-phenylethyl)-amine (αS)-α-Methyl-N-[(1S)-1-phenylethyl]benzenemethanamine Benzenemethanamine, α-methyl-N-[(1S)-1-phenylethyl]-, (αS)- Tamsulosin Impurity 29 (?)-Bis[(S)-1-phenylethyl]amine bis[(1S)-1-phenylethyl]amine (?)-Bis[(S)-1-phenylethyl]amine (-)-Bis[(S)-1-Phenylethyl]Amine, Chipros, ee (S)-bis((S)-1-phenylethyl)amine 56210-72-1 C6H5CHCH32NH