MilliporeSigma
All Photos(3)

Documents

433810

Sigma-Aldrich

(−)-Bis[(S)-1-phenylethyl]amine

99%

All Photos(3)
Synonym(s):
(−)-Bis[(S)-α-methylbenzyl]amine, [S-(R*,R*)]-(−)-Bis(α-methylbenzyl)amine
Linear Formula:
[C6H5CH(CH3)]2NH
CAS Number:
56210-72-1
Molecular Weight:
225.33
MDL number:
MFCD00243087
PubChem Substance ID:
24866982
NACRES:
NA.22

Assay

99%

form

liquid

optical activity

[α]/D −159°, c = 2 in ethanol

optical purity

ee: ≥99% (GLC)

refractive index

n20/D 1.5525 (lit.)

bp

86 °C/0.05 mmHg (lit.)

density

0.987 g/mL at 25 °C (lit.)

SMILES string

C[C@H](N[C@@H](C)c1ccccc1)c2ccccc2

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

InChI key

NXLACVVNHYIYJN-KBPBESRZSA-N

Related Categories

Compare Similar Items

View Full Comparison

Show Differences

1 of 4

This Item
452823461520336505
(−)-Bis[(S)-1-phenylethyl]amine 99%

Sigma-Aldrich

433810

(−)-Bis[(S)-1-phenylethyl]amine

(+)-Bis[(R)-1-phenylethyl]amine 99%

Sigma-Aldrich

452823

(+)-Bis[(R)-1-phenylethyl]amine

(+)-Bis[(R)-1-phenylethyl]amine hydrochloride 97%

Sigma-Aldrich

461520

(+)-Bis[(R)-1-phenylethyl]amine hydrochloride

(R)-(−)-1-Cyclohexylethylamine 98%

Sigma-Aldrich

336505

(R)-(−)-1-Cyclohexylethylamine

form

liquid

form

-

form

solid

form

liquid

refractive index

n20/D 1.5525 (lit.)

refractive index

n20/D 1.5523 (lit.)

refractive index

-

refractive index

-

bp

86 °C/0.05 mmHg (lit.)

bp

86 °C/0.05 mmHg (lit.)

bp

-

bp

177-178 °C (lit.)

density

0.987 g/mL at 25 °C (lit.)

density

0.985 g/mL at 25 °C (lit.)

density

-

density

0.866 g/mL at 20 °C (lit.)

optical activity

[α]/D −159°, c = 2 in ethanol

optical activity

[α]20/D +199.0°, neat

optical activity

[α]24/D +74°, c = 3 in ethanol

optical activity

[α]20/D −4°, neat, [α]20/D -3.8±0.3°, neat

Application

(−)-Bis[(S)-1-phenylethyl]amine can be used as:
  • A key intermediate in the synthesis of phosphoramidite (Feringa) ligands.
  • A reactant in the preparation of C(18)-C(24) unit of a novel macrolide compound lasonolide A.
  • A starting material in the synthesis of tacrine−huperzine A hybrid.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315 - H319 - H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

235.4 °F - closed cup

Flash Point(C)

> 113 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Documents related to the products that you have purchased in the past have been gathered in the Document Library for your convenience.

Visit the Document Library

Difficulty Finding Your Product Or Lot/Batch Number?

Product numbers are combined with Pack Sizes/Quantity when displayed on the website (example: T1503-25G). Please make sure you enter ONLY the product number in the Product Number field (Example: T1503).

Example:

T1503
Product Number
-
25G
Pack Size/Quantity

Additional examples:

705578-5MG-PW

PL860-CGA/SHF-1EA

MMYOMAG-74K-13

1000309185

enter as 1.000309185)

Having trouble? Feel free to contact Technical Service for assistance.

Lot and Batch Numbers can be found on a product's label following the words 'Lot' or 'Batch'.

Aldrich Products

  • For a lot number such as TO09019TO, enter it as 09019TO (without the first two letters 'TO').

  • For a lot number with a filling-code such as 05427ES-021, enter it as 05427ES (without the filling-code '-021').

  • For a lot number with a filling-code such as STBB0728K9, enter it as STBB0728 without the filling-code 'K9'.

Not Finding What You Are Looking For?

In some cases, a COA may not be available online. If your search was unable to find the COA you can request one.

Request COA

Customers Also Viewed

Slide 1 of 8

1 of 8

(S)-(-)-1-Phenylethylamine for the resolution of racemates for synthesis

Sigma-Aldrich

8.07047

(S)-(-)-1-Phenylethylamine

Phenethylamine ≥99%

Sigma-Aldrich

241008

Phenethylamine

(S)-(−)-N-Benzyl-α-methylbenzylamine 99%

Sigma-Aldrich

427470

(S)-(−)-N-Benzyl-α-methylbenzylamine

Phenethylamine 99%

Sigma-Aldrich

128945

Phenethylamine

(S)-(−)-α-Methylbenzylamine ChiPros®, produced by BASF, ≥99.0%

Sigma-Aldrich

726583

(S)-(−)-α-Methylbenzylamine

(S)-(−)-1,1′-Bi(2-naphthol) 99%

Sigma-Aldrich

246956

(S)-(−)-1,1′-Bi(2-naphthol)

(R)-(+)-1,1′-Bi(2-naphthol) 99%

Sigma-Aldrich

246948

(R)-(+)-1,1′-Bi(2-naphthol)

(R)-(+)-1-Phenylethylamine for the resolution of racemates for synthesis

Sigma-Aldrich

8.07031

(R)-(+)-1-Phenylethylamine

Enantioselective synthesis of tacrine-huperzine A hybrids. Preparative chiral MPLC separation of their racemic mixtures and absolute configuration assignments by X-ray diffraction analysis
Camps P, et al.
Tetrahedron Asymmetry, 9(5), 835-849 (1998)
(R)-2, 2′-Binaphthoyl-(S, S)-di (1-phenylethyl) aminophosphine. scalable protocols for the syntheses of phosphoramidite (feringa) ligands
Organic Syntheses (2008)
Asymmetric synthesis of the C(18)-C(24) unit of lasonolide A
Nowakowski M and Hoffmann HMR
Tetrahedron Letters, 38(6), 1001-1004 (1997)

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service