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51432

Sigma-Aldrich

(S)-(−)-α-Ethylbenzylamine

≥95.0% (GC)

Synonym(s):

(S)-(−)-1-Phenylpropylamine

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About This Item

Empirical Formula (Hill Notation):
C9H13N
CAS Number:
3789-59-1
Molecular Weight:
135.21
Beilstein:
2412016
MDL number:
MFCD00082356
UNSPSC Code:
12352116
PubChem Substance ID:
57651324
NACRES:
NA.22

Assay

≥95.0% (GC)

optical activity

[α]20/D −20±2°, neat

optical purity

enantiomeric ratio: ≥99.0:1.0 (GC)

refractive index

n20/D 1.520

density

0.940 g/mL at 20 °C (lit.)

SMILES string

CC[C@H](N)c1ccccc1

InChI

1S/C9H13N/c1-2-9(10)8-6-4-3-5-7-8/h3-7,9H,2,10H2,1H3/t9-/m0/s1

InChI key

AQFLVLHRZFLDDV-VIFPVBQESA-N

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Application

(S)-(−)-α-Ethylbenzylamine can be used:
  • To prepare optically active copolyacrylate polymers with sensing and chiroptical properties.
  • As a chiral auxiliary in the preparation of enantioenriched indanone derived α-SCF2H β-keto esters.

Pictograms

CorrosionExclamation mark
GHS05,GHS07

Signal Word

Danger

Hazard Statements

H302,H314

Hazard Classifications

Acute Tox. 4 Oral - Skin Corr. 1B

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

170.6 °F

Flash Point(C)

77 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
1445625V
1445625
1348880
1336639
1328693

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Synthesis and characterization of new optically active poly (acrylamide/methacrylurea-co-vinyl acetate) copolymers with dansyl units
Murariu M and Buruiana EC
Designed Monomers and Polymers, 18(2), 118-128 (2015)
Asymmetric Electrophilic Difluoromethylthiolation of Indanone-Based β-Keto Esters Using Difluoromethanesulfonyl Hypervalent Iodonium Ylides
Gondo S, et al.
Molecules (Basel), 24(2), 221-221 (2019)

Articles

Chiral Amines in Asymmetric Synthesis

Chiral amines have found widespread application in asymmetric synthesis serving, for instance, as chiral bases in enantioselective deprotonation reactions or being valuable substances for resolving racemic mixtures of acids.

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