51432

Sigma-Aldrich

(S)-(−)-α-Ethylbenzylamine

≥95.0% (GC)

Synonym(s):
(S)-(−)-1-Phenylpropylamine
Empirical Formula (Hill Notation):
C9H13N
CAS Number:
Molecular Weight:
135.21
Beilstein/REAXYS Number:
2412016
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

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.

Packaging

5 g in glass bottle

Pictograms

CorrosionExclamation mark

Signal Word

Danger

Hazard Statements

Precautionary Statements

hazcat

Acute Tox. 4 Oral - Skin Corr. 1B

storage_class_code

8A - Combustible, corrosive hazardous materials

WGK Germany

WGK 3

Flash Point(F)

170.6 °F

Flash Point(C)

77 °C

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Certificate of Analysis

Certificate of Origin

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)
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)
Articles
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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