401358

(S)-(−)-N,α-Dimethylbenzylamine

98%

• Synonym(s): (S)-DMBA, (S)-(−)-N-Methyl-1-phenylethylamine
• Linear Formula: C₆H₅CH(CH₃)NHCH₃
• CAS Number: 19131-99-8
• Molecular Weight: 135.21
• Beilstein/REAXYS Number: 1446867
• MDL number: MFCD00067113
• UNSPSC Code: 12352116
• PubChem Substance ID: 24865006
• NACRES: NA.22

Properties

• assay: 98%
• form: liquid
• optical activity: [α]20/D −73±5°, c = 2 in chloroform
• refractive index: n20/D 1.512 (lit.)
• bp: 74-76 °C/11 mmHg (lit.)
• density: 0.928 g/mL at 20 °C (lit.)
• functional group: amine; phenyl
• SMILES string: CN[C@@H](C)c1ccccc1
• InChI: 1S/C9H13N/c1-8(10-2)9-6-4-3-5-7-9/h3-8,10H,1-2H3/t8-/m0/s1
• InChI key: RCSSHZGQHHEHPZ-QMMMGPOBSA-N

Description

General description

(S)-(-)-N,a-Dimethylbenzylamine may be used along with benzaldehyde in the Mannich-type aminoalkylation of 2-naphthol to form 1-((S)-phenyl(((1′S)-1′-phenylethyl)methylamino)methyl)-2-naphthol. This optically active tertiary aminonaphthol can catalyze the enantioselective alkenylation of various aldehyde to generate chiral (E)- allyl alcohols.[1]

Application

Used to make asymmetric organometallic catalysts (e.g., for conjugate additions to enones).[2]

Safety Information

• pictograms: GHS05,GHS07
• signalword: Danger
• hcodes: H302 + H312 + H332,H314
• pcodes: P261 - P280 - P301 + P312 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338
• Hazard Classifications: Acute Tox. 4 Oral - Skin Corr. 1B
• Storage Class: 3 - Flammable liquids
• wgk_germany: WGK 3
• flash_point_f: 141.8 °F - closed cup
• flash_point_c: 61 °C - closed cup
• ppe: Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter