115568

(S)-(−)-α-Methylbenzylamine

98%

• Synonym(s): (S)-(-)-alpha-Methylbenzylamine, (S)-(−)-1-Phenylethylamine
• Linear Formula: C₆H₅CH(CH₃)NH₂
• CAS Number: 2627-86-3
• Molecular Weight: 121.18
• Beilstein: 2204907
• EC Number: 220-098-0
• MDL number: MFCD00064406
• UNSPSC Code: 12352116
• PubChem Substance ID: 24847225
• NACRES: NA.22

Properties

• vapor pressure: 0.5 mmHg ( 20 °C)
• Quality Level: 100
• Assay: 98%
• optical activity: [α]20/D −39°, neat
• optical purity: ee: 98% (GLC)
• refractive index: n20/D 1.526 (lit.)
• bp: 187 °C (lit.)
• density: 0.94 g/mL at 25 °C (lit.)
• functional group: amine; phenyl
• storage temp.: 2-8°C
• SMILES string: C[C@H](N)c1ccccc1
• InChI: 1S/C8H11N/c1-7(9)8-5-3-2-4-6-8/h2-7H,9H2,1H3/t7-/m0/s1
• InChI key: RQEUFEKYXDPUSK-ZETCQYMHSA-N

Description

Application

(S)-(-)-α-Methylbenzylamine along with 2-formylphenylboronic acid has been used in a derivatization protocol to analyze the enantiomeric excess of chiral diols.
It can also be used:

• In the diastereoselective synthesis of S-aminonitriles.
• As a chiral auxiliary in the synthesis of (S)-(-)-N-acetylcalycotomine or (R)-(+)-N-acetylcalycotomine.
• As a chiral building block in the asymmetric synthesis of 1-substituted tetrahydro-β-carbolines.

Used in a one-pot, multi-component synthesis of a highly substituted, chiral pyrrole.

Safety Information

• Pictograms: GHS06,GHS05
• Signal Word: Danger
• Hazard Statements: H302,H311,H314
• Precautionary Statements: P280 - P301 + P312 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338 - P361 + P364
• Hazard Classifications: Acute Tox. 3 Dermal - Acute Tox. 4 Oral - Skin Corr. 1B
• Storage Class Code: 6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials
• WGK: WGK 1
• Flash Point(F): 158.0 °F - closed cup
• Flash Point(C): 70 °C - closed cup
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves