(S)-Amino(phenyl)acetonitrile

Base Information

• Chemical Name: (S)-Amino(phenyl)acetonitrile
• CAS No.: 53941-45-0
• Molecular Formula: C₈H₈N₂*ClH
• Molecular Weight: 168.626
• European Community (EC) Number: 256-355-9,624-363-5
• DSSTox Substance ID: DTXSID101313007
• Nikkaji Number: J319.970C
• Mol file: 53941-45-0.mol

Synonyms:(S)-Amino(phenyl)acetonitrile;48108-77-6;(2S)-2-amino-2-phenylacetonitrile;EINECS 256-355-9;(-)-Phenylglycinonitrile;53941-45-0;(S)-Aminophenylacetonitrile;SCHEMBL2124354;DTXSID101313007;STR04909

Chemical Property of (S)-Amino(phenyl)acetonitrile

Chemical Property:

• Vapor Pressure: 0.0491mmHg at 25°C
• Melting Point: 164-165 °C (dec.)(lit.)
• Boiling Point: 235.8°Cat760mmHg
• Flash Point: 96.4°C
• PSA: 49.81000
• Density: g/cm³
• LogP: 2.71228
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 132.068748264
• Heavy Atom Count: 10
• Complexity: 139

Purity/Quality:

98%min ^*data from raw suppliers

α-Phenylglycinonitrile hydrochloride technical, ≥95% (AT) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn,Xi
• Statements: 36/38
• Safety Statements: 26-37/39-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C(C#N)N
• Isomeric SMILES: C1=CC=C(C=C1)[C@@H](C#N)N

Technology Process of (S)-Amino(phenyl)acetonitrile

There total 8 articles about (S)-Amino(phenyl)acetonitrile which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 90.0%

phenylacetic acid (103-82-2) + 2-phenylglycinonitrile hydrochloride (53641-60-4,53941-45-0) → (S)-N-(phenylacetyl)-α-phenylglycinonitrile (345643-03-0) + (R)-α-phenylglycinonitrile hydrochloride (53941-45-0)

Guidance literature:

With hydrogenchloride; sodium hydroxide; E_. coli penicillin acylase; In water; at 5 ℃; pH=5.0;

DOI:10.1016/S0957-4166(03)00523-8

Reference yield:

2-amino-2-phenylacetonitrile (16750-42-8,41804-94-8) → 2-phenylglycinonitrile hydrochloride (53641-60-4,53941-45-0)

Guidance literature:

With hydrogenchloride; In diethyl ether; at 20 ℃; for 0.25h; Inert atmosphere;

DOI:10.1039/c6cc04308a

Reference yield:

benzaldehyde (100-52-7) → 2-phenylglycinonitrile hydrochloride (53641-60-4,53941-45-0)

Guidance literature:

Multi-step reaction with 2 steps

1: ammonium acetate; ammonium hydroxide / water; ethanol / 5 h / 25 °C / Inert atmosphere

2: hydrogenchloride / diethyl ether / 0.25 h / 20 °C / Inert atmosphere

With hydrogenchloride; ammonium hydroxide; ammonium acetate; In diethyl ether; ethanol; water;

DOI:10.1039/c6cc04308a

upstream raw materials:

potassium cyanide

benzaldehyde

2-amino-2-phenylacetonitrile

phenylacetic acid

Downstream raw materials:

N-(cyano-phenyl-methyl)-N'-methyl-urea

(S)-N-(phenylacetyl)-α-phenylglycinonitrile

Refernces

• 1、 -. "COMPOSITIONS AND METHODS FOR CYCLOFRUCTANS AS SEPARATION AGENTS". Page/Page column 45-49; 62. . Retrieved 2010/12/31.
• 2、 -. "Beta-amino acid nitrile derivatives as cathepsin K inhibitors". . . Retrieved 2008/06/13.