(2s)-2-Phenylpropanamide

Base Information

• Chemical Name: (2s)-2-Phenylpropanamide
• CAS No.: 13490-74-9
• Molecular Formula: C9H11NO
• Molecular Weight: 149.192
• Hs Code.: 2924299090
• European Community (EC) Number: 962-851-2
• Nikkaji Number: J1.294.733J
• Mol file: 13490-74-9.mol

Synonyms:13490-74-9;(2s)-2-phenylpropanamide;(S)-2-PHENYLPROPYLAMIDE;(S)-2-Phenylpropanamide;(s)-2-phenylpropionamide;Benzeneacetamide, a-methyl-, (aS)-;SCHEMBL1479916;AKOS006273676;AT36382;EN300-1387121

Chemical Property of (2s)-2-Phenylpropanamide

Chemical Property:

• Boiling Point: 304.414 °C at 760 mmHg
• PKA: 16.21±0.50(Predicted)
• Flash Point: 137.905 °C
• PSA: 43.09000
• Density: 1.063 g/cm³
• LogP: 1.97570
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 149.084063974
• Heavy Atom Count: 11
• Complexity: 139

Purity/Quality:

99% ^*data from raw suppliers

(S)-2-PHENYLPROPYLAMIDE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of (2s)-2-Phenylpropanamide

There total 16 articles about (2s)-2-Phenylpropanamide 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: 41.0%

1-phenylethyl cyanide (1823-91-2) → (S)-2-Phenylpropionic acid (7782-24-3) + (R)-2-Phenylpropionic acid (7782-26-5) + S(+)-2-phenyl-propanoic acid amide (13490-74-9) + (R)-2-phenylpropionic acid amide (14182-57-1)

Guidance literature:

at 30 ℃; for 12h; Title compound not separated from byproducts; Rhodococcus sp. (SP 361), pH 7;

DOI:10.1016/S0957-4166(00)80215-3

Reference yield: 5.0%

(S)-α-phenylpropionitrile (1823-91-2) → (S)-2-Phenylpropionic acid (7782-24-3) + S(+)-2-phenyl-propanoic acid amide (13490-74-9)

Guidance literature:

With sulfuric acid; water; acetic acid; for 1.5h; Heating;

DOI:10.1016/S0040-4039(01)91041-X

Reference yield:

2-phenylpropanamide (1125-70-8) → S(+)-2-phenyl-propanoic acid amide (13490-74-9) + (R)-2-phenylpropionic acid amide (14182-57-1)

Guidance literature:

With amidase from Cupriavidus necator JMP₁₃₄; water; In aq. phosphate buffer; at 30 ℃; pH=7; stereoselective reaction; Enzymatic reaction;

DOI:10.1016/j.molcatb.2014.08.016

upstream raw materials:

(S)-2-Phenylpropionic acid

(S)-α-phenylpropionitrile

1-phenylethyl cyanide

ethanol

Downstream raw materials:

(S)-α-phenylpropionitrile

C₁₀H₉NOS₂

(S)-1-phenyl-ethylamine

(2S)-2-phenyl-1-propanamine

Refernces

• 1、 Cohen,Parratt,Turner. "Enantioselective hydrolysis of nitriles and amides using an immobilised whole cell system". . p. 1543 - 1546. Retrieved 1992.
• 2、 Meier, Michael,Ruechardt, Christoph. "FLASH PYROLYSIS OF ISONITRILES, A STEREOSPECIFIC HIGH YIELD REACTION". . p. 3441 - 3444. Retrieved 1984.
• 3、 Kitamura, Mitsuru,Ishikawa, Akihiro,Okauchi, Tatsuo. "Synthesis, structure, and reaction of chiral 2-azidoimidazolinium salts: (7aS)-3-azido-5,6,7,7a-tetrahydro-2-[(1R)-1-phenylethyl]-1H-pyrrolo[1,2-c]imidazolium hexafluorophosphate and 2-azido-1,3-bis[(S)-1-phenylethyl]imidazolinium hexafluorophosphate". supporting information. p. 1794 - 1797. Retrieved 2016/04/05.
• 4、 Van Pelt,Zhang,Otten,Holt,Sorokin,Van Rantwijk,Black,Perry,Sheldon. "Probing the enantioselectivity of a diverse group of purified cobalt-centred nitrile hydratases". . p. 3011 - 3019. Retrieved 2011/06/17.