2-Hydroxy-2-phenylacetamide

Base Information

• Chemical Name: 2-Hydroxy-2-phenylacetamide
• CAS No.: 4410-31-5
• Molecular Formula: C₈H₉NO₂
• Molecular Weight: 151.165
• European Community (EC) Number: 626-245-9
• NSC Number: 16603
• UNII: I5M132OPVN
• DSSTox Substance ID: DTXSID901318287
• Nikkaji Number: J428.894G
• Wikidata: Q27894789
• Mol file: 4410-31-5.mol

Synonyms:mandelamide

Chemical Property of 2-Hydroxy-2-phenylacetamide

Chemical Property:

• Appearance/Colour: white Crystalline powder
• Vapor Pressure: 2.33E-05mmHg at 25°C
• Melting Point: 133-137 °C (lit.)
• Refractive Index: 1.589
• Boiling Point: 345.5 °C at 760 mmHg
• PKA: 12.46±0.20(Predicted)
• Flash Point: 162.7 °C
• PSA: 63.32000
• Density: 1.246 g/cm³
• LogP: 0.90560
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 0
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 151.063328530
• Heavy Atom Count: 11
• Complexity: 141

Purity/Quality:

98%,99%, ^*data from raw suppliers

2-Hydroxy-2-phenylacetamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn,Xi
• Statements: 22-36/37/38-36
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C(C(=O)N)O

Technology Process of 2-Hydroxy-2-phenylacetamide

There total 96 articles about 2-Hydroxy-2-phenylacetamide 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: 69.0%

N-cicloesil-α-ossofenilacetamide (724-92-5) → (RS)-mandelamide (4410-31-5,24008-62-6,24008-63-7,4358-86-5) + cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4)

Guidance literature:

With sulfuric acid; In ethanol; water; Product distribution; Mechanism; Irradiation; other solvents;

DOI:10.1039/P19810001357

Reference yield: 46.0%

MANDELIC ACID (611-71-2,611-72-3,17199-29-0,90-64-2) → (S)-Mandelic acid (17199-29-0) + (2R)-mandelamide (4358-86-5,4410-31-5,24008-63-7,24008-62-6) + (R)-Mandelic Acid (611-71-2)

Guidance literature:

With ammonium bicarbonate; In water; dimethyl sulfoxide; at 50 ℃; for 8h; Time; Reagent/catalyst; Temperature; Enzymatic reaction;

DOI:10.3109/10242422.2014.971120

Reference yield:

water rose + ammonium mandelate (530-31-4) → (RS)-mandelamide (4410-31-5,24008-62-6,24008-63-7,4358-86-5) + MANDELIC ACID (611-71-2,611-72-3,17199-29-0,90-64-2)

Guidance literature:

In 5,5-dimethyl-1,3-cyclohexadiene; water;

upstream raw materials:

2-oxo-2-phenylacetamide

(RS)-methyl mandelate

N-benzylidene-mandelamide

(RS)-mandelonitrile

Downstream raw materials:

2-hydroxy-2-phenyl-N-piperidin-1-ylmethyl-acetamide

N-hydroxymethyl-mandelamide

2-hydroxy-2-phenylacetophenone

(R)-2-Amino-1-phenylethanol

Refernces

• 1、 Bobal, Pavel,Otevrel, Jan,Svestka, David. "One-pot method for the synthesis of 1-aryl-2-aminoalkanol derivatives from the corresponding amides or nitriles". . p. 25029 - 25045. Retrieved 2020/07/14.
• 2、 Kanda, Tomoya,Naraoka, Asuka,Naka, Hiroshi. "Catalytic Transfer Hydration of Cyanohydrins to α-Hydroxyamides". supporting information. p. 825 - 830. Retrieved 2019/01/14.