Glycidamide

Base Information

• Chemical Name: Glycidamide
• CAS No.: 5694-00-8
• Molecular Formula: C3H5 N O2
• Molecular Weight: 87.0782
• Hs Code.: 2924299090
• European Community (EC) Number: 227-163-2
• UNII: 6G5ELX5XYN
• DSSTox Substance ID: DTXSID2031374
• Nikkaji Number: J225.097G
• Wikipedia: Glycidamide
• Wikidata: Q1532444
• ChEMBL ID: CHEMBL3560005
• Mol file: 5694-00-8.mol

Synonyms:(+--)-oxiranecarboxamide;2,3-epoxypropanamide;2-oxiranecarboxamide;glycidamide;glycidic acid amide;oxirane-2-carboxamide;oxiranecarboxamide

Chemical Property of Glycidamide

Chemical Property:

• Vapor Pressure: 0.000288mmHg at 25°C
• Melting Point: 32-34°C
• Refractive Index: 1.4940 (estimate)
• Boiling Point: 321.9°Cat760mmHg
• Flash Point: 240.8°C
• PSA: 55.62000
• Density: 1.388g/cm³
• LogP: -0.42920
• Storage Temp.: Hygroscopic, -20°C Freezer, Under Inert Atmosphere
• Solubility.: Chloroform (Sparingly), Ethyl Acetate (Slightly), Methanol (Slightly)
• XLogP3: -1.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 87.032028402
• Heavy Atom Count: 6
• Complexity: 80.9

Purity/Quality:

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

Glycidamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): 227 163 2
• Hazard Codes: T
• Statements: 45-46-22-36/37/38-43
• Safety Statements: 53-26-36/37-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1C(O1)C(=O)N
• Uses: Glycidamide may be used as an analytical standard for the determination of the analyte in human and animal biological samples by various chromatography techniques.

Technology Process of Glycidamide

There total 7 articles about Glycidamide 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: 76.0%

acrylonitrile (107-13-1,25014-41-9) → glycidamide (5694-00-8)

Guidance literature:

With Amberlyst A-26 (OH^- form); dihydrogen peroxide; In methanol; at 20 ℃; for 4h;

Reference yield: 21.0%

acrylonitrile (107-13-1,25014-41-9) → glycidamide (5694-00-8) + 2-propenamide (79-06-1,12624-24-7,25038-45-3,27754-57-0,33338-03-3,39387-77-4,68247-81-4,9082-06-8,79079-15-5)

Guidance literature:

With dihydrogen peroxide; crotonamide; In methanol; water; at 39.84 ℃; for 5h; Reagent/catalyst;

DOI:10.1246/cl.140658

Reference yield:

2-propenamide (79-06-1,12624-24-7,25038-45-3,27754-57-0,33338-03-3,39387-77-4,68247-81-4,9082-06-8,79079-15-5) → glycidamide (5694-00-8)

Guidance literature:

With 3,3-dimethyldioxirane; In acetone; at 20 ℃; for 72h;

DOI:10.1016/S1383-5718(02)00281-4

upstream raw materials:

methyl glycerate

acrylonitrile

rac-oxiranecarbonitrile

2-propenamide

Downstream raw materials:

tert-butyl N-acetyl-S-(2-carbamoyl-2-hydroxyethyl)cysteinate

tert-butyl N-acetyl-S-(1-carbamoyl-2-hydroxyethyl)cysteinate

6'-(2-hydroxy-propionamide)-2',3-diPNZ-1-(N-Boc-3-amino-2(S)-hydroxy-propionyl)-3''-Boc-sisomicin

Refernces

• 1、 Fujiwara, Shinpei,Nishimura, Shun,Ebitani, Kohki. "Synthesis of glycidamide from acrylonitrile using basic hydrotalcite catalyst in the presence of aqueous hydrogen peroxide and unsaturated amide". . p. 1716 - 1718. Retrieved 2015/02/19.
• 2、 Mansour Lakouraj,Bahrami. "Selective conversion of nitriles to amides by Amberlyst A-26 supported hydroperoxide". . p. 974 - 975. Retrieved 2007/10/03.