(R)-(+)-Lactamide

Base Information

• Chemical Name: (R)-(+)-Lactamide
• CAS No.: 598-81-2
• Molecular Formula: C3H7NO2
• Molecular Weight: 89.0941
• Hs Code.: 29241990
• European Community (EC) Number: 849-365-5
• DSSTox Substance ID: DTXSID10364145
• Nikkaji Number: J70.421K
• Wikidata: Q72487123
• Mol file: 598-81-2.mol

Synonyms:(R)-(+)-Lactamide;598-81-2;(r)-2-hydroxypropanamide;(2R)-2-hydroxypropanamide;(R)-(+)-2-Hydroxypropionamide;D-lactamide;(R)-Lactamide;Propanamide, 2-hydroxy-, (2R)-;MFCD00210310;R-(+)-Lactamide 97+% cp 98+% ee;(2R)-2-oxidanylpropanamide;(R)-2-hydroxy-propionamide;SXQFCVDSOLSHOQ-UWTATZPHSA-;(R)-(+)-Lactamide, 97%;DTXSID10364145;CHEBI:182630;AC1144;AKOS006337752;AKOS015840294;CS-W016674;L0167;EN300-212052;A814549

Chemical Property of (R)-(+)-Lactamide

Chemical Property:

• Vapor Pressure: 0.000409mmHg at 25°C
• Melting Point: 50-53 °C(lit.)
• Refractive Index: 20.5 ° (C=10, H2O)
• Boiling Point: 281.9 °C at 760 mmHg
• PKA: 13.34±0.20(Predicted)
• Flash Point: 124.3 °C
• PSA: 63.32000
• Density: 1.161 g/cm³
• LogP: -0.44720
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: -1.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 89.047678466
• Heavy Atom Count: 6
• Complexity: 61.8

Purity/Quality:

99.9% ^*data from raw suppliers

(R)-(+)-Lactamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T
• Statements: 23/24/25-36/37/38
• Safety Statements: 24/25-45-36/37/39-26

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of (R)-(+)-Lactamide

There total 25 articles about (R)-(+)-Lactamide 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: 98.0%

2-hydroxy-propionitrile (78-97-7) → (+/-)-lactamide (598-81-2,2043-43-8,65144-02-7,89673-71-2)

Guidance literature:

With silver trifluoromethanesulfonate; C₃₃H₃₃ClO₇P₃Pt⁽¹⁺⁾*CF₃O₃S^(1-); In tetrahydrofuran; water; at 40 ℃; Catalytic behavior;

DOI:10.1021/acscatal.1c02254

Reference yield: 93.0%

→ (+/-)-lactamide (598-81-2,2043-43-8,65144-02-7,89673-71-2)

Guidance literature:

With silver tetrafluoroborate; C₃₆H₃₅ClFeOP₃Pt⁽¹⁺⁾*BF₄^(1-); In tetrahydrofuran; water; at 40 ℃; for 12h;

Reference yield: 90.0%

methyl lactate (547-64-8,2155-30-8) → (+/-)-lactamide (598-81-2,2043-43-8,65144-02-7,89673-71-2)

Guidance literature:

With ammonia; In methanol; Cooling with ice;

DOI:10.1246/cl.161006

upstream raw materials:

ethyl 2-hydroxypropionate

2-(2-hydroxy-1-oxopropoxy)propionic acid

2-hydroxy-propionitrile

O-acetyl-lactic acid acetylamide

Downstream raw materials:

2r-(2,6-dichloro-phenyl)-5c-methyl-oxazolidin-4-one

2r-(2,6-dichloro-phenyl)-5t-methyl-oxazolidin-4-one

lactic acid hydroxymethylamide

cyanic acid

Refernces

• 1、 Li, Chengcheng,Chang, Xiao-Yong,Huo, Luqiong,Tan, Haibo,Xing, Xiangyou,Xu, Chen. "Hydration of Cyanohydrins by Highly Active Cationic Pt Catalysts: Mechanism and Scope". . p. 8716 - 8726. Retrieved 2021/07/26.
• 2、 Arjmand, Mehdi,Fazaeli, Reza,Ghorbani, Mohammad Hossein,Kamani, Mina. "Promotion of catalytic properties of vanillin loaded MCM-41 by Cu(I) and Cu(II) for enhanced removal of quinoline contaminants". . p. 4833 - 4841. Retrieved 2020/09/16.