598-81-2

Basic information

• Product Name: (R)-(+)-Lactamide
• Synonyms: (R)-(+)-2-HYDROXYPROPIONAMIDE;(R)-(+)-LACTAMIDE;(R)-2-hydroxypropanamide;R-(+)-Lactamide 97+% cp 98+% ee;(2R)-2-Hydroxypropanamide;D-Lactamide;(R)-(+)-Lactamide 97%;(R)-(+)-Lactamide, 98%, ee: 99%
• CAS NO: 598-81-2
• Molecular Formula: C₃H₇NO₂
• Molecular Weight: 89.09
• Product Categories: Amides;Chiral Building Blocks;Organic Building Blocks
• Mol File: 598-81-2.mol
• Article Data: 21

Chemical Properties

• Melting Point: 50-53 °C(lit.)
• Boiling Point: 281.9 °C at 760 mmHg
• Flash Point: 124.3 °C
• Appearance: /
• Density: 1.161 g/cm³
• Vapor Pressure: 0.000409mmHg at 25°C
• Refractive Index: 20.5 ° (C=10, H2O)
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• PKA: 13.34±0.20(Predicted)
• CAS DataBase Reference: (R)-(+)-Lactamide(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-(+)-Lactamide(598-81-2)
• EPA Substance Registry System: (R)-(+)-Lactamide(598-81-2)

Safety Data

• Hazard Codes: T
• Statements: 23/24/25-36/37/38
• Safety Statements: 24/25-45-36/37/39-26
• WGK Germany: 3
• Hazardous Substances Data: 598-81-2(Hazardous Substances Data)

Usage

General Description

(R)-(+)-Lactamide, also known as (R)-2-Pyrrolidone, is a chiral amide compound that is primarily used as a precursor for the synthesis of various pharmaceuticals and fine chemicals. It is a white crystalline solid with a mild, characteristic odor, and it is soluble in water, alcohol, and ether. (R)-(+)-Lactamide is used as a building block in the production of agrochemicals, pharmaceuticals, and polymers. It is also used as a solvent and as an intermediate in the production of active pharmaceutical ingredients. The compound is considered to be of low toxicity and has been used in various applications in the chemical industry.

InChI:InChI=1/C3H7NO2/c1-2(5)3(4)6/h2,5H,1H3,(H2,4,6)/t2-/m1/s1

Upstream product

• 97-64-3 ethyl 2-hydroxypropionate 
• 52046-55-6 2,N-dihydroxy-propionamidine 
• 7782-77-6 cis-nitrous acid 
• 60-29-7 diethyl ether 
• 617-57-2 2-(2-hydroxy-1-oxopropoxy)propionic acid 
• 7664-41-7 ammonia 
• 23427-66-9 2-benzoyloxy-propionic acid amide 
• 17392-83-5 (R)-Methyl lactate 
• 849585-22-4 LACTIC ACID 
• 91-22-5 quinoline 
• 79-06-1 2-propenamide 
• 16414-04-3 1-benzimidazol-2-ylethanol 
• 547-64-8 methyl lactate 
• 201230-82-2 carbon monoxide 

Downstream Products

• 6336-49-8 lactic acid hydroxymethylamide 
• 16400-62-7 2-n-Hexyl-5-methyl-oxazol 
• 539-08-2 p-Lactophenetide 
• 107-13-1 acrylonitrile 
• 57-13-6 urea 
• 65298-12-6 2r-(3,5-dichloro-phenyl)-5c-methyl-oxazolidin-4-one 
• 65298-12-6 2r-(3,5-dichloro-phenyl)-5t-methyl-oxazolidin-4-one 
• 65298-18-2 2r-(1-chloro-2-phenyl-vinyl)-5c-methyl-oxazolidin-4-one 
• 65298-18-2 2r-(1-chloro-2-phenyl-vinyl)-5t-methyl-oxazolidin-4-one 
• 63353-84-4 2-(4-chloro-2-methyl-phenoxymethyl)-5-methyl-oxazolidin-4-one 
• 63353-84-4 2-(4-chloro-2-methyl-phenoxymethyl)-5-methyl-oxazolidin-4-one 
• 63354-06-3 2-(4-chloro-phenoxymethyl)-5-methyl-oxazolidin-4-one 
• 65298-16-0 5c-methyl-2r-(2,3,6-trichloro-phenyl)-oxazolidin-4-one 
• 65298-16-0 5t-methyl-2r-(2,3,6-trichloro-phenyl)-oxazolidin-4-one 

Relevant articles and documents

Unusual ammonolysis of a secondary amide assisted by unsubstituted vicinal amide group

Evidence for the participation of neighboring -CONH2 group in the ammonolysis of disubstituted amide was obtained. The surprising conversion of 1 into 3 in very mild conditions is a process formed by two consecutive first order reactions. Kinetics were performed in ethanol at various temperatures and NH3 concentrations. The ammonolysis of the isolated intermediate 2 allowed the unambiguous attribution of k1 and k2 to steps 1 → 2 and 2 → 3, respectively. The thermodynamic parameters of activation for both steps of the process were evaluated.

Highly Efficient Synthesis of Amino Acids by Amination of Bio-Derived Hydroxy Acids with Ammonia over Ru Supported on N-Doped Carbon Nanotubes

The amino acids have extensive applications, and their productions from biomass-derived feedstocks are very attractive. In this work, the synthesis of amino acids by amination of bio-derived hydroxy acids with ammonia over different metallic nano-catalysts supported on various supports is studied. It is found that Ru nano-catalysts on the nitrogen-doped carbon nanotubes (Ru/N?CNTs) have an outstanding performance for the reaction. Different hydroxy acids can be catalytically converted into the corresponding amino acids with yields up to 70.0 % under mild conditions, which is higher than those reported. The reasons for the high efficiency of the catalyst are investigated, and the reaction pathway is proposed on the basis of control experiments.

Catalyst, preparation method thereof and preparation method of amide compound

The invention relates to a catalyst, a preparation method thereof, and a preparation method for hydrating nitrile groups into amides. The catalyst is used for catalyzing nitrile groups to be hydratedinto amides, and the structural general formula of the catalyst is shown in the specification. In the formula, a plurality of R are respectively and independently ones selected from aromatic groups, heteroaromatic groups and non-aromatic ring groups; a plurality of R are ones respectively and independently selected from linear alkyl groups and alkane aromatic groups; X is one selected from Cl and Br; and L is one selected from OTf, BF4, PF6 and SbF6. The catalyst can catalyze nitrile groups to be hydrated into amides, and the nitrile groups can be catalyzed to be hydrated into amides even at a low temperature (20-80 DEG C); besides, compared with existing common catalysts for catalyzing nitrile groups to be hydrated into amides, the catalyst has the advantages that the equivalent weight of the catalyst can be obviously reduced, and nitrile groups can reach a relatively high conversion rate when the equivalent weight of the catalyst is only 0.01 mol%-0.5 mol%; and meanwhile, the catalyst is wider in application range and can catalyze various nitrile compounds to be hydrated into amide compounds.