5455-67-4

Basic information

• Product Name: 2-hydroxy-N-methyl-N-phenylpropanamide
• CAS NO: 5455-67-4
• Molecular Formula: C₁₀H₁₃NO₂
• Molecular Weight: 179.2157
• Mol File: 5455-67-4.mol

Chemical Properties

• Boiling Point: 290.1°C at 760 mmHg
• Flash Point: 129.3°C
• Density: 1.152g/cm³
• Vapor Pressure: 0.000971mmHg at 25°C
• Refractive Index: 1.574
• CAS DataBase Reference: 2-hydroxy-N-methyl-N-phenylpropanamide(CAS DataBase Reference)
• NIST Chemistry Reference: 2-hydroxy-N-methyl-N-phenylpropanamide(5455-67-4)
• EPA Substance Registry System: 2-hydroxy-N-methyl-N-phenylpropanamide(5455-67-4)

Safety Data

• Hazardous Substances Data: 5455-67-4(Hazardous Substances Data)

Upstream product

• 547-64-8 methyl lactate 
• 100-61-8 N-methylaniline 
• 617-57-2 2-(2-hydroxy-1-oxopropoxy)propionic acid 
• 251346-03-9 2-iodo-N-methyl-N-phenylpropanamide 
• 61110-50-7 N-methyl-N-phenyl-2-oxopropanamide 
• 95-96-5 D,L-lactide 
• 2620-11-3 2-bromo-N-methyl-N-phenylpropanamide 
• 5827-78-1 N-methyl-N-phenylpropanamide 
• 97-64-3 ethyl 2-hydroxypropionate 
• 849585-22-4 LACTIC ACID 

Relevant articles and documents

Copper-catalyzed synthesis of azaspirocyclohexadienones from ∝-azido- N -arylamides under an oxygen atmosphere

A copper-catalyzed reaction of ∝-azido-N-arylamides was found to proceed under an oxygen atmosphere to afford azaspirocyclohexadienones. The present transformation is carried out by a sequence of denitrogenative formation of iminyl copper species from ∝-azido-N-arylamides and their imino-cupration with an intramolecular benzene ring on the amido nitrogen followed by consecutive formation of C-O bonds. The preliminary investigation revealed that molecular oxygen is a prerequisite for achieving the present catalytic cyclization and that one of the oxygen atoms of O2 was found to be incorporated into the cyclohexadienone moiety.

FORUMLATIONS

This invention relates to the use of lactamide compounds of formula (I): CH3CH(OH)C(=O)NR1R2, where R1 and R2 are each independently hydrogen; or C1-6 alkyl, C2-6 alkenyl or C3-6 cycloalkyl, each of which is optionally substituted by up to three substituents independently selected from phenyl, hydroxy, C1-5 alkoxy, morpholinyl and NR3R4 where R3 and R4 are each independently C1-3 alkyl; or phenyl optionally substituted by up to three substituents independently selected from C1-3 alkyl; or R1 and R2 together with the nitrogen atom to which they are attached form a morpholinyl, pyrrolidinyl, piperidinyl or azepanyl ring, each of which is optionally substituted by up to three substituents independently selected from C1-3 alkyl, in formulations to reduce the toxicity associated with other formulation components; to the use of certain lactamide compounds as solvents, especially in formulations, particularly in agrochemical formulations and in environmentally friendly formulations; to novel lactamide compounds; and to processes for preparing lactamide compounds.

Efficient radical oxygenation of α-lodocarboxylic acid derivatives

(equation presented) Treatment of α-iodocarboxylic acid derivatives with 2 equiv of triethylborane under oxygen atmosphere gives the corresponding α-hydroxy add derivatives This method is based on an iodine atom transfer from the ethyl radical, generated by the reaction of riethylborane and oxygen, with the α-iodocarbonyl compound. It offers several advantages over classical ionic substitution reactions: no elimanation product is observed tertiary iodides are efficiently converted to alcohos, and finally, this one-step procedure is working with substrates sensitive to nucleophiles.

α-HYDROXYLATION OF CARBOXYLIC ACIDS AND AMIDES USING BIS(TRIMETHYLSILYL)PEROXIDE

Bis(trimethylsilyl)peroxide is shown to react with enolate anions derived from carboxylic acids and amides to give the corresponding α-hydroxy derivatives.