3852-14-0

Basic information

• Product Name: N,N'-methylenediacetamide
• Synonyms: N,N'-Methylenebisacetamide
• CAS NO: 3852-14-0
• Molecular Formula: C₅H₁₀N₂O₂
• Molecular Weight: 130.15
• Mol File: 3852-14-0.mol

Chemical Properties

• Boiling Point: 431.3°Cat760mmHg
• Flash Point: 218.6°C
• Appearance: /
• Density: 1.058g/cm³
• CAS DataBase Reference: N,N'-methylenediacetamide(CAS DataBase Reference)
• NIST Chemistry Reference: N,N'-methylenediacetamide(3852-14-0)
• EPA Substance Registry System: N,N'-methylenediacetamide(3852-14-0)

Safety Data

• Hazardous Substances Data: 3852-14-0(Hazardous Substances Data)

Upstream product

• 5663-62-7 N-(furan-2-ylmethyl)acetamide 
• 64-17-5 ethanol 
• 291-21-4 [1,3,5]trithiane 
• 556-50-3 glycylglycine 
• 3409-88-9 N,N'-(ethane-1,2-diyl)bis(4-methoxybenzamide) 
• 75-05-8 acetonitrile 
• 644-33-7 N,N'-ethanediyl-bis-benzamide 
• 19070-75-8 (acetamidomethoxy)trimethylsilane 
• 13435-12-6 N-Trimethylsilylacetamide 
• 60-35-5 acetamide 
• 50-00-0 formaldehyd 

Downstream Products

• 1066-51-9 Aminomethylphosphonic acid 
• 6419-19-8 nitrilo-tris(methylenephosphonic acid) 
• 34185-04-1 N-(4-hydroxybenzyl)acetamide 
• 80311-94-0 N-(2-hydroxybenzyl)acetamide 
• 588-46-5 N-(phenylmethyl)acetamide 
• 35103-34-5 N-(p-methoxybenzyl)acetamide 
• 726-18-1 4,4'-dianisylmethane 
• 95492-67-4 N,N'-Diacetyl-2-methyl-4-aminomethyl-anilin 
• 10519-74-1 N-pentamethylphenylmethyl-acetamide 
• 5804-36-4 2-acetylaminomethyl-4-nitrophenol 
• 91246-53-6 N-(2-Methoxy-5-methylbenzyl)-acetamid 

Relevant articles and documents

Photochemistry of Aliphatic Dipeptides in Aqueous Solution

U.v. irradiation of aqueous solutions of glycylglycine or alanylglycine in the absence of oxygen leads to quantitative N-terminal deamination, and the formation of acetamide or propionamide, respectively, in high chemical yield.

One-Pot Anodic Conversion of Symmetrical Bisamides of Ethylene Diamine to Unsymmetrical gem-Bisamides of Methylene Diamine

Symmetrical bisamides of ethylene diamine of type ArCONHCH2CH2NHCOAr undergo anodic C-C bond cleavage in acetonitrile-LiClO4 under controlled-potential electrolysis. The electrogenerated carbocation intermediates react with the solvent acetonitrile to afford unsymmetrical gem-bisamides of type ArCONHCH2NHCOMe in a one-pot reaction. The yields of the latter products are moderate (up to 60%). Other minor products involve two symmetrical gem-bisamides of type ArCONHCH2NHCOAr and MeCONHCH2NHCOMe and fragmentation products (e.g., ArCONHCHO, ArCONH2, and ArCN).

Photochemistry of dipeptides in aqueous solution

The photochemical lability of peptides is poorly understood, largely because of the lack of product data. In the present study, product analyses have been carried out following the photolyses in aqueous solution of selected glycyl dipeptides (Gly-Gly, DL-Ala-Gly, L-Val-Gly, L-Pro-Gly, L-Phe-Gly, and Gly-L-Phe), L-prolyl-L-phenylalanine, and L-phenylalanyl-L-proline. Efficient deamination and decarboxylation of aliphatic dipeptides generate thermal precursors of simple amides in a photoinduced electron-transfer process involving the peptide bond. An analogous pathway in the photodegradation of phenylalanyl peptides suffers competition from other types of reaction.

Kinetics and Mechanism of Reactions of Amides with Formaldehyde

Kinetics of the reactions of substituted ureas like methylurea, phenylurea, acetamide and benzamide with formaldehyde have been studied, using a TLC method developed for the purpose.The increased reactivity of methylurea towards formaldehyde, as compared to urea, is due to the electron-releasing nature of the methyl group.The reduced reactivity of phenylurea is due to the electron-withdrawing nature of the phenyl group.The reduced reactivity observed in the case of acetamide and benzamide is also explained.