16250-37-6

Basic information

• Product Name: N-Allylformamide
• Synonyms: N-Allylformamide;Nsc77938;N-(Prop-2-en-1-yl)formamide;N-2-propen-1-ylFormamide;N-prop-2-enylformamide;allylformamide
• CAS NO: 16250-37-6
• Molecular Formula: C₄H₇NO
• Molecular Weight: 85.1
• Product Categories: Aliphatics;Aldehydes
• Mol File: 16250-37-6.mol
• Article Data: 19

Chemical Properties

• Boiling Point: 223.1 °C at 760 mmHg
• Flash Point: 114.4 °C
• Appearance: /
• Density: 0.888 g/cm³
• Vapor Pressure: 0.0979mmHg at 25°C
• Refractive Index: 1.416
• CAS DataBase Reference: N-Allylformamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-Allylformamide(16250-37-6)
• EPA Substance Registry System: N-Allylformamide(16250-37-6)

Safety Data

• Hazardous Substances Data: 16250-37-6(Hazardous Substances Data)

Usage

General Description

N-Allylformamide is a chemical compound with the molecular formula C4H7NO and is classified as an organic amide. It is a colorless to pale yellow liquid with a pungent odor, and it is primarily used as a monomer in the production of polymers. N-Allylformamide is also used as a precursor for a variety of other chemicals, including pharmaceuticals and agricultural products. It is an important intermediate in the synthesis of various fine chemicals and is often utilized in the production of pharmaceuticals, agrochemicals, and polymers. It is known to be potentially harmful if inhaled or ingested, and exposure to N-Allylformamide should be carefully controlled in industrial settings.

InChI:InChI=1/C4H7NO/c1-2-3-5-4-6/h2,4H,1,3H2,(H,5,6)

Upstream product

• 64-18-6 formic acid 
• 57-06-7 N-allyl isothiocyanate 
• 107-11-9 1-amino-2-propene 
• 109-94-4 formic acid ethyl ester 
• 107-31-3 Methyl formate 
• 1476-23-9 allylisocyanate 
• 124-38-9 carbon dioxide 
• 123-91-1 1,4-dioxane 
• 1118-02-1 trimethylsilyl isocyanate 
• 70122-89-3 tert-butyl allyl carbonate 
• 802294-64-0 propionic acid 
• 68-12-2 N,N-dimethyl-formamide 
• 1493-02-3 formyl fluoride 

Downstream Products

• 30698-14-7 N-(N'-Phenylformimidoyl)N-allylformamid 
• 1198802-38-8 C₁₂H₂₀N₂O₃ 
• 627-37-2 N-methyl-N-allylamine 
• 1588513-04-5 C₃₀H₃₂N₇O₆⁽¹⁺⁾*BF₄^(1-) 
• 1588513-09-0 C₃₂H₃₅N₆O₅⁽¹⁺⁾*BF₄^(1-) 
• 65608-73-3 1-allyl-3-benzylurea 
• 130012-62-3 N-prop-2-enylbenzocarbothioamide 
• 43219-52-9 (E)-N-(3-Phenyl-2-propenyl)formamid 
• 107960-67-8 (E)-N-(3-(4-methoxyphenyl)allyl)formamide 

Relevant articles and documents

CATALYSIS BY TRANSITION-METAL SALTS OF TRANSAMIDATION BETWEEN ALLYL- AND n-BUTYLAMINES AND DMFA

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Catalyst freeN-formylation of aromatic and aliphatic amines exploiting reductive formylation of CO2using NaBH4

Herein, we report a sustainable approach forN-formylation of aromatic as well as aliphatic amines using sodium borohydride and carbon dioxide gas. The developed approach is catalyst free, and does not need pressure or a specialized reaction assembly. The reductive formylation of CO2with sodium borohydride generates formoxy borohydride speciesin situ, as confirmed by1H and11B NMR spectroscopy. Thein situformation of formoxy borohydride species is prominent in formamide based solvents and is critical for the success of theN-formylation reactions. The formoxy borohydride is also found to promote transamidation reactions as a competitive pathway along with reductive functionalization of CO2with amine leading toN-formylation of amines.

A Peptide Backbone Stapling Strategy Enabled by the Multicomponent Incorporation of Amide N-Substituents

The multicomponent backbone N-modification of peptides on solid-phase is presented as a powerful and general method to enable peptide stapling at the backbone instead of the side chains. This work shows that a variety of functionalized N-substituents suitable for backbone stapling can be readily introduced by means of on-resin Ugi multicomponent reactions conducted during solid-phase peptide synthesis. Diverse macrocyclization chemistries were implemented with such backbone N-substituents, including the ring-closing metathesis, lactamization, and thiol alkylation. The backbone N-modification method was also applied to the synthesis of α-helical peptides by linking N-substituents to the peptide N-terminus, thus featuring hydrogen-bond surrogate structures. Overall, the strategy proves useful for peptide backbone macrocyclization approaches that show promise in peptide drug discovery.