2684-62-0

Basic information

• Product Name: DIAZOACETONE
• Synonyms: DIAZOACETONE;1-Diazo-2-propanone
• CAS NO: 2684-62-0
• Molecular Formula: C₃H₄N₂O
• Molecular Weight: 0
• Mol File: 2684-62-0.mol

Chemical Properties

• Melting Point: 50 °C
• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Appearance: /
• Density: g/cm³
• CAS DataBase Reference: DIAZOACETONE(CAS DataBase Reference)
• NIST Chemistry Reference: DIAZOACETONE(2684-62-0)
• EPA Substance Registry System: DIAZOACETONE(2684-62-0)

Safety Data

• Hazardous Substances Data: 2684-62-0(Hazardous Substances Data)

Usage

InChI:InChI=1/C3H4N2O/c1-3(6)2-5-4/h2H,1H3/b3-2-

Upstream product

• 625-34-3 3-oxobutyraldehyde 
• 367-57-7 1,1,1-Trifluoro-2,4-pentanedione 
• 186581-53-3 diazomethane 
• 6405-82-9 acetyl-chloro-sulfane 

Downstream Products

• 64330-66-1 1,6-dioxo-2,4-diene 
• 24460-50-2 1-(1-methyl-1H-pyrrol-2-yl)butan-2-one 
• 827-92-9 1-(2-phenylcyclopropyl)ethanone 
• 1201-26-9 3-(1H-indolyl)acetone 
• 122-84-9 4-methoxybenzyl methyl ketone 
• 620-71-3 N-(phenyl)-2-methylacetamide 
• 7707-85-9 pyruvaldehyde bis-phenylhydrazone 
• 39898-83-4 1-[(triphenyl-λ⁵-phosphanylidene)hydrazinylidene]propan-2-one 
• 2432-42-0 S-ethyl propanethioate 
• 69753-43-1 1-chloro-1-phenylthio-2-propanone 
• 103-79-7 1-phenyl-acetone 
• 17559-81-8 (Z)-hex-3-ene-2,5-dione 
• 6704-35-4 3-morpholinoacetone 
• 15022-18-1 1-(thiophen-2-yl)propan-2-one 

Relevant articles and documents

40. Diazoaldehyde chemistry: Part 3. Synthesis of 4-acyl-1H-1,2,3-triazole derivatives

Ten new α -diazo-β-oxoaldehydes were condensed with aniline, ammonia, hydroxylamine, and semicarbazide to yield new 4-acyl-(1-substituted)-1H-1,2,3-triazoles in moderate-to-good yields. The method is simple and regiospecific. The latter feature makes this method superior to the widely used acylacetylene + azide approach.

Diazoaldehyde Chemistry. Part 1. Transdiazotization of Acylacetaldehydes in Neutral-to-Acidic Medium. A Direct Approach to the Synthesis of α-Diazo-β-oxoaldehydes

First ever non-deformylating transdiazotization of acylacetaldehydes was achieved: the reactions of 2-azido-1-ethylpyridinium tetrafluoroborate (4) with acylacetaldehydes 3 proceeded partially without deformylation to yield 16 new α-diazo-β-oxoaldehydes 1 along with diazomethyl ketones 2, especially in the presence of NaOAc (Scheme 1, Tables 1 and 2).The product distribution was substituent-dependent and could be correlated quantitatively.This new diazotization reaction appears as an alternative, direct, and more general method for the synthesis of these diazooxoaldehydes. α-Oxocycloalkanecarbaldehydes 5 gave only traces (if any) of α-diazocycloalkanones 7, and rearrangement products 6 were isolated (Scheme 2).Mechanisms of the reactions are discussed (Schemes 4 and 5).

TRANSFER OF THE DIAZO FUNCTION IN THE SERIES OF FLUORINATED 1,3-DIKETONES

In the reaction of fluorinated 1,3-diketones with p-toluenesulfonyl azide under the conditions of diazo transfer hydrolytic elimination of the perfluoroacyl group occurs, and acyldiazomethanes are formed instead of the fluorine-containing diazo diketones.The reaction can be used for the synthesis of difficultly obtainable and labile 2-diazo ketones.