634-55-9

Basic information

• Product Name: ETHYL 2-CYANOACETOACETATE
• Synonyms: TIMTEC-BB SBB007825;ETHYL A-CYANOACETOACETATE;ETHYL ALPHA-CYANOACETOACETATE;ETHYL 2-ACETYLCYANOACETATE;ETHYL 2-CYANOACETOACETATE;Ethyl 2-cyano-3-oxobutanoate;Ethyl 2-Cyanoacetoacetate, Pract.;BUTANOIC ACID, 2-CYANO-3-OXO ETHYL ESTER
• CAS NO: 634-55-9
• Molecular Formula: C₇H₉NO₃
• Molecular Weight: 155.15
• Mol File: 634-55-9.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 105-107°C 15mm
• Flash Point: 91.2 °C
• Appearance: /Liquid
• Density: 1.12 g/cm³
• Vapor Pressure: 0.11mmHg at 25°C
• Refractive Index: 1.435
• PKA: 4.58±0.46(Predicted)
• Water Solubility: Not miscible or difficult to mix in water.
• CAS DataBase Reference: ETHYL 2-CYANOACETOACETATE(CAS DataBase Reference)
• NIST Chemistry Reference: ETHYL 2-CYANOACETOACETATE(634-55-9)
• EPA Substance Registry System: ETHYL 2-CYANOACETOACETATE(634-55-9)

Safety Data

• Statements: 20/21/22-41
• Safety Statements: 26-36/37/39-39
• RIDADR: 3276
• HazardClass: 6.1
• PackingGroup: III
• Hazardous Substances Data: 634-55-9(Hazardous Substances Data)

Usage

Uses

It is used as a pharmaceutical intermediate. It is also used in the synthesis of fluorine-containing alkyl 2-cyano-3-oxocarboxylates and also in the syntheses of pyrazolo [1, 2-a] pyrazole and pyrazolo [5, 1-b] [1, 3] oxazine derivatives.

InChI:InChI=1/C7H9NO3/c1-3-11-7(10)6(4-8)5(2)9/h6H,3H2,1-2H3/t6-/m1/s1

Upstream product

• 110-86-1 pyridine 
• 75-36-5 acetyl chloride 
• 105-56-6 ethyl 2-cyanoacetate 
• 51135-73-0 5-methylisoxazole-4-carboxylic acid ethyl ester 
• 141-52-6 sodium ethanolate 
• 108-24-7 acetic anhydride 
• 141-97-9 ethyl acetoacetate 
• 506-77-4 cyanogen chloride 
• 506-68-3 bromocyane 
• 463-51-4 Ketene 
• 134653-70-6 ethyl 2-[(dimethylamino)methylene]-3-oxobutanoate 
• 90281-20-2 2-(amino-cyano-methylen)-acetoacetic acid ethyl ester 

Downstream Products

• 25786-72-5 5-amino-3-methyl-4-isoxazolecarboxylic acid ethyl ester 
• 131455-45-3 2-cyano-3-hydrazino-crotonic acid hydrazide 
• 75-00-3 chloroethane 
• 124-38-9 carbon dioxide 
• 64-19-7 acetic acid 
• 84661-50-7 5-amino-3-methyl-1,2-oxazole-4-carboxylic acid 
• 121716-27-6 5-amino-3-methyl-1-phenyl-1H-pyrazole-4-carboxylic acid ethyl ester 
• 5335-36-4 ethyl phenylazocyanoacetate 

Relevant articles and documents

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Flash preparation of carbenoids: A different performance of cyanogen bromide

Cyanogen halides are known substances for the cyanating reaction. There are a few evidences for bromination reaction too. On the other hand carbenes are known as very important substances due to their remarkable reactions. Unfortunately carbenes at room temperature are very unstable and there is not a simple method for preparation of them. In most cases the isolation is not possible. We have reported a new reliable and fast preparation method of almost stable carbenoids. The mechanism of the formation has been discussed.

Synthesis and cyclization reaction of pyrazolin-5-one derivatives

A versatile synthetic method for preparing 3-pyrazolin-5-ones and 5,8-dihydro-1H-pyrazolo[1,2-a]pyridazines from simple β-keto esters is demonstrated. The synthetic strategies involve the acylation of β-keto esters, cyclocondensation with hydrazine followed by trapping with a diene under oxidative conditions.