Methyl cyanoacetate

Structural formula
General
Surname	Methyl cyanoacetate
other names	Methyl cyanoacetate
Molecular formula	C 4 H 5 NO 2
Brief description	colorless and odorless liquid
External identifiers / databases
EC number	203-288-8
ECHA InfoCard	100.002.990
PubChem	7747
Wikidata	Q22829041
properties
Molar mass	99.09 g mol −1
Physical state	liquid
density	1.13 g cm −3
Melting point	−22.5 ° C
boiling point	203 ° C
Vapor pressure	13 Pa (20 ° C)
solubility	soluble in water (54 g l −1 at 20 ° C)
Refractive index	1.417 (20 ° C)
safety instructions
GHS labeling of hazardous substances Caution
H and P phrases	H: 319
	P: 305 + 351 + 338
	As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions . Refractive index: Na-D line , 20 ° C

Methyl cyanoacetate is a chemical compound from the group of substituted carboxylic acid esters and nitriles .

Extraction and presentation

Methyl cyanoacetate (similar to ethyl cyanoacetate ) can be prepared from cyanoacetic acid and trimethyloxonium fluoroborate.

properties

Methyl cyanoacetate is a flammable, hardly inflammable, light and air sensitive, colorless and odorless liquid that is soluble in water.

use

Methyl cyanoacetate is an intermediate product in the organic synthesis of pharmaceuticals ( e.g. cyclobarbital ) and some biologically active compounds in agriculture. The compound can also be used in the synthesis of various 1,2,5-tricarbonyl compounds. It is also used as a UV absorber or stabilizer for drugs.

Individual evidence

↑ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ ^j Entry on methyl cyanoacetate in the GESTIS substance database of the IFA , accessed on December 16, 2018(JavaScript required) .
↑ ^a ^b Data sheet Methyl cyanoacetate, 99% from Sigma-Aldrich , accessed on December 16, 2018 ( PDF ).
↑ Ethyl Cyanoacetate: Ethyl Cyanoacetate , accessed December 16, 2018.
^ Walter Schunack: Pharmaceuticals textbook of pharmaceutical chemistry . Springer-Verlag, 2013, ISBN 978-3-663-14234-8 , pp. 126 ( limited preview in Google Book search).
↑ Data sheet Methyl cyanoacetate, 99% from AlfaAesar, accessed on December 16, 2018 ( PDF )(JavaScript required) .

[GESTIS-1] ↑ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ ^j Entry on methyl cyanoacetate in the GESTIS substance database of the IFA , accessed on December 16, 2018(JavaScript required) .

[Sigma-2] Data sheet Methyl cyanoacetate, 99% from Sigma-Aldrich , accessed on December 16, 2018 ( PDF ).

[paperplane.io-3] Ethyl Cyanoacetate: Ethyl Cyanoacetate , accessed December 16, 2018.

[Walter_Schunack-4] Walter Schunack: Pharmaceuticals textbook of pharmaceutical chemistry . Springer-Verlag, 2013, ISBN 978-3-663-14234-8 , pp. 126 ( limited preview in Google Book search).

[Alfa-5] Data sheet Methyl cyanoacetate, 99% from AlfaAesar, accessed on December 16, 2018 ( PDF )(JavaScript required) .