Furan-2-carboxylic acid chloride

Structural formula
General
Surname	Furan-2-carboxylic acid chloride
other names	Furan-2-carbonyl chloride 2-furoyl chloride Pyrocucic acid chloride
Molecular formula	C 5 H 3 ClO 2
External identifiers / databases
CAS number 527-69-5 EC number 208-422-9 ECHA InfoCard 100.007.658 PubChem 68242 Wikidata Q15634091
properties
Molar mass	130.53 g mol −1
Physical state	liquid
Melting point	-1 ° C
boiling point	173 ° C
safety instructions
GHS labeling of hazardous substances danger H and P phrases H: 314 P: 280-305 + 351 + 338-310
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Furan-2-carboxylic acid chloride is a chemical compound from the group of furans and carboxylic acid chlorides .

Extraction and presentation

Furan-2-carboxylic acid chloride can be prepared by reacting furan-2-carboxylic acid with phosphorus pentachloride or thionyl chloride .

use

Furan-2-carboxylic acid chloride is required for the synthesis of furalaxyl and the drugs mometasone furoate and diloxanide furoate .

The compound reacts with phenols and AlCl ₃ in a Friedel-Crafts reaction to form hydroxyphenyl furyl ketones.

Individual evidence

1. ↑ ^{a b} David R. Lide (Ed.): CRC Handbook of Chemistry and Physics . 90th edition. (Internet version: 2010), CRC Press / Taylor and Francis, Boca Raton, FL, Physical Constants of Organic Compounds, pp. 3-264.
2. ↑ ^{a b} Data sheet 2-Furoyl chloride, 95% from Sigma-Aldrich , accessed on January 4, 2015 ( PDF ).
3. ^ WW Hartman, JB Dickey: Furoyl Chloride . In: Industrial & Engineering Chemistry . tape 24 , no. 2 , February 1932, p. 151-152 , doi : 10.1021 / ie50266a008 .
4. ^ Henry Gilman , Joseph B. Dickey: The Friedel-Crafts reaction with phenols and furoyl chloride . In: Recueil des Travaux Chimiques des Pays-Bas . tape 52 , no. 5 , 1933, pp. 389-394 , doi : 10.1002 / recl.19330520506 .