Butyryl chloride

Structural formula
General
Surname	Butyryl chloride
other names	Butyric acid chloride; Butanoyl chloride;
Molecular formula	C 4 H 7 ClO
Brief description	colorless liquid with a pungent odor
External identifiers / databases
EC number	205-498-5
ECHA InfoCard	100.004.999
PubChem	8855
Wikidata	Q5003202
properties
Molar mass	106.55 g mol −1
Physical state	liquid
density	1.03 g cm −3
Melting point	−89 ° C
boiling point	101 ° C
Vapor pressure	39 mbar (20 ° C)
solubility	decomposes in water; miscible with ethanol;
Refractive index	1.412 (20 ° C, 589 nm)
safety instructions
H and P phrases	H: 225-290-302-331-314
	P: 210-280-301 + 330 + 331-305 + 351 + 338-309 + 310-403 + 235
Toxicological data	1000–1500 mg kg −1 ( LD 50 , rat , oral ) ; > 2000 mg kg −1 ( LD 50 , rabbit , transdermal ) ;
	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

Butyryl chloride is a chemical compound from the group of organic carboxylic acid halides .

Extraction and presentation

Butyryl chloride can be obtained by reacting butyric acid with thionyl chloride .

{\ displaystyle \ mathrm {C_ {4} H_ {7} OOH + SOCl_ {2} \ longrightarrow C_ {4} H_ {7} ClO + SO_ {2} + HCl}}

properties

Butyryl chloride is a volatile, highly flammable, moisture-sensitive, colorless liquid with a pungent odor that decomposes in water. Your aqueous solution is acidic.

use

Butyryl chloride can be used in organic chemistry for Friedel-Crafts reactions.

safety instructions

The vapors of butyryl chloride form explosive mixtures with air ( flash point : 8 ° C, ignition temperature : 280 ° C).

Individual evidence

↑ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ ^j Entry on butyryl chloride in the GESTIS substance database of the IFA , accessed on July 23, 2016(JavaScript required) .
↑ David R. Lide (Ed.): CRC Handbook of Chemistry and Physics 2012-2013 . CRC Press, 2012, ISBN 1-4398-8049-2 , pp. 3–78 ( limited preview in Google Book search).
↑ ^a ^b ^c ^d data sheet butyric acid chloride (PDF) from Merck , accessed on March 1, 2013.
↑ Entry on Butyryl chloride in the Classification and Labeling Inventory of the European Chemicals Agency (ECHA), accessed on August 1, 2016. Manufacturers or distributors can expand the harmonized classification and labeling .
^ VK Ahluwalia, R. Aggarwal: Comprehensive Practical Organic Chemistry: Preparations And Quantitative Analysis . University Press (India), 2000, ISBN 81-7371-475-4 , pp. 15 ( limited preview in Google Book search).
^ Hisashi Yamamoto, Koichiro Oshima: Main Group Metals in Organic Synthesis . John Wiley & Sons, 2006, ISBN 978-3-527-60535-4 , pp. 370 ( limited preview in Google Book search).

[GESTIS-1] ↑ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ ^j Entry on butyryl chloride in the GESTIS substance database of the IFA , accessed on July 23, 2016(JavaScript required) .

[David_R._Lide,_Ph.D.,_Thomas_J._Bruno-2] David R. Lide (Ed.): CRC Handbook of Chemistry and Physics 2012-2013 . CRC Press, 2012, ISBN 1-4398-8049-2 , pp. 3–78 ( limited preview in Google Book search).

[Merck-3] ta sheet butyric acid chloride (PDF) from Merck , accessed on March 1, 2013.

[CLP_100.004.999-4] Entry on Butyryl chloride in the Classification and Labeling Inventory of the European Chemicals Agency (ECHA), accessed on August 1, 2016. Manufacturers or distributors can expand the harmonized classification and labeling .

[V.K._Ahluwalia,_R._Aggarwal-5] VK Ahluwalia, R. Aggarwal: Comprehensive Practical Organic Chemistry: Preparations And Quantitative Analysis . University Press (India), 2000, ISBN 81-7371-475-4 , pp. 15 ( limited preview in Google Book search).

[Hisashi_Yamamoto,_Koichiro_Oshima-6] Hisashi Yamamoto, Koichiro Oshima: Main Group Metals in Organic Synthesis . John Wiley & Sons, 2006, ISBN 978-3-527-60535-4 , pp. 370 ( limited preview in Google Book search).