Butyryl chloride

Butyryl chloride Basic information
Product Name:Butyryl chloride
Synonyms:BUTYROYL CHLORIDE;BUTYRYL CHLORIDE;N-BUTYRIC ACID CHLORIDE;N-BUTYROYL CHLORIDE;N-BUTANOYL CHLORIDE;AKOS BBS-00003913;TETRANOYL CHLORIDE;Butyric chloride
CAS:141-75-3
MF:C4H7ClO
MW:106.55
EINECS:205-498-5
Product Categories:Pharmaceutical Intermediates;Organics;Acid Halides;Carbonyl Compounds;Organic Building Blocks;pharmaceutical, pesticide intermediate
Mol File:141-75-3.mol
Butyryl chloride Structure
Butyryl chloride Chemical Properties
Melting point −89 °C(lit.)
Boiling point 102 °C(lit.)
density 1.026 g/mL at 25 °C(lit.)
vapor density 3.7 (vs air)
vapor pressure 39 hPa (20 °C)
refractive index n20/D 1.412(lit.)
RTECS EM0595000
Fp 71 °F
storage temp. Store below +30°C.
solubility Miscible with ether.
form Liquid
color Clear slightly yellow
Odorpungent odor
explosive limit2.5-7.3%(V)
Water Solubility decomposes
FreezingPoint -89℃
Sensitive Moisture Sensitive
Merck 14,1598
BRN 605395
InChIKeyDVECBJCOGJRVPX-UHFFFAOYSA-N
LogP0.51 at 25℃
CAS DataBase Reference141-75-3(CAS DataBase Reference)
NIST Chemistry ReferenceButanoyl chloride(141-75-3)
EPA Substance Registry SystemButanoyl chloride (141-75-3)
Safety Information
Hazard Codes F,C
Risk Statements 11-34
Safety Statements 16-23-26-36-45
RIDADR UN 2353 3/PG 2
WGK Germany 1
13
Autoignition Temperature280 °C
TSCA Yes
HS Code 2915 90 70
HazardClass 3
PackingGroup II
Hazardous Substances Data141-75-3(Hazardous Substances Data)
MSDS Information
ProviderLanguage
ACROS English
SigmaAldrich English
ALFA English
Butyryl chloride Usage And Synthesis
Chemical PropertiesButyryl chloride is a colorless to light yellow liquid with a strong pungent odor. It undergoes vigorous hydrolysis with water; decomposes in water; soluble in almost aprotic organic solvents. It is used as an intermediate for organic synthesis for the preparation of pharmaceuticals, agrochemicals, dyes, cellulose esters, and peroxide compounds.
UsesButyryl chloride is used as an intermediate for the synthesis of active pharmaceutical ingredients benzoyl peroxide, t-butyl perbenzoate, and benzophenone. It is also used as an acylation reagent. Further, it is used in the preparation of peroxides such as benzoyl peroxide, benzophenone and t-butyl perbenzoate. In addition to this, it is involved in the preparation of chromones and antiproliferative agents.
Butyryl chloride has been used to esterify wood meal dissolved in the ionic liquid, 1-butyl-3-methylimidazolium chloride.
General DescriptionA clear colorless liquid with a sharp odor. Slightly denser than water. Flash point near 20°F. Severely irritates skin, eyes, and mucous membranes. Used to make other chemicals.
Air & Water ReactionsHighly flammable. Fumes in air. Decomposes exothermically in water to give corrosive hydrochloric acid.
Reactivity ProfileButyryl chloride slowly dissolves in water with decomposition and formation of a weakly acidic solution. May react vigorously or explosively if mixed with diisopropyl ether or other ethers in the presence of trace amounts of metal salts [J. Haz. Mat., 1981, 4, 291].
Health HazardExtremely destructive to the mucous membranes, upper respiratory tract, eyes, and skin. Inhalation may cause death as a result of spasm, inflammation and edema of the larynx and bronchi, chemical pneumonitis, and pulmonary edema. Symptoms of exposure include burning sensation, coughing, wheezing, laryngitis, shortness of breath, headache, nausea, and vomiting.
Fire HazardSpecial Hazards of Combustion Products: Emits toxic fumes of chlorine gas
Flammability and ExplosibilityFlammable
Purification MethodsCheck IR to see if there is a significant peak at 3000-3500 cm-1 (br) for OH. If OH is present then reflux with less than one mole equivalent of SOCl2 for 1hour and distil directly. The fraction boiling between 85-100o is then refractionated at atmospheric pressure. Keep all apparatus free from moisture and store the product in sealed glass ampoules under N2. LACHRYMATORY; handle in a good fume hood. [Hefferich & Schaeffer Org Synth Coll Vol I 147 1941, Beilstein 2 IV 803.]
4-(4-CHLORO-2-METHYLPHENOXY)BUTYRYL CHLORIDE 2,2-DIMETHYL-D6-BUTYRYL CHLORIDE 4-(1-PYRENE)BUTYRYL CHLORIDE ITACONYL CHLORIDE 4-(dichloromethylsilyl)butyryl chloride 2(S)-4-Benzoyloxy carbonyl-2-phthalimido butyryl chloride Butyryl chloride p-nitrophenylhydrazone AZO BIS BUTYRYL CHLORIDE Neoprene adhesive 4-(METHYLDICHLOROSILYL)BUTYRYL CHLORIDE 97% 3,3-DIMETHYL-N-BUTYRYL CHLORIDE 2,2-DIETHYL-BUTYRYL CHLORIDE 3-PHENYL-BUTYRYL CHLORIDE CARBOMETHOXY BUTYRYL CHLORIDE 4-[4-(2-METHOXY-PHENYL)-6-TRIFLUOROMETHYL-PYRIMIDIN-2-YLSULFANYL]-BUTYRYL CHLORIDE 2-[4-(1,1,3,3-Tetramethylbutyl)phenoxy]butyryl chloride 4-(4-METHOXYPHENYL)BUTYRYL CHLORIDE 4-(4-nitrophenyl)butyryl chloride

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