Octanoyl chloride

Octanoyl chloride Basic information
Product Name:Octanoyl chloride
Synonyms:CAPRYLOYL CHLORIDE;OCTANOYL CHLORIDE (OTCL);OCTANOYL CHLORIDE;OTCL;N-CAPRYLY CHLORIDE;N-CAPRYLYL CHLORIDE;OCLANOYL CHLORIDE;1-Octanoic acid chloride
CAS:111-64-8
MF:C8H15ClO
MW:162.66
EINECS:203-891-6
Product Categories:API Intermediate;ACID CHLORIDES;111-64-8
Mol File:111-64-8.mol
Octanoyl chloride Structure
Octanoyl chloride Chemical Properties
Melting point -63 °C
Boiling point 195 °C (lit.)
density 0.953 g/mL at 25 °C (lit.)
vapor pressure 2.5 mm Hg ( 20 °C)
refractive index n20/D 1.435(lit.)
Fp 177 °F
storage temp. −20°C
solubility soluble in Chloroform, Methanol
form Liquid
color Clear
Odorpungent odor
Water Solubility REACTS
Sensitive Moisture Sensitive
BRN 635917
Stability:Moisture sensitive
CAS DataBase Reference111-64-8(CAS DataBase Reference)
NIST Chemistry ReferenceOctanoyl chloride(111-64-8)
EPA Substance Registry SystemOctanoyl chloride (111-64-8)
Safety Information
Hazard Codes C,T
Risk Statements 34-22-43-41-38-23
Safety Statements 26-36/37/39-45-25-39-37-24
RIDADR UN 3265 8/PG 2
WGK Germany 3
RTECS RH1570000
TSCA Yes
HazardClass 8
PackingGroup II
HS Code 29159080
MSDS Information
ProviderLanguage
Capryloyl chloride English
SigmaAldrich English
ACROS English
ALFA English
Octanoyl chloride Usage And Synthesis
Chemical Propertiesclear liquid
UsesOctanoyl chloride is used to produce adhesives. It is used as an acylating agent for a variety of compounds such as sugars (e.g. Sucrose, aromatic compounds (e.g. Anisole and monoglycerides.
UsesApplications of octanoyl chloride include:
  • Synthesis of (R)-2-propyloctanoic acid, a therapeutic agent for Alzheimer′s disease.
  • Synthesis of a variety of N-n-octyl-D-gluconamide based organogels.
  • Building 2-heptylbenzo[d]thiazole moiety to synthesize conjugated copolymer with fluorine, as cathode interlayer in inverted polymer solar cells (PSCs).
  • Octanoyl chloride is one of the essential precursors in the total synthesis of (?)-mandelalide L, a marine macrolide that display significant cytotoxicity against human cancer cell lines.

PreparationDiphosgene (108.8 g) was added to a mixture of octanoic acid (144.2 g) and DMF (1.5 L) at 70 C°. The mixture was left to stand for 1 h, and then nitrogen was bubbled through it for 30 min at 100 C° to give 96.9% of octanoyl chloride (purity 99.99%). Benzoyl chloride and terephthaloyl chloride were similarly prepared.
General DescriptionClear colorless to straw-colored liquid with a pungent odor.
Air & Water ReactionsReacts vigorously with water to form HCl and caprylic acid. Insoluble in water.
Reactivity ProfileOctanoyl chloride is incompatible with bases (including amines), water, alcohols, and with oxidizing agents . 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].
Fire HazardOctanoyl chloride is combustible.
7-CHLOROCARBONYL-HEPTANOIC ACID ETHYL ESTER AZELAOYL CHLORIDE SUBEROYL CHLORIDE Propionyl chloride 2-(2-Chloro-4-tert-pentylphenoxy)octanoyl chloride NONANOYL CHLORIDE Octanoyl chloride, pentadecafluoro- Myristoyl chloride 2-[2,4-Bis(1,1,3,3-tetramethylbutyl)phenoxy]octanoyl chloride 2-(2,4-Di-tert-pentylphenoxy)octanoyl chloride N-OCTANOYL CHLORIDE, (CAPRYLOYL CHLORIDE) Undecanoyl chloride Pivaloyl chloride MARGAROYL CHLORIDE STEAROYL CHLORIDE Thionyl chloride 2-​[[(2-​ethylphenyl)​(2-​hydroxyethyl)​amino]​methyl]​-​3,​3-​difluoro-Propanenitrile Palmitoyl chloride

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