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.)

Flash point:

177 °F

storage temp. 

−20°C

solubility 

soluble in Chloroform, Methanol

form 

Liquid

color 

Clear

Odor

pungent odor

Water Solubility 

REACTS

Sensitive 

Moisture Sensitive

BRN 

635917

Stability:

Moisture sensitive

CAS DataBase Reference

111-64-8(CAS DataBase Reference)

NIST Chemistry Reference

Octanoyl chloride(111-64-8)

EPA Substance Registry System

Octanoyl 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

• Language:English Provider:Capryloyl chloride
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

Octanoyl chloride Usage And Synthesis

Chemical Properties

clear liquid

Uses

Octanoyl 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.

Uses

Applications 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.

Preparation

Diphosgene (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 Description

Clear colorless to straw-colored liquid with a pungent odor.

Air & Water Reactions

Reacts vigorously with water to form HCl and caprylic acid. Insoluble in water.

Reactivity Profile

Octanoyl 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 Hazard

Octanoyl chloride is combustible.

Octanoyl chloride(111-64-8)Related Product Information

• Sodium chloride
• Choline chloride
• Potassium chloride
• Sulfuryl chloride
• Ammonium chloride
• Tosyl chloride
• Oxalyl chloride
• Calcium chloride
• Benzoyl chloride
• Thionyl chloride
• Chloroacetyl chloride
• Propionyl chloride
• Pivaloyl chloride
• Benzenesulfonyl chloride
• Polyvinyl chloride
• STEAROYL CHLORIDE
• Palmitoyl chloride
• N-OCTYLMAGNESIUM BROMIDE