Butyric anhydride Property

Melting point:

-75--66 °C (lit.)

Boiling point:

198-199 °C (lit.)

Density 

0.967 g/mL at 25 °C (lit.)

vapor density 

5.45 (vs air)

vapor pressure 

10 mm Hg ( 79.5 °C)

refractive index 

n20/D 1.413(lit.)

Flash point:

190 °F

storage temp. 

Store below +30°C.

solubility 

alcohol: soluble (with decomposition)(lit.)

form 

Liquid

color 

Clear colorless to light yellow

Odor

butter

explosive limit

1.1%, 104°F

Water Solubility 

Decomposes

Sensitive 

Moisture Sensitive

Merck 

14,1594

BRN 

1099474

Dielectric constant

12.0（Ambient）

InChIKey

YHASWHZGWUONAO-UHFFFAOYSA-N

LogP

1.390

CAS DataBase Reference

106-31-0(CAS DataBase Reference)

NIST Chemistry Reference

Butanoic acid, anhydride(106-31-0)

EPA Substance Registry System

Butyric anhydride (106-31-0)

Safety

Hazard Codes 

C

Risk Statements 

14-34

Safety Statements 

26-36/37/39-45

RIDADR 

UN 2739 8/PG 3

WGK Germany 

1

RTECS 

ET7090000

F 

13

Autoignition Temperature

535 °F

TSCA 

Yes

HazardClass 

8

PackingGroup 

III

HS Code 

29159000

Hazardous Substances Data

106-31-0(Hazardous Substances Data)

Toxicity

LD50 orally in Rabbit: 8790 mg/kg LD50 dermal Rabbit 6400 mg/kg

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H314Causes severe skin burns and eye damage

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P363Wash contaminated clothing before reuse.

P405Store locked up.

Butyric anhydride Chemical Properties,Usage,Production

Description

Butyric anhydride, or Butanoic anhydride, is a chemical compound with the formula (CH₃CH₂CH₂CO)₂O.It is a colorless liquid that smells strongly of butyric acid, formed by its reaction with the moisture in the air.

Chemical Properties

clear liquid

Uses

Butyric anhydride is used in the preparation of amidoamine dendron-based co-adsorbents, which finds application in dye- sensitized solar cells improvement. It is also used in the synthesis of butyrate ester, which is used as a perfume and flavor. Further, it acts as a fumigant to drive bees from their hives. In addition to this, it is used in food additives, textile auxiliaries, varnishes, perfumes, pharmaceuticals and disinfectants.

Uses

Butyric anhydride can be used to prepare various flavor & fragrance compounds like neryl butyrate, geranyl butyrate, and butyl butyrllactate.

Uses

Manufacture of butyrates, drugs, and tanning agents.

Preparation

To a cooled flask containing 88 gm (1.0 mole) of η-butyric acid at 10°C is added dropwise 28.0 gm (0.5 mole) of methoxyacetylene over a 1-hr period. After stirring the reaction mixture for 16 hr at 20°C the contents are distilled to afford the following three fractions: (1) b.p. 56°C, η& 1.3628, 23 gm (62%), methyl acetate; (2) b.p. 72-73°C (18 mm Hg), n% 1.3990, 10.0 gm (11%), butyric acid; (3) b.p. 91-92°C (18mmHg), 1.4118, 48.0 gm (61%), butyric anhydride.

Application

Because of its odor, butyric anhydride has use as a fumigant to drive bees from their hives in products such as Bee - Go.

General Description

Water-white liquid with an odor of rancid butter. Flash point 190°F. Density 8.0 lb / gal. Corrosive to metals and tissue. Low toxicity.

Air & Water Reactions

Slowly reacts with water to form butyric acid.

Reactivity Profile

Butyric anhydride reacts exothermically with water. The reaction is usually slow, but might become violent if local heating accelerates their rate. Acids accelerate the reaction with water. Incompatible with acids, strong oxidizing agents, alcohols, amines, and bases.

Health Hazard

TOXIC; inhalation, ingestion or contact (skin, eyes) with vapors, dusts or substance may cause severe injury, burns or death. Contact with molten substance may cause severe burns to skin and eyes. Reaction with water or moist air will release toxic, corrosive or flammable gases. Reaction with water may generate much heat that will increase the concentration of fumes in the air. Fire will produce irritating, corrosive and/or toxic gases. Runoff from fire control or dilution water may be corrosive and/or toxic and cause pollution.

Fire Hazard

Combustible material: may burn but does not ignite readily. Substance will react with water (some violently) releasing flammable, toxic or corrosive gases and runoff. When heated, vapors may form explosive mixtures with air: indoors, outdoors and sewers explosion hazards. Most vapors are heavier than air. They will spread along ground and collect in low or confined areas (sewers, basements, tanks). Vapors may travel to source of ignition and flash back. Contact with metals may evolve flammable hydrogen gas. Containers may explode when heated or if contaminated with water.

Safety Profile

Mildly toxic by ingestion. A corrosive liquid. When heated to decomposition it emits acrid smoke and irritating vapors.

Safety

Butyric anhydride is a combustible, corrosive liquid. It is considered water sensitive.

Purification Methods

Dry the anhydride by shaking it with P2O5, then distilling it. [Beilstein 2 IV 802.]