Butyric anhydride

Butyric anhydride Basic information
Product Name:Butyric anhydride
Synonyms:BUTANOIC ANHYDRIDE;BUTYRIC ANHYDRIDE;BUTYRYL OXIDE;Anhydrid kyseliny maselne;anhydridkyselinymaselne;Butanoicacid,anhydride;Butanoicacidanhydride;AKOS BBS-00004317
CAS:106-31-0
MF:C8H14O3
MW:158.2
EINECS:203-383-4
Product Categories:Organics;Pharmaceutical Intermediates
Mol File:106-31-0.mol
Butyric anhydride Structure
Butyric anhydride Chemical Properties
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.)
Fp 190 °F
storage temp. Store below +30°C.
solubility alcohol: soluble (with decomposition)(lit.)
form Liquid
color Clear colorless to light yellow
Odorbutter
explosive limit1.1%, 104°F
Water Solubility Decomposes
Sensitive Moisture Sensitive
Merck 14,1594
BRN 1099474
InChIKeyYHASWHZGWUONAO-UHFFFAOYSA-N
LogP1.390
CAS DataBase Reference106-31-0(CAS DataBase Reference)
NIST Chemistry ReferenceButanoic acid, anhydride(106-31-0)
EPA Substance Registry SystemButyric anhydride (106-31-0)
Safety Information
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
13
Autoignition Temperature535 °F
TSCA Yes
HazardClass 8
PackingGroup III
HS Code 29159000
Hazardous Substances Data106-31-0(Hazardous Substances Data)
ToxicityLD50 orally in Rabbit: 8790 mg/kg LD50 dermal Rabbit 6400 mg/kg
MSDS Information
ProviderLanguage
ACROS English
SigmaAldrich English
ALFA English
Butyric anhydride Usage And Synthesis
DescriptionButyric 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 Propertiesclear liquid
UsesManufacture of butyrates, drugs, and tanning agents.
UsesButyric 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.
UsesButyric anhydride can be used to prepare various flavor & fragrance compounds like neryl butyrate, geranyl butyrate, and butyl butyrllactate.
ApplicationBecause of its odor, butyric anhydride has use as a fumigant to drive bees from their hives in products such as Bee - Go.
PreparationTo 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.
Preparation of Butyric Anhydride
General DescriptionWater-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 ReactionsSlowly reacts with water to form butyric acid.
Reactivity ProfileButyric 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 HazardTOXIC; 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 HazardCombustible 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 ProfileMildly toxic by ingestion. A corrosive liquid. When heated to decomposition it emits acrid smoke and irritating vapors.
SafetyButyric anhydride is a combustible, corrosive liquid. It is considered water sensitive.
Purification MethodsDry the anhydride by shaking it with P2O5, then distilling it. [Beilstein 2 IV 802.]
LAURIC ANHYDRIDE Hexahydro-4-methylphthalic anhydride HEPTANOIC ANHYDRIDE CIS-1,2-CYCLOHEXANEDICARBOXYLIC ANHYDRIDE STEARIC ANHYDRIDE OLEIC ANHYDRIDE BEHENIC ANHYDRIDE HEXANOIC ANHYDRIDE RUBRATOXIN B Trifluoromethanesulfonic anhydride Chromium(VI) oxide VALERIC ANHYDRIDE cis-1,2,3,6-Tetrahydrophthalic anhydride Palmitic anhydride Cyclobutane-1,2,3,4-tetracarboxylic dianhydride 3,4,5,6-Tetrahydrophthalic anhydride LINOLEIC ANHYDRIDE MALICANHYDRIDE

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