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Acetyl bromide

CAS No.506-96-7
Chemical Name:Acetyl bromide
CBNumber:CB4496210
Molecular Formula:C2H3BrO
Formula Weight:122.95
MOL File:506-96-7.mol

Acetyl bromide Property

Melting point -96 °C
Boiling point 75-77 °C(lit.)
Density 1.663 g/mL at 25 °C(lit.)
vapor density 4.3 (vs air)
vapor pressure 92.2 mm Hg ( 25 °C)
refractive index n20/D 1.45(lit.)
Flash point >230 °F
storage temp. Store at <= 20°C.
solubility Miscible with ether, chloroform, benzene and acetone.
form Fuming Liquid
color Clear colorless to dark yellow
Odor Acrid and sharp.
Water Solubility REACTS
Sensitive Moisture Sensitive
Merck 14,82
BRN 1697546
Dielectric constant 16.5（Ambient）
InChIKey FXXACINHVKSMDR-UHFFFAOYSA-N
CAS DataBase Reference 506-96-7(CAS DataBase Reference)
EWG's Food Scores 1
FDA UNII O18V5XYO0G
NIST Chemistry Reference Acetyl bromide(506-96-7)
EPA Substance Registry System Acetyl bromide (506-96-7)
UNSPSC Code 12352100
NACRES NA.22

Safety

Hazard Codes :C
Risk Statements :14-34
Safety Statements :26-36/37/39-45-9-25
RIDADR :UN 1716 8/PG 2
WGK Germany :3
RTECS :AO5955000
F :9-21
TSCA :Yes
HazardClass :8
PackingGroup :II
HS Code :29159080
Hazardous Substances Data :506-96-7(Hazardous Substances Data)

NFPA 704:

	2
3		2
	W

Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal wordDanger
Hazard statements H290-H314
Precautionary statements P234-P280-P301+P330+P331-P303+P361+P353-P304+P340+P310-P305+P351+P338

Acetyl bromide Price More Price(10)

Brand: Sigma-Aldrich(India)
Product number: 135968
Product name : Acetyl bromide
Purity: 99%
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Purity: 99%
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Product number: A0080
Product name : Acetyl Bromide
Purity:
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Product number: ALF-A12485-22
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Acetyl bromide Chemical Properties,Usage,Production

Description Acetyl bromide is a colourless fuming liquid with pungent odour, is combustible, and turns yellow on exposure to air. It is used as an acetylating agent in the synthesis of fine chemicals, agrochemicals, and pharmaceuticals. It is also used as an intermediate for dyes. Acetylation, a case of acylation, is an organic synthesis process whereby the acetyl group is incorporated into a molecule by substitution for protecting –OH groups.
Chemical Properties Acetyl bromide is a colorless, fuming liquid that turns yellow on contact with air. It has a sharp, unpleasant odor. Soluble in benzene, ether and methyl chloride. Reacts violently with water or alcohol.
Uses Acetyl Bromide is used as an acetylating agent in the synthesis of fine chemicals, agrochemicals and pharmaceuticals. It is also used as an intermediate for dyes. Further, it reacts with alcohols and amines to produce acetate esters and acetamides. In addition to this, it is involved in the synthetic process of the anti-HIV agent.
Application Acetyl bromide can be used:
In the quantification of lignin in cell wall residues of Arabidopsis.
In the total synthesis of cinchona alkaloids named quinidine and quinine.
To prepare 9,10-diarylanthracenes and triarylmethanes by reacting with arenes and various aromatic aldehydes using ZnBr2/SiO2.
To prepare glycosyl bromides from free sugars or their peracetates.
Preparation The preparation of acetyl bromide from acetic acid and bromine in the presence of red and yellow phosphorus.
Reaction: Acetic anhydride was brominated with bromine at 80°C, and then the bromine was added between 95°C and 125°C. About 2.5h. After the addition was completed, reflux was continued for 3h and left overnight. Refined by fractional distillation.
Acetyl bromide may also be prepared by reaction between phosphorus tribromide and acetic acid:
3CH3COOH + PBr3 → 3 CH3COBr + H3PO3
General Description A colorless fuming liquid with a pungent odor. Vapors irritate eyes and mucous membranes. Corrosive to metals and tissue. Density 13.9 lb / gal.
Reactivity Profile Acetyl bromide decomposes violently upon contact with water, steam, methanol or ethanol to form hydrogen bromide gas and acetic acid. Reacts vigorously with bases, both organic and inorganic. Incompatible with oxidizing agents and alcohols. Produces highly toxic fumes of bromine and carbonyl bromide when heated to decomposition [Sax, 9th ed., 1996, p. 34]. Vapor forms an explosive mixture with air [Kirk-Othmer, 3rd ed., Vol. 1, 1978, p. 162]. 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 Hazard Exposures to acetyl bromide cause abdominal pain, sore throat, cough, burning sensation, shortness of breath, and respiratory distress. Contact with the skin causes pain, redness, blisters, dermatitis, and skin burn, severe deep burns, loss of vision, shock or collapse. The occupational worker may show delayed symptoms and lung edema. The vapor is corrosive to the eyes, the skin, and the respiratory tract. The irritation caused by acetyl bromide may lead to chemical pneumonitis and pulmonary edema, and may cause burns to the respiratory tract. The target organs include the eyes, skin, and the mucous membranes.
Chemical Reactivity Reactivity with Water: Reacts violently, forming corrosive and toxic fumes of hydrogen bromide; Reactivity with Common Materials: Attacks and corrodes wood and most metals in the presence of moisture. Flammable hydrogen gas may collect in enclosed spaces; Stability During Transport: Stable if protected from moisture; Neutralizing Agents for Acids and Caustics: Flood with water, rinse with dilute sodium bicarbonate or soda ash solution; Polymerization: Not pertinent; Inhibitor of Polymerization: Not pertinent.
Safety Profile Poison by ingestion, inhalation, skin contact, and intraperitoneal routes. See also HYDROBROMIC ACID and ACETIC ACID. Violent reaction on contact with water, steam, methanol, or ethanol produces toxic and reactive HBr. When heated to decomposition it emits highly corrosive and toxic fumes of carbonyl bromide and bromine. To fight fire, use dry chemical, CO2
Potential Exposure Acetyl bromide is used as an acetylating agent in the organic synthesis of other chemicals, pesticides, perfume, pharmaceuticals, and it is also used as a dye intermediate.
storage Acetyl bromide should be stored in a tightly sealed container, in a cool, dry, well-ventilated area, away from water and incompatible substances.
Shipping UN1716 Acetyl bromide, Hazard class: 8; Labels: 8-Corrosive material
Purification Methods Boil acetyl bromide with PBr3/Ac2O for 1hour, then distil the latter off and redistil it. Store it dry. [Burton & Degering J Am Chem Soc 62 227 1940, Beilstein 2 IV 398.] LACHRYMATORY.
Incompatibilities Acetyl bromide Vapor may form explosive mixture with air. Instability increases as temperature rises, Contact with moisture, water, steam, alcohols cause a violent reaction releasing corrosive carbonyl bromide, hydrogen bromide, and bromine gases. Incompatible with organic solvents, ethers, oxidizers, and strong bases. Corrodes or attacks most metals and wood in the presence of moisture. Contact with combustibles may cause ignition
Waste Disposal Dispose of contents and container to an approved waste disposal plant. All federal, state, and local environmental regulations must be observed. Slow addition to sodium bicarbonate solution in a glass or plastic container. Mix slowly in another container containing lots of water. It is inappropriate and possibly dangerous to the environment to dispose of chemical wasteby flushing them down the toilet or discarding them to the trash
Precautions Acetyl bromide is combustible and emits irritating or toxic fumes (or gases) in a fire. It should have no contact with naked flames or water. During use, occupational workers should use protective gloves, protective clothing, a face shield or eye protection in combination with breathing protection and should not eat, drink, or smoke. Acetyl bromide decomposes on heating and produces toxic and corrosive fumes, such as hydrogen bromide and carbonyl bromide. It reacts violently with water, methanol, or ethanol to form hydrogen bromide. Acetyl bromide attacks and damages many metals in the presence of water.