ChemicalBook > CAS DataBase List > Acetyl bromide

Acetyl bromide

Product Name
Acetyl bromide
CAS No.
506-96-7
Chemical Name
Acetyl bromide
Synonyms
CH3COBr;Bromideacetyl;ACETALBROMIDE;Acetylbrimide;ACETYL BROMIDE;1-Bromoethanal;Acetyl broMine;Aceytl bromide;ethanoylbromide;1-Bromoethanone
CBNumber
CB4496210
Molecular Formula
C2H3BrO
Formula Weight
122.95
MOL File
506-96-7.mol
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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)
NIST Chemistry Reference
Acetyl bromide(506-96-7)
EPA Substance Registry System
Acetyl bromide (506-96-7)
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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
9-21
TSCA 
Yes
HazardClass 
8
PackingGroup 
II
HS Code 
29159080
Hazardous Substances Data
506-96-7(Hazardous Substances Data)
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H290May be corrosive to metals

H314Causes severe skin burns and eye damage

Precautionary statements

P234Keep only in original container.

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

P301+P330+P331IF SWALLOWED: Rinse mouth. Do NOT induce vomiting.

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.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
135968
Product name
Acetyl bromide
Purity
99%
Packaging
100g
Price
$87.7
Updated
2024/03/01
Sigma-Aldrich
Product number
135968
Product name
Acetyl bromide
Purity
99%
Packaging
500g
Price
$201
Updated
2024/03/01
TCI Chemical
Product number
A0080
Product name
Acetyl Bromide
Purity
>97.0%(T)
Packaging
25g
Price
$26
Updated
2024/03/01
TCI Chemical
Product number
A0080
Product name
Acetyl Bromide
Purity
>97.0%(T)
Packaging
500g
Price
$150
Updated
2024/03/01
Alfa Aesar
Product number
A12485
Product name
Acetyl bromide, 98+%
Packaging
25g
Price
$31.65
Updated
2024/03/01
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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.

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View Lastest Price from Acetyl bromide manufacturers

Hebei Weibang Biotechnology Co., Ltd
Product
Acetyl bromide 506-96-7
Price
US $0.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
10 mt
Release date
2024-11-07
Hebei Yanxi Chemical Co., Ltd.
Product
Acetyl bromide 506-96-7
Price
US $0.00/kg
Min. Order
1kg
Purity
0.99
Supply Ability
20tons
Release date
2023-10-13
Henan Bao Enluo International TradeCo.,LTD
Product
Acetyl bromide 506-96-7
Price
US $50.00/kg
Min. Order
1kg
Purity
99.9%
Supply Ability
10000MT
Release date
2023-08-10

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