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Acetyl bromide

CAS No.
506-96-7
Chemical Name:
Acetyl bromide
Synonyms
CH3COBr;Bromideacetyl;ACETALBROMIDE;Acetylbrimide;1-Bromoethanal;ACETYL BROMIDE;Acetyl broMine;Aceytl bromide;ethanoylbromide;1-Bromoethanone
CBNumber:
CB4496210
Molecular Formula:
C2H3BrO
Molecular Weight:
122.95
MDL Number:
MFCD00000114
MOL File:
506-96-7.mol
MSDS File:
SDS
Last updated:2023-11-28 16:31:43

Acetyl bromide Properties

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)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS05
Signal word  Danger
Hazard statements  H290-H314
Precautionary statements  P234-P280-P301+P330+P331-P303+P361+P353-P304+P340+P310-P305+P351+P338
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
NFPA 704
2
3 2
W

Acetyl bromide price More Price(16)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 135968 Acetyl bromide 99% 506-96-7 100g $87.7 2024-03-01 Buy
Sigma-Aldrich 135968 Acetyl bromide 99% 506-96-7 500g $201 2024-03-01 Buy
TCI Chemical A0080 Acetyl Bromide >97.0%(T) 506-96-7 25g $26 2024-03-01 Buy
TCI Chemical A0080 Acetyl Bromide >97.0%(T) 506-96-7 500g $150 2024-03-01 Buy
Alfa Aesar A12485 Acetyl bromide, 98+% 506-96-7 25g $31.65 2024-03-01 Buy
Product number Packaging Price Buy
135968 100g $87.7 Buy
135968 500g $201 Buy
A0080 25g $26 Buy
A0080 500g $150 Buy
A12485 25g $31.65 Buy

Acetyl bromide Chemical Properties,Uses,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.

60-35-5
506-96-7
Synthesis of Acetyl bromide from Acetamide
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View Lastest Price from Acetyl bromide manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Acetyl bromide pictures 2023-10-14 Acetyl bromide
506-96-7
US $0.00 / kg 1kg 0.99 20tons Hebei Yanxi Chemical Co., Ltd.
Acetyl bromide pictures 2023-09-06 Acetyl bromide
506-96-7
US $0.00-0.00 / KG 50KG 99% 500000kg Hebei Guanlang Biotechnology Co., Ltd.
Acetyl bromide pictures 2023-08-11 Acetyl bromide
506-96-7
US $50.00 / kg 1kg 99.9% 10000MT Henan Bao Enluo International TradeCo.,LTD
  • Acetyl bromide pictures
  • Acetyl bromide
    506-96-7
  • US $0.00 / kg
  • 0.99
  • Hebei Yanxi Chemical Co., Ltd.
  • Acetyl bromide pictures
  • Acetyl bromide
    506-96-7
  • US $0.00-0.00 / KG
  • 99%
  • Hebei Guanlang Biotechnology Co., Ltd.
  • Acetyl bromide pictures
  • Acetyl bromide
    506-96-7
  • US $50.00 / kg
  • 99.9%
  • Henan Bao Enluo International TradeCo.,LTD
Acetylbrimide ethanoylbromide ACETIC ACID BROMIDE ACETYL BROMIDE Acetyl Bromide( Controlled Chemical) AcetylBromideForSynthesis Acetyl bromide, 98+% ACETALBROMIDE Bromideacetyl 1-Bromoacetaldehyde 1-Bromoethanal 1-Bromoethanone acetylbroManuide Acetyl broMide, 98% 500ML Acetyl broMide 99% Acetyl broMine Acetyl Bromide > ACETYL BROMIDE FOR SYNTHESIS 100 ML ACETYL BROMIDE FOR SYNTHESIS 250 ML Acetyl bromide, GR 99%+ Acetyl Bromide AR Aceytl bromide CH3COBr 506-96-7 506-97-6 C2H3BrO Organic Building Blocks Acid Halides Carbonyl Compounds Building Blocks Acid Halides Carbonyl Compounds Organic Building Blocks Pharmaceutical Intermediates