Acetyl bromide

Base Information

• Chemical Name: Acetyl bromide
• CAS No.: 506-96-7
• Molecular Formula: C2H3BrO
• Molecular Weight: 122.949
• Hs Code.: 2915.90 Oral rat LD50: 730 mg/kg
• European Community (EC) Number: 208-061-7,693-093-8
• ICSC Number: 0365
• UN Number: 1716
• UNII: O18V5XYO0G
• DSSTox Substance ID: DTXSID5060140
• Nikkaji Number: J2.611E
• Wikipedia: Acetyl_bromide
• Wikidata: Q420493
• Mol file: 506-96-7.mol

Synonyms:acetyl bromide

Chemical Property of Acetyl bromide

Chemical Property:

• Appearance/Colour: colorless fuming liquid with a pungent odor
• Vapor Pressure: 92.2 mm Hg ( 25 °C)
• Melting Point: -96 °C
• Refractive Index: n20/D 1.45(lit.)
• Boiling Point: 75.8 °C at 760 mmHg
• Flash Point: 49.6 °C
• PSA: 17.07000
• Density: 1.711 g/cm³
• LogP: 0.92780
• Storage Temp.: Store at
• Sensitive.: Moisture Sensitive
• Solubility.: Miscible with ether, chloroform, benzene and acetone.
• Water Solubility.: REACTS
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 121.93673
• Heavy Atom Count: 4
• Complexity: 33
• Transport DOT Label: Corrosive

Purity/Quality:

99% ^*data from raw suppliers

Acetyl bromide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 14-34
• Safety Statements: 26-36/37/39-45-9-25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Toxic Gases & Vapors -> Acid Halides
• Canonical SMILES: CC(=O)Br
• Inhalation Risk: No indication can be given about the rate at which a harmful concentration of this substance in the air is reached on evaporation at 20 °C.
• Effects of Short Term Exposure: The substance and the vapour are corrosive to the eyes, skin and respiratory tract. Corrosive on ingestion. Inhalation of the vapour may cause lung oedema. The effects may be delayed. Medical observation is indicated.
• Effects of Long Term Exposure: Repeated or prolonged contact with skin may cause dermatitis.
• 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.
• 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.

Technology Process of Acetyl bromide

There total 50 articles about Acetyl bromide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 95.0%

acetyl iodide (507-02-8) + 1.4-dibromobenzene (106-37-6) → Acetyl bromide (506-96-7) + para-diiodobenzene (624-38-4,1032416-46-8)

Guidance literature:

for 50h; UV-irradiation;

DOI:10.1134/S0012500811060048

Reference yield: 94.0%

acetamide (60-35-5) → Acetyl bromide (506-96-7)

Guidance literature:

With hydrogen bromide; at 55 - 85 ℃; for 1.83333h; Temperature;

Reference yield: 74.0%

acetic acid (64-19-7,77671-22-8) → Acetyl bromide (506-96-7)

Guidance literature:

With bromocyane; triphenylphosphine;

upstream raw materials:

Ketene

cyanuric bromide

acetic acid

Isopropenyl acetate

Downstream raw materials:

bromoethyl acetate

4-Bromobutyl acetate

2-acetyl-5-methylpyrrole

5-Methyl-4-acetyl-2-(1H)-imidazolon

Refernces

• 1、 Burgun, Alexandre,Coghlan, Campbell J.,Huang, David M.,Chen, Wenqian,Horike, Satoshi,Kitagawa, Susumu,Alvino, Jason F.,Metha, Gregory F.,Sumby, Christopher J.,Doonan, Christian J.. "Mapping-Out Catalytic Processes in a Metal–Organic Framework with Single-Crystal X-ray Crystallography". . p. 8412 - 8416. Retrieved 2017.
• 2、 -. "Synthesis method for organic synthesis of intermediate acetyl bromide". Paragraph 0014; 0015. . Retrieved 2018/07/30.
• 3、 Voronkov,Vlasova,Belousova,Vlasov,Vakul'Skaya,Prozorova,Khutsishvili. "Photochemical reactions of acyl iodides with aryl halides". . p. 17 - 21. Retrieved 2013/03/29.