Acetyl bromide

HCID 10482CAS 506-96-7

Basic information

Standard SMILES
CC(=O)Br
InChIKey
FXXACINHVKSMDR-UHFFFAOYSA-N
Molecular formula
C2H3BrO
Average molar mass
122.95 g/mol
Monoisotopic mass
121.93672682

Overview

Acetyl bromide appears as a colorless fuming liquid with a pungent odor. Vapors irritate eyes and mucous membranes. Corrosive to metals and tissue. Density 13.9 lb / gal.

Names & identifiers

Preferred name
Acetyl bromide
IUPAC
acetyl bromide
English name
ACETYL BROMIDE-2-13C
Molecular formula
C2H3BrO
Molecular weight
123.96

Names & synonyms

ACETYL BROMIDE506-96-7Ethanoyl bromideAcetic acid, bromideUN1716O18V5XYO0GDTXSID5060140UN-1716RefChem:109047DTXCID7040869208-061-7Acetylbromide
Show more names
Acetyl-2-13C bromideAcetyl -2-13C bromideacetyl-2-13C bromide. 99 atom % 13C
C2H3BrOCH3COBrAcetyl bromide-2-13CAcetyl bromide-1-13CMFCD0000011474787-38-5acetic acid bromideHSDB 663

Database identifiers

CAS
506-96-7、74787-38-5
PubChem CID
10482
DTXSID
DTXSID5060140
UNII
O18V5XYO0G
EC Number
208-061-7、693-093-8
Nikkaji
J2.611E

Properties

Computed structural properties

XLogP
0.8
Topological polar surface area
17.1 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
1
Rotatable bonds
0
Heavy atoms
4

Experimental & physicochemical properties

Chemical Classes · 2 items

Toxic Gases & Vapors -> Acid Halides

Corrosives

SpringerMaterials PropertiesSchoenflies notation
Odor · 2 items

Sharp unpleasant odor

Pungent odor

Density · 6 items

1.66 at 60.8 °F (USCG, 1999) - Denser than water; will sink

Density: 1.52 at 9 °C

Saturated liquid density: 103.599 lb/cu ft at 70 °F

Vapor specific gravity: 4.24; Saturated vapor density: 0.04488 lb/cu ft at 70 °F

Relative density (water = 1): 1.5

1.66 @ 20°C

Color/Form · 2 items

Fuming liquid

Colorless fuming liquid

Solubility · 5 items

Violently decomposed by water or alcohol

Miscible with ether, chloroform, benzene

Soluble in ether, chloroform, benzene

Miscible with ether, benzene, chloroform; soluble in acetone

Solubility in water: reaction

Physicochemical properties

Melting point
96 °C · −96 °C(lit.)
Boiling point
75 · 75-77 °C(lit.)
Density
1.677 g/mL · 1.677 g/mL at 25 °C
refractive index
20 · n20/D 1.45(lit.)
Flash point
230 °F · >230 °F
InChI
1S/C2H3BrO/c1-2(3)4/h1H3/i1+1

Safety & regulation

GHS classification

GHS Classification · 6 items

Danger

H314 (100%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]

P260, P264, P280, P301+P330+P331, P302+P361+P354, P304+P340, P305+P354+P338, P316, P321, P363, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 51 reports by companies from 8 notifications to the ECHA C&L Inventory.

Danger

H314 (100%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]

Hazard information

Hazards IdentificationWater-reactive material (WR)
Regulatory Information · 4 items

Chemical: Acetyl bromide

Status: Active Update: 06-07-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/16238

Acetyl bromide: Does not have an individual approval but may be used under an appropriate group standard

The New Jersey Worker and Community Right to Know Act requires public and private employers to provide information about hazardous substances at their workplaces. (N.J.S.A. 34:5A-1 et. seq.)

DOT LabelCorrosive
Fire Hazards · 3 items

Special Hazards of Combustion Products: Toxic and irritating hydrogen bromide fumes may form in fires.

· Combustible material: may burn but does not ignite readily.

Combustible. Gives off irritating or toxic fumes (or gases) in a fire.

Fire PotentialThis chemical is a combustible liquid, but does not ignite readily.
Health Hazards · 2 items

Inhalation produces primary irritation of the respiratory tract; symptoms of lung damage may be delayed. Contact with liquid produces primary irritation of eyes and severe skin damage; delayed blistering is not uncommon. INGESTION: Sore throat, abdominal pain, and vomiting. (USCG, 1999)

· TOXIC and/or CORROSIVE; inhalation, ingestion or contact (skin, eyes) with vapors, dusts or substance may cause severe injury, burns or death.

Safety & protection

Fire Fighting · 2 items

Excerpt from ERG Guide 156 [Substances - Toxic and/or Corrosive (Combustible / Water-Sensitive)]:

Use foam, powder, carbon dioxide, dry sand. NO water. In case of fire: keep drums, etc., cool by spraying with water. NO direct contact with water.

First Aid Measures · 4 items

Fresh air, rest. Half-upright position. Artificial respiration may be needed. Refer for medical attention.

Remove contaminated clothes. Rinse skin with plenty of water or shower. Refer for medical attention .

First rinse with plenty of water for several minutes (remove contact lenses if easily possible), then refer for medical attention.

Rinse mouth. Do NOT induce vomiting. Refer for medical attention .

Accidental Release Measures · 2 items

· CALL 911. Then call emergency response telephone number on shipping paper. If shipping paper not available or no answer, refer to appropriate telephone number listed on the inside back cover.

· ELIMINATE all ignition sources (no smoking, flares, sparks or flames) from immediate area.

First Aid · 2 items

INHALATION: remove victim from exposure; if breathing has stopped, give artificial respiration; if breathing is difficult, give oxygen; watch for delayed lung damage.

General First Aid:

Safe StorageSeparated from food and feedstuffs. See Chemical Dangers. Dry. Well closed. Ventilation along the floor.
Firefighting HazardsVapors are heavier than air and will collect in low areas. Vapors in confined areas may explode when exposed to fire.

Toxicology

Ecotoxicity ValuesLC50; Species: Pimephales promelas (Fathead minnow); Conditions: freshwater, static; Concentration: 40.6 mg/L for 96 hr (95% confidence interval: 31.4-54.2 mg/L)
Environmental Fate · 3 items

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 1(SRC), determined from a structure estimation method(2), indicates that acetyl bromide is expected to have very high mobility in soil(SRC). In view of its violent decomposition in the presence of water(3) and the high reactivity of structurally-similar compounds with active hydrogen groups which occur in soil(4), it is unlikely that acetyl bromide would persist for long in moist soils(SRC). Acetyl bromide is expected to volatilize from dry soil surfaces(SRC) based upon a vapor pressure of 122 mm Hg at 25 °C(5). Biodegradation data in soil were not available(SRC, 2018).

AQUATIC FATE: Acetyl bromide decomposes violently in the presence of water(1) and, therefore, will not persist in the aquatic environment(SRC). Adsorption to sediment, volatilization, bioconcentration in aquatic species or biodegradation are not expected because of the very short lifetime of this compound in water(SRC).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), acetyl bromide, which has a vapor pressure of 122 mm Hg at 25 °C(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase acetyl bromide may be degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicals(SRC); the half-life for this reaction in air is estimated to be 5 years(SRC), calculated from its rate constant of 9.1X10-15 cu cm/molecule-sec at 25 deg(SRC) determined using a structure estimation method(3). Acetyl bromide contains chromophores that absorb at wavelengths >290 nm(3) and, therefore, may be susceptible to direct photolysis by sunlight(SRC).

Adverse EffectsDermatotoxin - Skin burns.
Exposure RoutesThe substance can be absorbed into the body by inhalation of its vapour and by ingestion.
Toxicity Summary · 1 item

IDENTIFICATION AND USE: Acetyl bromide is a colorless fuming liquid. It is used in organic synthesis and dye manufacture. HUMAN STUDIES: It could cause severe ocular damage if splashed in eye. However, in one instance of corneal burn, recovery is reported to have been complete in 48 hr. ANIMAL STUDIES: There are no data available.

Signs and Symptoms · 4 items

Abdominal pain. Sore throat. Cough. Burning sensation. Shortness of breath. Laboured breathing. Symptoms may be delayed.

Pain. Redness. Blisters. Skin burns.

Pain. Redness. Severe deep burns. Loss of vision.

Burning sensation. Abdominal pain. Shock or collapse.

Regulatory information

TSCA Requirements · 1 item

Pursuant to section 8(d) of TSCA, EPA promulgated a model Health and Safety Data Reporting Rule. The section 8(d) model rule requires manufacturers, importers, and processors of listed chemical substances and mixtures to submit to EPA copies and lists of unpublished health and safety studies. Acetyl bromide is included on this list. Effective date: 6/1/87; Sunset date: 12/19/95.

CERCLA Reportable Quantities · 1 item

Persons in charge of vessels or facilities are required to notify the National Response Center (NRC) immediately, when there is a release of this designated hazardous substance, in an amount equal to or greater than its reportable quantity of 5000 lb or 2270 kg. The toll free number of the NRC is (800) 424-8802. The rule for determining when notification is required is stated in 40 CFR 302.4 (section IV. D.3.b).

Clean Water Act Requirements · 1 item

Acetyl bromide is designated as a hazardous substance under section 311(b)(2)(A) of the Federal Water Pollution Control Act and further regulated by the Clean Water Act Amendments of 1977 and 1978. These regulations apply to discharges of this substance. This designation includes any isomers and hydrates, as well as any solutions and mixtures containing this substance.

DHS Chemicals of Interest (COI) · 4 items

Acetyl bromide

A Commercial Grade

A Placarded Amount

Chemical or material that can be mixed with readily available materials.

Safety data

wgk
3
ridadr
UN 1716
risk_code
14-34-36/37
Signal word
Danger
Symbol(GHS)
GHS05
hazard_code
C

Chemistry & industry

Uses & manufacturing

Uses · 3 items

Used in organic synthesis; [HSDB]

Toxic Gas from Spilling Chemical in Water [Category: Other]

Organic synthesis, dye manufacture.

Methods of Manufacturing · 2 items

Prepared from phosphorus tribromide and glacial acetic acid or acetic anhydride ... .

Interaction of acetic acid and phosphorus pentabromide.

Formulations/PreparationsGrade: Technical
General Manufacturing InformationAcetyl bromide: ACTIVE

Suppliers50 total

国药集团化学试剂有限公司86-21-63210123 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
武汉欣扬瑞和化学科技有限公司153-07155313 15307155313 · [email protected]
爱斯特(成都)生物制药股份有限公司+86-28-85122536 85324413 · [email protected]

Related reactions

202 records

Linked notes

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Acetyl bromide (HCID 10482)|Huagongshe