Basic information
- Standard SMILES
O=C(Br)CBr- InChIKey
LSTRKXWIZZZYAS-UHFFFAOYSA-N- Molecular formula
- C2H2Br2O
- Average molar mass
- 201.84 g/mol
- Monoisotopic mass
- 199.84723888
Overview
Bromoacetyl bromide appears as a water-white liquid with a pungent odor. Denser than water. Irritates skin, eyes and mucous membranes. May be toxic by ingestion, inhalation and skin absorption. Used to make other chemicals.
Names & identifiers
- Preferred name
- Bromoacetyl bromide
- IUPAC
- 2-bromoacetyl bromide
- English name
- Bromoacetyl bromide
- Molecular formula
- C2H2Br2O
- Molecular weight
- 201.84
Names & synonyms
Show more names
Database identifiers
- CAS
598-21-0- PubChem CID
- 61147
- DTXSID
DTXSID1060506- UNII
- GV64Q4VP87
- EC Number
- 209-923-5
- Nikkaji
- J474J
Properties
Computed structural properties
- XLogP
- 1.6
- Topological polar surface area
- 17.1 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 1
- Rotatable bonds
- 1
- Heavy atoms
- 5
- Formal charge
- 0
- Complexity
- 42.9
Experimental & physicochemical properties
Chemical Classes
Other Classes -> Halogenated Ketones
Corrosives
Physical Description
Bromoacetyl bromide appears as a water-white liquid with a pungent odor. Denser than water. Irritates skin, eyes and mucous membranes. May be toxic by ingestion, inhalation and skin absorption. Used to make other chemicals.
Fuming water-white liquid with a pungent odor; [CAMEO] Colorless to light yellow liquid with an extremely irritating odor; [CHRIS] Dark brown liquid; [Sigma-Aldrich MSDS]
Physicochemical properties
- Melting point
- 148.5 °C · 148.5°C (estimate)
- Boiling point
- 147 · 147-150 °C(lit.)
- Density
- 2.324 g/mL · 2.324 g/mL at 20 °C
- vapor pressure
- 3.8 mm · 3.8 mm Hg ( 25 °C)
- refractive index
- 20 · n20/D 1.547(lit.)
- Flash point
- 105 °C · >105°C
- storage temp.
- Refrigerator (+4°C)
- solubility
- soluble in Chloroform
- form
- Powder
- color
- White
- Water Solubility
- REACTS
- Sensitive
- Moisture Sensitive
- BRN
- 605440 · 605440
- Dielectric constant
- 12.6 · 12.6(20℃)
- Stability
- Stable, but reacts violently with water. Incompatible with water, moisture, alcohols, strong bases, strong oxidizing agents.
- InChI
- 1S/C2H2Br2O/c3-1-2(4)5/h1H2
- InChIKey
- LSTRKXWIZZZYAS-UHFFFAOYSA-N
- SMILES
- BrCC(Br)=O
- LogP
- -0.04 at · -0.04 at 25℃
- CAS DataBase Reference
- 598 · 598-21-0(CAS DataBase Reference)
- NIST Chemistry Reference
- Bromoacetyl bromide(598-21-0)
- EPA Substance Registry System
- 2 · Acetyl bromide, 2-bromo- (598-21-0)
- UNSPSC Code
- 12352100 · 12352100
- NACRES
- 22 · NA.22
- Symbol(GHS)
- 5 · GHS05,GHS08
- Signal word
- Danger
- Hazard statements
- 314 · H314-H341-H290
- Precautionary statements
- 501 · P501-P202-P234-P201-P264-P280-P390-P308+P313-P303+P361+P353-P301+P330+P331-P363-P304+P340+P310-P305+P351+P338+P310-P406-P405
- PPE
- Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
- Hazard Codes
- C
- Risk Statements
- 34 · 34-14
- Safety Statements
- 26 · 26-36/37/39-45-8-30-25
- RIDADR
- 2513 · UN 2513
- WGK Germany
- 3 · 3
- F
- 10 · 10-19
- TSCA
- TSCA listed
- HazardClass
- 8 · 8
- PackingGroup
- II
- HS Code
- 29159080 · 29159080
- Storage Class
- 8 A · 8A - Combustible corrosive hazardous materials
- Hazard Classifications
- 1 B · Skin Corr. 1B
- REACH Registrations
- Active
- Limited Quantities
- 1 Kg · 1 Kg (2.2 lbs) (solid)
- Excepted Quantities
- Max Inner Pack (30g or 30ml) and Max Outer Pack (500g or 500ml)
Safety & regulation
GHS classification
GHS Classification
Danger
H314 (100%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]
P260, P264, P264+P265, P280, P301+P330+P331, P302+P361+P354, P304+P340, P305+P354+P338, P316, P317, P321, P363, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 73 reports by companies from 9 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Not Classified
Hazard information
Regulatory Information
Chemical: Acetyl bromide, bromo-
Status: Active Update: 10-05-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/17142
Bromoacetyl 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.)
Fire Hazards
Special Hazards of Combustion Products: Heat of fire can cause decomposition, with evolution of highly toxic and irritating hydrogen bromide and bromophosgene vapors.
· Combustible material: may burn but does not ignite readily.
Health Hazards
Inhalation causes severe irritation of upper respiratory system. External contact causes severe irritation of eyes and skin. Ingestion causes severe irritation of mouth and stomach. (USCG, 1999)
· TOXIC and/or CORROSIVE; inhalation, ingestion or contact (skin, eyes) with vapors, dusts or substance may cause severe injury, burns or death.
Hazards Summary
Reacts violently with water evolving hydrogen bromide; Causes severe skin irritation and serious eye injury; Brief contact can cause second- and third-degree skin burns; [CHRIS] Readily hydrolyzes; Causes burns; Inhalation may cause corrosive injuries to upper respiratory tract; [Sigma-Aldrich MSDS] See Dichloroacetone. See Hydrogen bromide.
Reactivity Profile
BROMOACETYL BROMIDE is incompatible with water, with bases (including amines), with strong oxidizing agents, with alcohols. 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]. Decomposes when heated with evolution of highly toxic and irritating hydrogen bromide and bromophosgene vapors.
DOT Hazard Classification
Bromoacetyl bromide
UN2513
Class 8 Corrosive material (49 eCFR § 173.136)
PG II: the degree of danger presented by the material is medium
Hazard Classes and Categories
Skin Irrit. 2 (100%)
Corrosives, Reactive agents - 2nd degree
Safety & protection
Accidental Release Measures
· 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
INHALATION: Remove from exposure; support respiration, call physician.
General First Aid:
Isolation and Evacuation
Excerpt from ERG Guide 156 [Substances - Toxic and/or Corrosive (Combustible / Water-Sensitive)]:
Immediate precautionary measure
Toxicology
Safety data
- F
- 10-19
- PPE
- Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
- wgk
- 3
- tsca
- TSCA listed
- ridadr
- UN 2513
- hs_code
- 29159080
- risk_code
- 34-14
- Signal word
- Danger
- Symbol(GHS)
- GHS05,GHS08
- hazard_code
- C
- safety_code
- 26-36/37/39-45-8-30-25
- hazard_class
- 8
- Storage Class
- 8A - Combustible corrosive hazardous materials
- packing_group
- II
- Hazard statements
- H314-H341-H290
- Limited Quantities
- 1 Kg (2.2 lbs) (solid)
- Excepted Quantities
- Max Inner Pack (30g or 30ml) and Max Outer Pack (500g or 500ml)
- REACH Registrations
- Active
- Hazard Classifications
- Skin Corr. 1B
- Precautionary statements
- P501-P202-P234-P201-P264-P280-P390-P308+P313-P303+P361+P353-P301+P330+P331-P363-P304+P340+P310-P305+P351+P338+P310-P406-P405
Chemistry & industry
Uses & manufacturing
Applications
UsesBromoacetyl bromide is widely used in the synthesis of fine chemicals, agrochemicals, dyes and pharmaceuticals. As an acylating agent, it reacts with 10H-phenothiazine to give 10-bromoacetyl-10H-phenothiazine. Similarly, it is also involved in the preparation of bromoactylated starch which is a biodegradable thermoplastic copolymer.
General DescriptionA water-white liquid with a pungent odor. Denser than water. Irritates skin, eyes and mucous membranes. May be toxic by ingestion, inhalation and skin absorption. Used to make other chemicals.
Upstream & downstream products
Upstream raw materials
Downstream products
Suppliers50 total
Related reactions
Linked notes
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