3-Bromo-2,5-furandione

HCID 80027

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Basic information

CAS: 5926-51-2
Standard SMILES: O=C1C=C(Br)C(=O)O1
InChIKey: YPRMWCKXOZFJGF-UHFFFAOYSA-N
Molecular formula: C4HBrO3
Average molar mass: 176.95 g/mol
Monoisotopic mass: 175.91090599

Overview

structure in first source

Names & identifiers

Preferred name: 3-Bromo-2,5-furandione
IUPAC: 3-bromofuran-2,5-dione
English name: BROMOMALEIC ANHYDRIDE
Molecular formula: C4HBrO3
Molecular weight: 176.95

Names & synonyms

Bromomaleic anhydride5926-51-23-Bromo-2,5-furandioneZ3EBH68XDWNSC-96611DTXSID70207988RefChem:121598DTXCID20130479227-659-93-bromofuran-2,5-dioneMFCD000055192,5-Furandione, 3-bromo-

Show more names

Bromomaleic acid anhydrideNSC966113-Bromo-furan-2,5BroMoMaleic anhydride 97%2-Bromomaleic acid anhydride

3-Bromo-furan-2,5-dione3-bromo-2,5-dihydrofuran-2,5-dioneMonobromomaleic anhydrideUNII-Z3EBH68XDW3-bromo-2,5-furanedioneBromomaleic anhydride, 97%CS-W021883EN300-99344

Database identifiers

CAS: 5926-51-2
PubChem CID: 80027
DTXSID: DTXSID70207988
ChEMBL: CHEMBL2270555
UNII: Z3EBH68XDW
EC Number: 227-659-9
Nikkaji: J226G、J679.310J

Properties

Computed structural properties

XLogP: 0.8
Topological polar surface area: 43.4 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 3
Rotatable bonds: 0
Heavy atoms: 8
Formal charge: 0
Complexity: 182

Experimental & physicochemical properties

PolymersPlastics & Rubber -> Acid Anhydrides, Cyclic

SpringerMaterials PropertiesChemical shift

Physical DescriptionColorless liquid; [Sigma-Aldrich MSDS]

Physicochemical properties

Boiling point: 215 °C · 215 °C(lit.)
Density: 1.905 g/mL · 1.905 g/mL at 25 °C(lit.)
refractive index: 20 · n20/D 1.54(lit.)
Flash point: 230 °F · >230 °F
storage temp.: Keep in dark place,Sealed in dry,Room Temperature
Appearance: Colorless to light yellow Solid-liquid mixture
InChI: InChI=1S/C4HBrO3/c5-2-1-3(6)8-4(2)7/h1H
InChIKey: YPRMWCKXOZFJGF-UHFFFAOYSA-N
SMILES: O1C(=O)C=C(Br)C1=O
FDA UNII: 3 EBH68XDW · Z3EBH68XDW
UNSPSC Code: 12162002 · 12162002
NACRES: 23 · NA.23
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 315 · H315-H319-H335
Precautionary statements: 261 · P261-P264-P271-P280-P302+P352-P305+P351+P338
target organs: Respiratory system
PPE: Eyeshields, Gloves, type ABEK (EN14387) respirator filter
Hazard Codes: Xi
Risk Statements: 36 · 36/37/38
Safety Statements: 26 · 26-37/39
WGK Germany: 3 · 3
HS Code: 29171990 · 29171990
Storage Class: 10 · 10 - Combustible liquids
Hazard Classifications: 2 Skin · Eye Irrit. 2Skin Irrit. 2STOT SE 3

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 40 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Hazards SummaryA skin and strong eye irritant; [Sigma-Aldrich MSDS] See Chloromaleic anhydride.

Hazard Classes and CategoriesSkin Irrit. 2 (100%)

Toxicology

Adverse EffectsAsthma - Reversible bronchoconstriction (narrowing of bronchioles) initiated by the inhalation of irritating or allergenic agents.

Safety data

PPE: Eyeshields, Gloves, type ABEK (EN14387) respirator filter
wgk: 3
hs_code: 29171990
risk_code: 36/37/38
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xi
safety_code: 26-37/39
Storage Class: 10 - Combustible liquids
target organs: Respiratory system
Hazard statements: H315-H319-H335
Hazard Classifications: Eye Irrit. 2Skin Irrit. 2STOT SE 3
Precautionary statements: P261-P264-P271-P280-P302+P352-P305+P351+P338

Chemistry & industry

Applications

Uses3-Bromofuran-2,5-dione is used to study reversible or permanent chemical modification of proteins and peptides by control of maleimide hydrolysis.