1,4-Dibromo-2,3-butanedione (HCID 22747)

Names & identifiers

Preferred name: 1,4-Dibromo-2,3-butanedione
IUPAC: 1,4-dibromobutane-2,3-dione
English name: 1,4-Dibromo-2,3-butanedione
Molecular formula: C4H4Br2O2
Molecular weight: 243.88

Names & synonyms

1,4-Dibromo-2,3-butanedione6305-43-72,3-BUTANEDIONE, 1,4-DIBROMO-1,4-DibromobutanedioneNHZ2FG6JE3NSC-41130NSC-75722DTXSID9064219DBBDRefChem:416709DTXCID6043624228-615-1

Show more names

SKL239SYM-DIBROMODIACETYLà,à'-dibromobiacetyl2,2’-dibromobiacetyl1,4-dibromo-3-butanedionealpha,alpha’-dibromobiacetyl

1,4-Dibromobutane-2,3-dione2,2'-Dibromobiacetylalpha,alpha'-DibromobiacetylS 671,4-DibromodiacetylEINECS 228-615-1NSC 41130NSC 75722

Database identifiers

CAS: 6305-43-7
PubChem CID: 22747
DTXSID: DTXSID9064219
ChEBI: CHEBI:188852
UNII: NHZ2FG6JE3
EC Number: 228-615-1
Nikkaji: J42.099I

Properties

Computed structural properties

XLogP: 1.2
Topological polar surface area: 34.1 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 2
Rotatable bonds: 3
Heavy atoms: 8
Formal charge: 0
Complexity: 96

Experimental & physicochemical properties

Physical DescriptionLight yellow powder; [Aldrich MSDS] Irritating odor; [Alfa Aesar MSDS]

Physicochemical properties

Melting point: 117 · 117-119 °C (lit.)
Boiling point: 213 · 213.0±25.0 °C(Predicted)
Density: 2.0524 · 2.0524 (rough estimate)
refractive index: 1.522 · 1.5220 (estimate)
storage temp.: 2 · Storage temp. 2-8°C
form: powder
Appearance: Off-white to light yellow Solid
Water Solubility: Insoluble in water.
BRN: 970154 · 970154
InChI: InChI=1S/C4H4Br2O2/c5-1-3(7)4(8)2-6/h1-2H2
InChIKey: RZMOICJDRADLCT-UHFFFAOYSA-N
SMILES: C(Br)C(=O)C(=O)CBr
CAS DataBase Reference: 6305 · 6305-43-7(CAS DataBase Reference)
FDA UNII: 2 FG6JE3 · NHZ2FG6JE3
EPA Substance Registry System: 2 · 2,3-Butanedione, 1,4-dibromo- (6305-43-7)
UNSPSC Code: 12352100 · 12352100
NACRES: 22 · NA.22
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: 95 · dust mask type N95 (US), Eyeshields, Gloves
Hazard Codes: Xi
Risk Statements: 36 · 36/37/38
Safety Statements: 26 · 26-36/37/39-37/39-27
RIDADR: 1759 · 1759
WGK Germany: 3 · 3
RTECS: 2850000 · EK2850000
TSCA: TSCA listed
HazardClass: 8 · 8
PackingGroup: III
Storage Class: 11 · 11 - Combustible Solids
Hazard Classifications: 2 Skin · Eye Irrit. 2Skin Irrit. 2STOT SE 3

Safety & regulation

GHS classification

GHS Classification · 5 items

Warning

H315 (90.7%): Causes skin irritation [Warning Skin corrosion/irritation]；H319 (90.7%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]；H335 (90.7%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract 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 43 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.；Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.

Hazard information

Hazards Summary · 1 item

Causes acute pulmonary edema and diffuse hepatitis in intravenous lethal-dose studies of dogs; [RTECS] A skin and strong eye irritant; [Aldrich MSDS] Causes burns; Inhalation may cause corrosive injuries to upper respiratory tract and lungs; Harmful by ingestion; [Alfa Aesar MSDS]

Hazard Classes and CategoriesSkin Irrit. 2 (90.7%)；Eye Irrit. 2 (90.7%)；STOT SE 3 (90.7%)

Toxicology

Adverse EffectsOccupational hepatotoxin - Secondary hepatotoxins: the potential for toxic effect in the occupational setting is based on cases of poisoning by human ingestion or animal experimentation.；Dermatotoxin - Skin burns.

Safety data

PPE: dust mask type N95 (US), Eyeshields, Gloves
wgk: 3
tsca: TSCA listed
rtecs: EK2850000
ridadr: 1759
risk_code: 36/37/38
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xi
safety_code: 26-36/37/39-37/39-27
hazard_class: 8
Storage Class: 11 - Combustible Solids
packing_group: III
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

Uses & manufacturing

UsesReacts covalently with pyruvate kinase from rabbit muscle to cause inactivation of the enzyme. [ChemIDplus]

General Manufacturing Information2,3-Butanedione, 1,4-dibromo-: INACTIVE

Applications · 1 item

UsesCatalyst-Free Multicomponent Cyclopolymerizations: A novel approach utilizing 1,4-Dibromo-2,3-butanedione in catalyst-free multicomponent cyclopolymerizations to synthesize functional polyiminofurans containing bromomethyl groups was developed. This method enhances the utility of 1,4-Dibromo-2,3-butanedione in producing advanced materials with potential applications in chemical and pharmaceutical industries (Zhu et al., 2021).