1-Bromo-2,4-dinitrobenzene

HCID 11441

Substructure search Find similar structures

Basic information

CAS: 584-48-5
Standard SMILES: O=[N+]([O-])c1ccc(Br)c([N+](=O)[O-])c1
InChIKey: PBOPJYORIDJAFE-UHFFFAOYSA-N
Molecular formula: C6H3BrN2O4
Average molar mass: 247 g/mol
Monoisotopic mass: 245.92761868

Overview

2,4-dinitrobromobenzene is an organobromine compound that is bromobenzene substituted at C-2 and -4 with nitro groups. It is a C-nitro compound and an organobromine compound.

Names & identifiers

Preferred name: 1-Bromo-2,4-dinitrobenzene
IUPAC: 1-bromo-2,4-dinitrobenzene
English name: 1-BROMO-2,4-DINITROBENZENE
Molecular formula: C6H3BrN2O4
Molecular weight: 247

Names & synonyms

1-Bromo-2,4-dinitrobenzene584-48-52,4-Dinitrobromobenzene4-Bromo-1,3-dinitrobenzeneo,p-Dinitrophenyl bromide2,4-Dinitrophenyl bromideBENZENE, 1-BROMO-2,4-DINITRO-4MS3FTW380DTXSID3060403NSC-3808CHEBI:58999RefChem:75044

Show more names

NSC 38082，4-DinRrobromobenzene2,4-Nitrophenyl bromideo,p-dinitrophenylbromide2,4-dinitrophenylbromide1-BROMO-2,4-DINITROBENZE6-BROMO-1,3-DINITROBENZENE

DTXCID4042381209-539-8DNBB1-bromo-2,4-dinitro-benzeneMFCD00041873BR13062,4-dinitro-bromobenzenebromo-2,4-dinitrobenzene

Database identifiers

CAS: 584-48-5
PubChem CID: 11441
DTXSID: DTXSID3060403
ChEBI: CHEBI:58999
UNII: 4MS3FTW380
EC Number: 209-539-8
Nikkaji: J94.969H

Properties

Computed structural properties

XLogP: 2.2
Topological polar surface area: 91.6 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 4
Rotatable bonds: 0
Heavy atoms: 13
Formal charge: 0
Complexity: 224

Experimental & physicochemical properties

Chemical ClassesNitrogen Compounds -> Nitros, Aromatic

SpringerMaterials PropertiesChemical shift

Physical DescriptionYellow powder; [Aldrich MSDS]

Physicochemical properties

Melting point: 71 · 71-73 °C(lit.)
Boiling point: 288 ℃ · 288℃
Density: 1.91 · 1.910
refractive index: 1.61 · 1.6100 (estimate)
Flash point: 128 ℃ · 128℃
solubility: Chloroform (Soluble), Methanol (Slightly)
form: powder to crystal
color: White to Yellow to Green
Water Solubility: Soluble in water (partly miscible).
InChI: InChI=1S/C6H3BrN2O4/c7-5-2-1-4(8(10)11)3-6(5)9(12)13/h1-3H
InChIKey: PBOPJYORIDJAFE-UHFFFAOYSA-N
SMILES: C1(Br)=CC=C([N+]([O-])=O)C=C1[N+]([O-])=O
CAS DataBase Reference: 584 · 584-48-5(CAS DataBase Reference)
EWG's Food Scores: 1 · 1
FDA UNII: 4 MS3FTW380 · 4MS3FTW380
EPA Substance Registry System: 1 · Benzene, 1-bromo-2,4-dinitro- (584-48-5)
UNSPSC Code: 12352100 · 12352100
NACRES: 22 · NA.22
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 315 · H315-H317-H319
Precautionary statements: 280 · P280-P302+P352-P305+P351+P338
PPE: 95 · dust mask type N95 (US), Eyeshields, Faceshields, Gloves
Hazard Codes: Xi
Risk Statements: 36 · 36/37/38-43
Safety Statements: 26 · 26-36-36/37
RIDADR: 3459 · UN3459
WGK Germany: 3 · 3
RTECS: 9021500 · CY9021500
TSCA: TSCA listed
HazardClass: 6.1 · 6.1
PackingGroup: III
HS Code: 29049090 · 29049090
Storage Class: 11 · 11 - Combustible Solids
Hazard Classifications: 2 Skin · Eye Irrit. 2Skin Irrit. 2Skin Sens. 1
Limited Quantities: 5 kg · 5.0 kg (11 lbs) (solid)
Excepted Quantities: Max Inner Pack (30g or 30ml) and Max Outer Pack (1Kg or 1L)

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

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

P261, P264, P264+P265, P272, P280, P302+P352, P305+P351+P338, P321, P332+P317, P333+P317, P337+P317, P362+P364, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 44 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory InformationBenzene, 1-bromo-2,4-dinitro-: Does not have an individual approval but may be used under an appropriate group standard

Hazards SummaryA skin and strong eye irritant; May cause skin sensitization and methemoglobinemia; [Aldrich MSDS] See 1-Bromo-4-nitrobenzene. See 1-Chloro-2,6-dinitrobenzene and 1-Chloro-2,4-dinitrobenzene.

Hazard Classes and CategoriesSkin Irrit. 2 (100%)

Toxicology

Adverse EffectsMethemoglobinemia - The presence of increased methemoglobin in the blood; the compound is classified as secondary toxic effect

Safety data

PPE: dust mask type N95 (US), Eyeshields, Faceshields, Gloves
wgk: 3
tsca: TSCA listed
rtecs: CY9021500
ridadr: UN3459
hs_code: 29049090
risk_code: 36/37/38-43
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xi
safety_code: 26-36-36/37
hazard_class: 6.1
Storage Class: 11 - Combustible Solids
packing_group: III
Hazard statements: H315-H317-H319
Limited Quantities: 5.0 kg (11 lbs) (solid)
Excepted Quantities: Max Inner Pack (30g or 30ml) and Max Outer Pack (1Kg or 1L)
Hazard Classifications: Eye Irrit. 2Skin Irrit. 2Skin Sens. 1
Precautionary statements: P280-P302+P352-P305+P351+P338

Chemistry & industry

Uses & manufacturing

General Manufacturing InformationBenzene, 1-bromo-2,4-dinitro-: ACTIVE

Applications · 2 items

Uses1-Bromo-2,4-dinitrobenzene has been used in the preparation of 2,4-dinitrophenol via treatment with KO2-crown ether complex in benzene. It is used as substrate in protein determination and glutathione S-transferase (GST) assay of chicken and rat prostaglandin D2 synthase (PGDS).

Uses1-Bromo-2,4-dinitrobenzene has been used:in the preparation of 2,4-dinitrophenol via treatment with KO2-crown ether complex in benzeneas substrate in protein determination and glutathione S-transferase (GST) assay of chicken and rat prostaglandin D2 synthase (PGDS)