Basic information
- CAS
147-82-0- Standard SMILES
Nc1c(Br)cc(Br)cc1Br- InChIKey
GVPODVKBTHCGFU-UHFFFAOYSA-N- Molecular formula
- C6H4Br3N
- Average molar mass
- 329.81 g/mol
- Monoisotopic mass
- 326.78938543
Overview
structure in first source
Names & identifiers
- Preferred name
- 2,4,6-Tribromoaniline
- IUPAC
- 2,4,6-tribromoaniline
- English name
- 2,4,6-Tribromoaniline
- Molecular formula
- C6H4Br3N
- Molecular weight
- 329.81
Names & synonyms
2,4,6-TRIBROMOANILINE147-82-02,4,6-Tribromobenzenaminesym-TribromoanilineBenzenamine, 2,4,6-tribromo-Aniline tribromideUSAF DO-430C2N8WIL3BNSC-2216DTXSID5051733RefChem:442866DTXCID1030288
Show more names
4-Bromo-2-chloro-6-iodoanilineTribromoanisoleNSC 2216usafdo-43AKOS B028948TRIBROMOANILINEAKOS BBS-000035752,4,6-TribromoaniL
205-700-1s-Tribromoaniline2,4,6-TribromophenylamineAniline, 2,4,6-tribromo-2,4,6-TribomoanilineMFCD00007634BR121152628-37-2
Database identifiers
- CAS
147-82-0、52628-37-2- PubChem CID
- 8986
- DTXSID
DTXSID5051733- UNII
- 0C2N8WIL3B
- EC Number
- 205-700-1
- Nikkaji
- J5.840H
Properties
Computed structural properties
- XLogP
- 3.3
- Topological polar surface area
- 26 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 1
- Rotatable bonds
- 0
- Heavy atoms
- 10
- Formal charge
- 0
- Complexity
- 108
Experimental & physicochemical properties
Chemical ClassesNitrogen Compounds -> Amines, Aromatic
SpringerMaterials Properties15N nuclear magnetic resonance spectrum
Density2.35
Color/FormNEEDLES FROM ALCOHOL, BENZENE
SolubilityINSOL IN WATER; SOL IN ALCOHOL, CHLOROFORM, ETHER
Boiling Point300 °C
DecompositionDISASTER HAZARD: SEE BROMIDES. WHEN STRONGLY HEATED, THEY EMIT HIGHLY TOXIC FUMES. /BROMIDES/
Melting Point120-122 °C
Physical DescriptionSolid; [Merck Index] White powder; [MSDSonline]
Physicochemical properties
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
This chemical does not meet GHS hazard criteria for 17.9% (10 of 56) of reports.
Danger
H301 (71.4%): Toxic if swallowed [Danger Acute toxicity, oral]
P260, P261, P262, P264, P264+P265, P270, P271, P280, P301+P316, P301+P317, P302+P352, P304+P340, P305+P351+P338, P305+P354+P338, P316, P317, P319, P321, P330, P332+P317, P337+P317, P361+P364, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 56 reports by companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Regulatory Information
Chemical: Benzenamine, 2,4,6-tribromo-
Benzenamine, 2,4,6-tribromo-: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.
Hazards SummaryIntraperitoneal LD50 (mouse) = 500 mg/kg; [RTECS] Emergency treatment: Methemoglobinemia; [HSDB] An irritant; May induce methemoglobinemia; [MSDSonline]
Hazard Classes and CategoriesAcute Tox. 3 (71.4%)
Toxicology
Adverse EffectsMethemoglobinemia - The presence of increased methemoglobin in the blood; the compound is classified as secondary toxic effect
TSCA Test Submissions
The mutagenicity of 2,4,6-tribromoaniline was evaluated in Salmonella tester strains TA1535, TA1537, TA1538, TA98 and TA100 (Ames Test), and Saccharomyces cerevisiae strain D4, both in the presence and absence of metabolic activation by Aroclor-induced rat liver S9 fraction. Based on preliminary toxicity determinations, 2,4,6-tribromoaniline, diluted in DMSO, was tested at concentration up to 250ug/plate using the plate incorporation technique. 2,4,6-Tribromoaniline did not cause a positive response in any tester strain with or without metabolic activation.
Chemistry & industry
Uses & manufacturing
Methods of ManufacturingBY CONTROLLED BROMINATION OF ANILINE: SUTHERS ET AL, J ORG CHEM 27, 447 (1962).
General Manufacturing InformationBenzenamine, 2,4,6-tribromo-: ACTIVE
Applications
UsesA trihalogen substituted aniline with potential inhibitory effect on human cytochrome P 450 (CYP) 2E1.
Uses2,4,6-Tribromoaniline was used in simultaneous determination of phenolic brominated flame retardants and their by-products in water.
General DescriptionElectrochemical oxidation of 2,4,6-tribromoaniline in aqueous sulphuric acid solutions at platinum electrode has been studied by rotating disc electrode and cyclic voltammetry. 2,4,6-Tribromoaniline on closed-tube pyrolysis yields polybromophenazines. It is an intermediate in the formulation of flame retardants incorporated to plastic materials.
Preparation methods
Preparation2,4,6-Tribromoaniline can be prepared by treating bromine water with aniline in a solution of acetic acid or dilute hydrochloric acid:synthesis-of-2-4-6-tribromoaniline-from-aniline
Upstream & downstream products
Upstream raw materials
Downstream products
Related reactions
6 records
Compound notes
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