Basic information
- CAS
40925-68-6- Standard SMILES
Nc1cc(Br)ccc1O- InChIKey
JHRIPENGTGSNPJ-UHFFFAOYSA-N- Molecular formula
- C6H6BrNO
- Average molar mass
- 188.02 g/mol
- Monoisotopic mass
- 186.96327591
Names & identifiers
- Preferred name
- 2-Amino-4-Bromophenol
- IUPAC
- 2-amino-4-bromophenol
- English name
- 2-Amino-4-bromophenol
- Molecular formula
- C6H6BrNO
- Molecular weight
- 188.02
Names & synonyms
2-Amino-4-BromophenolDTXSID00326075RefChem:464252DTXCID60277190627-173-040925-68-6Phenol, 2-amino-4-bromo-5-Bromo-2-hydroxyanilineMFCD002351712-amino-4-bromo-phenol4-BROMO-2-AMINOPHENOLNSC523846
Show more names
NSC 5238462-Ami-4-bromophelAmino-4-bromophenolTIMTEC-BB SBB0021142-AMINO-4-BROMOPHENOLE2-azanyl-4-bromo-phenol
2-amino-4bromophenol2-AMINO4-BROMOPHENOLSCHEMBL282322orb31811062-Amino-4-bromophenol, >=94%STR08168SBB002114STK399763
Database identifiers
- CAS
40925-68-6- PubChem CID
- 351840
- DTXSID
DTXSID00326075- EC Number
- 627-173-0
- Nikkaji
- J89.384F
Properties
Computed structural properties
- XLogP
- 1.9
- Topological polar surface area
- 46.3 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 0
- Heavy atoms
- 9
- Formal charge
- 0
- Complexity
- 99.1
Physicochemical properties
- Melting point
- 135 · 135-140°C
- Boiling point
- 282.8 · 282.8±25.0 °C(Predicted)
- Density
- 1.768 · 1.768±0.06 g/cm3(Predicted)
- storage temp.
- 2 · 2-8°C
- pka
- 9.19 · 9.19±0.18(Predicted)
- form
- powder to crystal
- color
- White to Gray to Brown
- BRN
- 3236448 · 3236448
- InChI
- InChI=1S/C6H6BrNO/c7-4-1-2-6(9)5(8)3-4/h1-3,9H,8H2
- InChIKey
- JHRIPENGTGSNPJ-UHFFFAOYSA-N
- SMILES
- C1(O)=CC=C(Br)C=C1N
- CAS DataBase Reference
- 40925 · 40925-68-6(CAS DataBase Reference)
- UNSPSC Code
- 12352100 · 12352100
- NACRES
- 22 · NA.22
- Symbol(GHS)
- 7 · GHS07,GHS08
- Signal word
- Danger
Safety & regulation
GHS classification
GHS Classification
Danger
H302 (93.2%): Harmful if swallowed [Warning Acute toxicity, oral]
P233, P260, P261, P264, P264+P265, P270, P271, P272, P280, P284, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P333+P317, P337+P317, P342+P316, P362+P364, P403, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 44 reports by companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Hazard Classes and CategoriesAcute Tox. 4 (93.2%)
Safety data
- PPE
- dust mask type N95 (US), Eyeshields, Faceshields, Gloves
- wgk
- 3
- hs_code
- 29222990
- risk_code
- 20/21/22-36/37/38-42/43-22
- Signal word
- Danger
- Symbol(GHS)
- GHS07,GHS08
- hazard_code
- Xi,Xn
- safety_code
- 26-36/37/39-36/37-22
- hazard_class
- IRRITANT
- Storage Class
- 11 - Combustible Solids
- target organs
- Respiratory system
- Hazard statements
- H302-H315-H317-H319-H334-H335
- Hazard Classifications
- Acute Tox. 4 OralEye Irrit. 2Resp. Sens. 1Skin Irrit. 2Skin Sens. 1STOT SE 3
- Precautionary statements
- P261-P264-P280-P301+P312-P302+P352-P305+P351+P338
Chemistry & industry
Applications
Description2-Amino-4-bromophenol is a reactant for the preparation of (aryl)oxadiazolobenzoxazinones via Suzuki-Miyaura reaction, copper-catalyzed oxidative amination of benzoxazoles and related azoles via C-H and C-N bond activation synthesis of N-(alkoxyphenyl)-aminocarbonylbenzoic acid derivatives as protein tyrosine phophatase 1B inhibitors,preparation of lipophilic deoxy-xylulose-phosphate reductoisomerase inhibitors,synthesis of benzoxazole benzenesulfonamides as allosteric inhibitors of fructose-1,6-bisphosphatase.
UsesReactant for:Preparation of (aryl)oxadiazolobenzoxazinones via Suzuki-Miyaura reactionCopper-catalyzed oxidative amination of benzoxazoles and related azoles via C-H and C-N bond activationSynthesis of N-(alkoxyphenyl)-aminocarbonylbenzoic acid derivatives as protein tyrosine phophatase 1B inhibitorsPreparation of lipophilic deoxy-xylulose-phosphate reductoisomerase inhibitorsSynthesis of benzoxazole benzenesulfonamides as allosteric inhibitors of fructose-1,6-bisphosphatase
Upstream & downstream products
Upstream raw materials
Related reactions
58 records
Compound notes
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