2-amino-4-bromophenol

• ChemBase ID: 12436
• Molecular Formular: C6H6BrNO
• Molecular Mass: 188.02194
• Monoisotopic Mass: 186.96327582
• SMILES: c1c(cc(c(c1)O)N)Br
• Canonical SMILES: Brc1ccc(c(c1)N)O
• InChI: InChI=1S/C6H6BrNO/c7-4-1-2-6(9)5(8)3-4/h1-3,9H,8H2
• InChIKey: JHRIPENGTGSNPJ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-amino-4-bromophenol
• IUPAC Traditional name: 2-amino-4-bromophenol
• Synonyms: 2-Amino-4-bromophenol; 5-Bromo-2-hydroxyaniline; 2-Amino-4-bromophenol 99%; 4-Bromo-2-aminophenol; NSC 523846; 2-Amino-4-bromophenol; 2-氨基-4-溴酚

Database IDs

• CAS Number: 40925-68-6
• MDL Number: MFCD00235171
• Beilstein Number: 3236448
• PubChem SID: 160975743
• PubChem CID: 351840

CALCULATED PROPERTIES

• Acid pKa: 9.885468
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 1.6038485
• LogD (pH = 7.4): 1.608
• Log P: 1.6095072
• Molar Refractivity: 40.3621 cm^3
• Polarizability: 14.959529 Å^3
• Polar Surface Area: 46.25 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 127 - 129°C; 130-135 °C; 130-135°C
• Hydrophobicity(logP): 1.862

Safety Information

• Storage Warning: Harmful/Irritant/Light Sensitive/Moisture Sensitive/Keep Cold/Store under Argon; IRRITANT
• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22-36/37/38-42/43
• Safety Statements: 22-26-36/37
• TSCA Listed: false
• GHS Pictograms: GHS07; GHS08
• GHS Signal Word: Danger
• GHS Hazard statements: H302-H315-H317-H319-H334-H335
• GHS Precautionary statements: P261-P280-P305 + P351 + P338-P342 + P311
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Faceshields, Gloves
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥94%; ≥98.0% (HPLC); 95%; 97%; 98%
• Empirical Formula (Hill Notation): C6H6BrNO

DETAILS

Sigma Aldrich - 689629

Packaging
1, 5 g in glass bottle
Application
Reactant for:
• Preparation of (aryl)oxadiazolobenzoxazinones via Suzuki-Miyaura reaction1
• Copper-catalyzed oxidative amination of benzoxazoles and related azoles via C-H and C-N bond activation2
• Synthesis of N-(alkoxyphenyl)-aminocarbonylbenzoic acid derivatives as protein tyrosine phophatase 1B inhibitors3
• Preparation of lipophilic deoxy-xylulose-phosphate reductoisomerase inhibitors4
• Synthesis of benzoxazole benzenesulfonamides as allosteric inhibitors of fructose-1,6-bisphosphatase5

Sigma Aldrich - 708356

Packaging
1, 5 g in glass bottle
Application
Reactant for:
• Preparation of (aryl)oxadiazolobenzoxazinones via Suzuki-Miyaura reaction1
• Copper-catalyzed oxidative amination of benzoxazoles and related azoles via C-H and C-N bond activation2
• Synthesis of N-(alkoxyphenyl)-aminocarbonylbenzoic acid derivatives as protein tyrosine phophatase 1B inhibitors3
• Preparation of lipophilic deoxy-xylulose-phosphate reductoisomerase inhibitors4
• Synthesis of benzoxazole benzenesulfonamides as allosteric inhibitors of fructose-1,6-bisphosphatase5