4-bromo-2-hydroxybenzaldehyde

• ChemBase ID: 38353
• Molecular Formular: C7H5BrO2
• Molecular Mass: 201.0174
• Monoisotopic Mass: 199.9472914
• SMILES: c1c(cc(c(c1)C=O)O)Br
• Canonical SMILES: O=Cc1ccc(cc1O)Br
• InChI: InChI=1S/C7H5BrO2/c8-6-2-1-5(4-9)7(10)3-6/h1-4,10H
• InChIKey: HXTWKHXDFATMSP-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-bromo-2-hydroxybenzaldehyde
• IUPAC Traditional name: 4-bromo-2-hydroxybenzaldehyde
• Synonyms: 4-Bromosalicylaldehyde; 4-Bromo-2-hydroxybenzaldehyde; 4-Bromosalicylaldehyde; 4-Bromo-2-hydroxybenzaldehyde; 2-Hydroxy-4-bromobenzaldehyde; 4-Bromosalicylaldehyde; 4-Bromo-2-hydroxybenaldehyde; 4-Bromo-2-hydroxybenzaldehyde; 4-溴水杨醛; 4-溴-2-羟基苯甲醛

Database IDs

• CAS Number: 22532-62-3
• MDL Number: MFCD06252606
• PubChem SID: 161001660
• PubChem CID: 4066019

CALCULATED PROPERTIES

• Acid pKa: 7.738703
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 2.798455
• LogD (pH = 7.4): 2.638549
• Log P: 2.8009355
• Molar Refractivity: 42.2457 cm^3
• Polarizability: 15.752727 Å^3
• Polar Surface Area: 37.3 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 50 - 51 °C; 50-54 °C; 50-54°C; 50-54°C
• Flash Point: >110 °C; >110°C; >110°C(230°F); >230 °F

Safety Information

• Storage Warning: Harmful; IRRITANT
• European Hazard Symbols: Nature polluting (N); X; Harmful (Xn)
• UN Number: 3077; UN3077
• German water hazard class: 3
• Hazard Class: 9
• Packing Group: 3; III
• Risk Statements: 22-41-50; 22-50
• Safety Statements: 26-36/39-57; 60
• TSCA Listed: false; 否
• GHS Pictograms: GHS05; GHS06; GHS07; GHS09
• GHS Signal Word: Warning
• GHS Hazard statements: H301-H318-H400; H302-H319-H400
• GHS Precautionary statements: P273-P305 + P351 + P338; P280-P301+P310-P305+P351+P338-P321-P405-P501A
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• RID/ADR: UN 3077 9/PG 3

Product Information

• Purity: >97%; 97%; 98%
• Empirical Formula (Hill Notation): C7H5BrO2

DETAILS

Sigma Aldrich - 674028

Packaging
500 mg in glass bottle

Toronto Research Chemicals - B686970

4-Bromosalicylaldehyde is a substituted salicylaldehyde used in the synthesis of BIIB042, a γ-secretase modulator.

REFERENCES

• Klopfenstein, S., et al.: Tetrahedron Lett., 41, 4835 (2000)
• Sugiyama, S., et al.: Chem. Pharm. Bull., 53, 100 (2000)