5-bromo-2-hydroxybenzaldehyde

• ChemBase ID: 70243
• Molecular Formular: C7H5BrO2
• Molecular Mass: 201.0174
• Monoisotopic Mass: 199.9472914
• SMILES: C(=O)c1c(O)ccc(c1)Br
• Canonical SMILES: O=Cc1cc(Br)ccc1O
• InChI: InChI=1S/C7H5BrO2/c8-6-1-2-7(10)5(3-6)4-9/h1-4,10H
• InChIKey: MKKSTJKBKNCMRV-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-bromo-2-hydroxybenzaldehyde
• IUPAC Traditional name: 5-bromo-2-hydroxybenzaldehyde
• Synonyms: 5-Bromosalicylaldehyde; 5-Bromo-2-hydroxybenzaldehyde; 5-Bromo-2-hydroxybenzaldehyde; 5-Bromosalicylaldehyde; 5-Bromo-2-hydroxy-benzaldehyde; NSC 7310; NSC 9258; 5-Bromosalicylaldehyde; 5-溴-2-羟基苯甲醛; 5-溴水杨醛

Database IDs

• CAS Number: 1761-61-1
• EC Number: 217-167-2
• MDL Number: MFCD00003330
• Beilstein Number: 774710
• PubChem SID: 24848318; 162035966
• PubChem CID: 72863

CALCULATED PROPERTIES

• Acid pKa: 7.965283
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 2.7994611
• LogD (pH = 7.4): 2.6972797
• Log P: 2.8009355
• Molar Refractivity: 42.2457 cm^3
• Polarizability: 15.752625 Å^3
• Polar Surface Area: 37.3 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Ethyl Acetate
• Apperance: Pale Yellow Solid
• Melting Point: 102-103°C; 102-106 °C(lit.); 102-108°C; 103-106°C

Safety Information

• Storage Condition: Refrigerator
• Storage Warning: Air Sensitive; IRRITANT; Irritant/Light Sensitive/Air Sensitive/Store under Argon
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36; 26-37
• TSCA Listed: false; 是
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338; P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: 95+%; 98%
• Linear Formula: BrC6H3-2-(OH)CHO

DETAILS

Sigma Aldrich - 137286

Packaging
25, 100 g in glass bottle

REFERENCES

• For a review of the use of circular dichroism studies of salicylidene and 5-bromo-salicylidene derivatives of chiral amines in establishing their absolute configuration by means of the "salicylidene chirality rule", see: Chem. Rev., 83, 359 (1983).
• Reacts with aromatic aldehydes and ammonia to give bromosalicylidene-derivatives of arylmethylenediamines, useful in heterocyclic synthesis: Synth. Commun., 18, 2289 (1988).