4-bromo-2,6-di-tert-butylphenol

• ChemBase ID: 78995
• Molecular Formular: C14H21BrO
• Molecular Mass: 285.21994
• Monoisotopic Mass: 284.07757729
• SMILES: Oc1c(cc(cc1C(C)(C)C)Br)C(C)(C)C
• Canonical SMILES: Brc1cc(c(c(c1)C(C)(C)C)O)C(C)(C)C
• InChI: InChI=1S/C14H21BrO/c1-13(2,3)10-7-9(15)8-11(12(10)16)14(4,5)6/h7-8,16H,1-6H3
• InChIKey: SSQQUEKFNSJLKX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-bromo-2,6-di-tert-butylphenol
• IUPAC Traditional name: 4-bromo-2,6-di-tert-butylphenol
• Synonyms: 4-Bromo-2,6-di(tert-butyl)phenol; 4-Bromo-2,6-di-tert-butylphenol; 4-Bromo-2,6-di-tert-butylphenol; 4-溴-2,6-二-叔-丁基苯酚; 4-溴-2,6-二-叔丁基苯酚

Database IDs

• CAS Number: 1139-52-2
• EC Number: 214-521-8
• MDL Number: MFCD00051598
• Beilstein Number: 2051052
• PubChem SID: 162043758; 24864590
• PubChem CID: 70829

CALCULATED PROPERTIES

• Acid pKa: 10.353087
• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): 5.5285397
• LogD (pH = 7.4): 5.5280647
• Log P: 5.528546
• Molar Refractivity: 72.9935 cm^3
• Polarizability: 28.199417 Å^3
• Polar Surface Area: 20.23 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: 78-83 °C (dec.)(lit.); 78-83°C; 81-85°C

Safety Information

• Storage Warning: Irritant
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36; 26-37
• TSCA Listed: 否
• 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: 98%
• Linear Formula: BrC6H2[C(CH3)3]2OH

DETAILS

Sigma Aldrich - 394378

Packaging
25, 100 g in glass bottle
Application
Used with trimethylaluminum (cat. 268569) to prepare a wide range of carbonyl compounds via the selective rearrangement of epoxides.1,2

REFERENCES

• Reaction with trimethylaluminum gives the methylaluminum bis(aryloxide) which is a useful catalyst for the rearrangement of epoxides to aldehydes: Org. Synth. Coll., 9, 356 (1998).