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34750 Sigma-Aldrich

2,6-Di-tert-butyl-4-methylphenol

purum, ≥99.0% (GC)

Synonym: 2,6-Di-tert-butyl-p-cresol, BHT, Butylated hydroxytoluene, Butylhydroxytoluene, DBPC

  • CAS Number 128-37-0

  • Linear Formula [(CH3)3C]2C6H2(CH3)OH

  • Molecular Weight 220.35

  •  Beilstein/REAXYS Number 1911640

  •  EC Number 204-881-4

  •  MDL number MFCD00011644

  •  PubChem Substance ID 329755054

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Properties

Related Categories Building Blocks, C9 to C20+, Chemical Synthesis, Organic Building Blocks, Oxygen Compounds,
Quality Level   200
vapor density   7.6 (vs air)
vapor pressure   <0.01 mmHg ( 20 °C)
grade   purum
assay   ≥99.0% (GC)
autoignition temp.   878 °F
bp   265 °C (lit.)
mp   68-72 °C
  69-73 °C (lit.)
solubility   methanol: 0.1 g/mL, clear, colorless
  methanol: soluble 100 mg/mL, clear, colorless
SMILES string   Cc1cc(c(O)c(c1)C(C)(C)C)C(C)(C)C
InChI   1S/C15H24O/c1-10-8-11(14(2,3)4)13(16)12(9-10)15(5,6)7/h8-9,16H,1-7H3
InChI key   NLZUEZXRPGMBCV-UHFFFAOYSA-N
Gene Information   human ... CAPN1(823)
rat ... Capn1(29153), Nos1(24598)

Description

General description

2,6-Di-tert-butyl-4-methylphenol is an 4-alkylphenol. It is an antioxidant and exhibit toxicities mediated by oxidative metabolism to electrophilic quinone methides. It acts as Michael acceptor and its reaction with simple nucleophiles and proteins have been reported. Reaction of 2,6-di-tert-butyl-4-methylphenol with ytterbium(II)-benzophenone dianion complex has been reported. 2,6-Di-tert-butyl-4-methylphenol, a food additive, promotes acute pulmonary toxicity and tumor growth in mice.

Application

2,6-Di-tert-butyl-4-methylphenol may be used in the preparation of an organoaluminum compound, methylaluminum bis(2,6-di-tert-butyl-4-alkylphenoxide).

Safety & Documentation

Safety Information

Symbol 
GHS09  GHS09
Signal word 
Warning
Hazard statements 
Precautionary statements 
Personal Protective Equipment 
RIDADR 
UN 3077 9 / PGIII
WGK Germany 
WGK 2
RTECS 
GO7875000
Flash Point(F) 
No data available
Flash Point(C) 
No data available
Protocols & Articles
Peer-Reviewed Papers
15

References

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