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

• ChemBase ID: 88333
• Molecular Formular: C15H24O
• Molecular Mass: 220.35046
• Monoisotopic Mass: 220.18271539
• SMILES: Oc1c(cc(cc1C(C)(C)C)C)C(C)(C)C
• Canonical SMILES: Cc1cc(c(c(c1)C(C)(C)C)O)C(C)(C)C
• InChI: 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
• InChIKey: NLZUEZXRPGMBCV-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2,6-di-tert-butyl-4-methylphenol
• IUPAC Traditional name: ional
• Synonyms: 2,6-Di-tert-butyl-4-methylphenol; 2,6-Bis(1,1-dimethylethyl)-4-methylphenol; 2,6-Di(tert-butyl)hydroxytoluene; 2,6-Di-tert-butyl-4-hydroxytoluene; 2,6-Ditertbutyl Paracresol; 4-Methyl-2,6-bis(1,1-dimethylethyl)phenol; Advastab 401; Dalpac; Deenax; Impruvol; Ionol; Topanol; 2,6-Di-tert-butyl-p-cresol; 2,6-Di-tert-butyl-4-methylphenol; Butylated hydroxytoluene; 2,6-DI-tert-BUTYL-4-HYDROXYMETHYL PHENOL; 2,6-Di-tert-butyl-4-methylphenol; 2,6-Di-tert-Butyl-p-Cresol; BHT; 2,6-Di-t-Butyl-4-MethylPhenol; Butylhydroxytoluene; DBPC; BUTYLATED HYDROXYTOLUENE; 2,6-Di(tert-butyl)-p-cresol; Butylated hydroxytoluene; 2,6-Di(tert-butyl)-4-methylphenol 99%; 2,6-di-tert-butyl-4-methylphenol; 2,6-di-tert-butyl-p-cresol (DBPC); 3,5-di-tert-butyl-4-hydroxytoluene; E321; AO-29; Avox BHT; Additin RC 7110; Butylhydroxytoluenum; 3,5-Di-tert-butyl-4-hydroxytoluene; 2,6-Di-tert-butyl-4-methylphenol (BHT); 3,5-Di-tert-4-butylhydroxytoluene (BHT); 2,6-二-叔-丁基-4-甲基苯酚; 2,6-二叔丁基-4-甲基苯酚; 二丁基羟基甲苯; 2,6-二叔丁基-对甲酚; 2,6-二叔丁基对甲基苯酚; 二丁基羟基甲苯; 2,6-二叔丁基-4-甲基苯酚; 丁基羟基甲苯; 3,5-二叔丁基-4-羟基甲苯; 2,6-二-叔-丁基-4-甲基苯酚 (BHT); 3,5-二叔丁基-4-羟基甲苯 (BHT)

Database IDs

• CAS Number: 128-37-0
• EC Number: 204-881-4
• MDL Number: MFCD00011644
• Beilstein Number: 1911640
• Merck Index: 141548
• PubChem SID: 24845581; 24867820; 24870753; 162075306; 24861508; 24900896; 24891585
• PubChem CID: 31404
• CHEBI ID: 34247
• CHEMBL: 146
• Chemspider ID: 13835296
• FEMA ID: 2184
• KEGG ID: D02413
• Unique Ingredient Identifier: 1P9D0Z171K
• Wikipedia Title: Butylated_hydroxytoluene
• E Number: E321

CALCULATED PROPERTIES

• Acid pKa: 11.602391
• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): 5.273214
• LogD (pH = 7.4): 5.273187
• Log P: 5.2732143
• Molar Refractivity: 70.4119 cm^3
• Polarizability: 27.311258 Å^3
• Polar Surface Area: 20.23 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: 1.1 mg/L (20 °C) in water; ethanol: soluble100 mg/mL; methanol: soluble0.1 g/mL, clear, colorless; vegetable oils: soluble
• Apperance: White powder; white powder
• Melting Point: 68-72 °C; 69-72°C; 69-73 °C(lit.); 69-73°C; 70 °C; 70°C; 70–73 °C
• Boiling Point: 264-265°C; 265 °C at 1013 hPa; 265 °C (538 K); 265 °C(lit.); 265°C
• Flash Point: 127 °C (closed cup); 127 °C; 127°C; 127°C(260°F); 260.6 °F
• Auto Ignition Point: 470 °C (878 °F) dust cloud; 878 °F
• Density: 1.048; 1.048 at 20 °C (water = 1); 1.048 g/cm^3, solid
• Vapor Pressure: .013 hPa at 20 °C; <0.01 mmHg ( 20 °C)
• Vapor Density: 7.6 (air = 1); 7.6 (vs air)

Safety Information

• Storage Condition: Room Temperature (15-30°C)
• Storage Warning: Harmful/Irritant/Light Sensitive
• RTECS: GO7875000
• European Hazard Symbols: Nature polluting (N); Irritant (Xi); Harmful (Xn)
• UN Number: 2430; UN3077
• German water hazard class: 1
• Hazard Class: 8; 9
• Packing Group: III
• Australian Hazchem: 2X
• Risk Statements: 22-36 37 38; 22-36/38-51/53; 36-51/53; R:22-36/37/38
• Safety Statements: 26-36; 26-61; S:25-26-36/37/39
• EU Classification: C4
• EU Hazard Identification Number: 8B
• Emergency Response Guidebook(ERG) Number: 153
• TSCA Listed: 是
• GHS Pictograms: GHS07; GHS09
• GHS Signal Word: Warning
• Main Hazard: Flammable
• NFPA704:
  

  1

  2

  0
• GHS Hazard statements: H302-H315-H319-H411; H302-H319-H411-H401
• GHS Precautionary statements: P273-P305 + P351 + P338; P273-P305+P351+P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Regulation Compliance: FCC; FDA 21 CFR (172.110); FDA 21 CFR (172.115); FDA 21 CFR (172.185); FDA 21 CFR (172.615); FDA 21 CFR (175.125)

Pharmacology Properties

• Gene Information: human ... CAPN1(823)rat ... Capn1(29153), Nos1(24598)
• Allergens: no known allergens

Product Information

• Purity: ≥99%; ≥99.0%; ≥99.0% (GC); 98%; 99%
• Grade: analytical standard; certified reference material; Kosher; Ph Eur; purum; SAJ first grade
• Packaging: ampule of 1000 mg; pkg of 1 g; pkg of 500 mg
• Pharmacopeia: testing & handling conforms to Pharmacopeia
• Pharmacopeia Traceability: traceable to PhEur B1215000; traceable to USP 1092708
• Linear Formula: [(CH3)3C]2C6H2(CH3)OH

DETAILS

MP Biomedicals - 05221022

MP Biomedicals Rare Chemical collection

MP Biomedicals - 02101162

Crystalline
Antioxidant

Sigma Aldrich - 240028

Application
Anti-oxidant.1

Sigma Aldrich - W218405

Frequently Asked Questions
Live Chat and Frequently Asked Questions are available for this Product.
Packaging
1 kg in glass bottle
1 kg in poly bottle
1 sample in glass bottle
10, 25 kg in fiber drum

Sigma Aldrich - B1378

包装
1 kg in poly bottle
100, 500 g in poly bottle
Biochem/physiol Actions
二丁基羟基甲苯 (BHT) 是一种酚类抗氧化剂。它可以抑制脂类过氧化。它会导致小鼠肺部损伤以及促进肿瘤生长，这可能是由于 BHT 的代谢产物造成，即 6-叔丁基-2-[2′-(2′-羟基甲基)-丙基]-4-甲基苯酚。还报道了 BHT 的代谢产物会引起培养细胞中的 DNA 链断裂以及核小体间 DNA 断裂（细胞凋亡的典型特征）。向大鼠进行单次 BHT 腹腔注射（60mg/kg 体重）会引起肝、肾、心脏、脾、大脑和肺部的核 DNA 甲基转移酶活动的显著提高。用 BHT 孵育肺泡巨噬细胞可以显著降低 TNF-α 的含量，这可以解释该抗氧化剂缓解炎症的机理。用 BHT 预孵育经阿司匹林处理的血小板可以抑制由蛋白激酶 C 活化剂引起的分泌、聚集以及蛋白质磷酸化。BHT 还可抑制由黄曲霉素 B1 诱发的肝癌形成。

Sigma Aldrich - D47404

Application
Antioxidant

Sigma Aldrich - 442377

Frequently Asked Questions
Live Chat and Frequently Asked Questions are available for this Product.

Sigma Aldrich - PHR1117

General description
This certified reference material (CRM) is produced and certified in accordance with ISO/IEC 17025 and ISO Guide 34.
Other Notes
Values of analytes vary lot to lot.

REFERENCES

• Radical inhibitor and antioxidant, readily soluble in nonpolar media. Finds widespread use in the inhibition of peroxide formation in ether solvents and also as a preservative/ antioxidant for unsaturated oils and fats in the food, synthetic rubber and paint industries.
• Source of t-butyl group in aromatic substitution reactions. For reviews of the use of t-butyl as a positional protecting group for aromatic substitution reactions, readily removable with, e.g. AlCl ₃ in toluene, see: Org. Prep. Proced. Int., 8, 51 (1976); Synthesis, 921 (1979).