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Merck
CN

446424

3,5-Di-tert-butyl-4-hydroxybenzyl alcohol

97%

Synonym(s):

3,5-Di-tert-butyl-4-hydroxyphenylmethanol, 4-Hydroxymethyl-2,6-di-tert-butylphenol

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About This Item

Linear Formula:
HOC6H2[C(CH3)3]2CH2OH
CAS Number:
88-26-6
Molecular Weight:
236.35
NACRES:
NA.22
PubChem Substance ID:
24868276
UNSPSC Code:
12352100
EC Number:
201-815-6
MDL number:
MFCD00017254
Assay:
97%
Form:
solid

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InChI key

HNURKXXMYARGAY-UHFFFAOYSA-N

InChI

1S/C15H24O2/c1-14(2,3)11-7-10(9-16)8-12(13(11)17)15(4,5)6/h7-8,16-17H,9H2,1-6H3

SMILES string

CC(C)(C)c1cc(CO)cc(c1O)C(C)(C)C

assay

97%

form

solid

mp

139-141 °C (lit.)

functional group

hydroxyl

Quality Level

100

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General description

3,5-di-tert-butyl-4-hydroxybenzyl alcohol also known as 4-Hydroxymethyl-2,6-di-tert-butylphenol that is commonly used as an antioxidant in the preparation of PMA-type bifunctional polymers.

Application

3,5-Di-tert-butyl-4-hydroxybenzyl alcohol can be used as a reactant to synthesize:      
  • 2,6-di-tert-butyl-4-(dodecylselanylmethyl)phenol and bis(3,5-di-tert-butyl-4-hydroxybenzyl) selenide by reacting with dodecaneselenolate and sodium selenide.      
  • Monomeric antioxidant by reacting with imidazole and N-[4-(chlorocarbonyl)phenyl]maleimide.     
  • Sulfur-containing butylated hydroxytoluene derivatives by reacting with aryl/alky dithiols.      
  • 3,5-Di-tert-butyl-4-hydroxybenzaldehyde by oxidation reaction using stabilized IBX.

hcodes

H412

Hazard Classifications

Aquatic Chronic 3

Storage Class

11 - Combustible Solids

wgk

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
MKCZ3092
MKCX2103
MKCX1836
MKCW5702
MKCW9929

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X Guan et al.
Carcinogenesis, 16(10), 2575-2582 (1995-10-01)
The mouse pneumotoxicant and lung and liver tumor promoter butylated hydroxytoluene (BHT) was examined for its effects on gap junctional intercellular communication (GJIC) in mouse lung epithelial (C10) and rat liver epithelial (WB-F344) cell lines. GJIC, as measured by fluorescent
Melt-grafting of maleimides having hindered phenol group onto polypropylene.
Kim TH and Lee N.
Bull. Korean Chem. Soc., 24(12), 1809-1813 (2003)
The antioxidant activity of 3, 5-di-tert-butyl-4-hydroxybenzyl derivatives.
Kim DH and Kummerow FA.
Journal of the American Chemical Society, 39(3), 150-155 (1962)
Synthesis of new polymeric antioxidants.
Oh DR, et al.
Bull. Korean Chem. Soc., 22(6), 629-632 (2001)
O L Brekke et al.
Cytokine, 4(4), 269-280 (1992-07-01)
The effect of commonly used food antioxidants on recombinant tumor necrosis factor alpha (rTNF-alpha)-induced cytotoxicity, growth enhancement and adhesion has been evaluated. Butylated hydroxyanisole (BHA) and 4-hydroxymethyl-2,6-di-t-butylphenol (HBP) were the only two of nine antioxidants that completely inhibited rTNF-alpha-induced cytotoxicity
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