Skip to Content
Merck
All Photos(2)

Key Documents

View All Documentation

446424

Sigma-Aldrich

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

Sign Into View Organizational & Contract Pricing
All Photos(2)

About This Item

Linear Formula:
HOC6H2[C(CH3)3]2CH2OH
CAS Number:
88-26-6
Molecular Weight:
236.35
EC Number:
201-815-6
MDL number:
MFCD00017254
UNSPSC Code:
12352100
PubChem Substance ID:
24868276
NACRES:
NA.22
Pricing and availability is not currently available.

Quality Level

100

Assay

97%

form

solid

mp

139-141 °C (lit.)

functional group

hydroxyl

SMILES string

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

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

InChI key

HNURKXXMYARGAY-UHFFFAOYSA-N

Looking for similar products? Visit Product Comparison Guide

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. [1]

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.

Hazard Statements

H412

Precautionary Statements

P273 - P501

Hazard Classifications

Aquatic Chronic 3

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
MKCX2103
MKCX1836
MKCW5702
MKCW9929
MKCW9771

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Synthesis of new polymeric antioxidants.
Oh DR, et al.
Bull. Korean Chem. Soc., 22(6), 629-632 (2001)
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)
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
Melt-grafting of maleimides having hindered phenol group onto polypropylene.
Kim TH and Lee N.
Bull. Korean Chem. Soc., 24(12), 1809-1813 (2003)
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
View All Related Papers

Questions

Reviews

No rating value

Active Filters

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service