Skip to Content
Merck
All Photos(3)

Documents

T76503

Sigma-Aldrich

Trimethylhydroquinone

97%

Synonym(s):

1,4-Dihydroxy-2,3,5-trimethylbenzene, 3,6-Dihydroxypseudocumene

Sign Into View Organizational & Contract Pricing


About This Item

Linear Formula:
(CH3)3C6H-1,4-(OH)2
CAS Number:
Molecular Weight:
152.19
Beilstein:
1909183
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

97%

mp

169-172 °C (lit.)

SMILES string

Cc1cc(O)c(C)c(C)c1O

InChI

1S/C9H12O2/c1-5-4-8(10)6(2)7(3)9(5)11/h4,10-11H,1-3H3

InChI key

AUFZRCJENRSRLY-UHFFFAOYSA-N

Looking for similar products? Visit Product Comparison Guide

Related Categories

Application

Trimethylhydroquinone is a key precursor for the synthesis of tocopherols (vitamin E) and (±)-madindolines.

Signal Word

Danger

Hazard Classifications

Acute Tox. 4 Inhalation - Aquatic Acute 1 - Aquatic Chronic 1 - Eye Dam. 1 - Skin Irrit. 2 - Skin Sens. 1 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

375.8 °F - closed cup

Flash Point(C)

191 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

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

Visit the Document Library

Enantioselective Palladium-Catalyzed Total Synthesis of Vitamin E by Employing a Domino Wacker-Heck Reaction.
Tietze, Lutz F et al.
Chemistry?A European Journal , 12(34), 8770-8776 (2006)
Vitaly A Roginsky et al.
Aging, 1(5), 481-489 (2010-03-03)
The chain-breaking antioxidant activities of reduced form of novel type of geroprotectors, mitochondria-targeted quinones (QH(2)) have quantitatively been measured for the first time. To this end, the chain peroxidation of methyl linoleate (ML) in Triton micelles was used as a
P R Rich
Biochimica et biophysica acta, 722(2), 271-280 (1983-02-17)
(1) A kinetic analysis of electron donation into and through the cytochrome b-c1 complex isolated from bovine heart mitochondria has been undertaken, using trimethoquinol as the donor. (2) Rate constants of two routes of redox equilibration with quinols have been
Synthesis of (?)-madindolines and chemical models. Studies of chemical reactivity.
McComas, Casey C et al.
Organic Letters, 4(14), 2337-2340 (2002)
U Burner et al.
Redox report : communications in free radical research, 5(4), 185-190 (2000-09-20)
Myeloperoxidase is very susceptible to reducing radicals because the reduction potential of the ferric/ferrous redox couple is much higher compared with other peroxidases. Semiquinone radicals are known to reduce heme proteins. Therefore, the kinetics and spectra of the reactions of

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