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302589

Sigma-Aldrich

2-Methylresorcinol

98%

Synonym(s):

2,6-Dihydroxytoluene

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About This Item

Linear Formula:
CH3C6H3(OH)2
CAS Number:
608-25-3
Molecular Weight:
124.14
Beilstein:
2042177
EC Number:
210-155-8
MDL number:
MFCD00002271
UNSPSC Code:
12352100
PubChem Substance ID:
24858264
NACRES:
NA.22

Assay

98%

form

solid

bp

264 °C (lit.)

mp

114-120 °C (lit.)

SMILES string

Cc1c(O)cccc1O

InChI

1S/C7H8O2/c1-5-6(8)3-2-4-7(5)9/h2-4,8-9H,1H3

InChI key

ZTMADXFOCUXMJE-UHFFFAOYSA-N

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General description

The reaction between 2-methylresorcinol and 2-alkenals was studied to investigate the scavenging ability of m-diphenols for the 2-alkenals formed during lipid oxidation.

Application

2-Methylresorcinol was used in the synthesis of:
  • C-5-bromo-2-hydroxyphenylcalix[4]-2-methylresorcinarene
  • tripyrrane analogs
  • series of novel aromatic benziporphyrins

Signal Word

Danger

Hazard Statements

H301,H317,H318,H400

Hazard Classifications

Acute Tox. 3 Oral - Aquatic Acute 1 - Eye Dam. 1 - Skin Sens. 1B

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flash Point(F)

275.0 °F - closed cup

Flash Point(C)

135 °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’.

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Timothy D Lash et al.
The Journal of organic chemistry, 76(15), 6295-6308 (2011-06-23)
Tripyrrane analogues were prepared by reacting resorcinol or 2-methylresorcinol with 2 equiv of an acetoxymethylpyrrole in the presence of p-toluenesulfonic acid and calcium chloride. Following removal of the benzyl ester protective groups, the resorcinol-derived benzitripyrrane was reacted with a pyrrole
Francisco J Hidalgo et al.
Food chemistry, 160, 118-126 (2014-05-07)
The reaction between m-diphenols (resorcinol, 2-methylresorcinol, 2,5-dimethylresorcinol, 3-methylphenol, orcinol, and phloroglucinol) and 2-alkenals (2-pentenal and 2-octenal) was studied in an attempt to understand the chemical pathways involved in the scavenging ability of m-diphenols for the 2-alkenals produced as a consequence
Kae Miyake et al.
Chemical communications (Cambridge, England), (2)(2), 178-179 (2004-01-23)
Acid catalyzed condensation of resorcinol or 2-methylresorcinol with 2 equiv. of an acetoxymethylpyrrole gave bis(pyrrolylmethyl)benzene derivatives in moderate yields; these afforded a series of novel aromatic benziporphyrins using the MacDonald "3 + 1" methodology.
Hamza M Abosadiya et al.
Molecules (Basel, Switzerland), 18(11), 13369-13384 (2013-11-01)
C-5-bromo-2-hydroxyphenylcalix[4]-2-methylresorcinarene (I) was synthesized by cyclocondensation of 5-bromo-2-hydroxybenzaldehyde and 2-methylresorcinol in the presence of concentrated HCl. Compound I was characterized by infrared and nuclear magnetic resonance spectroscopic data. X-ray analysis showed that this compound crystallized in a triclinic system with
T A Re et al.
Fundamental and applied toxicology : official journal of the Society of Toxicology, 7(2), 287-292 (1986-08-01)
2-methylresorcinol (2-MR) was administered to groups of 40 male and 35 female Sprague-Dawley rats by admixture with diets at levels of 0.1, 0.4, and 1.5% for periods up to 6 months. Methemoglobin levels were determined after 6 weeks. After 90
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