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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)

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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
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.
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
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
O K Davydova et al.
Mikrobiologiia, 75(5), 662-669 (2006-11-10)
The fact of long-term preservation of the physicochemical properties of DNA molecules in aqueous solutions in complexes with methylresorcinol, hexylresorcinol, and tyrosol, the chemical analogues of microbial autoregulators (d1 factors) from the group of alkylhydroxybenzenes (AOB), was established. Compared to
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