4-Methylcatechol

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Column 1	Column 2

Preferred IUPAC name
4-Methylbenzene-1,2-diol
Other names
4-Methyl-1,2-dihydroxybenzene3,4-DihydroxytolueneHomocatechol4-Methyl-1,2-benzenediolHomopyrocatecholp-Methylcatechol
CAS Number	.mw-parser-output .plainlist ol,.mw-parser-output .plainlist ul{line-height:inherit;list-style:none;margin:0;padding:0}.mw-parser-output .plainlist ol li,.mw-parser-output .plainlist ul li{margin-bottom:0}452-86-8 Y
3D model (JSmol)	Interactive image
ChEBI	CHEBI:17254
ChEMBL	ChEMBL158766
ChemSpider	9564
DrugBank	DB04120
ECHA InfoCard	100.006.559
EC Number	207-214-5
KEGG	C06730
PubChem CID	9958
UNII	12GLI7JGB3 Y
CompTox Dashboard (EPA)	DTXSID5020861
InChI
InChI=1S/C7H8O2/c1-5-2-3-6(8)7(9)4-5/h2-4,8-9H,1H3Key: ZBCATMYQYDCTIZ-UHFFFAOYSA-N
SMILES
CC1=CC(=C(C=C1)O)O
Chemical formula	C7H8O2
Molar mass	124.139 g·mol−1
GHS labelling:[1]
Pictograms
Signal word	Warning
Hazard statements	H302, H312, H315, H319, H335
Precautionary statements	P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P317, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Infobox references | |

4-Methylcatechol is an organic compound with the formula .mw-parser-output .template-chem2-su{display:inline-block;font-size:80%;line-height:1;vertical-align:-0.35em}.mw-parser-output .template-chem2-su>span{display:block;text-align:left}.mw-parser-output sub.template-chem2-sub{font-size:80%;vertical-align:-0.35em}.mw-parser-output sup.template-chem2-sup{font-size:80%;vertical-align:0.65em}CH3C6H3(OH)2 A white solid, it is one of the isomers of methylbenzenediol.

The enzyme cis-1,2-dihydroxy-4-methylcyclohexa-3,5-diene-1-carboxylate dehydrogenase uses cis-1,2-dihydroxy-4-methylcyclohexa-3,5-diene-1-carboxylate and NAD(P)+ to produce 4-methylcatechol, NADH, NADPH and CO2.

Members of the monocot subfamily Amaryllidoideae present a unique type of alkaloids, the norbelladine alkaloids, which are 4-methylcatechol derivatives combined with tyrosine. They are responsible for the poisonous properties of a number of the species. Over 200 different chemical structures of these compounds are known, of which 79 or more are known from Narcissus alone.

Calone, a derivative of 4-methylcatechol, is known in the fragrance industry as "watermelon ketone" for its distinctive odor.

The brand of low-temperature coke used as a smokeless fuel Coalite obtains homocatechol from ammoniacal liquor by solvent extraction, distillation and crystallisation.

Being structurally related to lignans, it is contributes to the aerosol generate by combustion of wood.

It is a component of castoreum, the exudate from the castor sacs of the mature beaver.

Dihydroxytoluene