U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ACHIRAL
Molecular Formula C8H8O2
Molecular Weight 136.1479
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of o-Toluic acid

SMILES

CC1=CC=CC=C1C(O)=O

InChI

InChIKey=ZWLPBLYKEWSWPD-UHFFFAOYSA-N
InChI=1S/C8H8O2/c1-6-4-2-3-5-7(6)8(9)10/h2-5H,1H3,(H,9,10)

HIDE SMILES / InChI

Molecular Formula C8H8O2
Molecular Weight 136.1479
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Approval Year

PubMed

PubMed

TitleDatePubMed
Paraffin-embedded and frozen sections of Drosophila adult muscles.
2010-12-27
LiCl-Promoted Pd(II)-catalyzed ortho carbonylation of N,N-dimethylbenzylamines.
2010-11-21
Octa-methyl-bis-(μ(2)-2-methyl-benzoato-κO:O')bis-(2-methyl-benzoato-κO)di-μ(3)-oxido-tetra-tin(IV).
2010-09-18
Inhibition of Hsp90 with resorcylic acid macrolactones: synthesis and binding studies.
2010-09-10
Chloridotris[μ(2)-2-(dimethyl-amino)-ethano-lato]-μ(3)-hydroxido-tri-μ(2)-trifluoro-acetato-tetra-copper(II) tetra-hydro-furan solvate.
2010-06-18
Tetra-kis(μ-2-methyl-benzoato-κO:O')bis-[(methanol-κO)copper(II)].
2010-04-17
catena-Poly[[(2-methyl-benzoato-κO,O')sodium]-di-μ-aqua-κO:O'].
2010-03-27
Methyl 3,5-bis-[(4-hydroxy-methyl-2-methoxy-phen-oxy)meth-yl]benzoate.
2010-02-27
catena-Poly[[trimethyltin(IV)]-μ-2-methylbenzoato-κO:O'].
2009-12-04
Anatomical branches of the superior rectal artery in the distal rectum.
2009-11
Comparative morphology of the axial complex and interdependence of internal organ systems in sea urchins (Echinodermata: Echinoidea).
2009-06-09
Total synthesis of the aspercyclides.
2009-06-08
Polystyrene bound oxidovanadium(IV) and dioxidovanadium(V) complexes of histamine derived ligand for the oxidation of methyl phenyl sulfide, diphenyl sulfide and benzoin.
2009-03-28
Flavour compounds in tomato fruits: identification of loci and potential pathways affecting volatile composition.
2009
6-(2-Methyl-phen-yl)-3-(3,4,5-trimethoxy-phen-yl)-1,2,4-triazolo[3,4-b][1,3,4]thia-diazole.
2008-07-12
Photoionization of atmospheric aerosol constituents and precursors in the 7-15 eV energy region: experimental and theoretical study.
2008-06-12
Floral scent of Canada thistle and its potential as a generic insect attractant.
2008-06
Variability of enzyme system of Nocardioform bacteria as a basis of their metabolic activity.
2008-03-28
Structure-composition relationships in ternary solvents containing methylbenzoate.
2008-03-20
Tetra-kis(μ-2-methyl-benzoato)bis-[(2-methyl-benzoic acid)copper(II)].
2008-03-14
Quantitative 1H NMR metabolomics reveals extensive metabolic reprogramming of primary and secondary metabolism in elicitor-treated opium poppy cell cultures.
2008-01-22
Lactonization-mediated glycosylations and their application to oligosaccharide synthesis.
2008
Immunolocalization of serotonin in Onychophora argues against segmental ganglia being an ancestral feature of arthropods.
2007-07-15
Chromatographic fingerprints of industrial toluic acids established for their quality control.
2007-01-15
Reduction of benzenoid synthesis in petunia flowers reveals multiple pathways to benzoic acid and enhancement in auxin transport.
2006-12
Synthesis of the food flavoring methyl benzoate by genetically engineered Saccharomyces cerevisiae.
2006-04-10
Temperature-dependent photoelectron spectroscopy of methyl benzoate anions: observation of steric effect in o-methyl benzoate.
2005-12-22
Nucleophile selectivity in the acyl transfer reaction of a designed enzyme.
2005-12-15
Cyclohexenones as Michael acceptors in the Staunton-Weinreb annulation: a simple stannane modification for the synthesis of polycyclic systems.
2005-11-10
Influence of sodium benzoate on the metabolism of o-xylene in the rat.
2005-05
Ethylene-regulated floral volatile synthesis in petunia corollas.
2005-05
Combined application of stable carbon isotope analysis and specific metabolites determination for assessing in situ degradation of aromatic hydrocarbons in a tar oil-contaminated aquifer.
2004-01-15
Regulation of methylbenzoate emission after pollination in snapdragon and petunia flowers.
2003-12
An Arabidopsis thaliana gene for methylsalicylate biosynthesis, identified by a biochemical genomics approach, has a role in defense.
2003-12
Effects of the headspace gas composition on anaerobic biotransformation of o-, m-, and p-toluic acid in sediment slurries.
2003-06
(E)-beta-ocimene and myrcene synthase genes of floral scent biosynthesis in snapdragon: function and expression of three terpene synthase genes of a new terpene synthase subfamily.
2003-05
Regulation of floral scent production in petunia revealed by targeted metabolomics.
2003-03
Interaction between netropsin and double-stranded DNA in capillary zone electrophoresis and affinity capillary electrophoresis.
2002-12-27
2-(Hydroxycarbonyl)benzyl glycosides: a novel type of glycosyl donors for highly efficient beta-mannopyranosylation and oligosaccharide synthesis by latent-active glycosylation.
2001-09-05
Cellular and subcellular localization of S-adenosyl-L-methionine:benzoic acid carboxyl methyltransferase, the enzyme responsible for biosynthesis of the volatile ester methylbenzoate in snapdragon flowers.
2001-07
Analysis of the phase solubility diagram of a phenacetin/competitor/beta-cyclodextrin ternary system, involving competitive inclusion complexation.
2001-01
Patents
Substance Class Chemical
Created
by admin
on Mon Mar 31 19:08:19 GMT 2025
Edited
by admin
on Mon Mar 31 19:08:19 GMT 2025
Record UNII
9NR3033Y0U
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
NSC-2193
Preferred Name English
o-Toluic acid
MI  
Common Name English
2-Methylbenzoic acid
Systematic Name English
TOLUIC ACID, O-
Common Name English
BENZOIC ACID, 2-METHYL-
Common Name English
O-METHYLBENZOIC ACID
Systematic Name English
O-TOLUIC ACID [MI]
Common Name English
2-Toluic acid
Systematic Name English
Code System Code Type Description
ECHA (EC/EINECS)
204-284-9
Created by admin on Mon Mar 31 19:08:19 GMT 2025 , Edited by admin on Mon Mar 31 19:08:19 GMT 2025
PRIMARY
CHEBI
36632
Created by admin on Mon Mar 31 19:08:19 GMT 2025 , Edited by admin on Mon Mar 31 19:08:19 GMT 2025
PRIMARY
WIKIPEDIA
O-TOLUIC ACID
Created by admin on Mon Mar 31 19:08:19 GMT 2025 , Edited by admin on Mon Mar 31 19:08:19 GMT 2025
PRIMARY
EPA CompTox
DTXSID6026161
Created by admin on Mon Mar 31 19:08:19 GMT 2025 , Edited by admin on Mon Mar 31 19:08:19 GMT 2025
PRIMARY
FDA UNII
9NR3033Y0U
Created by admin on Mon Mar 31 19:08:19 GMT 2025 , Edited by admin on Mon Mar 31 19:08:19 GMT 2025
PRIMARY
CAS
118-90-1
Created by admin on Mon Mar 31 19:08:19 GMT 2025 , Edited by admin on Mon Mar 31 19:08:19 GMT 2025
PRIMARY
PUBCHEM
8373
Created by admin on Mon Mar 31 19:08:19 GMT 2025 , Edited by admin on Mon Mar 31 19:08:19 GMT 2025
PRIMARY
MERCK INDEX
m10965
Created by admin on Mon Mar 31 19:08:19 GMT 2025 , Edited by admin on Mon Mar 31 19:08:19 GMT 2025
PRIMARY Merck Index
NSC
2193
Created by admin on Mon Mar 31 19:08:19 GMT 2025 , Edited by admin on Mon Mar 31 19:08:19 GMT 2025
PRIMARY