Basic information
- Standard SMILES
Cc1cccc(C(=O)O)c1O- InChIKey
WHSXTWFYRGOBGO-UHFFFAOYSA-N- Molecular formula
- C8H8O3
- Average molar mass
- 152.15 g/mol
- Monoisotopic mass
- 152.04734412
Overview
3-methylsalicylic acid is a monohydroxybenzoic acid consisting of salicylic acid carrying a methyl group at the 3-position. It has a role as a bacterial xenobiotic metabolite. It is functionally related to a salicylic acid. It is a conjugate acid of a 3-methylsalicylate.
Names & identifiers
- Preferred name
- 3-Methylsalicylic Acid
- IUPAC
- 2-hydroxy-3-methylbenzoic acid
- English name
- 3-Methylsalicylic acid
- Molecular formula
- C8H8O3
- Molecular weight
- 152.15
Names & synonyms
3-Methylsalicylic acid83-40-92-Hydroxy-3-methylbenzoic acidHydroxytoluic acidO-CRESOTIC ACIDo-Cresotinic acido-Homosalicylic acidCresotic acid2-Hydroxy-m-toluic acidCresotinic acidBenzoic acid, 2-hydroxy-3-methyl-Homosalicylic acid
Show more names
o-Kresotinic AcidO-METHYLSALICYLIC ACIDORTHO CRESOTINIC ACID2-ANISIC ACID3-MSo-msa
2,3-Cresotinic acid3-Methyl-2-hydroxybenzoic acidHydroxytoluylsaeureAcido hidroxitoluicoAcide hydroxytoluique3-MethylsalicylsaeureAcido ortocresotinicoAcidum hydroxitoluicum
Database identifiers
- CAS
83-40-9- PubChem CID
- 6738
- DTXSID
DTXSID9038686- ChEMBL
CHEMBL448399- ChEBI
CHEBI:20141- UNII
- ZH3HEY032H
- EC Number
- 201-473-8
- Nikkaji
- J4.632I
Properties
Computed structural properties
- XLogP
- 2.9
- Topological polar surface area
- 57.5 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 1
- Heavy atoms
- 11
- Formal charge
- 0
- Complexity
- 155
Experimental & physicochemical properties
Chemical ClassesOther Classes -> Benzoic Acid Derivatives
SpringerMaterials PropertiesCrystal structure
LogP
2.86
2.86
Vapor Pressure0.0000514 [mmHg]
Physical Description
White to slightly reddish odorless solid; [Merck Index] White odorless powder; [Alfa Aesar MSDS]
Solid
Physicochemical properties
- Melting point
- 163 · 163-165 °C (lit.)
- Boiling point
- 234.6 °C · 234.6°C (rough estimate)
- Density
- 1.2143 · 1.2143 (rough estimate)
- vapor pressure
- 0.065 · 0.065-0.307Pa at 25℃
- refractive index
- 1.4945 · 1.4945 (estimate)
- storage temp.
- Inert atmosphere,Room Temperature
- solubility
- 5 %, · methanol: soluble5%, clear to slightly hazy (colorlessto faint brown)
- pka
- 1 · pK1:2.99 (25°C)
- form
- Fine Powder
- color
- Almost white
- PH
- 2.8 · 2.8 (1.5g/l, H2O, 20℃)
- Water Solubility
- 1.5 g/L · 1.5 g/L (20 ºC)
- Merck
- 14 · 14,2581
- BRN
- 2086811 · 2086811
- InChI
- 1S/C8H8O3/c1-5-3-2-4-6(7(5)9)8(10)11/h2-4,9H,1H3,(H,10,11)
- InChIKey
- WHSXTWFYRGOBGO-UHFFFAOYSA-N
- SMILES
- Cc1cccc(C(O)=O)c1O
- LogP
- 2.79 · 2.79-2.86
- CAS DataBase Reference
- 83 · 83-40-9(CAS DataBase Reference)
- EWG's Food Scores
- 1 · 1
- FDA UNII
- 3 HEY032H · ZH3HEY032H
- NIST Chemistry Reference
- Hydroxytoluic acid(83-40-9)
- EPA Substance Registry System
- 3 · 3-Methylsalicylic acid (83-40-9)
- UNSPSC Code
- 12352100 · 12352100
- NACRES
- 22 · NA.22
- Symbol(GHS)
- 5 · GHS05,GHS07
- Signal word
- Danger
- Hazard statements
- 302 · H302-H315-H318-H335
- Precautionary statements
- 261 · P261-P264-P280-P304+P340+P312-P305+P351+P338+P310
- target organs
- Respiratory system
- PPE
- 95 · dust mask type N95 (US), Eyeshields, Faceshields, Gloves
- Hazard Codes
- Xn
- Risk Statements
- 22 · 22-37/38-41
- Safety Statements
- 26 · 26-36/39-22
- RIDADR
- 2811 · UN 2811
- WGK Germany
- 3 · 3
- RTECS
- 4385000 · BZ4385000
- TSCA
- TSCA listed
- HS Code
- 29182990 · 29182990
- Storage Class
- 11 · 11 - Combustible Solids
- Hazard Classifications
- 4 OralEye · Acute Tox. 4 OralEye Dam. 1Skin Irrit. 2STOT SE 3
- Toxicity
- 50 oral · LD50 oral in rat: 445mg/kg
- REACH Registrations
- Active
Safety & regulation
GHS classification
GHS Classification
Danger
H302 (32.9%): Harmful if swallowed [Warning Acute toxicity, oral]
P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P354+P338, P317, P319, P321, P330, P332+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 155 reports by companies from 8 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Regulatory Information
Chemical: Benzoic acid, 2-hydroxy-3-methyl-
Status: Active Update: 05-04-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/23670
Hazards SummaryAn irritant that may cause serious eye injury; Harmful by ingestion; [Alfa Aesar MSDS] See Salicylic acid.
Hazard Classes and CategoriesAcute Tox. 4 (32.9%)
Safety data
- PPE
- dust mask type N95 (US), Eyeshields, Faceshields, Gloves
- wgk
- 3
- tsca
- TSCA listed
- rtecs
- BZ4385000
- ridadr
- UN 2811
- hs_code
- 29182990
- Toxicity
- LD50 oral in rat: 445mg/kg
- risk_code
- 22-37/38-41
- Signal word
- Danger
- Symbol(GHS)
- GHS05,GHS07
- hazard_code
- Xn
- safety_code
- 26-36/39-22
- Storage Class
- 11 - Combustible Solids
- target organs
- Respiratory system
- Hazard statements
- H302-H315-H318-H335
- REACH Registrations
- Active
- Hazard Classifications
- Acute Tox. 4 OralEye Dam. 1Skin Irrit. 2STOT SE 3
- Precautionary statements
- P261-P264-P280-P304+P340+P312-P305+P351+P338+P310
Chemistry & industry
Pharmacology
Cellular LocationsMembrane
Uses & manufacturing
UsesUsed to make dyes; [Merck Index]
General Manufacturing InformationBenzoic acid, 2-hydroxy-3-methyl-: ACTIVE
Applications
Usesanalgesic, antiseptic
UsesToxicity is similar to salicylic acid. Used in manufacturing of dyes
Uses3-Methylsalicylic acid is used in manufacture of dyes.
General Description3-Methylsalicylic acid reacts with WOCl4 to yield tungsten(VI) oxo-salicylate complexes.
Upstream & downstream products
Upstream raw materials
Downstream products
Suppliers50 total
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
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Additional notes
DefinitionChEBI: A monohydroxybenzoic acid consisting of salicylic acid carrying a methyl group at the 3-position.
Related reactions
38 records
Linked notes
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