Basic information
- Standard SMILES
Cc1cccc(C(=O)O)c1- InChIKey
GPSDUZXPYCFOSQ-UHFFFAOYSA-N- Molecular formula
- C8H8O2
- Average molar mass
- 136.15 g/mol
- Monoisotopic mass
- 136.05242949
Names & identifiers
- Preferred name
- 3-Methylbenzoic acid
- IUPAC
- 3-methylbenzoic acid
- English name
- m-Toluic acid
- Molecular formula
- C8H8O2
- Molecular weight
- 136.15
Names & synonyms
3-Methylbenzoic acidM-TOLUIC ACID99-04-7m-Toluylic acid3-Toluic acidBenzoic acid, 3-methyl-meta-Toluic acidm-Methylbenzoic acidbeta-Methylbenzoic acidbeta-Bethylbenzoic acidDTXSID10216171UA7K8EEXT
Show more names
3-Methylbenzoicm-toluicm-toluicaciMETA-TOLUATEm-Tlouicacidmeta-toluicacid
NSC-2214DTXCID401617CHEBI:10589RefChem:800396202-723-93-Methyl-Benzoic AcidMFCD000025233-Methylbenzoic acid(Flakes or Chunks or Granular)
Database identifiers
- CAS
99-04-7- PubChem CID
- 7418
- DTXSID
DTXSID1021617- ChEMBL
CHEMBL67450- ChEBI
CHEBI:10589- UNII
- 1UA7K8EEXT
- EC Number
- 202-723-9
- Nikkaji
- J47.804K
Properties
Computed structural properties
- XLogP
- 2.4
- Topological polar surface area
- 37.3 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 1
- Heavy atoms
- 10
- Formal charge
- 0
- Complexity
- 131
Physicochemical properties
- Melting point
- 107 · 107-113 °C (lit.)
- Boiling point
- 263 °C · 263 °C (lit.)
- Density
- 1.054 g/mL · 1.054 g/mL at 25 °C (lit.)
- bulk density
- 500 kg/m3 · 500kg/m3
- vapor pressure
- 0.019 Pa · 0.019Pa at 25℃
- refractive index
- 1.509 · 1.509
- Flash point
- 150 °C · 150 °C
- storage temp.
- 30 °C · Store below +30°C.
- solubility
- Soluble in alcohol and ether.
- pka
- 4.27 · 4.27(at 25℃)
- form
- Crystalline Solid
- color
- Slightly yellow to beige-yellow
- Odor
- Floral-honey odor
- PH
- 3.69 · 3.69(1 mM solution);3.15(10 mM solution);2.64(100 mM solution);
- Water Solubility
- 0.1 g/100 · <0.1 g/100 mL at 19 ºC
- Specific Heat Capacity
- 1.2 J/ · Cp(crystal): 1.2 J/(g·K), at 25℃
- Merck
- 14 · 14,9535
- BRN
- 970526 · 970526
- Henry's Law Constant
- 6.6 · 6.6×100 mol/(m3Pa) at 25℃, Mackay et al. (2006)
- Stability
- Stable. Combustible. Incompatible with strong oxidizing agents.
- InChI
- 1S/C8H8O2/c1-6-3-2-4-7(5-6)8(9)10/h2-5H,1H3,(H,9,10)
- InChIKey
- GPSDUZXPYCFOSQ-UHFFFAOYSA-N
- SMILES
- Cc1cccc(c1)C(O)=O
- LogP
- 2.37 · 2.37
- CAS DataBase Reference
- 99 · 99-04-7(CAS DataBase Reference)
- EWG's Food Scores
- 1 · 1
- FDA UNII
- 1 UA7K8EEXT · 1UA7K8EEXT
- NIST Chemistry Reference
- 3 · Benzoic acid, 3-methyl-(99-04-7)
- EPA Substance Registry System
- m-Toluic acid (99-04-7)
- UNSPSC Code
- 12352106 · 12352106
- NACRES
- 22 · NA.22
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 319 · H319
- Precautionary statements
- 264 · P264-P280-P305+P351+P338-P337+P313
- PPE
- 95 · dust mask type N95 (US), Eyeshields, Gloves
- Hazard Codes
- Xn
- Risk Statements
- 22 · 22
- Safety Statements
- 22 · 22-24/25-36
- WGK Germany
- 3 · 3
- RTECS
- 1200000 · XU1200000
- Autoignition Temperature
- 500 °C · 500 °C
- TSCA
- TSCA listed
- HS Code
- 29163900 · 29163900
- Storage Class
- 11 · 11 - Combustible Solids
- Hazard Classifications
- 2 · Eye Irrit. 2
- Toxicity
- 50 orally · LD50 orally in Rabbit: 7000 mg/kg
- REACH Registrations
- Active
Safety & regulation
Safety data
- PPE
- dust mask type N95 (US), Eyeshields, Gloves
- wgk
- 3
- tsca
- TSCA listed
- rtecs
- XU1200000
- hs_code
- 29163900
- Toxicity
- LD50 orally in Rabbit: 7000 mg/kg
- risk_code
- 22
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xn
- safety_code
- 22-24/25-36
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H319
- REACH Registrations
- Active
- Hazard Classifications
- Eye Irrit. 2
- Autoignition Temperature
- 500 °C
- Precautionary statements
- P264-P280-P305+P351+P338-P337+P313
Chemistry & industry
Applications
Descriptionm-toluic acid (MTA) , also known as 3-Methylbenzoic acid or m-Toluate, is a benzoic acid derivative having a floral honey odour. Benzoic acids are organic Compounds containing a benzene ring which bears at least one carboxyl group. Benzoic acid occurs naturally in many plants and its name was also derived from a plant source i.e. Gum benzoin. Although it is used as precursor to plasticizers, preservatives such as sodium benzoate, it also has wide application in many pharmaceutical preparations meant for treatment of fungal skin diseases, topical antiseptics, expectorants, analgesics and decongestants. The benzoic acid derivatives are also very useful due to their bacteriostatic and fragrant properties. MTA is used as intermediate in various chemical reactions, MTA is used as a chemical intermediate in manufacturing of insect repellent and plastic stabilizer in the chemical industry. It is also used in the production of various chemicals like 3-carboxybenzaldehyde, 3-benzoylphenylacetic acid, 3-methylbenzophenone, and N,N-diethyl- 3-methylbenzamide etc.. It is a main component of N,N-diethylm-toluamide, commonly known as DEET, which is first insect repellent that can be applied to skin or clothing and provide protection against mosquitoes and other biting insects.
UsesOrganic synthesis, to form N,N-diethyl-mtoluamide, a broad-spectrum insect repellent.
Usesm-Toluic acid is used as a reagent in the preparation of hybrid molecules containing oxadiazole and thiadiazole bearing Schiff base moiety as it has antitumor activities.
General DescriptionWhite to yellowish crystals or mostly yellow flaky solid (with some white flakes). Has a floral-honey odor.
Upstream & downstream products
Upstream raw materials
Downstream products
Additional notes
DefinitionChEBI: M-toluic acid is a methylbenzoic acid carrying a methyl substituent at position 3. It has a role as a human xenobiotic metabolite. It is a conjugate acid of a m-toluate.
Related reactions
76 records
Linked notes
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