m-トルイル酸

3-Methylbenzoic acid

HCID 7418CAS 99-04-7

基本情報

標準SMILES
Cc1cccc(C(=O)O)c1
InChIKey
GPSDUZXPYCFOSQ-UHFFFAOYSA-N
分子式
C8H8O2
平均分子量
136.15 g/mol
単同位体質量
136.05242949

名称と識別子

優先名称
3-Methylbenzoic acid
IUPAC
3-methylbenzoic acid
現地名
m-トルイル酸
英語名
m-Toluic acid
分子式
C8H8O2
分子量
136.15

名称と別名

3-Methylbenzoic acidM-TOLUIC ACID99-04-7m-Toluylic acid3-Toluic acidBenzoic acid, 3-methyl-meta-Toluic acidm-Methylbenzoic acidbeta-Methylbenzoic acidbeta-Bethylbenzoic acidDTXSID10216171UA7K8EEXT
名称をさらに表示
m-トルイル酸3-メチル安息香酸mトルイル酸M-メチル安息香酸3メチル安息香酸M‐トルイル酸3-Methylbenzoicm-toluicm-toluicaciMETA-TOLUATEm-Tlouicacidmeta-toluicacid
NSC-2214DTXCID401617CHEBI:10589RefChem:800396202-723-93-Methyl-Benzoic AcidMFCD000025233-Methylbenzoic acid(Flakes or Chunks or Granular)

データベース識別子

CAS
99-04-7
PubChem CID
7418
DTXSID
DTXSID1021617
ChEMBL
CHEMBL67450
ChEBI
CHEBI:10589
UNII
1UA7K8EEXT
EC Number
202-723-9
Nikkaji
J47.804K

物性

構造計算による物性

XLogP
2.4
極性表面積
37.3 Ų
水素結合供与体数
1
水素結合受容体数
2
回転可能結合数
1
重原子数
10

物理化学的性質

融点
107 · 107-113 °C (lit.)
沸点
263 °C · 263 °C (lit.)
比重(密度)
1.054 g/mL · 1.054 g/mL at 25 °C (lit.)
蒸気圧
0.019 Pa · 0.019Pa at 25℃
屈折率
1.509 · 1.509
闪点
150 °C · 150 °C

化学的性質

化学的特性White to yellowish crystals. Ionization constant 5.3 × 105. Slightly soluble in water; soluble in alcohol and ether. Combustible.

安全と法規制

安全データ

wgk
3
tsca
TSCA listed
rtecs
XU1200000
毒性
LD50 orally in Rabbit: 7000 mg/kg
hs_code
29163900
risk_code
22

化学と産業

応用分野 · 3 件

説明m-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.

使用m-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.

一般的な説明White to yellowish crystals or mostly yellow flaky solid (with some white flakes). Has a floral-honey odor.

調製方法 · 1 件

純化方法Crystallise the acid from water. [Beilstein 9 IV 1712.] Aromatic acid impurities (to <0.05%) can be removed via the (±)--methylbenzylamine salt as described for 2,4-dichlorobenzoic acid [Ley & Yates Organic Process Research & Development 12 120 2008]. The S-benzylisothiuronium salt has m 140o (from aqueous EtOH).

補足説明

定義ChEBI: 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.

関連反応

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