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
名称をさらに表示
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
- 形式電荷
- 0
- 複雑度
- 131
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
- 貯蔵温度
- 30 °C · Store below +30°C.
- 溶解性
- アルコールおよびエーテルに可溶。
- 酸解離定数(Pka)
- 4.27 · 4.27(at 25℃)
- 外見
- 結晶性固体
- 色
- わずかに黄色からベージュがかった黄色
- 臭い (Odor)
- Floral-honey odor
- PH
- 3.69 · 3.69(1 mM solution);3.15(10 mM solution);2.64(100 mM solution);
- 水溶解度
- 0.1 g/100 · <0.1 g/100 mL で 19 ºC
- 比熱容量
- 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)
- 安定性
- 安定。可燃性。強力な酸化剤とは相容れない。
- 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 データベース
- 99 · 99-04-7(CAS DataBase Reference)
- NISTの化学物質情報
- 3 · Benzoic acid, 3-methyl-(99-04-7)
- EPAの化学物質情報
- m-Toluic acid (99-04-7)
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
- 化審法
- (3)-1285
- hazard_code
- Xn
- safety_code
- 22-24/25-36
- 自然発火温度
- 500 °C
- Hazard Classifications
- Eye Irrit. 2
- ストレージクラス
- 11 - Combustible Solids
化学と産業
応用分野
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
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).
上流・下流製品情報
上流原料
下流製品
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
関連ノート
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