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메타-톨루일산 구조식 이미지
카스 번호:
m-Toluic acid
m-toluic;m-toluicaci;META-TOLUATE;m-Tlouicacid;3-TOLUIC ACID;M-TOLUIC ACID;M-TOLUYLIC ACID;3-Methylbenzoic;meta-toluicacid;M-ToluicAcid>98%
포뮬러 무게:
MOL 파일:

메타-톨루일산 속성

107-113 °C (lit.)
끓는 점
263 °C (lit.)
1.054 g/mL at 25 °C (lit.)
150 °C
저장 조건
Store below +30°C.
Soluble in alcohol and ether.
산도 계수 (pKa)
4.27(at 25℃)
물리적 상태
Crystalline Solid
Slightly yellow to beige-yellow
3.4 (H2O, 20℃)(saturated solution)
<0.1 g/100 mL at 19 ºC
Stable. Combustible. Incompatible with strong oxidizing agents.
CAS 데이터베이스
99-04-7(CAS DataBase Reference)
Benzoic acid, 3-methyl-(99-04-7)
m-Toluic acid (99-04-7)
  • 위험 및 안전 성명
  • 위험 및 사전주의 사항 (GHS)
위험품 표기 Xn
위험 카페고리 넘버 22
안전지침서 22-24/25-36
WGK 독일 3
RTECS 번호 XU1200000
자연 발화 온도 500 °C
HS 번호 29163900
독성 LD50 orally in Rabbit: 7000 mg/kg
신호 어: Warning
유해·위험 문구:
암호 유해·위험 문구 위험 등급 범주 신호 어 그림 문자 P- 코드
H302 삼키면 유해함 급성 독성 물질 - 경구 구분 4 경고 P264, P270, P301+P312, P330, P501
H315 피부에 자극을 일으킴 피부부식성 또는 자극성물질 구분 2 경고 P264, P280, P302+P352, P321,P332+P313, P362
H319 눈에 심한 자극을 일으킴 심한 눈 손상 또는 자극성 물질 구분 2A 경고 P264, P280, P305+P351+P338,P337+P313P
H335 호흡 자극성을 일으킬 수 있음 특정 표적장기 독성 - 1회 노출;호흡기계 자극 구분 3 경고
P261 분진·흄·가스·미스트·증기·...·스프레이의 흡입을 피하시오.
P304+P340 흡입하면 신선한 공기가 있는 곳으로 옮기고 호흡하기 쉬운 자세로 안정을 취하시오.
P305+P351+P338 눈에 묻으면 몇 분간 물로 조심해서 씻으시오. 가능하면 콘택트렌즈를 제거하시오. 계속 씻으시오.
P405 밀봉하여 저장하시오.

메타-톨루일산 MSDS

3-Methylbenzoic acid

메타-톨루일산 C화학적 특성, 용도, 생산


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.

화학적 성질

White to yellowish crystals. Ionization constant 5.3 × 10?5. Slightly soluble in water; soluble in alcohol and ether. Combustible.


Organic synthesis, to form N,N-diethyl-mtoluamide, a broad-spectrum insect repellent.


ChEBI: A methylbenzoic acid carrying a methyl substituent at position 3.

Synthesis Reference(s)

Tetrahedron, 51, p. 4991, 1995 DOI: 10.1016/0040-4020(95)98696-F
Tetrahedron Letters, 32, p. 5931, 1991 DOI: 10.1016/S0040-4039(00)79429-9

일반 설명

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

공기와 물의 반응

Fine dust dispensed in air in sufficient concentrations, and in the presence of an ignition source is a potential dust explosion hazard. . Insoluble in water.

반응 프로필

m-Toluic acid is a carboxylic acid. Carboxylic acids donate hydrogen ions if a base is present to accept them. They react in this way with all bases, both organic (for example, the amines) and inorganic. Their reactions with bases, called "neutralizations", are accompanied by the evolution of substantial amounts of heat. Neutralization between an acid and a base produces water plus a salt. Carboxylic acids with six or fewer carbon atoms are freely or moderately soluble in water; those with more than six carbons are slightly soluble in water. Soluble carboxylic acid dissociate to an extent in water to yield hydrogen ions. The pH of solutions of carboxylic acids is therefore less than 7.0. Many insoluble carboxylic acids react rapidly with aqueous solutions containing a chemical base and dissolve as the neutralization generates a soluble salt. Carboxylic acids in aqueous solution and liquid or molten carboxylic acids can react with active metals to form gaseous hydrogen and a metal salt. Such reactions occur in principle for solid carboxylic acids as well, but are slow if the solid acid remains dry. Even "insoluble" carboxylic acids may absorb enough water from the air and dissolve sufficiently in m-Toluic acid to corrode or dissolve iron, steel, and aluminum parts and containers. Carboxylic acids, like other acids, react with cyanide salts to generate gaseous hydrogen cyanide. The reaction is slower for dry, solid carboxylic acids. Insoluble carboxylic acids react with solutions of cyanides to cause the release of gaseous hydrogen cyanide. Flammable and/or toxic gases and heat are generated by the reaction of carboxylic acids with diazo compounds, dithiocarbamates, isocyanates, mercaptans, nitrides, and sulfides. Carboxylic acids, especially in aqueous solution, also react with sulfites, nitrites, thiosulfates (to give H2S and SO3), dithionites (SO2), to generate flammable and/or toxic gases and heat. Their reaction with carbonates and bicarbonates generates a harmless gas (carbon dioxide) but still heat. Like other organic compounds, carboxylic acids can be oxidized by strong oxidizing agents and reduced by strong reducing agents. These reactions generate heat. A wide variety of products is possible. Like other acids, carboxylic acids may initiate polymerization reactions; like other acids, they often catalyze (increase the rate of) chemical reactions. m-Toluic acid is incompatible with strong oxidizers.


Flash point data for m-Toluic acid are not available; however, m-Toluic acid is probably combustible.

Purification Methods

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).

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