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트라이메틸아민(트리메틸아민)

트라이메틸아민(트리메틸아민)
트라이메틸아민(트리메틸아민) 구조식 이미지
카스 번호:
75-50-3
한글명:
트라이메틸아민(트리메틸아민)
동의어(한글):
N,N-디메틸메타나민;N,N-디메틸메탄아민N,N-DIMETHYLMETHANAMINE;트라이메틸아민(트리메틸아민);트리메틸아민;트리메틸아민30%;N,N-디메틸메탄아민
상품명:
Trimethylamine
동의어(영문):
ai3-15639;FEMA 3241;TRIMETHYLAMIN;TRIMETHYLAMINE;Trimethylamide;femanumber:3241;TRIMETHYLAMINE HCL;TriMethylaMine dimethylmethaneamine;TRIMETHYLAMINE HYDRO
CBNumber:
CB6332996
분자식:
C3H9N
포뮬러 무게:
59.11
MOL 파일:
75-50-3.mol

트라이메틸아민(트리메틸아민) 속성

녹는점
283-284 °C (dec.)(lit.)
끓는 점
3-4 °C(lit.)
밀도
0.83-0.88 g/mL at 20 °C
증기 밀도
2.09 (vs air)
증기압
430 mm Hg ( 25 °C)
굴절률
n20/D 1.357
FEMA
3241 | TRIMETHYLAMINE
인화점
38 °F
저장 조건
2-8°C
용해도
very soluble in water, slightly soluble in alcohol, ether, benzene, toluene, xylene, ethylbenzene, chloroform maximum allowable concentration: TLV 10 p.p.m. (24 mg/m3) and STEL of 15 p.p.m. (36 mg/m3) (ACGIH 1986)
물리적 상태
Liquid
산도 계수 (pKa)
pKb (25°): 4.13
색상
Colorless
폭발한계
11.6%
수용성
Soluble In Water, 8.9e+005 mg/L.
어는점
-117.1℃
감도
Hygroscopic
Merck
14,9710
JECFA Number
1610
BRN
956566
안정성
Stable. Incompatible with a wide variety of materials, including bases, acids, oxidizing agents, brass, zinc, magnesium, aluminium, mercury, mercury oxides, acid chlorides, acid anhydrides. Hygroscopic. Highly flammable. Readily forms explosive mixtures with air.
CAS 데이터베이스
75-50-3(CAS DataBase Reference)
안전
  • 위험 및 안전 성명
  • 위험 및 사전주의 사항 (GHS)
위험품 표기 Xi,C,F+,Xn,F
위험 카페고리 넘버 36/37/38-34-20/22-12-41-37/38-20-11
안전지침서 26-36-45-36/37/39-16-29-39-3
유엔번호(UN No.) UN 2924 3/PG 2
WGK 독일 1
RTECS 번호 YH2700000
F 고인화성물질 3-10
자연 발화 온도 374 °F
TSCA Yes
위험 등급 3
포장분류 II
HS 번호 29211100
그림문자(GHS):
신호 어: Danger
유해·위험 문구:
암호 유해·위험 문구 위험 등급 범주 신호 어 그림 문자 P- 코드
H220 극인화성 가스 인화성 가스 구분 1 위험 P210, P377, P381, P403
H224 극인화성 액체 및 증기 인화성 액체 구분 1 위험
H225 고인화성 액체 및 증기 인화성 액체 구분 2 위험 P210,P233, P240, P241, P242, P243,P280, P303+ P361+P353, P370+P378,P403+P235, P501
H280 고압가스; 가열시 폭발할 수 있음 고압가스 압축가스
액화가스
용존 가스
경고 P410+P403
H302 삼키면 유해함 급성 독성 물질 - 경구 구분 4 경고 P264, P270, P301+P312, P330, P501
H314 피부에 심한 화상과 눈에 손상을 일으킴 피부부식성 또는 자극성물질 구분 1A, B, C 위험 P260,P264, P280, P301+P330+ P331,P303+P361+P353, P363, P304+P340,P310, P321, P305+ P351+P338, P405,P501
H315 피부에 자극을 일으킴 피부부식성 또는 자극성물질 구분 2 경고 P264, P280, P302+P352, P321,P332+P313, P362
H318 눈에 심한 손상을 일으킴 심한 눈 손상 또는 자극성 물질 구분 1 위험 P280, P305+P351+P338, P310
H332 흡입하면 유해함 급성 독성 물질 흡입 구분 4 경고 P261, P271, P304+P340, P312
H333 흡입하면 유해할 수 있음 급성 독성 물질 흡입 구분 5 P304+P312
H335 호흡 자극성을 일으킬 수 있음 특정 표적장기 독성 - 1회 노출;호흡기계 자극 구분 3 경고
H351 암을 일으킬 것으로 의심됨 (노출되어도 암을 일으키지 않는다는 결정적인 증거가 있는 노출경로가 있다면 노출경로 기재) 발암성 물질 구분 2 경고 P201, P202, P281, P308+P313, P405,P501
H402 수생생물에 유해함 수생 환경유해성 물질 - 급성 구분 3
H412 장기적 영향에 의해 수생생물에 유해함 수생 환경유해성 물질 - 만성 구분 3 P273, P501
예방조치문구:
P210 열·스파크·화염·고열로부터 멀리하시오 - 금연 하시오.
P260 분진·흄·가스·미스트·증기·...·스프레이를 흡입하지 마시오.
P261 분진·흄·가스·미스트·증기·...·스프레이의 흡입을 피하시오.
P280 보호장갑/보호의/보안경/안면보호구를 착용하시오.
P310 즉시 의료기관(의사)의 진찰을 받으시오. 삼켰다면 즉시 의료기관(의사)의 도움을 받으시오.
P303+P361+P353 피부(또는 머리카락)에 묻으면 오염된 모든 의복은 벗거나 제거하시오 피부를 물로 씻으시오/샤워하시오.
P305+P351+P338 눈에 묻으면 몇 분간 물로 조심해서 씻으시오. 가능하면 콘택트렌즈를 제거하시오. 계속 씻으시오.
P405 밀봉하여 저장하시오.
P403+P235 환기가 잘 되는 곳에 보관하고 저온으로 유지하시오.
P410+P403 직사광선을 피하고 환기가 잘 되는 곳에 보관하시오.

트라이메틸아민(트리메틸아민) C화학적 특성, 용도, 생산

물성

암모니아에 있는 세 개의 수소가 모두 메틸기로 바뀐 삼차 아민. 썩은 고기 냄새가 나는 기체로 물ㆍ알코올ㆍ벤젠 따위에 녹으며, 유기 합성ㆍ

용도

소독제 원료 따위로 쓰인다.

화학적 성질

Colorless gas at room temperature; fishy ammoniacal odor; readily liquefied. Anhydrous form shipped as liquefied compressed gas. Soluble in water, alcohol, and ether.

화학적 성질

Trimethylamine is compressed gas or liquid. Flammable gas. Shipped as a compressed gas, it may be present in an aqueous solution. It has a strong, fishy, ammoniacal odor. The Odor Threshold is 0.00011-0.87 ppm. Warning: The Odor Threshold range is so broad that odor alone should not be used as a warning of potentially hazardous exposures.

화학적 성질

Trimethylamine has a pungent, fishy, ammoniacal odor at low concentration.

출처

TMA is widely distributed in the environment as a normal constituent of animal and plant tissue and as a result of its formation during the decay of organic matter in plants, animals, fish, sewage and animal waste (Graedel 1978; Hippe et al 1977; Oremland et al 1982). The amine is formed primarily as the result of microbial degradation of the plant and animal constituents betaine and choline and from bacterial reduction of trimethylamine oxide, a common constituent of aquatic organisms. It also occurs naturally in a variety of foodstuffs and in tobacco smoke and these are the most likely sources of human exposure (HSDB 1988).
Numerous strains of bacteria isolated from various sources have been found capable of growing on TMA (HSDB 1988). Degradation products formed under anaerobic conditions include dimethylamine, formaldehyde, formate and C02, while under aerobic conditions, TMA is converted to dimethylamine, ammonia and methane.

용도

Organic synthesis, especially of choline salts, warning agent for natural gas, manufacture of disinfectants, flotation agent, insect attractant, quaternary ammonium compounds, plastics.

제조 방법

From paraformaldehyde and ammonium chloride; by the action of formaldehyde and formic acid on ammonia.

생산 방법

Trimethylamine (TMA) is produced by several methods: from the reaction of ammonia and methanol; from paraformaldehyde and ammonium chloride; by the action of formaldehyde and formic acid on ammonia; and by the interaction of methanol and ammonia over a catalyst at high temperature (Hawley 1981; HSDB 1988). TMA is sold as an aqueous solution or as a liquefied gas (Windholz et al 1983) in which the aqueous solution is available as 25, 30, and 40% and anhydrous as 99% minimum. The impurities consist of ammonia at no more than 0.2% by weight of solution and formaldehyde at no more than 0.3% by wt. of solution (Rick 1985). U.S. production was estimated to be approximately 15,322 tons in 1984 (HSDB 1988).

정의

ChEBI: A tertiary amine that is ammonia in which each hydrogen atom is substituted by an methyl group.

Aroma threshold values

Detection: 0.3 to 0.8 ppb; recognition: 500 ppb

일반 설명

A colorless gas with a fishlike odor at low concentrations changing to ammonia-like odor at higher concentrations. Shipped as a liquid under its own vapor pressure. Contact with the unconfined liquid can cause frostbite from evaporative cooling or chemical type burns. The gasis corrosive and dissolves in water to form flammable, corrosive solutions. Gas is an asphyxiate by the displacement of air. Produces toxic oxides of nitrogen during combustion. Prolonged exposure to heat can cause the containers to rupture violently and rocket. Long-term inhalation of low concentrations or short -term inhalation of high concentrations has adverse health effects.

공기와 물의 반응

Highly flammable and easily ignited. Water soluble.

반응 프로필

TRIMETHYLAMINE neutralizes acids in exothermic reactions to form salts plus water. May be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Flammable gaseous hydrogen may be generated in combination with strong reducing agents, such as hydrides. Contamination of an ethylene oxide tank with trimethylamine caused an explosion [BCISC Quart. Safety Summ., 1966, 37, 44].

건강위험

VAPOR: POISONOUS IF INHALED. Irritating to eyes, nose, and throat. LIQUID: Will burn skin and eyes. Harmful if swallowed.

건강위험

Skin burns and eye irritation are produced upon contact with TMA (Beard and Noe 1981; Sittig 1985). Inhalation of vapors causes coughing and vomiting; higher concentrations produce difficult breathing and pulmonary edema. In one reported accident, the explosion of a glass ampule resulted in a blast of vapor striking the victim's eyes. Although no mechanical injuries were evident, the epithelium from the cornea was lost (Grant 1974). The epithelium healed promptly and the eye was entirely normal within 4-5 d.

화재위험

FLAMMABLE. Flashback along vapor trail may occur. Vapor may explode if ignited in an enclosed area. Vapor is heavier than air and may travel a considerable distance to a source of ignition and flash back.

공업 용도

TMA is used in the manufacturing of quaternary ammonium compounds, insect repellents, disinfectants, flotation agents, plastics, as a warning agent in gases, animal feed supplement, as a food additive for seafood flavor, and an ingredient in synthetic fermented egg protein product which is used to attract coyotes. In addition, it is used in organic synthesis of cationic emulsion polymers and as a chemical initiator for acetylcholine bromide [neuroregulator] (HSDB 1988; Anonymous 1981). The primary use (89%) is as a chemical intermediate for choline chloride (animal feed supplement), while 11% is used in other applications (HSDB 1988).

Safety Profile

Poison by intravenous route. Moderately toxic by subcutaneous and rectal routes. Mildly toxic by inhalation. A very dangerous fire hazard when exposed to heat or flame. Self-reactive. Moderately explosive in the form of vapor when exposed to heat or flame. Can react with oxidizing materials. To fight fire, stop flow of gas. Potentially explosive reaction with bromine + heat, ethylene oxide, triethynylaluminum. When heated to decomposition it emits toxic fumes of NOx. See also AMINES.

잠재적 노출

Trimethylamine is used as a chemical intermediate in organic synthesis of quaternary ammonium com pounds; as an insect attractant; as a warning agent in natural gas; flotation agent.

신진 대사

Aliphatic amines are well absorbed from the gut and respiratory tract (Beard and Noe 1981). However, TMA is a normal constituent of mammalian urine, complicating its pharmacokinetic analysis. TMA is partially metabolized to ammonia and subsequently to urea in mammals. It is converted in part to TMA oxide which is readily reduced back to TMA (Anon. 1972). TMA also is partially metabolized by N-demethylation to form formaldehyde (Parke 1968).
In an experiment using 4 male volunteers, over 95% of the administered TMA was excreted in the N-oxide form, confirming N-oxidation as the major route of metabolism in man (Al-Waiz et al 1987a). A condition known as trimethylaminuria (fish-odor syndrome) is likely to result from an inborn error in N-oxidation (Al-Waiz et al 1987b). Renal tubular transport and metabolism was investigated in chickens and TMA was found to be almost entirely metabolized in vivo to TMA oxide (Acara et al 1977).
In healthy humans, 2 mmol choline chloride, choline stearate, or lecithin administered orally markedly increased the urinary excretion of TMA, dimethylamine, and monomethylamine, with choline chloride having the greatest effect. Choline is known to be converted to TMA in mammals by gut microorganisms (HSDB 1988). When rats were treated with 1 mmol/kg of choline chloride or lecithin, urinary excretion of TMA was significantly increased while dimethylamine and monomethylamine excretion was not altered (Zeisel et al 1983).
TMA is reported to stimulate NADPH oxidation by an amount equivalent to the amount of TMA oxide formed (LaDu et al 1971).

운송 방법

UN1083 Trimethylamine, anhydrous, Hazard Class: 2.1; Labels: 2.1-Flammable gas. Cylinders must be transported in a secure upright position, in a wellventilated truck. Protect cylinder and labels from physical damage. The owner of the compressed gas cylinder is the only entity allowed by federal law (49CFR) to transport and refill them. It is a violation of transportation regulations to refill compressed gas cylinders without the express written permission of the owner. UN1297 Trimethylamine, aqueous solutions with not >50% trimethylamine by mass, Hazard Class: 3; Labels: 3-Flammable liquid, 8-Corrosive material.

Purification Methods

Dry triethylamine by passing the gas through a tower filled with solid KOH. Water and impurities containing labile hydrogen were removed by treatment with freshly sublimed, ground, P2O5. It has been refluxed with acetic anhydride, and then distilled through a tube packed with HgO and BaO. [Comyns J Chem Soc 1557 1955.] For more extensive purification, trimethylamine is converted to the hydrochloride, crystallised (see below), and regenerated by treating the hydrochloride with excess aqueous 50% KOH, the gas is passed through a CaSO4 column into a steel cylinder containing sodium ribbon. After 1-2 days, the cylinder is cooled to -78o and hydrogen and air are removed by pumping. [Day & Felsing J Am Chem Soc 72 1698 1950.] Me3N has been distlled from trap-to-trap and degassed by freeze-pump-thaw [Halpern et al. J Am Chem Soc 108 3907 1986]. It is commercially supplied in a pressure tin. [Beilstein 4 H 43, 4 I 322, 4 II 553, 4 III 99, 4 IV 134.]

비 호환성

A medium strong base. Violent reaction with strong oxidizers (such as chlorine, bromine, fluorine), ethylene oxide; nitrosating agents, for example, nitrites, sodium nitrite, nitrous gases, nitrous acid) capable of releasing carcinogenic nitrosamines.); keep away from mercury, strong acids. Corrosive to many metals, for example, zinc, brass, aluminum, copper, tin, and their alloys.

폐기물 처리

Return refillable compressed gas cylinders to supplier. Nonrefillable cylinders should be disposed of in accordance with local, state and federal regulations. Allow remaining gas to vent slowly into atmosphere in an unconfined area or exhaust hood. Refillabletype cylinders should be returned to original supplier with any valve caps and outlet plugs secured and valve protection caps in place.

트라이메틸아민(트리메틸아민) 준비 용품 및 원자재

원자재

준비 용품


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