트리에틸아민

트리에틸아민
트리에틸아민 구조식 이미지
카스 번호:
121-44-8
한글명:
트리에틸아민
동의어(한글):
(디에틸아미노)에탄;N,N-디에틸에탄아민;에탄아민,N,N-디에틸-;트라이에틸아민;트라이에틸아민(트리에틸아민);트리에틸아민;N,N-다이에틸에탄아민;C20-C28선형일차알코올
상품명:
Triethylamine
동의어(영문):
TEA;Et3N;N,N-DIETHYLETHANAMINE;(C2H5)3N;TEN;Triethylamin;Trietilamina;TRIEHYLAMINE;N,N,N-Triethylamine;N,N-Diethylethanamin
CBNumber:
CB5355941
분자식:
C6H15N
포뮬러 무게:
101.19
MOL 파일:
121-44-8.mol
MSDS 파일:
SDS

트리에틸아민 속성

녹는점
-115 °C
끓는 점
90 °C
밀도
0.728
증기 밀도
3.5 (vs air)
증기압
51.75 mm Hg ( 20 °C)
FEMA
4246 | TRIETHYLAMINE
굴절률
n20/D 1.401(lit.)
인화점
20 °F
저장 조건
Store below +30°C.
용해도
물: 20°C에서 용해성112g/L
산도 계수 (pKa)
10.75(at 25℃)
물리적 상태
액체
Specific Gravity
0.725 (20/4℃)
색상
투명한
수소이온지수(pH)
12.7 (100g/l, H2O, 15℃)(IUCLID)
상대극성
1.8
냄새
암모니아 같은 강한 냄새
?? ??
비린내
Odor Threshold
0.0054ppm
폭발한계
1.2-9.3%(V)
수용성
133g/L(20℃)
JECFA Number
1611
Merck
14,9666
BRN
1843166
Henry's Law Constant
1.79 at 25 °C (Christie and Crisp, 1967)
노출 한도
NIOSH REL: IDLH 200 ppm; OSHA PEL: TWA 25 ppm (100 mg/m3); ACGIH TLV: TWA 1 ppm, STEL 3 ppm (adopted).
Dielectric constant
5.0(Ambient)
안정성
안정적인. 가연성이 매우 높습니다. 공기와 쉽게 폭발성 혼합물을 형성합니다. 낮은 인화점을 참고하세요. 강한 산화제, 강산, 케톤, 알데히드, 할로겐화 탄화수소와 호환되지 않습니다.
InChIKey
ZMANZCXQSJIPKH-UHFFFAOYSA-N
LogP
1.65
CAS 데이터베이스
121-44-8(CAS DataBase Reference)
NIST
Triethylamine(121-44-8)
EPA
Triethylamine (121-44-8)
안전
  • 위험 및 안전 성명
  • 위험 및 사전주의 사항 (GHS)
위험품 표기 F,C
위험 카페고리 넘버 11-20/21/22-35
안전지침서 3-16-26-29-36/37/39-45-61
유엔번호(UN No.) UN 1296 3/PG 2
WGK 독일 1
RTECS 번호 YE0175000
F 고인화성물질 34
자연 발화 온도 593 °F
위험 참고 사항 Highly Flammable/Corrosive
TSCA Yes
위험 등급 3
포장분류 II
HS 번호 29211910
유해 물질 데이터 121-44-8(Hazardous Substances Data)
독성 LD50 orally in rats: 0.46 g/kg (Smyth)
IDLA 200 ppm
기존화학 물질 KE-10472
사고대비 물질 필터링 31
그림문자(GHS): GHS hazard pictogramsGHS hazard pictogramsGHS hazard pictograms
신호 어: Danger
유해·위험 문구:
암호 유해·위험 문구 위험 등급 범주 신호 어 그림 문자 P- 코드
H225 고인화성 액체 및 증기 인화성 액체 구분 2 위험 GHS hazard pictograms P210,P233, P240, P241, P242, P243,P280, P303+ P361+P353, P370+P378,P403+P235, P501
H302 삼키면 유해함 급성 독성 물질 - 경구 구분 4 경고 GHS hazard pictograms P264, P270, P301+P312, P330, P501
H314 피부에 심한 화상과 눈에 손상을 일으킴 피부부식성 또는 자극성물질 구분 1A, B, C 위험 GHS hazard pictograms P260,P264, P280, P301+P330+ P331,P303+P361+P353, P363, P304+P340,P310, P321, P305+ P351+P338, P405,P501
H335 호흡 자극성을 일으킬 수 있음 특정 표적장기 독성 - 1회 노출;호흡기계 자극 구분 3 경고 GHS hazard pictograms
예방조치문구:
P210 열·스파크·화염·고열로부터 멀리하시오 - 금연 하시오.
P280 보호장갑/보호의/보안경/안면보호구를 착용하시오.
P301+P312 삼켜서 불편함을 느끼면 의료기관(의사)의 진찰을 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.
NFPA 704
3
3 0

트리에틸아민 MSDS


N,N-diethylethanamine

트리에틸아민 C화학적 특성, 용도, 생산

특성

트리에틸아민은 가장 간단한 호모트리치환 3차 아민으로, 염 형성, 산화, 트리에틸아민의 히스베르그 반응 등 3차 아민의 전형적인 특성을 갖고 있습니다. 외관은 무색에서 담황색의 투명한 액체이며, 강한 암모니아 냄새가 나고 공기 중에 약간의 연기가 발생합니다. 끓는점은 89.5 ℃이며, 상대 밀도는 (물 = 1) 기준으로 0.70이고, 상대 밀도는 (공기 = 1) 기준으로 3.48입니다. 물에 약간 용해되며, 에탄올과 에테르에는 용해됩니다. 이 용액은 알칼리성을 띠고 있습니다. 또한, 트리에틸아민은 가연성을 갖고 있으며, 증기와 공기를 혼합하면 폭발성 혼합물이 형성될 수 있습니다. 폭발 한계는 1.2%에서 8.0% 범위입니다. 독성이 있으며, 강한 자극제입니다.

용도

또한 다른 삼차아민과 마찬가지로, 우레탄 폼(urethane foam)과 에폭시수지(epoxy resin)을 형성하는 반응에 촉매제로 이용된다. 할로겐 수소 이탈반응(dehydrohalogenation)과 Swern 산화반응에서도 유용하게 이용된다. 산업적으로는 섬유조제를 위한 제4급 암모늄 화합물의 생성에 주로 쓰인다.

용도

또한 축합반응(condensation reaction)에서 촉매재와 산 중화제의 역할을 하여 의약품, 살충제, 그리고 그 밖의 화학물의 제조에 유용하게 쓰인다. 실험실에서는 종 동정( species identification)을 할 때 개체 내의 바이러스성의 물질을 보존하기 위해 모기를 트리에틸아민을 이용하여 마취시킨다. pKa 값은 10.65이며 완충용액을 만들 때에도 이용된다. 마지막으로 뉴클레오티드나 다른 생체분자를 정제하기 위한 역상크로마토그래피(reversephase chromatography)에서는 TEAB(bicarbonate salt of triethylamine)가 쓰인다.

화학적 성질

Triethylamine is a colorless to yellowish liquid with a strong ammonia to fish-like odor. It is a base commonly used in organic chemistry to prepare esters and amides from acyl chlorides. Like other tertiary amines,it catalyzes the formation of urethane foams and epoxy resins.

물리적 성질

Clear, colorless to light yellow flammable liquid with a strong, penetrating, ammonia-like odor. Experimentally determined detection and recognition odor threshold concentrations were <400 μg/m3 (<100 ppbv) and 1.1 mg/m3 (270 ppbv), respectively (Hellman and Small, 1974). An odor threshold concentration of 0.032 ppbv was determined by a triangular odor bag method (Nagata and Takeuchi, 1990).

용도

Triethylamine is a base used to prepare esters and amides from acyl chlorides as well as in the synthesis of quaternary ammonium compounds. It acts as a catalyst in the formation of urethane foams and epoxy resins, dehydrohalogeantion reactions, acid neutralizers for condensation reactions and Swern oxidations. It finds application in reverse phase high-performance liquid chromatography (HPLC) as a mobile-phase modifier. It is also used as an accelerator activator for rubber, as a propellant, as a corrosion inhibitor, as a curing and hardening agent for polymers and for the desalination of seawater. Furthermore, it is used in the automotive casting industry and the textile industry.

생산 방법

Triethylamine is prepared by a vapor phase reaction of ammonia with ethanol or reaction of N,N-diethylacetamide with lithium aluminum hydride (Windholz et al 1983). It may also be produced from ethyl chloride and ammonia under heat and pressure (Hawley 1981) or by vapor phase alkylation of ammonia with ethanol (HSDB 1988). U.S. production is estimated at greater than 22,000 tons in 1972 (HSDB 1988).

정의

ChEBI: Triethylamine is a tertiary amine that is ammonia in which each hydrogen atom is substituted by an ethyl group.

주요 응용

Triethylamine (TEA, Et3N) is an aliphatic amine. It is used to catalytic solvent in chemical synthesis; accelerator activators for rubber; wetting, penetrating, and waterproofing agents of quaternary ammonium types; curing and hardening of polymers (e.g., corebinding resins); corrosion inhibitor; propellant.
Triethylamine has been used during the synthesis of:
5′-dimethoxytrityl-5-(fur-2-yl)-2′-deoxyuridine
3′-(2-cyanoethyl)diisopropylphosphoramidite-5′-dimethoxytrityl-5-(fur-2-yl)-2′-deoxyuridine
polyethylenimine600-β-cyclodextrin (PEI600-β-CyD)
It may be used as a homogeneous catalyst for the preparation of glycerol dicarbonate, via transesterification reaction between glycerol and dimethyl carbonate (DMC).

일반 설명

Triethylamine appears as a clear colorless liquid with a strong ammonia to fish-like odor. Flash point 20°F. Vapors irritate the eyes and mucous membranes. Less dense (6.1 lb / gal) than water. Vapors heavier than air. Produces toxic oxides of nitrogen when burned.

반응 프로필

Triethylamine reacts violently with oxidizing agents. Reacts with Al and Zn. 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.

건강위험

Vapors irritate nose, throat, and lungs, causing coughing, choking, and difficult breathing. Contact with eyes causes severe burns. Clothing wet with chemical causes skin burns. Triethylamine may also be irritating to skin and mucous membranes (Windholz et al 1983).

화재위험

Flammable/combustible material. May be ignited by heat, sparks or flames. Vapors may form explosive mixtures with air. Vapors may travel to source of ignition and flash back. Most vapors are heavier than air. They will spread along ground and collect in low or confined areas (sewers, basements, tanks). Vapor explosion hazard indoors, outdoors or in sewers. Runoff to sewer may create fire or explosion hazard. Containers may explode when heated. Many liquids are lighter than water.

공업 용도

Triethylamine is used as an anti-livering agent for urea- and melamine-based enamels and in the recovery of gelled paint vehicles (HSDB 1988). It is also used as a catalyst for polyurethane foams, a flux for copper soldering, and as a catalytic solvent in chemical synthesis (Hawley 1981). Triethylamine is used in accelerating activators for rubber; as a corrosion inhibitor for polymers; a propellant; wetting, penetrating, and waterproofing agent of quaternary ammonium compounds; in curing and hardening of polymers (i.e. core-binding resins); and as a catalyst for epoxy resins (Hamilton and Hardy, 1974).

Safety Profile

Moderately toxic by ingestion and skin contact. Mildly toxic by inhalation. Human systemic effects: visual field changes. Experimental reproductive effects. Mutation data reported. A skin and severe eye irritant. Can cause kidney and liver damage. A very dangerous fire hazard when exposed to heat, flame, or oxidizers. Explosive in the form of vapor when exposed to heat or flame. Complex with dinitrogen tetraoxide explodes below 0°C when undduted with solvent. Exothermic reaction with maleic anhydride above 150°C. Can react with oxidzing materials. Incompatible with N2O4. To fight fire, use CO2, dry chemical, alcohol foam. When heated to decomposition it emits toxic fumes of NOx.

잠재적 노출

Triethylamine is and aliphatic amine used as a solvent; corrosion inhibitor; in chemical synthesis; and accelerator activators; paint remover; base in methylene chloride or other chlorinated solvents. TEA is used to solubilize 2,4,5-T in water and serves as a selective extractant in the purification of antibiotics. It is used to manufacture quaternary ammonia compounds and octadecyloxymethyltriethylammonium chloride; an agent used in textile treatment.

Carcinogenicity

TEA was not mutagenic in bacterial assays, but it did cause aneuploidy and chromosome aberrations in rats.

환경귀착

Photolytic. Low et al. (1991) reported that the photooxidation of aqueous tertiary amine solutions by UV light in the presence of titanium dioxide resulted in the formation of ammonium and nitrate ions.
Chemical/Physical. Triethylamine reacted with NOx in the dark to form diethylnitrosamine. In an outdoor chamber, photooxidation by natural sunlight yielded the following products: diethylnitramine, diethylformamide, diethylacetamide, ethylacetamide, diethylhydroxylamine, ozone, acetaldehyde, and peroxyacetyl nitrate (Pitts et al., 1978).

신진 대사

There have been few studies on the metabolism of industrially important aliphatic amines such as triethylamine. It is generally assumed that amines not normally present in the body are metabolized by monoamine oxidase and diamine oxidase (histaminase).
Ultimately ammonia is formed and will be converted to urea. The hydrogen peroxide formed is acted upon by catalase and the aldehyde formed is thought to be converted to the corresponding carboxylic acid by the action of aldehyde oxidase (Beard and Noe 1981).

운송 방법

UN1296 Triethylamine, Hazard Class: 3; Labels: 3-Flammable liquid, 8-Corrosive material.

Purification Methods

Dry triethylamine with CaSO4, LiAlH4, Linde type 4A molecular sieves, CaH2, KOH, or K2CO3, then distil it, either alone or from BaO, sodium, P2O5 or CaH2. It has also been distilled from zinc dust, under nitrogen. To remove traces of primary and secondary amines, triethylamine has been refluxed with acetic anhydride, benzoic anhydride, phthalic anhydride, then distilled, refluxed with CaH2 (ammonia-free) or KOH (or dried with activated alumina), and again distilled. Another purification method involved refluxing for 2hours with p-toluenesulfonyl chloride, then distilling. Grovenstein and Williams [J Am Chem Soc 83 412 1961] treated triethylamine (500mL) with benzoyl chloride (30mL), filtered off the precipitate, and refluxed the liquid for 1hour with a further 30mL of benzoyl chloride. After cooling, the liquid was filtered, distilled, and allowed to stand for several hours with KOH pellets. It was then refluxed with, and distilled from, stirred molten potassium. Triethylamine has been converted to its hydrochloride (see brlow), crystallised from EtOH (to m 254o), then liberated with aqueous NaOH, dried with solid KOH and distilled from sodium under N2. [Beilstein 4 H 99, 4 I 348, 4 II 593, 4 III 194, 4 IV 322.]

비 호환성

A strong base. Violent reaction with strong acids; halogenated compounds; and strong oxidizers. Attacks some forms of plastics, rubber and coatings. Corrosive to aluminum, zinc, copper, and their alloys in the presence of moisture. Reaction with nitrosating agents (e.g., nitrites, nitrous gases, and nitrous acid) capable of releasing carcinogenic nitrosamines.

폐기물 처리

Controlled incineration (incinerator equipped with a scrubber or thermal unit to reduce nitrogen oxides emissions).

트리에틸아민 준비 용품 및 원자재

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