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N,N-디메틸아세트아미드

N,N-디메틸아세트아미드
N,N-디메틸아세트아미드 구조식 이미지
카스 번호:
127-19-5
한글명:
N,N-디메틸아세트아미드
동의어(한글):
N,N-다이메틸아세트아마이드;N,N-디메틸아세트아미드;다이메틸아세트아마이드;N-디메틸아세트아미드;N,N-다이메틸아세타마이드;DMAC;다이메틸 아세트아마이드;아세트 산 다이에틸아마이드
상품명:
N,N-Dimethylacetamide
동의어(영문):
DMAC;U-5954;nsc3138;SK 7176;NSC 3138;OmniPure?;CBC 510337;CH3CON(CH3)2;Acetic acid-di;dimethylacetamid
CBNumber:
CB8853004
분자식:
C4H9NO
포뮬러 무게:
87.12
MOL 파일:
127-19-5.mol

N,N-디메틸아세트아미드 속성

녹는점
-20 °C (lit.)
끓는 점
164.5-166 °C (lit.)
밀도
0.937 g/mL at 25 °C (lit.)
증기 밀도
3.89 (vs air)
증기압
40 mm Hg ( 19.4 °C)
굴절률
n20/D 1.439(lit.)
인화점
158 °F
저장 조건
Store below +30°C.
용해도
>1000g/l soluble
물리적 상태
Liquid
산도 계수 (pKa)
-0.41±0.70(Predicted)
색상
Colorless to yellowish
수소이온지수(pH)
4 (200g/l, H2O, 20℃)
상대극성
6.3
냄새
Faint ammonia odor
pH 범위
4 at 200 g/l at 20 °C
Odor Threshold
0.76ppm
폭발한계
1.7-11.5%(V)
수용성
miscible
최대 파장(λmax)
λ: 270 nm Amax: 1.00
λ: 280 nm Amax: 0.30
λ: 290 nm Amax: 0.15
λ: 310 nm Amax: 0.05
λ: 320 nm Amax: 0.03
λ: 360-400 nm Amax: 0.01
Merck
14,3227
BRN
1737614
노출 한도
NIOSH REL: TWA 10 ppm (35 mg/m3), IDLH 300 ppm; OSHA PEL: TWA 10 ppm; ACGIH TLV: TWA 10 ppm (adopted).
안정성
Stable. Combustible. Incompatible with strong oxidizing agents.
InChIKey
FXHOOIRPVKKKFG-UHFFFAOYSA-N
CAS 데이터베이스
127-19-5(CAS DataBase Reference)
NIST
Acetamide, N,N-dimethyl-(127-19-5)
IARC
2B (Vol. 123) 2020
EPA
Dimethylacetamide (127-19-5)
안전
  • 위험 및 안전 성명
  • 위험 및 사전주의 사항 (GHS)
위험품 표기 T
위험 카페고리 넘버 11-20/22-61-20/21-36
안전지침서 16-24-53-45-36-28-26
RTECS 번호 AB7700000
F 고인화성물질 3-10
자연 발화 온도 914 °F
HS 번호 29241900
유해 물질 데이터 127-19-5(Hazardous Substances Data)
독성 LD50 orally in rats: 5.4 ml/kg (Bartsch)
기존화학 물질 KE-11114
유해화학물질 필터링 2019-1-938
중점관리물질 필터링 별표1-75
함량 및 규제정보 물질구분: 유독물질; 혼합물(제품)함량정보: N,N-디메틸아세트아미드[N,N-Dimethylacetamide; 127-19-5] 및 이를 0.3% 이상 함유한 혼합물
그림문자(GHS):
신호 어: Danger
유해·위험 문구:
암호 유해·위험 문구 위험 등급 범주 신호 어 그림 문자 P- 코드
H227 가연성 액체 인화성 액체 구분 4 경고 P210, P280, P370+P378, P403+P235,P501
H312 피부와 접촉하면 유해함 급성 독성 물질 - 경피 구분 4 경고 P280,P302+P352, P312, P322, P363,P501
H319 눈에 심한 자극을 일으킴 심한 눈 손상 또는 자극성 물질 구분 2A 경고 P264, P280, P305+P351+P338,P337+P313P
H320 눈에 자극을 일으킴 심한 눈 손상 또는 자극성 물질 구분 2B 경고 P264, P305+P351+P338,P337+P313
H332 흡입하면 유해함 급성 독성 물질 흡입 구분 4 경고 P261, P271, P304+P340, P312
H336 졸음 또는 현기증을 일으킬 수 있음 특정표적장기 독성 물질(1회 노출);마취작용 구분 3 경고 P261, P271, P304+P340, P312,P403+P233, P405, P501
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
H360 태아 또는 생식능력에 손상을 일으킬 수 있음 생식독성 물질 구분 1A, 1B 위험
H372 장기간 또는 반복 노출되면 장기(또는, 영향을 받은 알려진 모든 장기를 명시)에 손상을 일으킴 특정 표적장기 독성 - 반복 노출 구분 1 위험 P260, P264, P270, P314, P501
H373 장기간 또는 반복 노출되면 장기(또는, 영향을 받은 알려진 모든 장기를 명시)에 손상을 일으킬 수 있음 특정 표적장기 독성 - 반복 노출 구분 2 경고 P260, P314, P501
예방조치문구:
P201 사용 전 취급 설명서를 확보하시오.
P202 모든 안전 조치 문구를 읽고 이해하기 전에는 취급하지 마시오.
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.
P264 취급 후에는 손을 철저히 씻으시오.
P264 취급 후에는 손을 철저히 씻으시오.
P270 이 제품을 사용할 때에는 먹거나, 마시거나 흡연하지 마시오.
P271 옥외 또는 환기가 잘 되는 곳에서만 취급하시오.
P280 보호장갑/보호의/보안경/안면보호구를 착용하시오.
P305+P351+P338 눈에 묻으면 몇 분간 물로 조심해서 씻으시오. 가능하면 콘택트렌즈를 제거하시오. 계속 씻으시오.
P308+P313 노출 또는 접촉이 우려되면 의학적인 조치· 조언를 구하시오.
P405 밀봉하여 저장하시오.
P403+P233 용기는 환기가 잘 되는 곳에 단단히 밀폐하여 저장하시오.
P501 ...에 내용물 / 용기를 폐기 하시오.
NFPA 704
2
2 0

N,N-디메틸아세트아미드 MSDS


Acetdimethylamide

N,N-디메틸아세트아미드 C화학적 특성, 용도, 생산

용도

디메틸 아세트 아미드 DMAC는 많은 유기 반응 및 산업 분야에 사용되는 양극성 비양 자성 용매입니다. 높은 끓는점과 우수한 열적 화학적 안정성으로 다목적 용제입니다.

용도

일반적으로 유기 합성에서 극성 용매로 사용됩니다.

개요

Dimethylacetamide (DMAC) is a synthetic organic compound that is produced from a reaction of dimethylamine and acetic acid or acetic anhydride. It is a colorless to yellow liquid with a faint odor resembling ammonia. DMAC has similar density to water and is miscible with water and organic substances. This organic compound is commonly associated with many industrial uses, either as a starting material or an intermediate. DMAC is a good solvent that is used in polymer dissolution, especially in the fiber industry. Historically, DMAC was also tested as a possible antineoplastic agent in a phase 1 study involving 17 patients. However, liver and central nervous system (CNS) toxicity associated with DMAC was observed and these patients had altered mental states, resulting in no further drug development.

화학적 성질

Dimethylacetamide occurs as a clear, colorless, slightly hygroscopic liquid with a faint ammonia odour. It has a weak ammonia-like or fish-like odor.

물리적 성질

Clear, colorless liquid with a weak, ammonia-like odor. Odor threshold concentration is 46.8 ppmv (Leonardos et al., 1969).

용도

Commercial solvent especially for textile fibers

용도

DMAC is primarily used as an industrial solvent and intermediate in the manufacture of pharmaceuticals, fine chemicals, agrochemicals, polymers, and resins. It is also used as a spinning solvent in the production of fibers of various polymers, including acrylic, polyurethane, polyurea copolymer, and meta-aramid. Moreover, this aprotic dipolar solvent is also used in X-ray and photographic products and in the production of polyimide films. The polyimide films are produced for a variety of industries, including consumer electronics, solar photovoltaic and wind energy, aerospace, automotive, and industrial applications. DMAC has other minor uses, including removal of ink, stripping of paint, and also for laboratory use.

용도

Solvent for many organic reactions and in industrial applications. dimethylacetamide is an important industrial solvent for polyacrylonitrile, vinyl resins, cellulose derivatives, styrene polymers and linear polyesters.

정의

ChEBI: A member of the class of acetamides that is acetamide in which the hydrogens attached to the N atom have been replaced by two methyl groups respectively. Metabolite observed in cancer metabolism.

생산 방법

Dimethylacetamide is manufactured from acetic acid and dimethylamine in a closed system.

일반 설명

A clear colorless liquid with a faint odor similar to ammonia. About the same density as water. Flash point 145°F. Vapors heavier than air. May by toxic by skin absorption. May irritate eyes and skin.

공기와 물의 반응

Water soluble.

반응 프로필

N,N-Dimethylacetamide is an amide. Incompatible with oxidizing agents and halogenated compounds. Exothermic reactions occur with carbon tetrachloride and hexachlorocyclohexane. N,N-Dimethylacetamide can react violently in the presence of iron. Special Hazards of Combustion Products: Emits carbon oxides, nitrogen oxides, and dimethylamine when heated to decomposition.

건강위험

A study of 41 workers who had been exposed to dimethylacetamide from 2 to 10 years revealed the occurrence of disorders reflecting liver damage (Corsi, 1971). Retention of bromosulfophthalein was increased in 9 of 10 workers who had been exposed to dimethylacetamide for 7 to 10 years, and in 10 of 20 workers who had been exposed to dimethylacetamide for 2 to 7 years. Other parameters of hepatic function which were altered in the exposed individuals include proteinemia, cholesterolemia, activities of hepatic transaminases and alkaline phosphatase in serum, and bilirubinemia. Hepatomegaly was diagnosed in 14 workers.
In a clinical trial, dimethylacetamide was administered to patients with advanced malignancies and caused abnormal mental states (Weiss et al 1962a, b). This effect was observed at a dose of 400 mg/kg given daily for 3 or more days.
The symptoms were not seen at 300 mg/kg or lower. The second or third dose caused depression, lethargy, occasional confusion or disorientation. The fourth or fifth dose produced striking hallucinations, perceptual distortions and delusions in all nine patients. All patients reverted to normal several days after discontinuation of treatment with dimethylacetamide.

화재위험

N,N-Dimethylacetamide is combustible.

Pharmaceutical Applications

Dimethylacetamide is used as a solvent in oral and injectable pharmaceutical formulations. It has been used as a cosolvent to solubilize poorly soluble drugs. The use of dimethylacetamide has also been investigated as a vehicle for the parenteral delivery of relatively small peptides.
The use of solvents such as dimethylacetamide has been shown to influence the size and rate of release of norfloxacin from nanoparticles.
Dimethylacetamide has also been used in topical formulations and has been evaluated as a permeation enhancer for transdermal drug delivery.

공업 용도

Dimethylacetamide is a powerful industrial solvent, the uses of which are very similar to those of dimethylformamide (Siegle, 1980). Its strong solvent action renders it particularly useful in the manufacture of films and fibers and as a solvent for polyacrylonitrile, polyvinyl chloride, polyamides, cellulose derivatives and polystyrenes and in coatings and adhesive formulations. Dimethylacetamide dissolves many inorganic salts.

Safety Profile

Moderately toxic by skin contact, inhalation, intravenous, and intraperitoneal routes. Mildly toxic by ingestion. Experimental teratogenic and reproductive effects. A skin and eye irritant. Less toxic than dimethylformamide. Mutation data reported. Combustible when exposed to heat and flame. A moderate explosion hazard. Violent reaction with halogenated compounds (e.g., carbon tetrachloride, hexachlorocyclohexane) when heated above 9OOC. Iron powder catalyzes the reaction so that it initiates at 71OC. When heated to decomposition it emits toxic fumes of NOx

Safety

Dimethylacetamide is used in pharmaceutical preparations as a solvent in parenteral formulations and is generally regarded as a nontoxic material when used as an excipient. Animal toxicity studies indicate that dimethylacetamide is readily absorbed into the bloodstream following inhalation or topical application. Repeated exposure to dimethylacetamide may be harmful and can result in liver damage. High intravenous doses (>400mg/kg/day for 3 days) may be hallucinogenic.
LD50 (rabbit, SC): 9.6g/kg(11) LD50 (rat, IP): 2.75g/kg LD50 (rat, IV): 2.64g/kg LD50 (rat, oral): 4.93g/kg LD50 (mouse, inhalation): 7.2g/kg LD50 (mouse, IP): 2.8g/kg

Carcinogenicity

DMAC was not carcinogenic in rats administered 100, 300, or 1000 mg/kg/day in drinking water for 2 years. Rats and mice were exposed by inhalation to 0, 25, 100, or 350 ppm DMAC for 6 h/day, 5 days/week for 18 months (mice) or 2 years (rats). DMAC was not oncogenic under these conditions in either the rat or the mouse.

환경귀착

Chemical/Physical. Releases toxic fumes of nitrogen oxides when heated to decomposition (Sax and Lewis, 1987).

신진 대사

Gas Chromatographie analysis of the urine of rats which had received dimethylacetamide by the subcutaneous route indicated the presence of N-methyl-acetamide and acetamide (Barnes and Ranta, 1972). Both metabolites were also found by the same authors in incubation mixtures of dimethylacetamide with rat liver homogenate. N-Methylacetamide was detected in the urine of human volunteers who had inhaled dimethylacetamide or absorbed dimethylacetamide vapor through the skin (Maxfield et al 1975). Measurement of the amount of the metabolite N-methylacetamide excreted by individuals exposed to dimethylacetamide vapors with or without face masks which allowed the inhalation of air free of dimethylacetamide indicated that more dimethylacetamide was absorbed through the lungs than through the skin. Interestingly, in this study, only 2-10% of the amount of dimethylacetamide inhaled was recovered in the urine in the form of N-methylacetamide. It has been suggested that the major urinary metabolite of the analogous dimethylformamide is N-(hydroxymethyl)-N-methylformamide and not N-methylformamide, since the carbinolamide decomposes on the gas chroma-tography column (to N-methylformamide) but is relatively stable in aqueous solution (Kestell et al 1986). In analogy, it would be logical to assume that the N-methylacetamide found in the urine after exposure to dimethylacetamide really arose from chemical breakdown of N-(hydroxymethyl)-N-methylacetamide during the analytical process. This contention, however, remains to be proven.

저장

Dimethylacetamide should be stored in an airtight container, protected from light, in a cool, dry place. Dimethylacetamide has an almost unlimited shelf-life when kept in closed containers and under nitrogen. It is combustible.

Purification Methods

Shake the amide with BaO for several days, reflux it with BaO for 1hour, then fractionally distil it under reduced pressure. Store it over molecular sieves. [Beilstein 4 IV 180.]

Toxicity evaluation

Little data on the metabolism of DMAC are available in the literature. Hepatotoxicity of DMAC is believed to be metabolism dependent. From its metabolic activation (by cytochrome P450s and probably CYP2E1), reactive species and free radical metabolites are produced and readily attack the heme prosthetic group of the liver, leading to suicidal hepatic enzyme inactivation.

비 호환성

Dimethylacetamide is incompatible with carbon tetrachloride, oxidizing agents, halogenated compounds, and iron. It attacks plastic and rubber. Contact with strong oxidizers may cause fire.

Regulatory Status

Included in the FDA Inactive Ingredients Database (IM injections, IV injections and infusions). Included in parenteral medicines licensed in the UK.

N,N-디메틸아세트아미드 준비 용품 및 원자재

원자재

준비 용품


N,N-디메틸아세트아미드 공급 업체

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