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모르폴린

모르폴린
모르폴린 구조식 이미지
카스 번호:
110-91-8
한글명:
모르폴린
동의어(한글):
모르폴린;1-옥사-4-아자시클로헥산;디에틸렌옥스이미드;디에틸렌이미드산화물;디에틸엔이미드산화물;몰포린;테트라히드로-1,4-옥사진;테트라히드로-1,4-이소옥사진;테트라-히드로-2H-1,4-옥사진;모르포린;모르포린및그염류
상품명:
Morpholine
동의어(영문):
NA 2054;basf238;BASF 238;Drewamine;MORPHOLIN;Morpholine;1,4-Oxazinan;Morpholine (B);MORPHOLINE, ACS;Morpholine ,98%
CBNumber:
CB9241419
분자식:
C4H9NO
포뮬러 무게:
87.12
MOL 파일:
110-91-8.mol

모르폴린 속성

녹는점
-5 °C
끓는 점
129 °C(lit.)
밀도
1.000 g/mL at 20 °C
증기 밀도
3 (vs air)
증기압
31 mm Hg ( 38 °C)
굴절률
n20/D 1.454(lit.)
인화점
96 °F
저장 조건
Store at R.T.
용해도
water: miscible
물리적 상태
Liquid
산도 계수 (pKa)
8.33(at 25℃)
색상
APHA: ≤15
Specific Gravity
0.996
수소이온지수(pH)
11.2 (H2O)(undiluted)
폭발한계
1.4-15.2%(V)
수용성
MISCIBLE
어는점
-4.9℃
감도
Hygroscopic
Merck
14,6277
BRN
102549
노출 한도
TLV-TWA 20 ppm (~70 mg/m3) (ACGIH, MSHA, and OSHA); STEL skin 30 ppm (ACGIH); IDLH 8000 ppm.
안정성
Stable. Flammable. Incompatible with strong oxidizing agents, strong acids, acid chlorides, acid anhydrides. Hygroscopic.
InChIKey
YNAVUWVOSKDBBP-UHFFFAOYSA-N
CAS 데이터베이스
110-91-8(CAS DataBase Reference)
NIST
Morpholine(110-91-8)
EPA
Morpholine(110-91-8)
안전
  • 위험 및 안전 성명
  • 위험 및 사전주의 사항 (GHS)
위험품 표기 C
위험 카페고리 넘버 10-20/21/22-34
안전지침서 23-36-45
유엔번호(UN No.) UN 2054 8/PG 1
WGK 독일 3
RTECS 번호 QD6475000
자연 발화 온도 590 °F
TSCA Yes
HS 번호 2934 99 90
위험 등급 8
포장분류 I
유해 물질 데이터 110-91-8(Hazardous Substances Data)
독성 LD50 orally in female rats: 1.05 g/kg (Smyth)
그림문자(GHS):
신호 어: Danger
유해·위험 문구:
암호 유해·위험 문구 위험 등급 범주 신호 어 그림 문자 P- 코드
H226 인화성 액체 및 증기 인화성 액체 구분 3 경고
H302 삼키면 유해함 급성 독성 물질 - 경구 구분 4 경고 P264, P270, P301+P312, P330, P501
H312 피부와 접촉하면 유해함 급성 독성 물질 - 경피 구분 4 경고 P280,P302+P352, P312, P322, P363,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
H332 흡입하면 유해함 급성 독성 물질 흡입 구분 4 경고 P261, P271, P304+P340, P312
예방조치문구:
P210 열·스파크·화염·고열로부터 멀리하시오 - 금연 하시오.
P280 보호장갑/보호의/보안경/안면보호구를 착용하시오.
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.
P370+P378 화재 시 불을 끄기 위해 (Section 5. 폭발, 화재시 대처방법의 적절한 소화제)을(를) 사용하시오.
P405 밀봉하여 저장하시오.

모르폴린 C화학적 특성, 용도, 생산

용도

제품은실험실및 연구용 시약외의 용도로는사용할 수없음.

안전성

피부 부식성/피부 자극성 – 구분 1 H314 피부에 심한 화상과 눈 손상을 일으킴.
심한 눈 손상성/눈 자극성 – 구분 1 H318 눈에 심한 손상을 일으킴.

화학적 성질

Yellow liquid

화학적 성질

Morpholine is a colorless liquid with a weak ammonia or fish-like odor. The odor threshold is 0.01 ppm.

화학적 성질

The chemical reactivity of morpholine is attributed to the secondary amine function of the molecule; organic condensations, alkylations, and arylations readily occur, with the formation of N-substituted morpholine products of wide diversity. Ethers are relatively chemically inert, hence the oxygen is of relatively little consequence except as a member of the heterocyclic ring (Texaco Chemical Co. 1982).

물리적 성질

Colorless, mobile, oily, hygroscopic, flammable liquid with a weak ammonia-like odor. Experimentally determined detection and recognition odor threshold concentrations were 40 μg/m3 (11 ppbv) and 25 μg/m3 (70 ppbv), respectively (Hellman and Small, 1974). Forms explosive vapors at temperatures >35 °C.

용도

Rubber accelerator, solvent, additive to boilerwater, waxes and polishes, optical brightener fordetergents, corrosion inhibitor, preservation of bookpaper, organic intermediate (catalyst, antioxidants,pharmaceuticals, bactericides, etc.).

생산 방법

Morpholine is produced by reacting diethylene glycol, ammonia, and a small amount of hydrogen over a hydrogenation catalyst at 150-400°C and 30-400 atmospheres with the morpholine being recovered by fractional distillation. Various byproducts include 2-(2-aminoethoxy)ethanol and Af-alkylmorpholines (NRC 1981).

일반 설명

An aqueous solution with a fishlike odor. Corrosive to tissue and moderately toxic by ingestion and inhalation.

공기와 물의 반응

Highly flammable. Water soluble.

반응 프로필

MORPHOLINE dissolved in water 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.

위험도

Flammable, moderate fire risk. Toxic byingestion and inhalation, irritant to skin, absorbedby skin. Eye damage and upper respiratory tractirritant. Questionable carcinogen.

건강위험

May cause toxic effects if inhaled or ingested/swallowed. Contact with substance may cause severe burns to skin and eyes. Fire will produce irritating, corrosive and/or toxic gases. Vapors may cause dizziness or suffocation. Runoff from fire control or dilution water may cause pollution.

건강위험

Morpholine is extremely irritating, causing severe damage to the eyes, mucous membranes, and skin upon contact. Eye irritation, with transient corneal edema and temporary foggy vision are common symptoms of overexposure to vapors in the workplace. Morpholine is readily absorbed through the skin; it causes nasal irritation when inhaled, with coughing, bronchial irritation, and pulmonary edema at increasingly higher concentrations. Upon ingestion, it causes hemorrhage in the gastrointestinal tract, with possible diarrhea; liver and kidney damage may occur if sufficient amounts are ingested or inhaled. Morpholine itself is not a carcinogen on the basis of available data.

건강위험

Morpholine is an irritant to the eyes, skin,and mucous membranes. The irritant actionsin rabbit eyes and skin were severe. In humans the inhalation of its vapors cancause visual disturbance, nasal irritation, andcoughing. High concentrations can producerespiratory distress.

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

The total industrial consumption of morpholine is 11,000 metric tons/year. The largest usage for morpholine (33%) is in the rubber industry as an intermediate in the production of delayed-action accelerators for the polymerization of rubber, as stabilizers against heat-aging effects, and as bloom inhibitors in butyl rubber vulcanization. A second large proportion (25%) of morpholine production is used as an inhibitor to combat carbonic acid corrosion in condensate return lines of steam boiler systems. Morpholine is an intermediate in the manufacture of optical brighteners utilized by the soap and detergent industry. Morpholine reacts readily with fatty acids, forming soaps used in the formulation of self-polishing waxes and polishes and in coatings for the food industry. N-methyl morpholine and TV-ethyl morpholine are used as catalysts in the manufacture of polyurethane foams. Morpholine derivatives are utilized in pharmaceutical applications, as bactericides, fungicides, and herbicides, and as separating agents for oils. Other derivatives are utilized in the textile and printing industry as adjuvants, whitening agents, stabilizers, ink eradicators, and paper conditioners (Mjos 1978; NRC 1981; Texaco Chemical Co. 1982).

Safety Profile

Moderately toxic by ingestion, inhalation, skin contact, and intraperitoneal routes. Mutation data reported. A corrosive irritant to skin, eyes, and mucous membranes. Can cause kidney damage. Questionable carcinogen with experimental neoplastigenic data. Flammable liquid. A very dangerous fire hazard when exposed to flame, heat, or oxidizers; can react with oxidizing materials. To fight fire, use alcohol foam, CO2, dry chemical. Mixtures with nitromethane are explosive. May ignite spontaneously in contact with cellulose nitrate of high surface area. When heated to decomposition it emits highly toxic fumes of NOx.

잠재적 노출

Morpholine is used as a separating agent for volatile amines; an intermediate for textile lubricants; in the synthesis of rubber accelerators and pharmaceuticals. It is also used as a solvent; as a boiler water additive; and in the formulation of waxes, polishers and cleaners.

환경귀착

Biological. Heukelekian and Rand (1955) reported a 5-d BOD value of 0.0 g/g which is 0.0% of the ThOD value of 1.84 g/g.
Poupin et al. (1998) isolated a Mycobacterium strain RP1 from a contaminated activated sludge that utilized morpholine as the sole source of carbon, nitrogen, and energy. The investigators proposed the following degradation pathway: 2-hydroxymorpholine → (2-(2-aminoethoxy)acetaldehyde → 2-(2-aminoethoxy)acetate → glycolate and ethanolamine.
Chemical/Physical. In an aqueous solution, chloramine reacted with morpholine to form Nchloromorpholine (Isaac and Morris, 1983). The aqueous reaction of nitrogen dioxide (1–99 ppm) and morpholine yielded N-nitromorpholine (Cooney et al., 1987).
Slowly decomposes in the absence of oxygen.

신진 대사

Early reports indicated that morpholine was excreted unchanged after administration to rats (Tanaka et al 1978), dogs (Rhodes and Case 1977), and rabbits (Van Stee et al 1981). Sohn et al (1982b, 1982c) reported that approximately 80% of a radioactive dose was excreted in the urine within 24 h when administered intraperitoneally to rats, hamsters, and guinea pigs. Although 99% of the excreted dose was unmetabolized in the rat and hamster, 20% of the dose appeared in the urine of guinea pigs as N-methylmorpholine-N-oxide. N-Hydroxymorpholine and N-methylmorpholine were also detected in extracts of guinea pig tissues. Studies of the metabolism of morpholine-containing pharmaceutical agents in humans and animals indicate that the morpholine moiety may be hydroxylated or oxidized at C2 and C3, with subsequent ring cleavage (Oelschlager and Al Shaik 1985).

운송 방법

UN2054 Morpholine, Hazard class: 8; Labels: 8-Corrosive material, 3-Flammable liquid.

Purification Methods

Dry morpholine with KOH, fractionally distil it, then reflux it with Na, and again fractionally distil it. Dermer & Dermer [J Am Chem Soc 59 1148 1937] precipitated it as the oxalate by adding slowly to slightly more than 1 molar equivalent of oxalic acid in EtOH. The precipitate is filtered off and recrystallised twice from 60% EtOH [1:1 salt has m 190-195o(dec)]. Addition of the oxalate to concentrated aqueous NaOH regenerated the base, which is separated and dried with solid KOH, then sodium, before being fractionally distilled. The hydrochloride has m 178-179o (from MeOH/Et2O), and the picrate has m 151.6o (from aqueous EtOH). [Beilstein 27 II 3, 27 III/IV 15.]

비 호환성

Strong acids, strong oxidizers; metals, nitro compounds. Corrosive to metals; attacks copper and its compounds.

폐기물 처리

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

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