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피페리딘

피페리딘
피페리딘 구조식 이미지
카스 번호:
110-89-4
한글명:
피페리딘
동의어(한글):
Cyclopentimine,헥사히드로피리딘;피페리딘
상품명:
Piperidine
동의어(영문):
PIP;PPR;Hexazane;Cypentil;Piperdine;Piperidin;FEMA 2908;PIPERIDINE;PIPERIDINE GR;perhydroazine
CBNumber:
CB3761009
분자식:
C5H11N
포뮬러 무게:
85.15
MOL 파일:
110-89-4.mol

피페리딘 속성

녹는점
-11 °C
끓는 점
106 °C(lit.)
밀도
0.930 g/mL at 20 °C
증기 밀도
3 (vs air)
증기압
23 mm Hg ( 20 °C)
굴절률
n20/D 1.452(lit.)
FEMA
2908 | PIPERIDINE
인화점
16 °C(lit.)
저장 조건
Store in dark!
용해도
miscible in water and alcohol; soluble in ether, acetone, benzene and chloroform maximum allowable concentration: not established; more toxic, irritating and volatile than pyridine (Reinhardt and Brittelli 1981).
산도 계수 (pKa)
11.123(at 25℃)
수소이온지수(pH)
12.6 (100g/l, H2O, 20°C)
폭발한계
1.5-10.3%(V)
수용성
Miscible
감도
Air Sensitive
JECFA Number
1607
Merck
14,7468
BRN
102438
안정성
Stable. Highly flammable. Incompatible with strong oxidizing agents, strong acids, organic acids, water. Vapours may flow along surfaces to a distant source of ignition.
CAS 데이터베이스
110-89-4(CAS DataBase Reference)
NIST
Piperidine(110-89-4)
EPA
Piperidine(110-89-4)
안전
  • 위험 및 안전 성명
  • 위험 및 사전주의 사항 (GHS)
위험품 표기 T,F
위험 카페고리 넘버 61-10-20/21-34-23/24-11-52-24-20/22
안전지침서 53-16-26-36/37/39-45-27
유엔번호(UN No.) UN 3286 3/PG 2
WGK 독일 3
RTECS 번호 TM3500000
F 고인화성물질 3-34
자연 발화 온도 320 °C
TSCA Yes
위험 등급 8
포장분류 I
HS 번호 29333210
유해 물질 데이터 110-89-4(Hazardous Substances Data)
독성 LD50 orally in rats: 0.52 ml/kg (Smyth)
그림문자(GHS):
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 P210,P233, P240, P241, P242, P243,P280, P303+ P361+P353, P370+P378,P403+P235, P501
H311 피부와 접촉하면 유독함 급성 독성 물질 - 경피 구분 3 위험 P280, P302+P352, P312, P322, P361,P363, P405, 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
H331 흡입하면 유독함 급성 독성 물질 흡입 구분 3 위험 P261, P271, P304+P340, P311, P321,P403+P233, P405, P501
예방조치문구:
P210 열·스파크·화염·고열로부터 멀리하시오 - 금연 하시오.
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.

피페리딘 C화학적 특성, 용도, 생산

개요

암모니아와 비슷한 냄새를 가진 무색의 액체로 물 · 유기용매에 잘 녹는다.강한 염기성을 보이며, 여러 가지 산과 염을 생성한다.

용도

유기합성이나 의약의 원료로 사용된다.

화학적 성질

Clear or slightly yellow liquid

화학적 성질

Piperidine is a clear, colorless liquid. Pepper, ammonia or amine odor.

화학적 성질

Piperidine is a strong base (pKb = 2.88) that reacts vigorously with oxidizing materials, is easily ignited, and forms explosive vapor concentrations at room temperature. When heated to decomposition it gives off toxic fumes of NOx (Sax 1984). It behaves like an aliphatic secondary amine and can form complexes with salts of heavy metals (HSDB 1988).

화학적 성질

Piperidine has a heavy, sweet, floral, animal odor and a burning peppery taste.

출처

Piperidine occurs at low levels in a variety of food products (Neurath et al 1977), including baked ham (0.2 p.p.m.), milk (0.11 p.p.m.) coffee (1 p.p.m. dry) (Singer and Lijinsky 1976) and canned fish (Tanikawa and Motohiro 1960). It is also found in black pepper (Windholz 1983), hemp (Obata and Ishikawa 1960), hemlock (Cromwell 1956) and tobacco (Furia and Bellanca 1975). Piperidine is a natural constituent of skin (Sax and Lewis 1987), human urine (Von Euler 1944), brain (Honegger and Honegger 1960) and cerebrospinal fluid (Perry et al 1964). Humans excrete about 3-20 mg/d in the urine (Reinhardt and Britelli 1981).

용도

It is used in organic synthesis, especially inthe preparation of many crystalline derivativesof aromatic nitro compounds.

용도

Fits Applied Biosystems 431 and 433A peptide synthesizers.

용도

Piperidine is an organic heterocyclic amine widely used as building block and reagent in the synthesis of organic compounds including pharmaceuticals.

정의

ChEBI: An azacycloalkane that is cyclohexane in which one of the carbons is replaced by a nitrogen. It is a metabolite of cadaverine, a polyamine found in the human intestine.

제조 방법

Usually prepared by electrolytic reduction of pyridine.

정의

piperidine: A saturated heterocycliccompound having a nitrogen atom ina six-membered ring, C5H11N; r.d.0.86; m.p. –7°C; b.p. 106°C. The structureis present in many alkaloids

생산 방법

Piperidine is usually prepared by the electrolytic reduction of pyridine. It may also be obtained by heating piperidine with alcoholic KOH or by the cyclization of 1,5-diaminopentane hydrochloride (Windholz 1983). U.S. production in 1983 was approximately 606,000 pounds (HSDB 1988). Commercial piperidine is supplied in two grades, 95 and 98 percent pure (Sax and Lewis 1987).

상표명

Cypentil (Abbott).

Aroma threshold values

Detection: 65.8 to 70.6 ppm

일반 설명

A clear colorless liquid with a pepper-like odor. Less dense than water, but miscible in water. Will float on water. Flash point 37°F. Melting point -15.8°F (-9°C). Boiling point 222.8°F (106°C). May severely irritate skin and eyes. May be toxic by ingestion and inhalation. Vapors heavier than air. Used to make rubber and as a solvent.

공기와 물의 반응

Highly flammable. Miscible in water.

반응 프로필

1-Oxa-4-azacyclohexane 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

Strong local irritant and may cause permanent injury after short exposure to small amounts. Ingestion may involve both irreversible and reversible changes. 30 to 60 mg/kg may cause symptoms in humans.

건강위험

Piperidine is a highly toxic compound. Theacute oral toxicity is high in many species oftest animals. The oral LD50 values in miceand rabbits are 30 and 145 mg/kg, respectively(NIOSH 1986). The liquid is moderatelytoxic by skin absorption. Inhalationtoxicity in experimental animals was low,however. A 4-hour exposure to 4000 ppmwas lethal to rats. Piperidine is corrosive toskin. Contact with eyes can produce severeirritation.

건강위험

An irritation threshold of 26 p.p.m. has been reported from studies on human volunteers (Bazarova and Migukina 1975). Levels of 2 to 5 p.p.m. in air have been recorded during the transfer of piperidine from drums in a semi-closed system. At this level, the vapors were intolerable but no irritation was observed (ANON 1982). In an accidental case of skin exposure, third-degree burns developed after only 3 min of skin contact (Linch 1965). Piperidine has a pronounced emetic effect in humans. When administered to schizophrenic patients at doses of 1 to 6 g/d, it was shown to cause nausea and a subjective sense of well being (Giacobini 1976; Tasher et al 1960). The primary, but low-level, means of human exposure, however, is from the natural piperidine content of foods (HSDB 1988).

화재위험

1-Oxa-4-azacyclohexane evolves explosive concentrations of vapor at normal room temperatures. When heated to decomposition, 1-Oxa-4-azacyclohexane emits highly toxic fumes of nitrogen oxides. Dangerous, when exposed to heat, flame, or oxidizers. Avoid 1-Perchloryl1-Oxa-4-azacyclohexane and oxidizing materials. 1-Oxa-4-azacyclohexane is a reactive compound and forms complexes with the salts of heavy metals. 1-Oxa-4-azacyclohexane evolves explosive concentrations of vapor at normal room temperatures. Keep away from igniting sources and heat.

공업 용도

Piperidine is used as a solvent, a curing agent for rubber and epoxy resins, a catalyst in silicone esters, an intermediate in organic synthesis and as a complexing agent (HSDB 1988; Reinhardt and Britelli 1981). It is a trace constituent in oils and fuels (Sax and Lewis 1987). It is used in the manufacture of local anesthetics, analgesics and other pharmaceuticals, and also for wetting agents and germicides (Gehring 1983). It is also used as a flavor additive in soups, meats, condiments, baked goods, candy and non-alcoholic beverages at 0.05-5.0 p.p.m. (Furia and Bellanca 1975).

Safety Profile

Poison by ingestion, skin contact, and intraperitoneal routes. Moderately toxic by subcutaneous route. Mildly toxic by inhalation. An experimental teratogen. Experimental reproductive effects by inhalation. A skin irritant. Mutation data reported. A very dangerous fire hazard when exposed to heat, flame, or oxidizers. Can react vigorously with oxidzing materials. To fight fire, use alcohol foam, CO2, dry chemical. Explodes on contact with 1- perchloryl-piperidme, dqanofurazan, N- nitrosoacetadde. When heated to decomposition it emits highly toxic fumes of NOx. Used in agriculture and pharmaceuticals, and as an intermediate for rubber accelerators. Used in production of drugs of abuse.

잠재적 노출

Piperidine is used in agriculture and pharmaceuticals; intermediate for rubber accelerators; as a solvent; as a curing agent for rubber and epoxy resins; catalyst for condensation reactions; as an ingredient in oils and fuels; complexing agent; manufacture of local anesthetics; in analgesics; pharmaceuticals, wetting agents; and germicides; synthetic flavoring. Not registered as a pesticide in the Unied States.

신진 대사

Piperidine is readily absorbed through the gastrointestinal tract, skin and lungs (HSDB 1988). In hens, 35 to 70% of an injected dose is rapidly excreted unchanged in the urine (Williams 1959; Sperber 1949). Rabbits also excrete piperidine unchanged (Hildebrandt 1900). When injected intraventricularly into rats, piperidine disappeared exponentially with a half-life of 20 min (Meek 1973). In a more recent study, Okano et al (1978) found that in rats most of an i.p. dose of [3H]-piperidine was excreted unchanged. Two major metabolites were identified as 3- and 4-hydroxypiperidine. Both compounds were also found in untreated animals and thus are probably metabolites of piperidine of exogenous or endogenous origin. These metabolites represent a detoxification mechanism, since they lack the potent pharmacological activities of the parent compound. Two unidentified metabolites were assumed to be conjugates. In a much earlier study, Novello et al (1926) claimed that piperidine was excreted as the ethereal sulfate. Metabolic studies of analgesics and anesthetics containing the piperidine ring have demonstrated the occurrence of N-hydroxylation, formation of a 6-oxo-derivative, and C-oxidative ring cleavage (Oelschlager and Al Shaik 1985). N-nitrosopiperidine has been synthesized from piperidine and sodium nitrite in the gastric contents,R.L. Reed isolated stomach and isolated small intestine of rats (Alam et al 1971; Epstein 1972).

운송 방법

UN2401 Piperidine, Hazard Class: 8; Labels: 8-Corrosive material, 3-Flammable liquid.

Purification Methods

Dry piperidine with BaO, KOH, CaH2, or sodium, and fractionally distil (optionally from sodium, CaH2, or P2O5). Purify from pyridine by zone melting. [Beilstein 22 H 6, 22

비 호환성

Piperidine is a highly flammable liquid. Vapor may form explosive mixture with air (at room temperature). A medium-strong base. Reacts violently with oxidizers (chlorates, nitrates, peroxides, permanganates, perchlorates, chlorine, bromine, fluorine, etc.); contact may cause fires or explosions. Keep away from alkaline materials, strong bases, strong acids, oxoacids, epoxides. Piperidine 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.

피페리딘 준비 용품 및 원자재

원자재

준비 용품

ETHYL 2-AMINO-4,5,6,7-TETRAHYDROBENZO[B]THIOPHENE-3-CARBOXYLATE 2-Amino-5-nitropyrimidine 2,4,5-트리메톡시신남산 디펜타 메틸렌 티우람 사황화물 6-BROMO-3-BUTYRYL-2H-CHROMEN-2-ONE RARECHEM AL BI 0736 2-Chloro-6-methyl-3-pyridinecarbonitrile 2-AMINO-4-ETHYL-5-METHYL-THIOPHENE-3-CARBOXYLIC ACID METHYL ESTER 7-HYDROXY-2-OXO-2H-CHROMENE-3-CARBOXYLIC ACID METHYL ESTER 1,2,3,5-TETRAHYDRO-8-THIA-5,7-DIAZA-CYCLOPENTA[A]INDENE-4-ONE 3,4-(메틸렌디옥시)시나믹엑시드, 퍼도미난틀리 트렌스 CLOPERASTINE 3-PYRIDIN-2-YL-PROPIONIC ACID H2SO4 5-METHYL-4-ISOXAZOLESULFONYL CHLORIDE 3-ACETAMIDOCOUMARIN 3-(트리플루오로메톡시)신남산 2-AMINO-6-METHYL-4,5,6,7-TETRAHYDRO-1-BENZOTHIOPHENE-3-CARBOXAMIDE NAPHTHALENE-2,3-DICARBOXALDEHYDE 5,6,7,8-TETRAHYDRO-3H-BENZO[4,5]THIENO[2,3-D]-PYRIMIDIN-4-ONE 3-CYANO-7-METHOXYCOUMARIN 3-(3-AMINOPHENYL)-2H-CHROMEN-2-ONE Benproperine phosphate 4-ETHOXYCINNAMIC ACID 3,5-DIMETHOXYCINNAMIC ACID 염산디페니돌 7-HYDROXY-2-OXO-2H-CHROMENE-3-CARBOXYLIC ACID METHYL ESTER 4-플루오로신나믹 산 염산톨페리존 N-(2-Aminoethyl)piperidine 1-PIPERIDINEPENTANOL 5-BROMO-2-FLUOROCINNAMIC ACID 미녹시딜 시린잘데하이드 6-CHLORO-2-OXO-2H-CHROMENE-3-CARBOXYLIC ACID 2-AMINO-5,6-DIHYDRO-4H-CYCLOPENTA[B]THIOPHENE-3-CARBOXYLIC ACID ETHYL ESTER 3-(4-AMINO-PHENYL)-CHROMEN-2-ONE 4-Hydroxy-3,5-dimethoxycinnamic acid 3-ACETYL-7-HYDROXY-2H-CHROMEN-2-ONE 2-AMINO-5,6-DIHYDRO-4H-CYCLOPENTA[B]THIOPHENE-3-CARBOXYLIC ACID METHYL ESTER 3-(3-METHYL-2-THIENYL)ACRYLIC ACID

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