시클로헥실아민

시클로헥실아민
시클로헥실아민 구조식 이미지
카스 번호:
108-91-8
한글명:
시클로헥실아민
동의어(한글):
시클로헥실아민;사이클로헥실아민(시클로헥실아민);시클로헥산아민;아미노시클로헥산;헥사하이드로벤젠아민;1-시클로헥실아민;사이클로헥실아민;아미노사이클로헥세인;헥사하이드로아닐린
상품명:
Cyclohexylamine
동의어(영문):
CHA;Cyclohexylamin;AMINOCYCLOHEXANE;HEXAHYDROANILINE;cyclohexaneamine;CHA-60;cha[qr];AURORA KA-7609;CYCLOHEXYLAMINE;hexahydro-anilin
CBNumber:
CB8139274
분자식:
C6H13N
포뮬러 무게:
99.17
MOL 파일:
108-91-8.mol
MSDS 파일:
SDS

시클로헥실아민 속성

녹는점
-17 °C
끓는 점
134 °C(lit.)
밀도
0.867 g/mL at 25 °C(lit.)
증기 밀도
3.42 (vs air)
증기압
10 mm Hg ( 22 °C)
굴절률
n20/D 1.459(lit.)
인화점
90 °F
저장 조건
Store below +30°C.
용해도
유기용매: 혼화성
물리적 상태
액체
산도 계수 (pKa)
10.66(at 24℃)
색상
투명한
수소이온지수(pH)
11.5 (100g/l, H2O, 20℃)
냄새
강한 생선 냄새
폭발한계
1.6-9.4%(V)
수용성
혼용 가능
어는점
-17.7℃
감도
Air Sensitive
Merck
14,2729
BRN
471175
노출 한도
TLV-TWA 10 ppm (~40 mg/m3) (ACGIH).
Dielectric constant
5.3(-21℃)
InChIKey
PAFZNILMFXTMIY-UHFFFAOYSA-N
LogP
3.7 at 25℃
CAS 데이터베이스
108-91-8(CAS DataBase Reference)
NIST
Cyclohexanamine(108-91-8)
EPA
Cyclohexylamine (108-91-8)
안전
  • 위험 및 안전 성명
  • 위험 및 사전주의 사항 (GHS)
위험품 표기 C,T
위험 카페고리 넘버 10-21/22-34-62-24-22
안전지침서 36/37/39-45-1/2-26
유엔번호(UN No.) UN 2357 8/PG 2
WGK 독일 1
RTECS 번호 GX0700000
F 고인화성물질 10-34
자연 발화 온도 559 °F
TSCA Yes
HS 번호 2921 30 10
위험 등급 8
포장분류 II
유해 물질 데이터 108-91-8(Hazardous Substances Data)
독성 LD50 orally in rats: 0.71 ml/kg (Smyth)
기존화학 물질 KE-09215
유해화학물질 필터링 97-1-148
함량 및 규제정보 물질구분: 유독물질; 혼합물(제품)함량정보: 시클로헥실아민 및 이를 25% 이상 함유한 혼합물
그림문자(GHS): GHS hazard pictogramsGHS 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
H226 인화성 액체 및 증기 인화성 액체 구분 3 경고
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
예방조치문구:
P202 모든 안전 조치 문구를 읽고 이해하기 전에는 취급하지 마시오.
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.
NFPA 704
3
3 0

시클로헥실아민 C화학적 특성, 용도, 생산

제품 특징

- 강한 유기 부식성 액체이다.
- 물과 모든 일반적인 유기 용매에 혼합할 수 있다.
- 시클로헥산올, 시클로헥사논, 에멀션화 대리인, 부식방지제, 정전기 방지 대리인, 교질화 대리인 및 석유 첨가제를 만들기 위하여 사용된다.

용도

유기 합성의 중간체, 특히 제초제, 산화 방지제 및 가황 촉진제, 부식 방지제, 인공 감미료 등에 사용됩니다.

포장, 보관 및 운송

용기는 건조하고 통풍이 잘되는 곳에 단단히 밀폐시켜야합니다. 개봉 한 용기는 조심스럽게 다시 봉한 다음 누출을 방지하기 위해 똑바로 세워야합니다. 서늘한 곳에 보관하십시오. 불활성 가스하에 보관하십시오. 이산화탄소에 민감 함 불활성 가스 처리. 습기로부터 보호하십시오. 공기에 민감합니다.

화학적 성질

Cyclohexylamine is a colorless to yellow liquid (amines, primary aromatic). It has an unpleasant fishy odor. Flammable. It is infinitely miscible with water and conventional organic solvents. With water it forms an azeotrope that contains 44.2 % cyclohexylamine and boils at 96.4℃. Cyclohexylamine can be volatilized with water vapor. It can absorb carbon dioxide in the air and form a white crystalline carbonate. Aqueous solution is alkaline. 0.01% concentration of aqueous solution pH = 10.5. Its vapor and air to form an explosive mixture.

용도

Cyclohexylamine is used in the manufacture of a number of products, including plasticizers, drycleaning soaps, insecticides, and emulsifying agents. It is also used as a corrosion inhibitor and in organic synthesis.

정의

ChEBI: Cyclohexylamine is a primary aliphatic amine consisting of cyclohexane carrying an amino substituent. It has a role as a human xenobiotic metabolite and a mouse metabolite. It is a conjugate base of a cyclohexylammonium.

생산 방법

Cyclohexylamine is produced by the reaction of ammonia and cyclohexanol at elevated temperature and pressure in the presence of a silica-alumina catalyst (SRI 1985). It is also prepared by a similar process of catalytic hydrogenation of aniline at elevated temperature and pressure. Fractionation of the product of this reaction yields CHA, aniline, and a high-boiling residue containing n-phenylcyclohexylamine and dicyclohexylamine (Carswell and Morrill 1937). In 1982, U.S. production was 4.54 metric tons and 739.3 metric tons were imported into the U.S. (SRI 1985).

일반 설명

Cyclohexylamine appears as a clear colorless to yellow liquid with an odor of ammonia. Flash point 90 °F. Irritates the eyes and respiratory system. Skin contact may cause burns. Less dense than water. Vapors heavier than air. Toxic oxides of nitrogen produced during combustion.

공기와 물의 반응

Highly flammable. Sensitive to air and light. Soluble in water.

반응 프로필

Cyclohexylamine 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

Cyclohexylamine is a severe irritant to theeyes, skin, and respiratory passage. Skincontact can produce burns and sensitization;contact of the pure liquid or its concentratedsolutions with the eyes may cause loss ofvision.
The acute oral and dermal toxicity ofcyclohexylamine was moderate in test sub jects. The toxic effects include nausea, vom iting, and degenerative changes in the brain,liver, and kidney. Inhalation of its vaporsat high concentrations may cause a narcoticeffect.
LD50 value, oral (rats): 156 mg/kg
LD50 value, skin (rabbits): 277 mg/klg
Cyclohexylamine may be mutagenic, thetest for which has so far given inconclusiveresults. Administration of this compoundin animals produced a reproductive effect,including embryotoxicity and a reductionin male fertility. Intraperitoneal injectionof the amine in rats caused a dose dependent increase in chromosomal breaks.Roberts and coworkers (1989) studied themetabolism and testicular toxicity of cyclohexylamine (a metabolite of cyclamate)in rats and mice. Chronic dietary administration of 400 mg/kg/day for 13 weeksshowed decrease in organ weigh, histological changes, and testicular atrophy in boththe Wistar and dark agouti DA rats, but to awidely varying extent, while mice exhibitedno evidence of testicular damage.
There is no evidence of carcinogenicityin animals or humans caused by cyclohexy lamine.

화재위험

When heated to decomposition, Cyclohexylamine emits highly toxic fumes. Vapor may travel a considerable distance to source of ignition and flash back. Toxic oxides of nitrogen are produced during combustion. Nitric acid; reacts vigorously with oxiding materials. Stable, avoid physical damage, storage with oxidizing material.

공업 용도

The primary use of cyclohexylamine is as a corrosion inhibitor in boiler water treatment and in oil field applications (HSDB 1989). It is also a chemical intermediate for rubber processing chemicals, dyes (acid blue 62, former use), cyclamate artificial sweeteners and herbicides and a processing agent for nylon fiber production (SRI 1985). Windholz et al (1983) reports its use in the manufacture of insecticides, plasticizers, emulsifying agents, dry-cleaning soaps, and acid gas absorbents.

Safety Profile

A poison by ingestion, skin contact, and intraperitoneal routes. Experimental teratogenic and reproductive effects. A severe human skin irritant. Can cause dermatitis and convulsions. Human mutation data reported. Questionable carcinogen. Flammable liquid. Dangerous fire hazard when exposed to heat, flame, or oxidizers. To fight fire, use alcohol foam, CO2, dry chemical. When heated to decomposition it emits toxic fumes of NOx.

Synthesis

Prepared by catalytic hydrogenation of aniline at elevated temp and pressures. Fractionation of crude reaction product yields cyclohexylamine, unchanged aniline, and high-boiling residue containing n-phenylcyclohexylamine (cyclohexylaniline) and dicyclohexylamine.

잠재적 노출

CHA is used in making dyes, chemi- cals, dry cleaning chemicals; insecticides, plasticizers, rub- ber chemicals; and as a chemical intermediate in the production of cyclamate sweeteners. Used in water treat- ment and as a boiler feedwater additive. It is also used in rubber production to retard degradation.

Carcinogenicity

According to the International Agency for Research of Cancer (IARC) working group, there is no evidence that cyclohexylamine is teratogenic or carcinogenic.

저장

Cyclohexylamine can be stored and shipped in iron tanks. Nonferrous metals, particularly copper-containing materials, are attacked and are therefore unsuitable. The amine discolors on contact with air and therefore must be kept under nitrogen.

운송 방법

UN2357 Cyclohexylamine, Hazard class: 8; Labels: 8-Corrosive material, 3-Flammable liquid.

Purification Methods

Dry the amine with CaCl2 or LiAlH4, then distil it from BaO, KOH or Na, under N2. Also purify it by conversion to the hydrochloride (which is crystallised several times from water), then liberation of the amine with alkali and fractional distillation under N2. The hydrochloride has m 205-207o (dioxane/EtOH). [Lycan et al. Org Synth Coll Vol II 319 1943, Beilstein 12 III 10, 12 IV 8.]

비 호환성

May form explosive mixture with air. Cyclohexylamine is a strong base: it reacts violently with acid. Contact with strong oxidizers may cause fire and explosion hazard. Incompatible with organic anhydrides; isocyanates, vinyl acetate; acrylates, substituted allyls; alkylene oxides; epichlorohydrin, ketones, aldehydes, alco- hols, glycols, phenols, cresols, caprolactum solution; lead. Corrosive to copper alloys, zinc, or galvanized steel.

폐기물 처리

Incineration; incinerator equipped with a scrubber or thermal unit to reduce nitrogen oxides emissions.

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