아디포니트릴

아디포니트릴
아디포니트릴 구조식 이미지
카스 번호:
111-69-3
한글명:
아디포니트릴
동의어(한글):
아디포나이트릴;아디포니트릴;1,4-다이사이아노부탄;1,4-다이사이아노뷰테인;뷰테인, 1,4-다이사이아노-;아디프 산 나이트릴;아디프 산 디나이트릴;아디프산 나이트릴;아디프산 다이나이트릴;안디포나이트릴;테트라메틸 사이아나이드;테트라메틸렌 사이아나이드;헥산디나이트릴;헥산아디프산, 디나이트릴;헥세인다이나이트릴
상품명:
Adiponitrile
동의어(영문):
1,4-DICYANOBUTANE;HEXANEDINITRILE;adiponitril;ADIPONITRILE;adipylnitrile;Adipicdintrile;Adipodinitrile;Hexanedinitril;nitrileadipico;Adipicdinitrile
CBNumber:
CB6388968
분자식:
C6H8N2
포뮬러 무게:
108.14
MOL 파일:
111-69-3.mol
MSDS 파일:
SDS

아디포니트릴 속성

녹는점
1-3 °C (lit.)
끓는 점
295 °C (lit.)
밀도
0.951 g/mL at 25 °C (lit.)
증기 밀도
3.7 (vs air)
증기압
0.01 mm Hg ( 40 °C)
굴절률
n20/D 1.438(lit.)
인화점
163 °C
저장 조건
Store below +30°C.
용해도
50g/L
물리적 상태
액체
Specific Gravity
0.951
색상
무색투명~미황색
폭발한계
7-14%(V)
수용성
90g/L(20℃)
어는점
1℃
BRN
1740005
노출 한도
TLV-TWA 18 mg/m3 (4 ppm) (NIOSH).
Dielectric constant
32.5(Ambient)
CAS 데이터베이스
111-69-3(CAS DataBase Reference)
NIST
Hexanedinitrile(111-69-3)
EPA
Adiponitrile (111-69-3)
안전
  • 위험 및 안전 성명
  • 위험 및 사전주의 사항 (GHS)
위험품 표기 T
위험 카페고리 넘버 25-36/37/38-36/38-23/25
안전지침서 26-36-45-39
유엔번호(UN No.) UN 2205 6.1/PG 3
WGK 독일 1
RTECS 번호 AV2625000
자연 발화 온도 460 °C
TSCA Yes
위험 등급 6.1
포장분류 III
HS 번호 29269090
유해 물질 데이터 111-69-3(Hazardous Substances Data)
독성 LD50 orally in Rabbit: 138 mg/kg LD50 dermal Rabbit 2134 mg/kg
기존화학 물질 KE-00274
그림문자(GHS): GHS hazard pictograms
신호 어: Danger
유해·위험 문구:
암호 유해·위험 문구 위험 등급 범주 신호 어 그림 문자 P- 코드
H301 삼키면 유독함 급성 독성 물질 - 경구 구분 3 위험 GHS hazard pictograms P264, P270, P301+P310, P321, P330,P405, P501
H332 흡입하면 유해함 급성 독성 물질 흡입 구분 4 경고 GHS hazard pictograms P261, P271, P304+P340, P312
예방조치문구:
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.
P301+P310 삼켰다면 즉시 의료기관(의사)의 진찰을 받으시오.
NFPA 704
2
3 1

아디포니트릴 C화학적 특성, 용도, 생산

화학적 성질

Adiponitrile is a combustible, colorless transparent to yellow, oily liquid with a slight bitter taste. Soluble in methanol, ethanol, chloroform. Insoluble in water, cyclohexane, ether, carbon disulfide and carbon tetrachloride. It decomposes on heating to react violently with strong oxidants. Upon burning, the highly toxic hydrogen cyanide is produced.

용도

Adiponitrile is mainly used in the production of hexamethylenediamine for manufacturing nylon 6,6. Lesser uses include that in organic synthesis and in the preparation of adipoguanamine, which is used as an extractant for aromatic hydrocarbons. This chemical is an important intermediate for the manufacture of synthetic fiber.

제조 방법

The main method of industrial production of adiponitrile is the amination of adipic acid. Adipic acid and excess ammonia are reacted in the presence of catalyst phosphoric acid or its salts or esters at a temperature of 270-290°C to generate diammonium adipate, which is then heated and dehydrated to generate crude adiponitrile, The product is obtained by rectification.

생산 방법

Adiponitrile may be prepared by reacting butadiene with hydrogen cyanide, by the electrodimerization of acrylonitrile, by heating adipamide with acetic anhydride in the presence of cobalt or by reacting 1,4-dichlorobutane with sodium cyanide (HSDB 1988). Impurities such as propionitrile, bis (cyanoethyl) ether or acrylonitrile may be present depending on the method of manufacture (Smiley 1981).

일반 설명

Adiponitrile appears as a colorless to light yellow liquid which is fairly soluble and is less dense than water. Contact may irritate skin, eyes and mucous membranes. May be toxic by ingestion, inhalation and skin absorption.

공기와 물의 반응

Insoluble in water.

반응 프로필

1,4-Dicyanobutane is incompatible with strong oxidizers. 1,4-Dicyanobutane is also incompatible with strong acids, strong bases and strong reducing agents. .

건강위험

The acute toxicity of adiponitrile is somewhat lower than that of malononitrile. It is toxic by inhalation and oral routes. Inhalation of its vapors can cause nausea, vomiting, respiratory tract irritation, and dizziness. The symptoms are similar to those of other aliphatic mono- and dinitriles. Similar poisoning effects may be manifested from ingestion of this compound. However, its toxicity is very low from skin absorption.
Short et al. (1990) reported mortality and reduced weight gain in rats within one week after exposed to adiponitrile at 493 mg/m3. However, at an exposure level of 99 mg/m3 for 13 weeks the animals showed the sign of slight anemia but no histopathological evidence of organ toxicity.
LC50 value, inhalation (rats): 1710 mg/m3/ 4 hr
LD50 value, oral (mice): 172 mg/kg
There is no report of its teratogenicity or cancer-causing effects in animals or humans.

화재위험

Combustion products may contain hydrocyanic acid (HCN). Vapor may explode if ignited in an enclosed area. When heated to decomposition, 1,4-Dicyanobutane emits highly toxic fumes. Avoid oxidizing material. Hazardous polymerization may not occur.

공업 용도

Adiponitrile is used in nylon manufacturing, synthetic fiber synthesis, and in the manufacture of rubber accelerators and corrosion inhibitors. It is also used as an extractant for aromatic hydrocarbons (Smiley 1981).

Safety Profile

Poison by inhalation, ingestion, subcutaneous, and intraperitoneal routes. The nitrile group wdl behave as a cyanide when ingested or absorbed in the body. It produces disturbances of the respiration and circulation, irritation of the stomach and intestines, and loss of weight. Its low vapor pressure at room temperature makes exposure to harmful concentrations of its vapors unlikely if handled with Flammable when exposed to heat or flame. When heated to decomposition it emits toxic fumes of CN-. Can react with oxidizing materials. To fight fire, use foam, CO2, dry chemical. See also HYDROCYANIC ACID and NITRILESreasonable care in well-venulated areas.

잠재적 노출

Is used to manufacture corrosion inhibitors, rubber accelerators, and Nylon 66; and in organic synthesis.

환경귀착

The mechanism of adiponitrile’s toxicity relates to its ability to release cyanide both in vitro and in vivo. Cyanide then forms a stable complex with ferric iron in the cytochrome oxidase enzyme. Since this enzyme occupies a central role in the utilization of oxygen in practically all cells, inhibition produces an inhibition of cellular respiration.

신진 대사

Animal studies indicated that the concentrations of thiocyanate in the blood and urine of guinea pigs injected with adiponitrile were proportional to the doses administered. Following administration of adiponitrile, 79% was eliminated as thiocyanate in the urine of guinea pigs (H?rtung 1982). Of the cyanide antidotes, thiosulfate was most effective in protecting against adiponitrile poisoning, and nitrite was less effective. However, on the basis of the ratio between administered adiponitrile dose and quantity of cyanide detected, Ghiringhelli, (1955) concluded that a greater part of the dose was metabolized to cyanide.

운송 방법

UN2205 Adiponitrile, Hazard Class: 6.1; Labels: 6.1-Poisonous materials

Purification Methods

Reflux adiponitrile over P2O5 and POCl3, and fractionally distil it, then fractionate it through an efficient column. The liquid is TOXIC and is an IRRITANT. [Braun & Rudolph Chem Ber 67 1770 1934, Reppe et al. Justus Liebigs Ann Chem 596 127 1955, Gagnon et al. Can J Chem 34 1662 1956, Copley et al. J Am Chem Soc 62 228 1940, Beilstein 2 IV 1947.]

비 호환성

May form explosive mixture with air. Incompatible with oxidizers (chlorates, nitrates, peroxides, permanganates, perchlorates, chlorine, bromine, fluorine, etc.); contact may cause violent reactions: fires or explosions. Keep away from alkaline materials, strong bases, strong acids, oxoacids, epoxides. Also incompatible with strong reducing agents such as hydrideds and active metals. Permissible Exposure Limits in Air

폐기물 처리

Add excess alcoholic KOH. Than evaporate alcohol and add calcium hypochlorite. After 24 hours, flush to sewer with water. Can also be incinerated with afterburner and scrubber to remove nitrogen oxides.

아디포니트릴 준비 용품 및 원자재

원자재

준비 용품


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