氰乙酸乙酯

氰乙酸乙酯用途

【用途一】
用作医药中间体，用于咖啡因和维生素B，也用于彩色胶片的油溶性成色剂和502胶粘剂的原料
【用途二】
氰乙酸乙酯是制备丙二酸二乙酯的中间体，由此可以制备2-氨基-4，6-二甲氧基嘧啶作为磺酰脲类除草剂的中间体，也是杀虫剂氟虫腈的中间体，还可以作医药维生素B的中间体。
【用途三】
该品是医药、染料等精细化工产品的中间体，用于合成酯类、酰胺类、酸类、腈类化合物。日本主要用作氰基丙烯酸酯类快干胶的中间体，用于汽车零件、家用电器组装件的粘接，另外还用于维生素B6、合成染料等领域。氰乙酸乙酯与甲氧基乙酰丙酮及氨水环合可制得5-氰基-6-羟基-4-甲氧甲基-2-甲基吡啶。经硝化、氯化、催化加氢可得3-氨基-5-氨甲基-4-甲氧甲基-2-甲基吡啶。再进一步重氮化、水解、成盐可得微生素B6。
【用途四】
用于有机合成，制药工业，染料工业。

氰乙酸乙酯名称

[ CAS 号 ]:
105-56-6

[ 中文名 ]:
氰乙酸乙酯

[ 英文名 ]:
Ethyl cyanoacetate

[中文别名 ]:

乙基氰乙酸酯

[英文别名 ]:

ethyl 2-cyanoacetate
Cyano-acetic acid ethyl ester
Ethyl cyanoacetate
Cyanoacetic acid ethyl ester
UNII:X9N006U0F8
EINECS 203-309-0
Acetic acid, 2-cyano-, ethyl ester
ethyl cyanoethanoate
MFCD00001940
ethyl α-cyanoacetate

氰乙酸乙酯物理化学性质

[ 密度 ]:
1.0±0.1 g/cm3

[ 沸点 ]:
203.6±8.0 °C at 760 mmHg

[ 熔点 ]:
-22 °C

[ 分子式 ]:
C₅H₇NO₂

[ 分子量 ]:
113.115

[ 闪点 ]:
110 ºC

[ 精确质量 ]:
113.047676

[ PSA ]:
50.09000

[ LogP ]:
0.06

[ 外观性状 ]:
透明至非常黄色液体

[ 蒸汽密度 ]:
3.9 (vs air)

[ 蒸汽压 ]:
0.3±0.4 mmHg at 25°C

[ 折射率 ]:
1.413

[ 储存条件 ]:
库房通风低温干燥,与食品、氧化剂、酸类分开储运

[ 水溶解性 ]:
20 g/L (20 ºC)

氰乙酸乙酯MSDS

详细MSDS(安全技术说明书)

氰乙酸乙酯毒性和生态

CHEMICAL IDENTIFICATION

RTECS NUMBER :: AG4110000

CHEMICAL NAME :: Acetic acid, cyano-, ethyl ester

CAS REGISTRY NUMBER :: 105-56-6

BEILSTEIN REFERENCE NO. :: 0605871

LAST UPDATED :: 199710

DATA ITEMS CITED :: 9

MOLECULAR FORMULA :: C5-H7-N-O2

MOLECULAR WEIGHT :: 113.13

WISWESSER LINE NOTATION :: NC1VO2

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LDLo - Lowest published lethal dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 400 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: 85JCAE "Prehled Prumyslove Toxikologie; Organicke Latky," Marhold, J., Prague, Czechoslovakia, Avicenum, 1986 Volume(issue)/page/year: -,921,1986

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 500 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: NTIS** National Technical Information Service. (Springfield, VA 22161) Formerly U.S. Clearinghouse for Scientific & Technical Information. Volume(issue)/page/year: AD277-689

TYPE OF TEST :: LDLo - Lowest published lethal dose

ROUTE OF EXPOSURE :: Subcutaneous

SPECIES OBSERVED :: Rodent - rabbit

DOSE/DURATION :: 1410 mg/kg

TOXIC EFFECTS :: Peripheral Nerve and Sensation - spastic paralysis with or without sensory change Lungs, Thorax, or Respiration - respiratory stimulation

REFERENCE :: AIPTAK Archives Internationales de Pharmacodynamie et de Therapie. (Heymans Institute of Pharmacology, De Pintelaan 185, B-9000 Ghent, Belgium) V.4- 1898- Volume(issue)/page/year: 5,161,1899

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Subcutaneous

SPECIES OBSERVED :: Rodent - guinea pig

DOSE/DURATION :: 1115 mg/kg

TOXIC EFFECTS :: Behavioral - tremor Behavioral - muscle contraction or spasticity Gastrointestinal - nausea or vomiting

REFERENCE :: MELAAD Medicina del Lavoro. Industrial Medicine. (Via S. Barnaba, 8, 20122 Milan, Italy) V.16- 1925- Volume(issue)/page/year: 47,192,1956

TYPE OF TEST :: LDLo - Lowest published lethal dose

ROUTE OF EXPOSURE :: Subcutaneous

SPECIES OBSERVED :: Amphibian - frog

DOSE/DURATION :: 4200 mg/kg

TOXIC EFFECTS :: Peripheral Nerve and Sensation - spastic paralysis with or without sensory change Behavioral - tremor Lungs, Thorax, or Respiration - dyspnea

REFERENCE :: AIPTAK Archives Internationales de Pharmacodynamie et de Therapie. (Heymans Institute of Pharmacology, De Pintelaan 185, B-9000 Ghent, Belgium) V.4- 1898- Volume(issue)/page/year: 5,161,1899 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOHS - National Occupational Hazard Survey (1974) NOHS Hazard Code - 83848 No. of Facilities: 21 (estimated) No. of Industries: 1 No. of Occupations: 2 No. of Employees: 62 (estimated) NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - 83848 No. of Facilities: 17 (estimated) No. of Industries: 1 No. of Occupations: 1 No. of Employees: 425 (estimated) No. of Female Employees: 17 (estimated)

氰乙酸乙酯安全信息

[ 符号 ]:

GHS07

[ 信号词 ]:
Warning

[ 危害声明 ]:
H302-H312-H332

[ 警示性声明 ]:
P280

[ 个人防护装备 ]:
Eyeshields;Faceshields;full-face respirator (US);Gloves;multi-purpose combination respirator cartridge (US);type ABEK (EN14387) respirator filter

[ 危害码 (欧洲) ]:
Xi:Irritant

[ 风险声明 (欧洲) ]:
R36/38

[ 安全声明 (欧洲) ]:
S36/37-S37/39-S26

[ 危险品运输编码 ]:
3276

[ WGK德国 ]:
1

[ RTECS号 ]:
AG4110000

[ 危险类别 ]:
6.1

[ 海关编码 ]:
2926909090

氰乙酸乙酯合成路线

详细合成路线

氰乙酸乙酯上下游产品

氰乙酸乙酯上游产品

氰乙酸乙酯下游产品

氰乙酸乙酯制备

由氯乙酸和乙醇酯化生成氯乙酸乙酯，然后与氰化钠进行反应而制得。也可由氰乙酸与乙醇直接酯化而得。

工艺流程：1.氯乙酸酯化氰化法将氯乙酸和乙醇进行酯化反应，生成氯乙酸乙酯，经精制后的氯乙酸乙酯与氰化钠进行氰化反应，制得氰乙酸乙酯粗品，然后进行过滤，经常压蒸馏、减压精馏即得精品氰乙酸乙酯。

2.氯乙酸氰化酯化法将氯乙酸用纯碱中和生成氯乙酸钠，再与氰化钠作用制得氰乙酸钠，然后用盐酸酸化得到氰乙酸，最后与乙醇酯化得到氰乙酸乙酯，经过滤、常压蒸馏、减压精馏得成品。

精制方法：用碳酸钾或无水硫酸钠干燥后分馏。

氰乙酸乙酯海关

[ 海关编码 ]: 2926909090

[ 中文概述 ]:
2926909090 其他腈基化合物. 增值税率:17.0% 退税率:9.0% 监管条件:无最惠国关税:6.5% 普通关税:30.0%

[ 申报要素 ]: 品名, 成分含量, 用途

[ Summary ]:
HS:2926909090 other nitrile-function compounds VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:6.5% General tariff:30.0%

氰乙酸乙酯文献

Self-assembled hybrid metal oxide base catalysts prepared by simply mixing with organic modifiers.

Nat. Commun. 6 , 8580, (2015)

Multidentate materials formed by simply mixing heterogeneous and homogeneous components are promising for construction of versatile active sites on the surface of heterogeneous compounds, however, to ...

Intramolecular Hydrogen Bonding and Linear Pentapyrrole Conformation.

Monatsh. Chem 145(7) , 1117-1135, (2014)

Three new linear pentapyrrole rubinoid analogs: 2,3,7,8,17,18,22,23-octamethyl-12,13-bis-(2-carboxyethyl)-1,10,15,24,25,27,28,29-octahydro-27H-pentapyrrin-1,24-dione and 2,3,8,12,13,17,22,23-octamethy...

Microwave-assisted and efficient solvent-free knoevenagel condensation. A sustainable protocol using porous calcium hydroxyapatite as catalyst.

Molecules 15(2) , 813-23, (2010)

A sustainable Knoevenagel condensation of a series of aldehydes with malononitrile and ethyl cyanoacetate is described. The process is based on the combination of microwave activation and hydroxyapati...

更多文献