重氮乙酸乙酯

重氮乙酸乙酯用途

Diazoacetic ester is also known as Ethyl Diazoacetate. Ethyl Diazoacetate is used in the synthesis of Arteludovicinolide A as well as pyrimidoazepine analogs as seritonin 5-HT2A/C receptor ligands for treatment of obesity. This compound contains solvent for added stability.

重氮乙酸乙酯名称

[ CAS 号 ]:
623-73-4

[ 中文名 ]:
重氮乙酸乙酯

[ 英文名 ]:
EDA

[中文别名 ]:

重氮醋酸乙酯

[英文别名 ]:

Ethyl Diazoethanoate
EINECS 210-810-8
Diazoacetic acid ethyl ester
(E)-2-diazonio-1-ethoxyethenolate
EDA
MFCD00001989
Diazoacetic Ester
Acetic acid, 2-diazo-, ethyl ester
Ethyl diazoacetate

重氮乙酸乙酯物理化学性质

[ 密度 ]:
1.085 g/mL at 25 °C(lit.)

[ 沸点 ]:
140-141 °C720 mm Hg(lit.)

[ 熔点 ]:
−22 °C(lit.)

[ 分子式 ]:
C₄H₆N₂O₂

[ 分子量 ]:
114.103

[ 闪点 ]:
115 °F

[ 精确质量 ]:
114.042931

[ PSA ]:
63.69000

[ LogP ]:
-0.57

[ 外观性状 ]:
无色液体

[ 折射率 ]:
n20/D 1.46(lit.)

[ 储存条件 ]:
库房通风低温干燥,与氧化剂、酸类分开存放

重氮乙酸乙酯MSDS

详细MSDS(安全技术说明书)

重氮乙酸乙酯毒性和生态

CHEMICAL IDENTIFICATION

RTECS NUMBER :: AG5775000

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

CAS REGISTRY NUMBER :: 623-73-4

LAST UPDATED :: 199106

DATA ITEMS CITED :: 13

MOLECULAR FORMULA :: C4-H6-N2-O2

MOLECULAR WEIGHT :: 114.12

WISWESSER LINE NOTATION :: NNU1VO2

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

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

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 :: XENOBH Xenobiotica. (Taylor & Francis Ltd., 4 John St., London WC1N 2ET, UK) V.1- 1971- Volume(issue)/page/year: 3,271,1973

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

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 280 mg/kg

TOXIC EFFECTS :: Behavioral - somnolence (general depressed activity) Lungs, Thorax, or Respiration - dyspnea Lungs, Thorax, or Respiration - cyanosis

REFERENCE :: PSEBAA Proceedings of the Society for Experimental Biology and Medicine. (Academic Press, Inc., 1 E. First St., Duluth, MN 55802) V.1- 1903/04- Volume(issue)/page/year: 135,219,1970 ** TUMORIGENIC DATA **

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 2025 mg/kg/81W-I

TOXIC EFFECTS :: Tumorigenic - equivocal tumorigenic agent by RTECS criteria Gastrointestinal - tumors

REFERENCE :: XENOBH Xenobiotica. (Taylor & Francis Ltd., 4 John St., London WC1N 2ET, UK) V.1- 1971- Volume(issue)/page/year: 3,271,1973

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Administration onto the skin

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 4167 mg/kg/48W-I

TOXIC EFFECTS :: Tumorigenic - Carcinogenic by RTECS criteria Skin and Appendages - tumors

REFERENCE :: ARGEAR Archiv fuer Geschwulstforschung. (VEB Verlag Volk und Gesundheit Neue Gruenstr. 18, Berlin DDR-1020, Ger. Dem. Rep.) V.1- 1949- Volume(issue)/page/year: 55,117,1985

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 30 mg/kg/30W-I

TOXIC EFFECTS :: Tumorigenic - Carcinogenic by RTECS criteria Skin and Appendages - tumors

REFERENCE :: ARGEAR Archiv fuer Geschwulstforschung. (VEB Verlag Volk und Gesundheit Neue Gruenstr. 18, Berlin DDR-1020, Ger. Dem. Rep.) V.1- 1949- Volume(issue)/page/year: 55,117,1985

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 75 mg/kg/30W-I

TOXIC EFFECTS :: Tumorigenic - Carcinogenic by RTECS criteria Skin and Appendages - tumors

REFERENCE :: ARGEAR Archiv fuer Geschwulstforschung. (VEB Verlag Volk und Gesundheit Neue Gruenstr. 18, Berlin DDR-1020, Ger. Dem. Rep.) V.1- 1949- Volume(issue)/page/year: 55,117,1985

TYPE OF TEST :: TD - Toxic dose (other than lowest)

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 1330 mg/kg/53W-I

TOXIC EFFECTS :: Tumorigenic - equivocal tumorigenic agent by RTECS criteria Lungs, Thorax, or Respiration - tumors Skin and Appendages - tumors

REFERENCE :: BTPGAZ Beitraege zur Pathologie. (Stuttgart, Fed. Rep. Ger.) V.141-161, 1970-77. For publisher information, see PARPDS. Volume(issue)/page/year: 146,33,1972

TYPE OF TEST :: TD - Toxic dose (other than lowest)

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 2400 mg/kg/68W-C

TOXIC EFFECTS :: Tumorigenic - equivocal tumorigenic agent by RTECS criteria Gastrointestinal - tumors

REFERENCE :: NATWAY Naturwissenschaften. (Springer-Verlag, Heidelberger Platz 3, D-1000 Berlin 33, Fed. Rep. Ger.) V.1- 1913- Volume(issue)/page/year: 50,99,1963

TYPE OF TEST :: TD - Toxic dose (other than lowest)

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 2850 mg/kg/57W-I

TOXIC EFFECTS :: Tumorigenic - equivocal tumorigenic agent by RTECS criteria Skin and Appendages - tumors

REFERENCE :: XENOBH Xenobiotica. (Taylor & Francis Ltd., 4 John St., London WC1N 2ET, UK) V.1- 1971- Volume(issue)/page/year: 3,271,1973

TYPE OF TEST :: TD - Toxic dose (other than lowest)

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 1000 mg/kg/40W-I

TOXIC EFFECTS :: Tumorigenic - equivocal tumorigenic agent by RTECS criteria Lungs, Thorax, or Respiration - tumors Skin and Appendages - tumors

REFERENCE :: PSEBAA Proceedings of the Society for Experimental Biology and Medicine. (Academic Press, Inc., 1 E. First St., Duluth, MN 55802) V.1- 1903/04- Volume(issue)/page/year: 135,219,1970

TYPE OF TEST :: TD - Toxic dose (other than lowest)

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 2150 mg/kg/86W-I

TOXIC EFFECTS :: Tumorigenic - equivocal tumorigenic agent by RTECS criteria Skin and Appendages - tumors

REFERENCE :: ADRCAC Annali Italiani di Dermatologia Clinica e Sperimentale. (Clinica Dermosifilopatica Universita degli Studi, Policlinica Monteluce, 06100 Perugia, Italy) V.16- 1962- Volume(issue)/page/year: 19,51,1965

TYPE OF TEST :: TD - Toxic dose (other than lowest)

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 4300 mg/kg/86W-I

TOXIC EFFECTS :: Tumorigenic - equivocal tumorigenic agent by RTECS criteria Skin and Appendages - tumors

REFERENCE :: ADRCAC Annali Italiani di Dermatologia Clinica e Sperimentale. (Clinica Dermosifilopatica Universita degli Studi, Policlinica Monteluce, 06100 Perugia, Italy) V.16- 1962- Volume(issue)/page/year: 19,51,1965

TYPE OF TEST :: TD - Toxic dose (other than lowest)

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 100 mg/kg

TOXIC EFFECTS :: Tumorigenic - Carcinogenic by RTECS criteria Skin and Appendages - tumors

REFERENCE :: CRNGDP Carcinogenesis (London). (Oxford Univ. Press, Pinkhill House, Southfield Road, Eynsham, Oxford OX8 1JJ, UK) V.1- 1980- Volume(issue)/page/year: 3,785,1982

重氮乙酸乙酯安全信息

[ 符号 ]:

GHS02, GHS07, GHS08

[ 信号词 ]:
Warning

[ 危害声明 ]:
H226-H242-H302-H351

[ 警示性声明 ]:
P281

[ 危害码 (欧洲) ]:
Xn:Harmful;

[ 风险声明 (欧洲) ]:
R5;R10;R22;R40

[ 安全声明 (欧洲) ]:
36/37

[ 危险品运输编码 ]:
UN 1993 3/PG 3

[ WGK德国 ]:
3

[ RTECS号 ]:
AG5775000

[ 包装等级 ]:
III

[ 危险类别 ]:
3.2

[ 海关编码 ]:
2927000090

重氮乙酸乙酯合成路线

详细合成路线

重氮乙酸乙酯上下游产品

重氮乙酸乙酯上游产品

重氮乙酸乙酯下游产品

重氮乙酸乙酯制备

1.实验室以甘氨酸乙酯盐酸盐为原料，在5%的H₂SO₄溶液中与NaNO₂作用来制备。

2.注意！全部操作应在良好通风橱内进行，操作务必注意。制备后要及早应用，不能放置。
在装有搅拌器、滴液漏斗、温度计和氮气导入管的四颈瓶中加入140克(1摩尔)氨基乙酸乙醋盐酸盐溶于250毫升水的溶浪和600毫升二氯甲烷(注)，冷至一5℃，通氮气，搅拌下加入冰冷的83克(1.2摩尔)亚硝酸钠溶于250毫升水的溶液.温度降至一9℃，滴入95克5%(重i-}比)的硫酸，约3分钟.采用一23℃的冷浴时反应温度最高升至一1℃.10分钟内不再放热时反应即告结束。反应混合物转入用冰冷却的分液漏斗，将黄一绿色二氯甲烷层侧入1升冷却的5%碳酸氢钠溶液中，水层用75毫升二氯甲烷萃取.二氯甲烷和碳酸氛钠溶液重行转入分液漏斗，振摇至试纸不显微酸性.分出有机层，转入干燥分液漏斗，加入15克粒状无水硫酸钠振摇5分钟，过滤，经减压分馏除尽溶剂(室温，300mm，最后可达35，20mm 得到90-100克黄色油状物的重氮乙酸乙醋，产率79一88%。对于一般的合成工作，产品纯度已符合要求

重氮乙酸乙酯海关

[ 海关编码 ]: 2927000090

[ 中文概述 ]:
2927000090 其他重氮化合物、偶氮化合物等（包括氧化偶氮化合物）. 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 ]:
2927000090 other diazo-, azo- or azoxy-compounds。Supervision conditions:None。VAT:17.0%。Tax rebate rate:9.0%。MFN tariff:6.5%。General tariff:30.0%

重氮乙酸乙酯文献

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Heterogeneous dirhodium(II) catalysts based on environmentally benign and biocompatible cellulose nanocrystals (CNC-Rh2) as support material were obtained by ligand exchange between carboxyl groups on...

Silver-catalyzed vinylogous fluorination of vinyl diazoacetates.

Org. Lett. 15(24) , 6152-4, (2013)

A silver-catalyzed vinylogous fluorination of vinyl diazoacetates to generate γ-fluoro-α,β-unsaturated carbonyls is presented. Application of this method to the fluorination of farnesol and steroid de...

An efficient and convenient synthesis of ethyl 1-(4-methoxyphenyl)-5-phenyl-1H-1,2,3-triazole-4-carboxylate.

Chem. Asian J. 5(2) , 328-33, (2010)

The "click chemistry" of using organic azides and terminal alkynes is arguably the most efficient and straightforward route to the synthesis of 1,2,3-triazoles. In this paper, an alternative and direc...

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