Ethyleneimine (剧毒品，不能销售)氮丙啶

CAS 151-56-4 MFCD00039669

化学结构图

151-56-4
SMILES: C1CN1

化学属性

Mol. FormulaC2H5N
Mol. Weight43.07
Flash Point-11 ºC
Melting Point-78 ºC
Boiling Point56 ºC
SolubilityMISCIBLE
Density0,83 g/cm3

别名和识别编码

Chemical NameEthyleneimine
Synonym 1,2-Ethylenamin 1-氮杂环丙烷 1H-Azirine, dihydro- AZIRIDINE Aethylenimin Aminoethylene Azacyclopropane Aziran Azirane Aziridin Aziridine {Chemicalbook} Ethirydine Ethyleenimine Ethylene imine Ethyleneimine Ethylenimine Etilenimina Fast MEG Perhydroazirine Q 043 Q 043 (amine) RCRA waste number P054 Soluol XC 100 {} {Chemicalbook} ETHYLENIMINE {} {} { {} {} {Chemicalbook} ETHYLENEIMINE {} {} {} {Chemicalbook} ENT-50324 {} {} {} {} {Chemicalbook} EI {} {} {} {} {} {uni_hamburg} Dimethylenimine {} {} {} {} {} {} {Chemicalbook} Dimethyleneimine {} {} {} {} {} {} {} {uni_hamburg} Dihydroazirine {} {} {} {} {} {} {} {} { {} {} {} {} {} {} {} {}
EC Number205-793-9
CAS Number151-56-4
MDL NumberMFCD00039669
Chemical Name Translation(剧毒品，不能销售)氮丙啶
Wiswesser Line NotationT3MTJ
Beilstein Registry Number0102380
PubChem Substance ID9033
InChIInChI=1S/C2H5N/c1-2-3-1/h3H,1-2H2
Canonical SMILESC1CN1
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分类

  • {Chemicalbook} 农药中间体: 杀虫剂中间体: 氨基甲酸酯类杀虫剂
  • {uni_hamburg} no charge; nitrogen heterocycle; alicycle; 3ring; 1fragment

相关文献及参考

  • Short: II/22b Title: Theoretical Structures of Molecules: Small Rings Author: Hampel, F. Editor: von Ragué Schleyer, P. Source: Landolt-Börnstein, New Series Volume: II/22b Year: 1994 ISBN: 3-540-56332-6 ISBN: 978-3-540-56332-7 Internet Resource: DOI:10.1007/b48044 RefComment: VIII, 160 pages. Hardcover Abstract: Volume II/22 presents computed geometries. Quantum chemical computations provide an excellent alternative to experimental methods for the determination of accurate structures of polyatomic molecules. The objective is not to duplicate, but rather to complement the existing literature. An advantage of computational chemistry over experimental methods is the possi-bility to obtain reliable geometries of molecules, even of important systems, which are difficult to synthesize, isolate, and to study experimentally.
  • Short: II/25B Title: Structure Data Of Free Polyatomic Molecules: Molecules containing One or Two Carbon Atoms Author: Graner, G.; Hirota, E.; Iijima, T.; Kuchitsu, K.; Ramsay, D.A.; Vogt, J.; Vogt, N. Editor: Kuchitsu, K. Source: Landolt-Börnstein, New Series Volume: II/25B Year: 1999 Keyword: Free Polyatomic Molecules; Carbon Atoms; Molecules ISBN: 3-540-63645-5 ISBN: 978-3-540-63645-8 Internet Resource: DOI:10.1007/b68834 RefComment: IX, 512 pages. Hardcover Abstract: Volume II/25 is a supplemented and revised edition of the preceding volumes II/7, II/15, II/21 and II/23 containing up to date information on inorganic and organic polyatomic molecules. All experimental methods for the determination of quantitative structural data of free molecules have been considered: microwave, infrared, Raman, electronic and photoelectron spectroscopy as well as electron diffraction. The data obtained by these methods have been critically evaluated and compiled. They are presented separately for each molecule, together with a schematic figure of the structure and the original literature.
  • Short: II/27C Title: Diamagnetic

安全信息

Hazard Codes F;T F;T,T,F,N,T+
UN Number 1185
Packing GroupI
Hazard Class6.1(a)
Safety Statements
  • S45 In case of accident or if you feel unwell seek medical advice immediately (show the label where possible) 发生事故时或感觉不适时，立即求医（可能时出示标签）；
  • S53 Avoid exposure - obtain special instructions before use 避免接触，使用前获得特别指示说明；
  • S61 Avoid release to the environment. Refer to special instructions/safety data sheet 避免释放到环境中，参考特别指示/安全收据说明书；
Risk Statements
  • R26/27/28 Very toxic by inhalation, in contact with skin and if swallowed 吸入，皮肤接触及吞食都有剧毒
  • R11 Highly flammable 非常易燃
  • R45 May cause cancer 可能致癌
  • R46 May cause inheritable genetic damage 可能引起遗传基因损害
  • R51/53
  • R34 Causes burns 会导致灼伤
Restrict 剧毒化学品
Warnings 危化品目录(2015) 危险化学品 
TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Subcutaneous
SPECIES OBSERVED        : Rodent - rat
DOSE/DURATION           : 20 mg/kg/67D-I
TOXIC EFFECTS :
   Tumorigenic - neoplastic by RTECS criteria
   Tumorigenic - tumors at site of application
REFERENCE :
   BJPCAL British Journal of Pharmacology and Chemotherapy.  (London, UK)
   V.1-33, 1946-68.  For publisher information, see BJPCBM.
   Volume(issue)/page/year: 9,306,1954

TYPE OF TEST            : TD - Toxic dose (other than lowest)
ROUTE OF EXPOSURE       : Subcutaneous
SPECIES OBSERVED        : Rodent - rat
DOSE/DURATION           : 10 mg/kg/8W-I
TOXIC EFFECTS :
   Tumorigenic - equivocal tumorigenic agent by RTECS criteria
   Tumorigenic - tumors at site of application
REFERENCE :
   BJPCAL British Journal of Pharmacology and Chemotherapy.  (London, UK)
   V.1-33, 1946-68.  For publisher information, see BJPCBM.
   Volume(issue)/page/year: 9,306,1954

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 235 mg/kg/76W-C
TOXIC EFFECTS :
   Tumorigenic - Carcinogenic by RTECS criteria
   Lungs, Thorax, or Respiration - tumors
   Liver - tumors
REFERENCE :
   JNCIAM Journal of the National Cancer Institute.  (Washington, DC)  V.1-60,
   1940-78.  For publisher information, see JJIND8.  Volume(issue)/page/year:
   42,1101,1969

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 6500 ug/kg/5D-I
TOXIC EFFECTS :
   Tumorigenic - Carcinogenic by RTECS criteria
   Liver - tumors
REFERENCE :
   VOONAW Voprosy Onkologii.  Problems of Oncology.  For English translation,
   see PONCAU. (V/O Mezhdunarodnaya Kniga, 113095 Moscow, USSR)  V.1-10,
   1928-37; V.1-    1955-  Volume(i

RTECSKX5075000 
TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Intraperitoneal
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 4 mg/kg
TOXIC EFFECTS :
   Kidney, Ureter, Bladder - urine volume increased
REFERENCE :
   BJPCAL British Journal of Pharmacology and Chemotherapy.  (London, UK)
   V.1-33, 1946-68.  For publisher information, see BJPCBM.
   Volume(issue)/page/year: 25,223,1965

TYPE OF TEST            : LCLo - Lowest published lethal concentration
ROUTE OF EXPOSURE       : Inhalation
SPECIES OBSERVED        : Rodent - rabbit
DOSE/DURATION           : 100 mg/m3/2H
TOXIC EFFECTS :
   Brain and Coverings - other degenerative changes
   Lungs, Thorax, or Respiration - other changes
   Blood - other changes
REFERENCE :
   TPKVAL Toksikologiya Novykh Promyshlennykh Khimicheskikh Veshchestv.
   Toxicology of New Industrial Chemical Substances.  For English translation,
   see TNICS*.  (Izdatel'stvo Meditsina, Moscow, USSR)  No.1-    1961-
   Volume(issue)/page/year: 8,41,1966

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - rat
DOSE/DURATION           : 15 mg/kg
TOXIC EFFECTS :
   Behavioral - general anesthetic
   Gastrointestinal - other changes
   Kidney, Ureter, Bladder - other changes
REFERENCE :
   JIHTAB Journal of Industrial Hygiene and Toxicology.  (Cambridge, MA)
   V.18-31, 1936-49.  For publisher information, see AEHLAU.
   Volume(issue)/page/year: 23,259,1941

TYPE OF TEST            : LCLo - Lowest published lethal concentration
ROUTE OF EXPOSURE       : Inhalation
SPECIES OBSERVED        : Rodent - guinea pig
DOSE/DURATION           : 25 ppm/8H
TOXIC EFFECTS :
   Lungs, Thorax, or Respiration - chronic pulmonary edema
   Lungs, Thorax, or Respiration - dyspnea
   Kidney, Ureter, Bladder - changes in tubules (including acute renal failure,

TYPE OF TEST            : Mutation in microorganisms
TEST SYSTEM             : Bacteria - Bacillus subtilis
DOSE/DURATION           : 19300 nmol/L
REFERENCE :
   JACBBD Journal of Applied Chemistry and Biotechnology.  (London, UK)
   V.21-28, 1971-78.  Volume(issue)/page/year: 25,73,1975

TYPE OF TEST            : Cytogenetic analysis
TEST SYSTEM             : Human Lymphocyte
DOSE/DURATION           : 1 umol/L/1H
REFERENCE :
   ARTODN Archives of Toxicology.  (Springer-Verlag, Heidelberger Pl. 3, D-1000
   Berlin 33, Fed. Rep. Ger.)  V.32-    1974-  Volume(issue)/page/year:
   46,61,1980

TYPE OF TEST            : Mutation in

TYPE OF TEST            : Cytogenetic analysis
TEST SYSTEM             : Human Leukocyte
DOSE/DURATION           : 10 umol/L/1H
REFERENCE :
   22XWAN "Chemical Mutagenesis in Mammals and Man," Vog

TYPE OF TEST            : DNA inhibition
ROUTE OF EXPOSURE       : Intravaginal
TEST SYSTEM             : Rodent - mouse
DOSE/DURATION           : 1 pph
REFERENCE :
   JIDEAE Journal of Investigative Dermatology.  (Williams & Wilkins Co., 428
   E. Preston St., Baltimore, MD 21202)  V.1-    1938- Volume(issue)/page/year:
   62,378,1974

TYPE OF TEST            : Cytogenetic analysis

TYPE OF TEST            : Mutation in microorganisms
TEST SYSTEM             : Microorganism - not otherwise specified
DOSE/DURATION           : 500 mg/L
REFERENCE :
   AMBBBR Acta Microbiologica Polonica, Series B: Microbiologica Applicata.
   (Warsaw, Poland)  V.1-7, 1969-75.  For publisher information, see AMPOAX.
   Volume(issue)/page/year: 6,15,1974

TYPE OF TEST            : Cytogenetic analysis
TEST SYSTEM             : Human Lung
DOSE/DURATION           : 10 umol/L
REFERENCE :
   MUREAV Mutation Research.  (Elsevier Science Pub. B.V., POB 211, 1000 AE
   Amsterdam, Netherlands) V.1-    1964-  Volume(issue)/page/year: 4,83,1967

TYPE OF TEST            : TCLo - Lowest published toxic concentration
ROUTE OF EXPOSURE       : Inhalation
SPECIES OBSERVED        : Rodent - rat
DOSE                    : 800 ug/m3/24H
SEX/DURATION            : male 1 day(s) pre-mating
TOXIC EFFECTS :
   Reproductive - Paternal Effects - testes, epididymis, sperm duct
REFERENCE :
   TPKVAL Toksikologiya Novykh Promyshlennykh Khimicheskikh Veshchestv.
   Toxicology of New Industrial Chemical Substances.  For English translation,
   see TNICS*.  (Izdatel'stvo Meditsina, Moscow, USSR)  No.1-    1961-
   Volum

TYPE OF TEST            : TCLo - Lowest published toxic concentration
ROUTE OF EXPOSURE       : Inhalation
SPECIES OBSERVED        : Rodent - rat
DOSE                    : 700 ug/m3
SEX/DURATION            : male 17 week(s) pre-mating
TOXIC EFFECTS :
   Reproductive - Effects on Newborn - growth statistics (e.g.%, reduced weight
   gain)
   Reproductive - Effects on Newborn - delayed effects
REFERENCE :
   TPKVAL Toksikologiya Novykh Promyshlennykh Khimicheskikh Veshchestv.
   Toxicology of New Industrial Chemical Substances.  For English translation,
   see TNICS*.  (Izdatel'stvo Meditsina, Moscow, USSR)  No.1-    1961-
   Volume(issue)/page/year: 9,59,1967

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Subcutaneous
SPECIES OBSERVED        : Rodent - mouse
DOSE                    : 41760 ug/kg
SEX/DURATION            : female 6-14 day(s) after conception
TOXIC EFFECTS :
   Reproductive - Specific Developmental Abnormalities - Central Nervous System
   Reproductive - Specific Developmental Abnormalities - eye/ear
   Reproductive - Specific Developmental Abnormalities - craniofacial
   (including nose and tongue)
REFERENCE :
   NTIS** National Technical Information Service.  (Springfield, VA 22161)
   Formerly U.S. Clearinghouse for Scientific & Technical Information.
   Volume(issue)/page/year: PB

其他信息

  • 毒性分级:剧毒
  • MOL 文件:151-56-4.mol
  • 下游产品:柔软剂 VS --> 巯基乙胺 --> 脑二磷胆碱 --> 乙胺硫脲 --> 聚乙烯亚氨 --> 1-HEA --> 卡莫司汀 --> 三亚乙基硫代磷酰胺 --> 氯代乙氨基甲酸乙酯 --> 卡波醌
  • 上游原料:乙醇胺 --> 氧化钙 --> 二氯乙烷 --> 硫酸酯 --> 固体氢氧化钠 --> 酯化物 --> 2-氨基乙基硫酸氢钠
  • 急性毒性:口服-大鼠 LD50:15 毫克/公斤; 吸入-小鼠 LC50:400 毫克/立方米/2小时
  • 灭火剂:干粉、干石粉、二氧化碳、泡沫
  • 爆炸物危险特性:与空气混合可爆; 聚合可爆
  • 方法一:环乙胺的制备方法主要有4种。 硫酸酯化法 先由乙醇胺与硫酸酯化，再用氢氧化钠环化而得。NH 2 CH 2 CH 2 OH+H 2 SO 4 →NH 2 CH 2 CH 2 OSO 3 H 将30kg乙醇胺(100%)和25kg水加入反应锅内，在搅拌下缓缓滴入50kg 98％的硫酸，温度控制在10～30℃；加毕，保温搅拌0.5h，然后加热至50℃，减压脱水，在7.99kPa、148℃、反应物呈白色结晶时结束。也可脱水至微有结晶析出，冷却结晶，过滤，用少量水洗，过滤，干燥，制得氨乙醇硫酸氢酯。 将氨乙醇硫酸氢酯投入200kg 30％的氢氧化钠溶液中，加热升温至100℃，蒸出环乙胺和水，得馏出液125kg(含量9%～10%)。 另一种操作方法是，馏出液在冰浴中冷却，加固体氢氧化钠脱水，静置分层；取油层再用氢氧化钾脱水，精馏，收集55～75℃馏分，得环乙胺，以乙醇胺计，收率45%。 二氯乙烷法 在氯化氢受体或助催化剂存在下与氨作用而得。 上述反应在氧化钙存在下进行，反应温度为100℃，收率约60%。此法是新发展的方法，收率高于乙醇胺气相脱水法。 2-氯乙胺法 2-氯乙胺或其盐酸盐在60～70℃下与氢氧化钠(30%水溶液)反应而得。 乙醇胺气相脱水法 在高温和气相条件下经催化脱水而得。 以乙醇胺为原料气相脱水制备环乙胺是最简单的方法，但由于转化率和选择性尚不够理想，还未实现工业化。
  • 外观性质:无色油状液体, 有刺激性氨味。
  • 职业标准:TWA 1 毫克/ 立方米; STEL 3 毫克/ 立方米
  • 用途二:乙烯亚胺是精细化学品的中间体。乙烯亚胺与硫氯化磷缩合可得噻替派，乙烯亚胺先与四氯苯醌再与甲氧基乙醇钾两次缩合制得亚胺醌。噻替派和亚胺醌都是抗恶性肿瘤药。
  • MSDS 信息:乙撑亚胺(151-56-4).msds
  • 用途一:环乙胺又名吖丙啶、氮丙啶、乙烯亚胺，是制备氨基甲酸酯类杀虫剂双氧威的中间体，在农药和医药合成中，环乙胺是很有用的氨乙基化剂。
  • 刺激数据:皮肤-兔子 10 毫克/24小时 中度; 眼睛-兔子 2 毫克 重度
  • 储运特性:库房通风低温干燥; 与氧化剂、酸类分开存放
  • 方法二:（1）由乙醇胺与硫酸酯化，再用氢氧化钠环化而得。将乙醇胺和水加入反应锅，逐渐滴加98%硫酸，温度控制在10-30℃，加毕保温搅拌30min，然后升温至50℃，进行真空脱水，在180℃待反应物呈白色结晶时反应结束。将此酯化物用30%氢氧化钠进行苛化，在100℃蒸出氮丙啶即得成品。（2）2-氯乙胺法：2-氯乙胺或其盐酸盐与30%氢氧化钠水溶液在60-70℃反应，反应产物在35℃蒸馏，馏出氮丙啶水溶液，含氮丙啶71.6%。(3)二氯乙烷法：以二氯乙烷为原料，在HCl受体或助催化剂存在下与氨作用而得。（4）气相脱水法：由一乙醇在高温和气相条件下一步催化脱水得：（5）环氧乙烷法：
  • 可燃性危险特性:遇明火、高温、氧化剂易燃; 燃烧产生有毒氮氧化物烟雾
  • Sigma Aldrich:151-56-4(sigmaaldrich)
  • 类别:有毒物品

系列性分类

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