HEXACHLOROCYCLOPENTADIENE 六氯环戊二烯

CAS 77-47-4 MFCD00001352

化学结构图

77-47-4
SMILES: ClC1=C(Cl)C(Cl)(Cl)C(Cl)=C1Cl

化学属性

Mol. FormulaC5Cl6
Mol. Weight272.75
Refractive index1.5644
Boiling Point239 ºC (753 MMHG)
Density1.702
Melting Point-10 ºC
Vapor Pressure0.13 psi ( 20 °C)
Flash Point109 °C
Solubility不溶于水,溶于乙醚、四氯化碳等多数有机溶剂。

别名和识别编码

Chemical NameHEXACHLOROCYCLOPENTADIENE
CAS Number77-47-4
Synonym 1,2,3,4,5,5-Hexachlor-1,3-cyclopentadien 1,2,3,4,5,5-Hexachloro-1,3-Cyclopentadiene 1,2,3,4,5,5-Hexachloro-1,3-cyclopentadiene 1,2,3,4,5,5-Hexachloro-cyclopenta-1,3-diene 1,2,3,4,5,5-Hexachlorocyclopenta-1,3-diene 1,2,3,4,5,5-hexachloro-3-cyclopentadiene 1,2,3,4,5,5-hexachloro-cyclopenta-1,3-diene 1,2,3,4,5,5-六氯环戊-1,3-二烯 1,2,3,4,5,5’-Hexachloro-1,3-cyclopentadiene 1,2,3,4,5,5’-六氯环戊二烯-1,3 1,3-Cyclopentadiene, 1,2,3,4,5,5-hexachloro- 1,3-Cyclopentadiene, hexachloro- 1,3-Cyclopentadiene,1,2,3,4,5,5’-Hexachloro-1,3-Cyclopentadiene 1,3-cyclopentadiene,1,2,3,4,5,5-hexachloro- 3-Cyclopentadiene,1,2,3,4,5,5-hexachloro-1 C 56 C-56 C56 CYCLOPENTADIENE HEXACHLORIDE Cyclopentadiene, Hexachloro-
PubChem Substance ID6478
EC Number201-029-3
MDL NumberMFCD00001352
Chemical Name Translation六氯环戊二烯
Wiswesser Line NotationL5 AHJ AG AG BG CG DG EG
Beilstein Registry Number0976722
InChIInChI=1S/C5Cl6/c6-1-2(7)4(9)5(10,11)3(1)8
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分类

  • 600 Series Wastewater Methods, Alpha Sort, Alphabetic, Analytical Standards, Analytical/Chromatography, Chromatography, E-L, EPA, Environmental Standards, H, HA -HT, Method 612, Method Specific, Volatiles/ Semivolatiles
  • {Chemicalbook} 农药中间体: 杀虫剂中间体: 其他杀虫剂
  • {uni_hamburg} no charge; carbocycle; alicycle; 5ring; 1fragment

相关文献及参考

  • Short: II/25D Title: Structure Data of Free Polyatomic Molecules: Molecules Containing Five or More 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/25D Year: 2003 Keyword: Free Polyatomic Molecules; Carbon Atoms; Molecules ISBN: 3-540-42860-7 ISBN: 978-3-540-42860-2 Internet Resource: DOI:10.1007/b75952 RefComment: VIII, 569 pages. Hardcover RefComment: Written for scientists and researchers in the fields of chemistry and physics Abstract: This fourth subvolume presents data on the geometric parameters (internuclear distances, bond angles, dihedral angles of internal rotation etc) of free polyatomic molecules including free radicals and molecular ions. The survey on structure data consists of four subvolumes, each containing the geometric parameters determined in the gas phase either by an analysis of the rotational constants (and sometimes the vibrational constants) obtained from microwave, infrared, Raman, electronic and photoelectron spectroscopy or by an analysis of electron diffraction intensities. Most of the structures listed in the tables are for molecules in the electronic ground state, but structures for electronically excited states have also been included as far as they are available. In this fourth subvolume, the structure of molecules containing five to sixty carbon atoms is listed.
  • Short: III/20a Title: Nuclear Quadrupole Resonance Spectroscopy Data: Nuclei D ... Cl Author: Chihara, H.; Nakamura, N. Editor: Hellwege, K.-H.; Hellwege, A.M. Source: Landolt-Börnstein, New Series Volume: III/20a Year: 1988 Keyword: NQR ISBN: 3-540-18161-X ISBN: 978-3-540-18161-3 Internet Resource: DOI:10.1007/b31153 RefComment: IX,677 pages. Hardcover Abstract: Nuclear Quadrupole Resonance Spectroscopy has become a standard method for structural research in molecular and solid state physics as well as for different br

安全信息

Hazard statements
  • H302 Harmful if swallowed 吞食有害
  • H311 Toxic in contact with skin 皮肤接触中毒
  • H314 Causes severe skin burns and eye damage 导致严重的皮肤灼伤和眼睛损伤
  • H330 Fatal if inhaled 吸入致命
  • H400 Verytoxictoaquaticlife 对水生生物毒性非常大。
  • H410 Verytoxictoaquaticlifewithlonglastingeffects 对水生生物毒性非常大并具有长期影响。
Hazard Codes T+;N T T+,N,T,F
GHS Symbol
Precautionary statements
  • P260 Do not breathe dust/fume/gas/mist/vapours/spray. 不要吸入粉尘/烟/气体/烟雾/蒸汽/喷雾。
  • P261 Avoid breathing dust/fume/gas/mist/vapours/spray. 避免吸入粉尘/烟/气体/烟雾/蒸汽/喷雾。
  • P264 Wash hands thoroughly after handling. 处理后要彻底洗净双手。
  • P270 Do not eat, drink or smoke when using this product. 使用本产品时不要吃东西,喝水或吸烟。
  • P271 Use only outdoors or in a well-ventilated area.? 只能在室外或通风良好的地方使用。
  • P272 Contaminated work clothing should not be allowed out of the workplace. 污染的工作服不得带出工作场所。
  • P273 Avoid release to the environment. 避免释放到环境中。
  • P280 Wear protective gloves/protective clothing/eye protection/face protection. 戴防护手套/防护服/眼睛的保护物/面部保护物。
  • P284 Wear respiratory protection.? 佩戴呼吸保护装置。
  • P301+P312
  • P301+P330+P331
  • P302+P352
  • P303+P361+P353
  • P304+P340
  • P305+P351+P338
  • P307+P311
  • P310 Immediately call a POISON CENTER or doctor/physician. 立即呼救解毒中心或医生/医师。
  • P312 Call a POISON CENTER or doctor/physician if you feel unwell. 如果你感觉不适,呼叫解毒中心或医生/医师。
  • P314 Get medical advice/attention if you feel unwell. 获取医疗咨询/就医,如果你觉得不舒服
  • P320 Specific treatment is urgent (see … on this label). 紧急具体治疗(见本标签上的)。
  • P321 Specific treatment (see … on this label). 具体治疗(见本标签上的)。
  • P322 Specific measures (see …on this label). 具体治疗(见本标签上的)。
  • P330 Rinse mouth. 漱口
  • P333+P313
  • P361 Remove/Take off immediately all contaminated clothing. 立即去除/脱掉所有被污染的衣服。
  • P363 Wash contaminated clothing before reuse. 被污染的衣服洗净后方可重新使用。
  • P391 Collect spillage. Hazardous to the aquatic environment 收集对水环境有危害的泄漏物。
  • P403+P233
  • P405 Store locked up. 上锁保管。
  • P501 Dispose of contents/container to..… 处理内容物/容器.....
WGK Germany3
Signal word Danger
Personal Protective Equipment Faceshields, full-face respirator (US), Gloves, Goggles, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
RTECSGY1225000
Safety Statements
  • S23 Do not breathe gas/fumes/vapour/spray (appropriate wording to be specified by the manufacturer) 不要吸入气体/烟雾/蒸汽/喷雾;
  • S39 Wear eye/face protection 戴眼睛/面孔保护装置;
  • 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);
  • S16 Keep away from sources of ignition - No smoking 远离火源,禁止吸烟;
  • S36/37 Wear suitable protective clothing and gloves 穿戴适当的防护服和手套;
  • S53 Avoid exposure - obtain special instructions before use 避免接触,使用前获得特别指示说明;
  • S25 Avoid contact with eyes 避免眼睛接触;
  • S60 This material and its container must be disposed of as hazardous waste 该物质及其容器必须作为危险废物处置;
  • 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
  • R39/23/24/25 Toxic: danger of very serious irreversible effects through inhalation, in contact with skin and if swallowed 毒性:吸入,皮肤接触和吞食都会产生十分严重的不可逆危险
  • R23/24/25 Toxic by inhalation, in contact with skin and if swallowed 吸入,皮肤接触及吞食都有毒
  • R11 Highly flammable 非常易燃
  • R52/53
  • R34 Causes burns 会导致灼伤
  • R26 Very toxic by inhalation 吸入极毒
  • R24 Toxic in contact with skin 与皮肤接触有毒
  • R22 Harmful if swallowed 吞咽有害
  • R50/53
UN Number 2646 UN 2646 6.1/PG 1
Packing GroupI
Hazard Class6.1(a)
Storage condition 2-8°C
Restrict 剧毒 {} 剧毒化学品
Warnings 危化品目录(2015) 危险化学品
TYPE OF TEST            : LCLo - Lowest published lethal concentration
ROUTE OF EXPOSURE       : Inhalation
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 1500 ppb/7H
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   TXAPA9 Toxicology and Applied Pharmacology.  (Academic Press, Inc., 1 E.
   First St., Duluth, MN 55802) V.1-    1959-  Volume(issue)/page/year:
   53,497,1980

TYPE OF TES

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Administration onto the skin
SPECIES OBSERVED        : Rodent - rabbit
DOSE/DURATION           : 430 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   34ZIAG "Toxicology of Drugs and Chemicals," Deichmann, W.B., New York,
   Academic Press, Inc., 1969  Volume(issue)/page/year: -,308,1969

TYPE OF TEST            : LC50 - Lethal concentration, 50 percent kill
ROUTE OF EXPOSURE       : I

TYPE OF TEST            : LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - rabbit
DOSE/DURATION           : 420 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   PCOC** Pesticide Chemicals Official Compendium, Association of the American
   Pesticide Control Officials, Inc., 1966.  (Topeka, KS)
   Volume(issue)/page/year: -,586,1966

TYPE OF TEST

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - rat
DOSE/DURATION           : 315 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   NTPTR* National Toxicology Program Technical Report Series.  (Research
   Triangle Park, NC 27709) No.206-  Volume(issue)/page/year: NTP-TR-437,1994

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - rabbit
DOSE                    : 975 mg/kg
SEX/DURATION            : female 6-18 day(s) after conception
TOXIC EFFECTS :
   Reproductive - Specific Developmental Abnormalities - musculoskeletal system
REFERENCE :
   TXAPA9 Toxicology and Applied Pharmacology.  (Academic Press, Inc., 1 E.
   First St., Duluth, MN 55802) V.1-    1959-  Volume(issue)/page/year:
   53,497,1980

其他信息

  • 下游产品:硫丹 --> 氯丹 --> 氯桥酸酐 --> 硫丹醇 --> 七氯 --> 得氯蹒
  • 上游原料:盐酸 --> 茂 --> 塔板 --> 八氯环戊-1-烯 --> 氯化环戊烷 --> 镍管
  • 毒性分级:高毒
  • 急性毒性:口服-大鼠 LD50: 315 毫克/公斤; 口服-小鼠 LD50: 505 毫克/公斤
  • 类别:有毒物品
  • 刺激数据:皮肤-兔子 500 毫克/4小时 重度; 眼睛-兔子 20 毫克/24小时 中度
  • 职业标准:TLV-TWA 1 毫克/立方米; STEL 3 毫克/立方米
  • MSDS 信息:六氯环戊二烯(77-47-4).msds
  • 可燃性危险特性:不燃; 热分解有毒氯化物催泪性气体
  • 储运特性:库房通风低温干燥; 与氧化剂, 食品分开储运
  • F:10-23
  • MOL 文件:77-47-4.mol
  • 用途二:主要用来制取有机氯杀虫剂、艾氏剂、荻氏剂、氯丹及耐燃塑料。
  • 用途一:六氯环戊二烯是一种多氯有机合成中间体,在农药上用于合成杀虫剂氯丹的中间体氯啶、硫丹的中间体硫丹醇,此外,也可用于制造阻燃剂等。
  • 外观性质:黄色至琥珀色油状液体, 有刺激性气味。
  • 灭火剂:雾状水, 泡沫, 二氧化碳, 砂土
  • 蒸气压:0.13 psi ( 20 °C)
  • 图谱信息:六氯环戊二烯(77-47-4)质谱(MS) 六氯环戊二烯(77-47-4)核磁图( 13 CNMR) 六氯环戊二烯(77-47-4)Raman光谱 六氯环戊二烯(77-47-4)红外图谱(IR1)
  • 方法一:其制备方法是由八氯环戊-1-烯高温脱氯制得。 将八氯环戊-1-烯连续均匀加入汽化釜中,气化后进入一个特制的镍管反应器中,用电感应加热器加热至500~510℃,进行高温脱氯反应,通过加料速度来控制物料在反应管中的停留时间,生成物经冷却即得到六氯环戊二烯粗品。脱氯化氢后抽至具有约4~5块塔板数、密封较好的蒸馏釜中进行减压蒸馏,即得到精制的六氯环戊二烯。
  • Sigma Aldrich:77-47-4(sigmaaldrich)
  • 方法二:由环戊二烯分两步氯化而得。第一步氯化在90℃进行,氯气与环戊二烯的重量配比为1:(0.24-0.34),反应生成含4-6个氯的氯代环戊烷。第二步氯化在高温下进行,反应温度500-510℃,多氯环戊烷与氯气的摩尔配比为1:(6-8)。另外,用石油戊烷为原料,经光氯化和高温氯化合成六氯环戊二烯,收率为70%左右。

系列性分类


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