1,2-Epoxycyclohexane 1,2-环氧环己烷

CAS 286-20-4 MFCD00005162

化学结构图

286-20-4
SMILES: C1CCC2OC2C1

化学属性

Mol. FormulaC6H10O
Mol. Weight98
Refractive index1.4500 to 1.4540
Boiling Point130°C
Density0.97
Flash Point27°C(lit.)
SolubilityInsoluble in water
TSCAYes
Melting Point-40
Autoignition Point703 °F

别名和识别编码

Chemical Name1,2-Epoxycyclohexane
Synonym Cyclohexenoxid Cyclohexylene oxide 1,1-环氧环己烷 cyclohexaneoxide cis-7-Oxabicyclo[4.1.0]heptane 2,3-tetramethyleneoxirane Cyclohexene epoxide Epoxycyclohexane 氧化环己烯 1,2-环氧环己烷 7-氧杂二环[4.1.0]庚烷 7-Oxabicyclo(410)heptan 7-oxabicyclo[4.1.0]heptane 1,2-epoxy-cyclohexane Cyclohexane, 1,2-epoxy- tetramethyleneoxirane 1,2-Epoxycycloheptane Bicyclo[4.1.0]heptane, 7-oxa- 1,2-epoxy-cyclohexan Cyclohexene 1-oxide CYCLOHEXENE cyclohexane, 1,2-epoxy- 7-Oxabicyclo[4.1.0.]heptan 1,2-Cyclohexene oxide 1,2-环氧环己烷 cyclohexene-1-oxide CYCLOHEXENE OXIDE
Beilstein Registry Number17,21
CAS Number286-20-4
PubChem Substance ID87574084
EC Number206-007-7
MDL NumberMFCD00005162
Reaxys-RN383568
Chemical Name Translation1,2-环氧环己烷
Wiswesser Line NotationT36 BOTJ
LabNetwork Molecule IDLN00131663
InChIInChI=1S/C6H10O/c1-2-4-6-5(3-1)7-6/h5-6H,1-4H2
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分类

  • {SNA} Epoxide Monomers, Materials Science, Monomers, Polymer Science
  • {uni_hamburg} no charge; oxygen heterocycle; carbocycle; alicycle; large ring; fused rings; 3ring; 6ring; 7ring; ether; 1fragment
  • {SNA} Epoxide Monomers, Monomers, Polymer Science, 材料科学
  • {Chemicalbook} 农药中间体: 杀螨剂中间体

相关文献及参考

  • Rearrangement to cyclopentanecarboxaldehyde is catalyzed by LiBr on alumina, either by refluxing in toluene or in the gas phase: Synthesis, 394 (1988). An alternative isomerization to the allylic alcohol is induced by base catalysis. Optimized conditions use a mixture of KO-t-Bu and 2.5 equivalents of LDA: Tetrahedron, 46, 2411 (1990). For discussion of the mechanism, see: J. Org. Chem., 61, 820 (1996), and references therein. For a review of the rearrangement of epoxides to allylic alcohols, see: Org. React., 29, 345 (1983).
  • Short: II/25D
  • A general method for the conversion of epoxides to cis-dichloro alkanes, with inversion at both centers, by reaction with triphenylphosphine dichloride, has been exemplified: Org. Synth. Coll., 6, 424 (1988).
  • A general method for the synthesis of ɑ-chloro carbonyl compounds is illustrated by the reaction of cylohexene oxide with the Swern reagent (DMSO/ oxalyl chloride) to give 2-chlorocyclohexanone in 93% yield: Tetrahedron, 51, 2467 (1995).
  • Beilstein:17,21

安全信息

GHS Symbol
WGK Germany1
Hazard Codes C
Hazard statements
  • H226 Flammable liquid and vapour 易燃液体和蒸气
  • H302 Harmful if swallowed 吞食有害
  • H311+H331
  • H314 Causes severe skin burns and eye damage 导致严重的皮肤灼伤和眼睛损伤
Personal Protective Equipment Faceshields, full-face respirator (US), Gloves, Goggles, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
RTECSRN7175000
Precautionary statements
  • P210 Keep away from heat/sparks/open flames/hot surfaces. — No smoking. 远离热源/火花/明火/热的表面。——禁止吸烟。
  • P233 Keep container tightly closed. ?保持容器密闭。
  • P240 Ground/bond container and receiving equipment. 与地面接触/连接集装箱和接受设备。
  • P241+P242+P243
  • 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。
  • 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。
  • P301+P312+P330
  • P302+P352+P332+P313+P362+P364
  • P303+P361+P353
  • P305+P351+P338+P337+P313
  • P332+P313
  • P337+P313
  • P362 Take off contaminated clothing and wash before reuse. 脱掉污染的衣服,清洗后方可重新使用
  • P370+P378
  • P403+P235
  • P501 Dispose of contents/container to..… 处理内容物/容器.....
Signal word
UN Number 1993 UN 2924 3/PG 3 UN2920
Risk Statements
  • R10 Flammable 易燃
  • R20/21/22 Harmful by inhalation, in contact with skin and if swallowed 吸入、皮肤接触和不慎吞咽有害
  • R34 Causes burns 会导致灼伤
Safety Statements
  • S36/37/39 Wear suitable protective clothing, gloves and eye/face protection 穿戴适当的防护服、手套和眼睛/面保护;
  • S26 In case of contact with eyes, rinse immediately with plenty of water and seek medical advice 眼睛接触后,立即用大量水冲洗并征求医生意见;
  • S16 Keep away from sources of ignition - No smoking 远离火源,禁止吸烟;
  • 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);
Packing GroupIII
Hazard Class3
Storage condition Flammables area
Warnings 危化品目录(2015)
TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Unreported
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 79 mg/kg
TOXIC EFFECTS :
   Tumorigenic - equivocal tumorigenic agent by RTECS criteria
   Lungs, Thorax, or Respiration - tumors
REFERENCE :
   RARSAM Radiation Research, Supplement.  (New York, NY)  No.1-7, 1959-67.
   Discontinued.  Volume(issue)/page/year: 3,193,1963

TYPE OF TEST            : LCLo - Lowest published lethal concentration
ROUTE OF EXPOSURE       : Inhalation
SPECIES OBSERVED        : Rodent - rat
DOSE/DURATION           : 2000 ppm/4H
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   AIHAAP American Industrial Hygiene Association Journal.  (AIHA, 475 Wolf
   Ledges Pkwy., Akron, OH 44311)  V.19-    1958-  Volume(issue)

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Intraperitoneal
SPECIES OBSERVED        : Rodent - rat
DOSE/DURATION           : 549 mg/kg
TOXIC EFFECTS :
   Behavioral - tremor
REFERENCE :
   TXAPA9 Toxicology and Applied Pharmacology.  (Academic Press, Inc., 1 E.
   First St., Duluth, MN 55802) V.1-    1959-  Volume(issue)/page/year:
   52,422,1980

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Intramuscular
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 1 gm/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   JSICAZ Journal of Scientific and Industrial Research, Section C: Biological
   Sciences.  (New Delhi, India)  V.14-21, 1955-62.  For publisher information,
   see IJEBA6.  Volume(issue)/page/year: 21,342,1962

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - rat
DOSE/DURATION           : 1090 uL/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   AIHAAP American Industrial Hygiene Association Journal.  (AIHA, 475 Wolf
   Ledges Pkwy., Akron, OH 44311)  V.19-    1958-  Volume(issue)/page/year:
   30,470,1969

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Intramuscular
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATIO

TYPE OF TEST            : Mutation in mammalian somatic cells
TEST SYSTEM             : Rodent - hamster Lung
DOSE/DURATION           : 5 mmol/L
REFERENCE :
   CBINA8 Chemico-Biological Interactions.  (Elsevier Scientific Pub. Ireland
   Ltd., POB 85, Limerick, Ireland)  V.1-    1969-  Volume(issue)/page/year:
   51,77,1984

TYPE OF TEST            : Mutation in microorganisms
TEST SYSTEM             : Bacteria - Klebsiella pneumoniae
DOSE/DURATION           : 5 mmol/L
REFERENCE :
   MUREAV Mutation Research.  (Elsevier Science Pub. B.V., POB 211, 1000 AE
   Amsterdam, Netherlands) V.1-    1964-  Volume(issue)/page/year: 89,269,1981

TYPE OF TEST            : Sister chromatid exchange
TEST SYSTEM             : Rodent - hamster Lung
DOSE/DURATION           : 5 mmol/L
REFERENCE :
   MUREAV Mutation Research.  (Elsevier Science Pub. B.V., POB 211, 1000 AE
   Amsterdam, Netherlands) V.1-    1964-  Volume(issue)/page/year: 249,55,1991

TYPE OF TEST            : Mutation in microorganisms
TEST SYSTEM             : Bacteria - Salmonella typhimurium
DOSE/DURATION           : 10 umol/plate
REFERENCE :
   BCPCA6 Biochemical Pharmacology.  (Pergamon Press Inc., Maxwell House,
   Fairview Park, Elmsford, NY 10523)  V.1-    1958-  Volume(issue)/page/year:
   29,1068,1980

Restrict 危险品

其他信息

  • 方法一:环氧环己烷由环己烯氧化制得。 制备实例1 向2
  • {Chem
  • 方法一:环氧环己烷由环己烯氧化制得。 制备实例1 向250mL的反应器中加入二噁烷58g、环己烯82g(1mol)和三氧化二砷(As 2 O 3 )0.1g,加热至92℃之后,经3h添加23.12g(0.476mol)70%过氧化氢水溶液溶解于90g二噁烷中的溶液,共沸蒸馏除去水。添加完毕,反应产物中含0.035mol过氧化氢和0.432mol的环氧环己烷,过氧化氢的转化率为92.6%,选择性97.9%。 制备实例2 正丙醇35g、环己烯41.4g(0.505mol)、二羟基三甲基锑0.503g(0.0025mol)、六羰基钨0.514g(0.0015mol)和过氧化氢121.5mol(70%,5.92g)的混合物保持60℃,反应3h后得到环氧环己烷10g(0.102mol),过氧化氢转化率为90%,环氧环己烷选择性为92.5%。制备实例3 向带有搅拌器、回流冷凝器的300mL反应器中加入47g二甘醇二甲醚、82g(1mol)环己烯和0.2g(0.03mol)无水硼酸(B 2 O 3 ),反应混合物加热回流后,经30min添加20g(0.0485mol)70%过氧化氢水溶液溶解于20g二甘醇二甲醚中的溶液。反应介质中的水与环己烷共沸连续除去。反应1h后,反应物中含0.0013mol未反应的过氧化氢,在馏出的水中含过氧化氢0.0052mol,反应物中含0.041mol环氧环己烷,转化率为86.7%,选择性为97.6%。 制备实例4 向带有搅拌器、回流冷凝器的500mL反应器中加入戊醇41g、氧化钼0.05g、磷酸二钠0.3g和环己烯41g(0.5mol),加热至环己烯的沸点81℃,经12min添加30%过氧化氢的水溶液5.7g(0.05mol),反应2h,通过与环己烯的共沸除去水,反应温度保持在80~90℃。反应产物中残留0.012
  • 毒性分级:中毒
  • 储运特性:库房通风低温干燥; 与氧化剂分开存放; 不宜久储, 以防聚合
  • 氧化环己烯价格(试剂级):更新日期 产品编号 产品名称 包装 价格 2011/08/23 30219180 环氧环己烷 500ml 1057元 2011/04/16 O0071 1,2-环氧环己烷 1,2-Epoxycyclohexane 500ML 1530元 2011/04/16 O0071 1,2-环氧环己烷 1,2-Epoxycyclohexane 25ML 230元
  • 上游原料:过氧化氢 -->
  • TCI Shanghai:1,2-环氧环己烷 1,2-Epoxycyclohexane,>;98.0%(GC)(286-20-4)
  • 海关编码:29109000
  • 上游原料:过氧化氢 --> 1,4-二氧六环 --> 环己烯 --> 二乙二醇二甲醚 --> 三氧化二硼 --> 六羰基钨 -->
  • 上游原料:过氧化氢 --> 1,4-二氧六环 --> 环己烯 --> 二乙二醇二甲醚 --> 三氧化二硼 --> 六羰基钨 --
  • {Chemi
  • 急性毒性:口服- 大鼠 LD50: 1090 毫克/ 公斤; 吸入- 大鼠 LCL0: 2000 PPM/ 4小时
  • 灭火剂:干粉、干砂、二氧化碳、泡沫、1211灭火剂
  • 下游产品:炔螨
  • 外观性质:无色透明液体,具有强烈气味。
  • {Ch
  • {
  • Acros Organics:氧化环己烯 Cyclohexene oxide, 98%(286-20-4)
  • 用途二:环氧环己烷是合成杀螨剂炔螨特的原料,此外,由本品合成反-1,2-环己二醇,用于表面活性剂、橡胶助剂、高分子
  • 用途二:环氧环己烷是合成杀螨
  • MOL 文件:286-20-4.mol
  • 类别:易燃液体
  • Alfa Aesar:环己烯氧化物,98+% Cyclohexe
  • 用途二
  • 不溶于水,溶于醇、醚、丙酮以及大多数有机溶剂。
  • Alfa Aesar:环己烯氧化物,98+% Cy

系列性分类