Cis,Cis-1,5-Cyclooctadiene 顺式-1,5-环辛二烯

CAS 1552-12-1 MFCD00001752

化学结构图

1552-12-1
SMILES: C1=C\CC/C=C\CC/1

化学属性

Mol. FormulaC8H12
Mol. Weight108.18
Density0.880 g/mL at 20 °C(lit.)
Refractive indexn20/D 1.493
Autoignition Point431 °F
Boiling Point149-150 °C(lit.)
Vapor Pressure25.8 mmHg ( 37.7 °C)
Melting Point-69 °C(lit.)
Flash Point35°C(lit.)
TSCAYes
Solubility不溶于水，不溶于四氯化碳。
Stability对空气敏感

别名和识别编码

Chemical NameCis,Cis-1,5-Cyclooctadiene
CAS Number1552-12-1
EC Number216-291-4
Beilstein Registry Number1209288
MDL NumberMFCD00001752
Synonym (1Z,5Z)-1,5-cyclooctadiene (1Z,5Z)-cyclooctadiene (Z,Z)-1,5-Cyclooctadiene (Z,Z)-Cycloocta-1,5-dien (Z,Z)-cycloocta-1,5-diene 1 1,5-COD 1,5-CYCLOOCTADIENE 1,5-CYCLOOCTADIENE, REDISTILLED, 99+% 1,5-Cyclooctadiene [stabilized with Octadecyl 3-(3',5'-Di-tert-butyl-4'-hydroxyphenyl)propionate] 1,5-Cyclooctadiene, (1Z,5Z)- 1,5-Cyclooctadiene, stabilized, 97% 1,5-Cyclooctanediene 1,5-cyclooctadiene 1,5-cyclooctadiene(z,z) 1,5-cyclooctadiene,(Z,Z)- 1,5-环辛二烯 1,5-环辛二烯(COD) 1,5-环辛二稀 1,5-環辛二烯 1，5-环辛二烯 5-环辛二烯 CIS,CIS-1,5-CYCLOOCTADIENE CIS,CIS-1,5-CYCLOOCTADIENE , STABILIZED WITH 50-200PPM IRGANOX 1076 COD Cycloocta-1,5-diene {Ch
PubChem Substance ID82916
Reaxys-RN2036542
Chemical Name Translation顺式-1,5-环辛二烯
InChIInChI=1S/C8H12/c1-2-4-6-8-7-5-3-1/h1-2,7-8H,3-6H2/b2-1-,8-7-
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分类

  • {SNA} Alkenes, Building Blocks, Chemical Synthesis, Cyclic, Organic Building Blocks
  • {uni_hamburg} no charge; carbocycle; alicycle; large ring; 8ring; 1fragment

产品应用

  • 制备金属络合物的配体，如： bis-COD-nickel{双(1，5-环辛二烯)镍}, 就是最常用的制备卤化丙烯基镍（PI）的试剂

相关文献及参考

  • Useful bidentate ligand in transition metal chemistry. For examples, see Chloro(1,5-cyclooctadiene)­iridium(I)­ dimer, 12749 and Chloro(1,5-cyclooctadiene)­rhodium(I)­ dimer, 10466.
  • Beilstein:5,116
  • Short: II/27C
  • Beilstein: 5,IV,403
  • Short: III/38B
  • Short: IV/16
  • Allylic monobromination (NBS) followed by dehydrobromination gives 1,3,5-cyclooctatriene: Org. Synth. Coll., 9, 191 (1998). Addition of elemental bromine to the diene double bonds followed by dehydrobromination of the resulting tetrabromides with KO-t-Bu/ 18-crown-6 in THF gives the highly-reactive 1,5-cyclooctadiiyne. On prolonged base treatment, or in DMSO, conversion to cyclooctatetraene occurs: Chem. Ber., 127, 1529 (1994).
  • Undergoes many interesting transannular reactions to give bicyclic derivatives. Reaction with chloroform under free-radical conditions gives 2-(trichloromethyl)bicyclo[3.3.0]octane: Org. Synth. Coll., 5, 93 (1973); J. Am. Chem. Soc., 86, 946, 1885 (1964); Tetrahedron, 20, 1843 (1964). With Iodosobenzene diacetate, B24531, gives 2,6-diacetoxybicyclo[3.3.0]octane: Org. Synth. Coll., 8, 43 (1993). Addition of borane gives the important hydroborating agent 9-borabicyclo[3.3.1]nonane (9-BBN): J. Am. Chem. Soc., 90, 5280, 5281 (1968); J. Org. Chem., 46, 3978, 4599 (1981). Sulfur dichloride gives 2,6-dichloro-9-thiabicyclo[3.3.1]nonane: J. Org. Chem., 31, 1663, 1669 (1966); Org. Synth. Coll., 9, 692 (1998).

安全信息

Signal word Danger Warning
GHS Symbol
WGK Germany2
Safety Statements
  • S37/39 Wear suitable gloves and eye/face protection 穿戴适当的手套和眼睛/面保护；
  • 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；
  • 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；
  • S36 Wear suitable protective clothing 穿戴适当的防护服；
  • S36/37 Wear suitable protective clothing and gloves 穿戴适当的防护服和手套；
  • S62 If swallowed, do not induce vomiting: seek medical advice immediately and show this container or label where possible 吞食后不要催吐：立即求医并出示该容器或标签；
  • 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；
Risk Statements
  • R10 Flammable 易燃
  • R36/38 Irritating to eyes and skin 对眼睛和皮肤有刺激性
  • R65 Harmful: may cause lung damage if swallowed 若吞咽可能伤害肺部器官
  • R42/43
  • R19 May form explosive peroxides 可能生成易爆的过氧化物质
  • R20/22 Harmful by inhalation and if swallowed 吸入和不慎吞咽有害
  • R43 May cause sensitisation by skin contact 皮肤接触会产生过敏反应
  • R36/37/38 Irritating to eyes, respiratory system and skin 对眼睛、呼吸系统和皮肤有刺激性
  • R52/53
  • R51/53
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 Use explosion-proof electrical/ventilating/lighting/…/equipment. 使用防爆电气/通风/照明/ .../设备。
  • P241+P242+P243
  • P242 Use only non-sparking tools. 只能使用无火花工具。
  • P243 Take precautionary measures against static discharge. 采取预防措施，防止静电放电。
  • 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。
  • P301+P310
  • P301+P312
  • P301+P330+P331
  • P302+P352
  • P302+P352+P333+P313+P362+P364
  • P303+P361+P353
  • P304+P312
  • P304+P340
  • P305+P351+P338
  • P305+P351+P338+P337+P313
  • 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
  • P321 Specific treatment (see … on this label). 具体治疗（见本标签上的）。
  • P330 Rinse mouth. 漱口
  • P331 Do NOT induce vomiting.. 不要催吐。
  • P332+P313
  • P333+P313
  • P337+P313
  • P342+P311
  • 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
  • P363 Wash contaminated clothing before reuse. 被污染的衣服洗净后方可重新使用。
  • P370+P378
  • P391 Collect spillage. Hazardous to the aquatic environment 收集对水环境有危害的泄漏物。
  • P403+P233
  • P403+P235
  • P405 Store locked up. 上锁保管。
  • P501 Dispose of contents/container to..… 处理内容物/容器.....
Hazard statements
  • H226 Flammable liquid and vapour 易燃液体和蒸气
  • H302 Harmful if swallowed 吞食有害
  • H302+H332
  • H304 May be fatal if swallowed and enters airways 吞食和进入呼吸道可能致命
  • H315 Causes skin irritation 会刺激皮肤
  • H317 May cause an allergic skin reaction 可能导致皮肤过敏
  • H319 Causes serious eye irritation 严重刺激眼睛
  • H332 Harmful if inhaled 吸入有害
  • H334 May cause allergy or asthma symptoms or breathing difficulties if inhaled 吸入可能导致过敏或哮喘症状或呼吸困难
  • H335 May cause respiratory irritation 可能导致呼吸道刺激
  • 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。
  • H411 Toxictoaquaticlifewithlonglastingeffects 对水生生物有毒性并具有长期影响。
  • H413 Maycauselonglastingharmfuleffectstoaquaticlife 可能对水生生物造成长期持续有害影响。
Personal Protective Equipment Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter Faceshields, full-face respirator (US), Gloves, Goggles, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
RTECSGX9620000
Packing GroupIII
UN Number UN 2520 3/PG 3 UN2520 2520
Hazard Codes Xn;N 3 Xn Xn,N
Hazard Class3
Storage condition 2-8°C
Warnings 危化品目录(2015) 危险化学品

其他信息

  • 1,5-环辛二稀价格(试剂级):更新日期 产品编号 产品名称 包装 价格 2010/05/25 B21196 顺,顺-1,5-环辛二烯, 99%, 50-200ppm Irganox 1076稳定剂 cis,cis-1,5-Cyclooctadiene, 99%, stab. with 50-200ppm Irganox 1076 250ml 252元 2010/05/25 B21196 顺,顺-1,5-环辛二烯, 99%, 50-200ppm Irganox 1076稳定剂 cis,cis-1,5-Cyclooctadiene, 99%, stab. with 50-200ppm Irganox 1076 1L 801元
  • Acros Organics:1,5-环辛二烯 1,5-Cyclooctadiene,stabilized,99%(111-78-4)
  • {
  • 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
  • 1,5-环辛二烯价格(试剂级):更新日期 产品编号 产品名称 包装 价格 2011/08/23 LB2119601 1,5-环辛二烯 250ml 185元 2011/04/16 C0503 1,5-环辛二烯[含稳定剂3-(3',5'-二叔丁基-4'-羟苯基)丙酸十八烷基酯] 1,5-Cyclooctadiene [stabilized with Octadecyl 3-(3',5'-Di-tert-butyl-4'-hydroxyphenyl)propionate] 25ML 155元 2011/04/16 C0503 1,5-环辛二烯[含稳定剂3-(3',5'-二叔丁基-4'-羟苯基)丙酸十八烷基酯] 1,5-Cyclooctadiene [stabilized with Octadecyl 3-(3',5'-Di-ter
  • Sigma Aldrich:111-78-4(sigmaaldrich)
  • 灭火剂:干粉、干砂、二氧化碳、泡沫、1211灭火剂
  • 类别:易燃液体
  • MSDS 信息:1,5-环辛二
  • 蒸气压:25.8 mm Hg ( 37.7 °C)
  • 下游产品:4-乙酰氧基氮杂环丁酮 --> 1,5-环辛二烯氯化铱二聚体 --> 环辛二烯二氯化钌(II) --> 二(1,5-环辛二烯)四氟硼酸铑(I) --> (1,5-环辛二烯)氯铑(I)二聚体 --> (1,5-环辛二烯)二氯化铂(II) --> (1,5-环辛二烯)二氯化钯(II)
  • TCI Shanghai:1,5-环辛二烯[含稳定剂3-(3',5'-二叔丁基-4'-羟苯基)丙酸十八烷基酯] 1,5-Cyclooctadiene [stabilized with Octadecyl 3-(3',5'-Di-tert-butyl-4'-hydroxyphenyl)propionate],>;98.0%(GC)(111-78-4)
  • Alfa Aesar:顺,顺-1,5-环辛二烯,99%,50-200ppmIrganox1076稳定剂 cis,cis-1,5-Cyclooctadiene, 99%, stab. with 50-200ppm Irganox 1076(1552-12-1)
  • MOL 文件:111-78-4.mol
  • 溶于苯和二氯化碳。
  • MSDS 信息:1,5-环辛二烯(111-78-4).msds
  • 用途一:制备金属络合物的配体，如： bis-COD-nickel{双(1，5-环辛二烯)镍}, 就是最常用的制备卤化丙烯基镍（PI）的试剂
  • 图谱信息:1,5-环辛二烯(111-78-4)红外图谱(IR1) 1,5-环辛二烯(111-78-4)核磁图( 1 HNMR) 1,5-环辛二烯(111-78-4)核磁图( 13 CNMR) 1,5-环辛二烯
  • 急性毒性:参考值 口服- 小鼠 LD50: 2610 毫克/ 公斤
  • 图谱信息:1,5
  • 下游产品:环辛烯
  • {Chemicalbook

系列性分类

  1. Chemical Synthesis 化学合成
  2. Building Blocks 合成砌块
  3. Organic Building Blocks 有机砌块
  4. Alkenes 烯烃
  1. Chemical Synthesis 化学合成
  2. Building Blocks 合成砌块
  3. Organic Building Blocks 有机砌块
  4. Alkenes 烯烃
  5. Cyclic - Alkenes
  1. Chemical Synthesis 化学合成
  2. Building Blocks 合成砌块
  3. Organic Building Blocks 有机砌块
  4. Alkenes 烯烃
  5. Acyclic

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