CAS: 95-12-5; Bicyclo[2.2.1]Hept-5-En-2-Ylmethanol

该化合物是双环有机化合物,其独特结构具有其独特性,其特点是与一个桥头碳相连的二环甲基框架(-CH2OH),该化合物一般没有颜色,在室内温度下不会染色黄色液体,具有独特的气味,在乙醇和乙醇等有机溶剂中可溶解,但由于其水分恐惧性双周期结构,其溶解性有限.双环系统内存在双环联结,有助于其再活动,使其易于发生各种化学变异,包括氢化和电荷添加反应.双环[2.2.1]Hept-5-en-2-mirectr可以用于有机合成,并可作为生产更复杂的分子的中间体.该化合物独特的结构特征使其有兴趣研究反应机制和发展新的有机化学合成方法.

英文名称Bicyclo[2.2.1]Hept-5-En-2-Ylmethanol
中文名称双环[2.2.1]庚-5-烯-2-基甲醇
IUPAC名称bicyclo[2.2.1]hept-5-en-2-ylmethanol
其它别名5-降冰片烯-2-甲醇; Bicyclo[2.2.1]Hept-5-Ene-2-Methanol (Mixture Of Isomers)
CAS编号95-12-5
MFCD编号:MFCD00167571
EINECS号:202-392-0
分子式:C8H12O
分子量:124.18
产品CID: 2475886
产品分类有机原料→分子砌块→桥环类化合物→其它桥环类化合物

相似结构搜索
产品信息参考;;
InChIKey: LUMNWCHHXDUKFI-UHFFFAOYNA-N
InChI=1/C8H12O/c9-5-8-4-6-1-2-7(8)3-6/h1-2,6-9H,3-5H2…
计算化学: 氢键受体数1.0氢键供体数1.0可旋转键数1.0

相似化合物

120-74-1 6203-08-3 10138-32-6

物理性质

沸点189.2±9.0 °C at 760 mmHg
闪点86°C
密度1.1±0.1 g/cm3
pKa:14.92±0.10(预测)
PSA:20.23
LogP:1.1909
折射率1.530
蒸汽压0.2±0.8 mmHg at 25°C
外观形态无色至几乎无色透明液体
储存条件置于阴暗处,密封, 常温干燥保存
产品应用该化合物用于编制:4-(诺尔本-2-内-内-5-乙基甲基苯氧基)-2-2-2:62-2---

MSDS等安全信息

GHS象形图
GHS符号GHS07;
注释: Exclamation mark
危险类别急性毒性类别4(吸入)
急性毒性类别4(经皮)
急性毒性类别4(经口)
皮肤腐蚀/刺激类别2
严重眼刺激类别2
特定目标器官毒性 - 单次接触类别3
严重眼刺激类别2A
警示词Warning(警告)
危险描述H332 |吸入有害.
H312 |皮肤接触有害.
H302 |吞咽有害.
H315 |造成皮肤刺激.
H319 |造成严重眼刺激.
H335 |可能引起呼吸道刺激.
防范说明P210-P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P370+P378-P403-P501
危险品标志Xn
安全声明36/37/39-45
危险类别码20/21/22
WGK Germany3.0

欧盟法规

ECHA物质C&L通报REACH预注册

上下游产品

(1S,2S,4S)-bicyclo[2.2.1]hept-5-ene-2-carboxylic acid endo-norbornenecarboxylic acid ethyl bicyclo[2.2.1]hept-5-ene-2-carboxylate (-)-menthyl acrylate Toluene-4-sulfonic acid (1S,2S,4S)-1-bicyclo[2.2.1]hept-5-en-2-ylmethyl ester bicyclo[2.2.1]hept-5-ene-2-methyl benzoate (1S,4S,5S)-5-(4-Methoxy-benzyloxymethyl)-bicyclo[2.2.1]heptan-2-one (1S,5S,6S)-6-(4-Methoxy-benzyloxymethyl)-2-oxa-bicyclo[3.2.1]°Ctan-3-one

合成工艺路线路线简述

5453-80-5 = 95-12-5
反应条件:1.1 Reagents: (+/-)-2-Butanol Catalysts: Zirconium Dioxide
标题:Preparation Of Unsaturated Cyclic Alcohols From Aldehydes
参考文献:Japan]

5453-80-5 = 95-12-5
反应条件:1.1 Catalysts: Iridium,Aqua[[2,2′-Bipyridine]-6,6′(1H,1′h)-Dionato(2-)-Kn1,Kn1′][(1,2,3,4,5-η)... Solvents: Isopropanol; 12 H,120 °C
标题:Method For Preparation Of Unsaturated Primary Alcohols
参考文献:China]

120-74-1 = 95-12-5
反应条件:1.1 Reagents: Lithium Aluminum Hydride Solvents: Tetrahydrofuran; Reflux
标题:Mechanochemical Ring-Opening Metathesis Polymerization: Development,Scope,And Mechano-Exclusive Polymer Synthesis
作者:Lee,Gue Seon; Lee,Hyo Won; Lee,Hyun Sub; Do,Taeyang; Do,Jean-Louis; Et Al
参考文献:Chemical Science 日期:2022 卷标:13(39) 页码:11496-11505]

120-74-1 = 95-12-5
反应条件:1.1 Reagents: Lithium Aluminum Hydride
标题:Bicontinuous Alkaline Fuel Cell Membranes From Strongly Self-Segregating Block Copolymers
作者:Price,Samuel C.; Ren,Xiaoming; Jackson,Aaron C.; Ye,Yuesheng; Elabd,Yossef A.; Et Al
参考文献:Macromolecules (Washington 日期:2013 卷标:46(18) 页码:7332-7340]

1375389-93-7 = 95-12-5
反应条件:1.1 Reagents: Lithium Aluminum Hydride Solvents: Dichloromethane,Tetrahydrofuran; 2 Min,0 °C; 2 H,Rt
标题:Lialh4-Induced Reductive Dephosphonylation Of α,α-Dialkyl Triethyl β-Phosphonyl Esters: Mechanistic Study And Synthetic Application
作者:Zhu,Jia-Liang; Bau,Sheng Jr.; Shih,You-Cheng
参考文献:Synlett 日期:2012 卷标:23(6) 页码:863-866]

= 95-12-5
反应条件:1.1 99 H,Ph 4 - 5,170 - 180 °C
标题:Norbornene-Containing Mannich Bases On The Basis Of Aliphatic Amines
作者:Hajiyeva,G. E.; Mammadbayli,E. H.; Ibrahimli,S. I.; Jafarov,I. A.
参考文献:Azerbaidzhanskii Khimicheskii Zhurnal 日期:2018 卷标:(3) 页码:50-56]

= 95-12-5
反应条件:1.1 2 H,100 - 200 Psi,210 °C
标题:High Tg Sulfonated Insertion Polynorbornene Ionomers Prepared By Catalytic Insertion Polymerization
作者:Pierre,Florian; Commarieu,Basile; Tavares,Ana C.; Claverie,Jerome
参考文献:Polymer 日期:2016 卷标:86 页码:91-97]

120-74-1 = 95-12-5
反应条件:1.1 Reagents: Lithium Aluminum Hydride Solvents: Tetrahydrofuran; 0 °C; 10 H,Rt1.2 Reagents: Hydrochloric Acid Solvents: Water; Ph 6,0 °C
标题:Ligand Design For Luminescent Lanthanide-Containing Metallopolymers
作者:De Bettencourt-Dias,Ana; Rossini,Jeffrey S. K.
参考文献:Inorganic Chemistry 日期:2016 卷标:55(20) 页码:9954-9963]

5453-80-5 = 95-12-5
反应条件:1.1 Reagents: Potassium Carbonate,Carbon Monoxide Catalysts: Tricarbonyl[(1,3,3A,7A-η)-4,5,6,7-Tetrahydro-1,3-Bis(Trimethylsilyl)-2H-Inden-2-... Solvents: Dimethyl Sulfoxide,Water; 20 H,10 Bar,100 °C; 100 °C -> Rt1.2 Reagents: Hydrochloric Acid Solvents: Water; 1 H,Rt
标题:Discrete Iron Complexes For The Selective Catalytic Reduction Of Aromatic,Aliphatic,And α,β-Unsaturated Aldehydes Under Water-Gas Shift Conditions
作者:Tlili,Anis; Schranck,Johannes; Neumann,Helfried; Beller,Matthias
参考文献:Chemistry - A European Journal 日期:2012 卷标:18(50) 页码:15935-15939]

5453-80-5 = 95-12-5
反应条件:1.1 Reagents: Sodium Borohydride; 20 Min,25 °C1.2 Reagents: Water; Rt
标题:Sodium Tetraalkoxyborates: Intermediates For The Quantitative Reduction Of Aldehydes And Ketones To Alcohols Through Ball Milling With Nabh4
作者:Naimi-Jamal,M. Reza; Mokhtari,Javad; Dekamin,Mohammad G.; Kaupp,Gerd
参考文献:European Journal Of Organic Chemistry 日期:2009 卷标:(21) 页码:3567-3572]

5453-80-5 = 95-12-5
反应条件:1.1 Catalysts: Iridium,Aqua[[2,2′-Bipyridine]-6,6′(1H,1′h)-Dionato(2-)-Kn1,Kn1′][(1,2,3,4,5-η)... Solvents: Isopropanol; 12 H,120 °C; 120 °C -> Rt
标题:Transfer Hydrogenation Of Aldehydes And Ketones With Isopropanol Under Neutral Conditions Catalyzed By A Metal-Ligand Bifunctional Catalyst [cp*ir(2,2'-Bpyo)(H2O)]
作者:Wang,Rongzhou; Tang,Yawen; Xu,Meng; Meng,Chong; Li,Feng
参考文献:Journal Of Organic Chemistry 日期:2018 卷标:83(4) 页码:2274-2281]

934-30-5 = 95-12-5
反应条件:1.1 Reagents: Lithium Aluminum Hydride Solvents: Tetrahydrofuran; Overnight,Rt1.2 Solvents: Water; Rt
标题:Utilizing Thiol-Ene Chemistry For Crosslinked Nickel Cation-Based Anion Exchange Membranes
作者:Kwasny,Michael T.; Zhu,Liang; Hickner,Michael A.; Tew,Gregory N.
参考文献:Journal Of Polymer Science 日期:2018 卷标:56(3) 页码:328-339]

146623-18-9 = 95-12-5
反应条件:1.1 Reagents: Sodium Carbonate,Chlorosulfonyl Isocyanate Solvents: Dichloromethane; Rt; 20 H,Reflux; Reflux -> 0 °C1.2 Reagents: Sodium Hydroxide Solvents: Methanol; 1 H1.3 Reagents: Hydrochloric Acid Solvents: Water; Neutralized
标题:Deprotection Of Benzyl And P-Methoxybenzyl Ethers By Chlorosulfonyl Isocyanate-Sodium Hydroxide
作者:Kim,Ji Duck; Han,Gyoonhee; Zee,Ok Pyo; Jung,Young Hoon
参考文献:Tetrahedron Letters 日期:2003 卷标:44(4) 页码:733-735]

= 95-12-5
反应条件:1.1 Reagents: Hydroquinone; 19 H,Rt -> 190 °C
标题:Influence Of Hydroxyl Group Concentration On Mechanical Properties And Impact Resistance Of Romp Copolymers
作者:Dennis,Joseph M.; Long,Tyler R.; Krishnamurthy,Ajay; Tran,Ngon T.; Patterson,Brendan A.; Et Al
参考文献:Acs Applied Polymer Materials 日期:2020 卷标:2(6) 页码:2414-2425]

= 95-12-5
反应条件:1.1 9 H,4 - 5 Atm,170 - 180 °C
标题:Synthesis And Properties Of Mannich Bases On The Basis Of Norbornenylmethanol,Aliphatic Amines And Benzaldehyde
作者:Hajiyeva,Gulsum E.; Mammadbayli,Eldar H.; Ibrahimli,Sahil I.; Abiyev,Huseyn A.
参考文献:Neft Kimyasi Va Neft E'Mali Proseslari 日期:2020 卷标:21(1) 页码:36-44]

= 95-12-5
反应条件:1.1 9 H,4 - 5 Atm,170 - 180 °C
标题:Synthesis Of Mannich Bases Based On Norbornenylmethanol,Cyclic Amines And Benzaldehyde And Their Antimicrobial Activity
作者:Hajiyeva,G. E.
参考文献:Azerbaidzhanskii Khimicheskii Zhurnal 日期:2019 卷标:(3) 页码:68-74]

= 95-12-5
反应条件:1.1 9 H,4 - 5 Atm,170 - 180 °C
标题:Norbornene Containing Mannich Bases On The Basis Of Cyclic Amines
作者:Hajiyeva,Gulsum E.; Mammadbayli,Eldar H.; Ibrahimly,Sahil I.; Talybov,Gulahmad M.
参考文献:Neft Kimyasi Va Neft E'Mali Proseslari 日期:2017 卷标:18(4) 页码:331-340]

= 95-12-5
反应条件:1.1 9 H,4 - 5 Atm,170 - 180 °C
标题:Mannich Bases From Bicyclo[2.2.1]Hept-5-En-2-Ylmethanol,Secondary Amines And Formaldehyde
作者:Mammadbayli,E. H.; Hajiyeva,G. E.; Ibrahimli,S. I.; Jafarova,N. A.
参考文献:Russian Journal Of General Chemistry 日期:2018 卷标:88(10) 页码:2204-2208]

= 95-12-5
反应条件:1.1 Reagents: 1,4-Naphthalenedicarbonitrile Solvents: Acetonitrile,Water
标题:Photoinduced Single-Electron-Transfer (Set)-Initiated Oxidative Cleavage Of Benzylic Ether Protecting Group: A Mild And Efficient Procedure
作者:Pandey,G.; Krishna,A.
参考文献:Synthetic Communications 日期:1988 卷标:18(18) 页码:2309-14]

= 95-12-5
反应条件:1.1 -78 °C; 2 H,-78 °C -> Rt; Rt -> 45 °C; 8 H,45 °C1.2 Reagents: Sodium Hydroxide,Sodium Borohydride Solvents: Methanol,Water; 1 H,Rt
标题:Synthesis And Characterization Of Lithium-Ion Conductive Membranes With Low Water Permeation
作者:Stone,David A.; Welna,Daniel T.; Allcock,Harry R.
参考文献:Chemistry Of Materials 日期:2007 卷标:19(10) 页码:2473-2482

5-降冰片烯-2-甲醛置于sodium Tetrahydroborate,水体系中,化学反应 0.33H,以100%的收率获得产物5-降冰片烯-2-甲醇
参考文献:四烷氧基硼酸钠:通过球磨与 Nabh4 将醛和酮定量还原为醇的中间体
标题:四烷氧基硼酸钠:通过球磨与 Nabh4 将醛和酮定量还原为醇的中间体
摘要:在温度控制下,化学计量分子固态振动球磨,无溶剂捏合球磨和机械化学球磨不同醛和酮与未改性的硼氢化钠在快速反应中使用还原剂的所有氢原子.它提供了热稳定四烷氧基硼酸钠的定量收率.容易分离的固体对水解极其敏感,导致相应醇的定量收率.快速合成具有区域特异性和立体选择性.各种取代基不受攻击,包括 α-溴酮的溴.共轭的醛和酮提供了烯丙醇的定量收率,没有饱和醇的污染,饱和醇会在溶液中反应发生.根据化学计量比,苯偶姻定量还原为安息香(4:1 比例)或二氢安息香(2:1 比例).(© Wiley-Vch Verlag Gmbh & Co. Kgaa,69451 Weinheim,Germany,2009)
DOI:10.1002/ejoc.200900352

海关参考信息

2901210000-乙烯
2901220000-丙烯
2905121000-正丙醇
2905141000-异丁醇
💡 提示：海关信息按照顺序优先匹配，如需确认的海关信息，请参考相关资料。
详情请参考：📖 海关编码查询和海关进出口税则

专利信息

专利号:US-5817751-A
优先权日:1994-06-23
标题 :Method for synthesis of diketopiperazine and diketomorpholine derivatives
发明人：SZARDENINGS ANNA KATRIN; CAMPBELL DAVID
权利人:AFFYMAX TECH NV
摘要:The present invention relates to the areas of organic and medicinal chemistry. More specifically, the present invention is concerned with combinatorial and solid phase methods for the synthesis of diverse diketopiperazine derivatives, and the use of such methods to create libraries of diverse diketopiperazine derivatives. The present invention has application in the areas of chemical synthesis, the screening for new diketopiperazine derivatives having beneficial medical properties and the use of such screening to provide compositions and methods including diketopiperazine derivatives for treating disease.

专利号:US-11472916-B2
优先权日:2018-01-17
标题:Flow controlled synthesis of bottlebrush macromolecules
发明人：GUIRONNET DAMIEN S; WALSH DYLAN J
权利人:UNIV ILLINOIS
摘要:Shape, size and composition are nature's most fundamental design features, enabling highly complex functionalities. Despite recent advances, the independent control of shape, size and chemistry of macromolecules remains a synthetic challenge. Herein reported is a scalable methodology to produce large well-defined macromolecules with programmable shape, size and chemistry that combines reactor engineering principles and controlled polymerizations. Specifically, bottlebrush polymers with conical, ellipsoidal and concave architectures are synthesized using two orthogonal polymerizations. The chemical versatility is highlighted by the synthesis of a compositional asymmetric cone. The strong agreement between predictions and experiments validate the precision that this methodology offers.

专利号:US-11794179-B2
优先权日:2016-08-24
标题 :Synthesis and characterization of metathesis catalysts
发明人：JOHNS ADAM M
权利人:UMICORE AG & CO KG
摘要:This invention relates generally to olefin metathesis catalysts, to the preparation of such compounds, compositions comprising such compounds, methods of using such compounds, and the use of such compounds in the metathesis of olefins and in the synthesis of related olefin metathesis catalysts. The invention has utility in the fields of catalysis, organic synthesis, polymer chemistry, and in industrial applications such as oil and gas, fine chemicals and pharmaceuticals.

专利号:WO-2018191373-A1
优先权日:2017-04-12
标题:Synthesis and characterization of metathesis catalysts
发明人：JOHNS ADAM
权利人:MATERIA INC
摘要:This invention relates generally to olefin metathesis catalysts, to the preparation of such compounds, compositions comprising such compounds, methods of using such compounds, and the use of such compounds in the metathesis of olefins and in the synthesis of related olefin metathesis catalysts. The invention has utility in the fields of catalysis, organic synthesis, polymer chemistry, and in industrial applications such as oil and gas, fine chemicals and pharmaceuticals.

专利号:US-11779912-B2
优先权日:2016-10-19
标题 :Synthesis and characterization of Ru alkylidene complexes
发明人：JOHNS ADAM M; HERRON JESSICA R; PEDERSON RICHARD L; FIAMENGO BRYAN A; BEERMAN JENNIFER A; LIN TZU-PIN; CHU CRYSTAL K; GRUBBS ROBERT H
权利人:UMICORE AG & CO KG; CALIFORNIA INST OF TECHN
摘要:This invention relates generally to olefin metathesis catalyst compounds, to the preparation of such compounds, compositions comprising such compounds, methods of using such compounds, articles of manufacture comprising such compounds, and the use of such compounds in the metathesis of olefins and olefin compounds. The invention has utility in the fields of catalysts, organic synthesis, polymer chemistry, and industrial and fine chemicals industry.

专利号:WO-9600391-A1
优先权日:1994-06-23
标题:Methods for the synthesis of diketopiperazines
发明人：CAMPBELL DAVID; GALLOP MARK A; GORDON ERIC M; LOOK GARY C; PATEL DINESH; SZARDENINGS ANNA KATRIN
权利人:AFFYMAX TECH NV; CAMPBELL DAVID; GALLOP MARK A; GORDON ERIC M; LOOK GARY C; PATEL DINESH; SZARDENINGS ANNA KATRIN
摘要:Libraries of diverse diketopiperazines bound to a support and methods for synthesizing diketopiperazines on a solid support are described. These libraries have utility in the area of drug design as they can be screened against biological substances to identify compounds which have desirable biological activity.