CAS: 88444-81-9; 3',5'-Bis(Trifluoromethyl)Phenylacetylene

该化合物是一种有机化合物,其独特的结构特征是:三氟基环,在三尺和五尺的位置上,有两组三氟基,加上乙炔功能组;该化合物一般没有色素,可粉黄,以其高热稳定性和低挥发性而著称;三氟甲基组的存在增强了其电子提取特性,可对其再活动及与其他化学物种的相互作用产生重大影响;它经常用于有机合成和材料科学,特别是用于开发先进的聚合物和药物;此外,由于其含氟性质,它可能具有独特的溶解性和表面活动特点,因而对各种应用,包括农业化学品和特殊化学品具有兴趣;在处理该化合物时,应注意安全防范措施,因为氟化合物可能对健康和环境造成危害.

结构式图片

物理性质

MSDS等安全信息

欧盟法规

ECHA物质C&L通报

上下游产品

CAS号1092543-19-5 (Z)-1-(2-iodovi... | CAS号618092-28-7 (3,5-双(三氟甲基)苯乙炔... | CAS号118527-38-1 1-(2,2-dichloro... | CAS号328-70-1 1,3-双(三氟甲基)-5-溴苯 | CAS号402-31-3 间二三氟甲苯

合成工艺路线路线简述

  • 1066-54-2 + 328-70-1 = 88444-81-9
    反应条件:1.1 Reagents: Diisopropylethylamine Catalysts: Cuprous Iodide,Dichlorobis(Triphenylphosphine)Palladium Solvents: Tetrahydrofuran; 15 H,60 °C2.1 Reagents: Potassium Hydroxide Solvents: Diethyl Ether,Methanol; 10 Min,Rt2.2 Reagents: Water
    标题:Pluripotent Features Of Doubly Thiophene-Fused Benzodiphospholes As Organic Functional Materials
    作者:Higashino,Tomohiro; Et Al
    参考文献:Chemistry - A European Journal 日期:2019 卷标:25(25) 页码:6425-6438]

    618092-28-7 = 88444-81-9
    反应条件:1.1 Reagents: Sodium Hydroxide Solvents: Water
    标题:Synthesis Of Chiral Triazole-Based Halogen Bond Donors
    作者:Kaasik,Mikk; Et Al
    参考文献:Synthesis 日期:2019 卷标:51(10) 页码:2128-2135]

    1092543-19-5 = 88444-81-9
    反应条件:1.1 Reagents: Tetrabutylammonium Fluoride Solvents: Tetrahydrofuran; 6 H,60 °C
    标题:Terminal Alkynes From Aldehydes Via Dehydrohalogenation Of (Z)-1-Iodo-1-Alkenes With Tbaf
    作者:Beshai,Mira; Et Al
    参考文献:Tetrahedron Letters 日期:2008 卷标:49(48) 页码:6794-6796]

    329942-69-0 = 88444-81-9
    反应条件:1.1 Reagents: Lithium Aluminum Hydride Solvents: Tetrahydrofuran; 3 H,0 °C2.1 Reagents: Potassium Carbonate Solvents: Methanol; 5.5 H,Rt
    标题:Syntheses And Biological Evaluation Of 1,2,3-Triazole And 1,3,4-Oxadiazole Derivatives Of Imatinib
    作者:Li,Yong-Tao; Et Al
    参考文献:Bioorganic & Medicinal Chemistry Letters 日期:2016 卷标:26(5) 页码:1419-1427]

    = 88444-81-9
    反应条件:1.1 Solvents: Toluene; 15 H,50 °C2.1 Reagents: Sodium Bis(Trimethylsilyl)Amide Solvents: Tetrahydrofuran; 10 Min,Rt; Rt -> -78 °C2.2 2.5 H,-78 °C -> Rt2.3 Reagents: Tetrabutylammonium Fluoride Solvents: Tetrahydrofuran; 6 H,60 °C
    标题:Terminal Alkynes From Aldehydes Via Dehydrohalogenation Of (Z)-1-Iodo-1-Alkenes With Tbaf
    作者:Beshai,Mira; Et Al
    参考文献:Tetrahedron Letters 日期:2008 卷标:49(48) 页码:6794-6796]

    6638-79-5 + 725-89-3 = 88444-81-9
    反应条件:1.1 Reagents: 4-Methylmorpholine,1-Hydroxybenzotriazole,1-Ethyl-3-(3′-Dimethylaminopropyl)Carbodiimide Hydrochloride Solvents: Dichloromethane; 6 H,Rt2.1 Reagents: Lithium Aluminum Hydride Solvents: Tetrahydrofuran; 3 H,0 °C3.1 Reagents: Potassium Carbonate Solvents: Methanol; 5.5 H,Rt
    标题:Syntheses And Biological Evaluation Of 1,2,3-Triazole And 1,3,4-Oxadiazole Derivatives Of Imatinib
    作者:Li,Yong-Tao; Et Al
    参考文献:Bioorganic & Medicinal Chemistry Letters 日期:2016 卷标:26(5) 页码:1419-1427]

    1066-54-2 + 328-70-1 = 88444-81-9
    反应条件:1.1 -1.2 Reagents: Sodium Hydroxide Solvents: Water
    标题:Synthesis Of Chiral Triazole-Based Halogen Bond Donors
    作者:Kaasik,Mikk; Et Al
    参考文献:Synthesis 日期:2019 卷标:51(10) 页码:2128-2135]

    618092-28-7 = 88444-81-9
    反应条件:1.1 Reagents: Sodium Hydroxide Solvents: Methanol,Tetrahydrofuran,Water; 1 H,Rt
    标题:Syntheses Of Highly Unsaturated Isocyanides Via Organometallic Pathways
    作者:Mujkic,Monika; Et Al
    参考文献:Dalton Transactions 日期:2012 卷标:41(3) 页码:839-849]

    118527-38-1 = 88444-81-9
    反应条件:1.1 Reagents: Butyllithium Solvents: Diethyl Ether
    标题:Preparation Of Fluorine-Containing Phenylacetylenes By The Method Of Introduction Of The Ethynyl Group Using 1,1-Dichloro-2,2-Difluoroethene
    作者:Kodaira,Kazuo; Et Al
    参考文献:Bulletin Of The Chemical Society Of Japan 日期:1988 卷标:61(5) 页码:1625-31]

    401-95-6 + 90965-06-3 = 88444-81-9
    反应条件:1.1 Reagents: Potassium Carbonate Solvents: Methanol; 5.5 H,Rt
    标题:Syntheses And Biological Evaluation Of 1,2,3-Triazole And 1,3,4-Oxadiazole Derivatives Of Imatinib
    作者:Li,Yong-Tao; Et Al
    参考文献:Bioorganic & Medicinal Chemistry Letters 日期:2016 卷标:26(5) 页码:1419-1427]

    401-95-6 + 90965-06-3 = 88444-81-9
    反应条件:1.1 Reagents: Potassium Carbonate Solvents: Methanol; Overnight,Rt
    标题:Gold Catalysis: 2,3- Or 1,4-Addition To Butadiynes
    作者:Stein,Philipp M.; Et Al
    参考文献:Advanced Synthesis & Catalysis 日期:2022 卷标:364(22) 页码:3817-3839]

    401-95-6 + 3020-28-8 = 88444-81-9
    反应条件:1.1 Reagents: Sodium Bis(Trimethylsilyl)Amide Solvents: Tetrahydrofuran; 10 Min,Rt; Rt -> -78 °C1.2 2.5 H,-78 °C -> Rt1.3 Reagents: Tetrabutylammonium Fluoride Solvents: Tetrahydrofuran; 6 H,60 °C
    标题:Terminal Alkynes From Aldehydes Via Dehydrohalogenation Of (Z)-1-Iodo-1-Alkenes With Tbaf
    作者:Beshai,Mira; Et Al
    参考文献:Tetrahedron Letters 日期:2008 卷标:49(48) 页码:6794-6796]

    328-70-1 = 88444-81-9
    反应条件:1.1 Catalysts: Triphenylphosphine,Cuprous Iodide,Dichlorobis(Triphenylphosphine)Palladium Solvents: Triethylamine; 8 H,Rt -> Reflux; Reflux -> Rt1.2 Reagents: Sodium Hydroxide Solvents: Cyclohexane; Rt -> Reflux
    标题:Fluorinated Phenylethynyl-Terminated Imide Oligomers With Reduced Melt Viscosity And Enhanced Melt Stability
    作者:Yang,Yang; Et Al
    参考文献:Polymer 日期:2011 卷标:52(1) 页码:138-148]

    79-35-6 + 328-70-1 = 88444-81-9
    反应条件:1.1 Reagents: Butyllithium Solvents: Diethyl Ether1.2 -2.1 Reagents: Butyllithium Solvents: Diethyl Ether
    标题:Preparation Of Fluorine-Containing Phenylacetylenes By The Method Of Introduction Of The Ethynyl Group Using 1,1-Dichloro-2,2-Difluoroethene
    作者:Kodaira,Kazuo; Et Al
    参考文献:Bulletin Of The Chemical Society Of Japan 日期:1988 卷标:61(5) 页码:1625-31]

    402-31-3 = 88444-81-9
    反应条件:1.1 Reagents: Butyllithium Solvents: Diethyl Ether1.2 Reagents: Bromine2.1 Reagents: Butyllithium Solvents: Diethyl Ether2.2 -3.1 Reagents: Butyllithium Solvents: Diethyl Ether
    标题:Preparation Of Fluorine-Containing Phenylacetylenes By The Method Of Introduction Of The Ethynyl Group Using 1,1-Dichloro-2,2-Difluoroethene
    作者:Kodaira,Kazuo; Et Al
    参考文献:Bulletin Of The Chemical Society Of Japan 日期:1988 卷标:61(5) 页码:1625-31
📜间二三氟甲苯置于正丁基锂,溴,Lithium体系中,用 乙醚 作为反应溶剂,化学反应生成 3,5-双三氟甲基苯乙炔
参考文献:Preparation Of Fluorine-Containing Phenylacetylenes By The Method Of Introduction Of The Ethynyl Group Using 1,1-Dichloro-2,2-Difluoroethene
标题:Preparation Of Fluorine-Containing Phenylacetylenes By The Method Of Introduction Of The Ethynyl Group Using 1,1-Dichloro-2,2-Difluoroethene
摘要:具有氟或三氟甲基取代基的苯乙炔(arc≡ch)(邻,间,对位氟;邻,间,对位cf3;2,4-,2,5-,2,6-,3,5-双(Cf3)2)已通过溴苯(arbr)和苯(arh)与1,1-二氯-2,2-二氟乙烯(1)的两步路线制备得到:Arli或armgbr->arcf=ccl2->arc≡cli.在-70oc下仔细处理时,邻氟苯基锂以非常好产率反应生成邻fc6H4Cf=ccl2,同时伴随苯炔衍生的产物,如邻(邻fc6H4)C6H4Cf=ccl2.在0oc下对间双(三氟甲基)苯进行9小时(24小时)的锂化,随后用溴处理,分别以35(38)%,31(36)%和8(6)%的收率获得产物1-溴-2,4-,2,6-和3,5-双(三氟甲基)苯.
DOI:10.1246/bcsj.61.1625

海关参考信息

专利信息


专利号:US-9284336-B1
优先权日:2014-08-21
标题 :Synthesis of 4-(pentafluorosulfanyl)benzenediazonium tetrafluoroborate and analogs
发明人：LAALI KENNETH K
权利人:LAALI KENNETH K; UNIV NORTH FLORIDA
摘要:4-(pentafluorosulfanyl)benzenediazonium tetrafluoroborate salt was synthesized and isolated. The pentafluorosulfanyl salt was examined in a wide assortment of reactions to form novel SF 5 -bearing alkenes, alkynes, and biaryl derivatives using Heck-Matsuda, Sonogashira, and Suzuki coupling protocols. Dediazoniation of the salt furnished the corresponding p-SF 5 —C 6 H 4 X, C 6 H 4 OS(O)(CF 3 )â•?NSO 2 CF 3 , and p-SF 5 —C 6 H 4 —NTf 2 derivatives. The azide derivative p-SF 5 —C 6 H 4 N 3 entered into click chemistry with phenylacetylenes to furnish the corresponding triazoles. Various SF 5 -bearing alkenes were synthesized by coupling reactions using a metal catalyst. Fluorodediazoniation selectively furnished the fluoro derivative p-SF 5 —C 6 H 4 F. Homolytic dediazoniation gave the unsymmetrical biaryls, thus demonstrating the broad utility of pentafluorosulfanyl diazonium salts as building blocks of SF5-aromatics that are in high demand in many branches of chemistry including biomedicine and materials chemistry.

专利号:US-9505799-B2
优先权日:2011-05-13
标题:18F-labeled precursor of PET radioactive medical supplies, and preparation method thereof
发明人：CHI DAE-YOON; LEE BYOUNG-SE; PARK CHANSOO; LEE MIN-HYUNG; CHA HYOJIN; CHO WOOJIN; KANG HEEWON; KIM KYUNGHUN
权利人:CHI DAE-YOON; LEE BYOUNG-SE; PARK CHANSOO; LEE MIN-HYUNG; CHA HYOJIN; CHO WOOJIN; KANG HEEWON; KIM KYUNGHUN; FUTURECHEM CO LTD
摘要:The present invention relates to a precursor of positron emission tomography (PET) radioactive medical supplies, a preparation method thereof, and an application thereof, and more specifically, to a precursor having a tetravalent organic salt leaving group, a preparation method, and a method for preparing desired PET radioactive medical supplies in a high radiochemical yield within a short preparation time by introducing 18 F using the same through a single step. The precursor having a tetravalent organic salt leaving group of the present invention can simplify the known complex multistep preparation of radioactive medical supplies into a single step, can save production costs because an excessive amount of a phase transfer catalyst is not required, facilitates separation of a compound after reaction, and enables rapid reaction velocity. The features are appropriate for the mass production of PET radioactive medical supplies by an automated synthesis system.

专利号:US-2016096852-A1
优先权日:2014-08-21
标 题 :Synthesis of 4-(pentafluorosulfanyl)benzenediazonium tetrafluoroborate and Analogs

专利号:US-9238660-B1
优先权日:2014-08-21
标题 :Synthesis of 4-(pentafluorosulfanyl)benzenediazonium tetrafluoroborate and analogs and their application for the preparation of SF5-aromatics

专利号:US-9513294-B2
优先权日:2012-12-26
标题:Megastokes amino-triazolyl-BODIPY compounds and applications to live neuron staining and human serum albumin FA1 drug site probing
发明人：CHANG YOUNG-TAE; ER JUN CHENG; LEONG CHERYL KIT MUN; YUN SEONG WOOK; VENDRELL ESCOBAR MARC; TANG MUI KEE
权利人:NAT UNIV SINGAPORE; AGENCY SCIENCE TECH & RES
摘要:A library of novel amino-triazolyl-BODIPY compounds is described. Particular compounds of the library serve as selective fluorescent probes for human serum albumin (HSA) and for live primary neurons. The fluorescent probe for HSA binds uniquely and specifically to the fatty acid site 1 of HSA, and thus proves a valuable and unique probe for drugs that bind to such a site on HSA. Methods of synthesis for the library compounds are also described.

专利号:CN-117164658-B
优先权日:2023-09-04
标题:A derivative of alismatol B, its synthesis method, and its pharmaceutical composition and application

其他信息查阅

供应商参考报价(招募中)

品牌试剂参考报价(招募中)

实用工具

⚠️全国化工行业净网倡议书
📋制造商识别码
📖 海关编码查询
📝MSDS生成器

📌 第三方产品分析报告

✅ COA系统入驻 | 共享模式

合成参考文献


摘要:Weibel, J.-M.; Blanc, A.; Pale, P., Science of Synthesis Knowledge Updates, (2018) 1, 11.
摘要:Liang, Y.; Wen, Z.; Cabrera, M.; Howlader, A. H.; Wnuk, S. F., Science of Synthesis Knowledge Updates, (2020) 1, 340.
摘要:Aggarwal, P.; Bebbington, M. W. P., Science of Synthesis Knowledge Updates, (2012) 2, 413.
摘要:Huy, P.; Czekelius, C., Science of Synthesis Knowledge Updates, (2019) 2, 162.
摘要:Geetharani, K.; Bose, S. K., Science of Synthesis: Advances in Organoboron Chemistry towards Organic Synthesis, (2019) 1, 341.
📝 需求与反馈
尽可能描述清楚需求与问题信息
×

通知