CAS: 5469-26-1; 1-Bromo-3,3-Dimethyl-2-Butanone

该化合物是属于溴化氯酮类的有机化合物,其特征是分子结构中存在溴原子和氯酮功能组.一般而言,该化合物看起来无色无色可粉黄色,有独特的气味.该化合物以其反应性而著称,特别是在有机合成中,它可以参与各种化学反应,包括核生殖替代和重新排列.该化合物经常用于其他有机化合物的合成,并可作为制药和农用化学品生产的中间体.其在有机溶剂中的溶解性使其在各种应用中有用,尽管必须注意其潜在毒性和适当处理和储存的必要性.与许多溴化化合物一样,它也可能表现出环境持久性,需要考虑到其生态影响.

结构式图片

相似化合物

19967-55-6 2648-71-7 816-40-0

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上下游产品

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合成工艺路线路线简述

  • 合成目标产物 1-Bromopinacolone 主要起始原料 2-Cyclopenten-1-One, 2-(1,1-Dimethylethyl)-
  • (文献来源)合成步骤主要原料 2-Cyclopenten-1-One, 2-(1,1-Dimethylethyl)-
频哪酮置于溴体系中,用 乙醚 作为反应溶剂,化学反应 0.5H,以93%的收率获得产物1-溴频哪酮
参考文献:通过熵控制的亲电机制将氨,烷基胺和芳胺的分子间 N-H 氧化加成到平面 σ3-磷化合物中
标题:通过熵控制的亲电机制将氨,烷基胺和芳胺的分子间 N-H 氧化加成到平面 σ3-磷化合物中
摘要:发现氨,烷基胺和芳胺会发生快速的分子间 Nh 氧化加成到平面单核 σ(3)-磷化合物 (1).五配位正膦产物 (1.[h][nhr]) 结构坚固,可以通过多核 NMR 光谱和单晶 X 射线衍射进行全面表征.采用等温滴定量热法来量化正丙胺与 1 ((N)Prnh2 + 1-> 1.[h][nh(N)Pr] 的 Nh 氧化加成的焓,δhrxn(298) =-10.6 Kcal/摩尔).正丙胺 Nh 氧化加成的动力学由原位紫外吸收光谱和速率法测定显示出异常大的分子度 (ν = K[1][(N)Prnh2](3)).在 10-70 oc 的温度范围内进行的动力学实验表明,反应速率随着温度的升高而降低.从 Eyring 分析中提取的活化参数 (δh(⧧) =-0.8 +/-0.4 Kcal/mol,δs(⧧) =-72 +/-2 Cal/(Mol.k)) 表明强 Nh 键被 1 裂解为熵由于高度
DOI:10.1021/ja412469E

海关参考信息

专利信息


专利号:US-6180718-B1
优先权日:1996-03-01
标题:Process for preparation of aromatic and heteroaromatic molecules
发明人:BOEHM TERRI L; HODGES JOHN C; SHOWALTER HOWARD D H
权利人:WARNER LAMBERT CO
摘要:A process for the attachment of aromatic or heteroaromatic rings to a polymeric support via a silyl ether linkage is described. Such process involves the synthesis of a chlorodialkyl aryl or heteroarylsilane which is then coupled to a polymeric support via a hydroxyl functionality to form a polymer-bound silyl ether. Further modification provides a polymer-bound small organic molecule that is cleaved from the polymeric support under mild conditions to give an aryl or heteroaryl silanol or a compound in which the aryl or heteroaryl carbon-silicon bond is replaced with a carbon-hydrogen, carbon-halogen, carbon-hydroxyl, carbon-sulfur, or carbon—carbon bond. Such methods are useful for the preparation of a library of diverse aromatic and heteroaromatic compounds by both manual and automated synthesis.

专利号:US-9018387-B2
优先权日:2010-06-11
标 题:Complexes of imidazole ligands
发明人:NORMAN JOHN ANTHONY THOMAS; PEREZ MELANIE K; LEI XINJIAN; SPENCE DANIEL P; IVANOV SERGEI VLADIMIROVICH; BAILEY III WADE HAMPTON
权利人:NORMAN JOHN ANTHONY THOMAS; PEREZ MELANIE K; LEI XINJIAN; SPENCE DANIEL P; IVANOV SERGEI VLADIMIROVICH; BAILEY III WADE HAMPTON; AIR PROD & CHEM
摘要:Metal imidazolate complexes are described where imidazoles ligands functionalized with bulky groups and their anionic counterpart, i.e., imidazolates are described. Compounds comprising one or more such polyalkylated imidazolate anions coordinated to a metal or more than one metal, selected from the group consisting of alkali metals, transition metals, lanthanide metals, actinide metals, main group metals, including the chalcogenides, are contemplated. Alternatively, multiple different imidazole anions, in addition to other different anions, can be coordinated to metals to make new complexes. The synthesis of novel compounds and their use to form thin metal containing films is also contemplated.

专利号:US-2010222601-A1
优先权日:2006-12-12
标题 :Synthesis of cyclopentadiene derivatives
发明人:TAHIRI OUARDIA; JONES ROBERT L; SCHIENDORFER MICHAEL; CHEVALIER REYNALD
权利人:BASELL POLYOLEFINE GMBH
摘要:A process for preparing cyclopentadiene derivatives having formula (I) n n n n n n n n n n Wherein R 1 , R 2 , R 3 , R 4 , R 5 and R 6 equal to or different from each other, are hydrogen atoms or hydrocarbon groups comprising the steps of reacting a substituted or unsubstituted indanon with a base and then with a substituted or unsubstituted haloaceton and treating the obtained product with the Lawesson's reagent.

专利号:WO-9967219-A1
优先权日:1998-06-22
标 题:Compounds for inhibiting beta-amyloid peptide release and/or its synthesis
发明人:AUDIA JAMES E; PORTER WARREN J; THOMPSON RICHARD C; WILKIE STEPHEN C; STACK DOUGLAS R; SHI QING
权利人:ELAN PHARM INC; LILLY CO ELI; AUDIA JAMES E; PORTER WARREN J; THOMPSON RICHARD C; WILKIE STEPHEN C; STACK DOUGLAS R; SHI QING
摘要:Compounds of formula (I), wherein W is a cyclic group of the type (2); (3); Y is represented by the formula (II); these compounds inhibit β-amyloid peptide release and/or its synthesis, and, accordingly, have utility in treating Alzheimer's disease. Also disclosed are pharmaceutical compositions comprising a compound which inhibits β-amyloid peptide release and/or its synthesis as well as methods for treating Alzheimer's disease both prophylactically and therapeutically with such pharmaceutical compositions.

专利号:WO-9966934-A1
优先权日:1998-06-22
标 题 :CYCLIC AMINO ACID COMPOUNDS, PHARMACEUTICAL COMPOSITIONS COMPRISING SAME, AND METHODS FOR INHIBITING β-AMYLOID PEPTIDE RELEASE AND/OR ITS SYNTHESIS BY USE OF SUCH COMPOUNDS
发明人:AUDIA JAMES E; DRESSMAN BRUCE A; SHI QING
权利人:ELAN PHARM INC; LILLY CO ELI; AUDIA JAMES E; DRESSMAN BRUCE A; SHI QING
摘要:Disclosed are compounds which inhibit β-amyloid peptide release and/or its synthesis, and, accordingly, have utility in treating Alzheimer's disease. Also disclosed are pharmaceutical compositions comprising a compound which inhibits β-amyloid peptide release and/or its synthesis as well as methods for treating Alzheimer's disease both prophylactically and therapeutically with such pharmaceutical compositions.

专利号:US-6774125-B2
优先权日:1998-06-22
标 题:Deoxyamino acid compounds, pharmaceutical compositions comprising same, and methods for inhibiting β-amyloid peptide release and/or its synthesis by use of such compounds
发明人:AUDIA JAMES E; THOMPSON RICHARD C; WILKIE STEPHEN C; BRITTON THOMAS C; PORTER WARREN J; HUFFMAN GEORGE W; LATIMER LEE H
权利人:ELAN PHARM INC; LILLY CO ELI
摘要:Disclosed are compounds which inhibit β-amyloid peptide release and/or its synthesis, and, accordingly, have utility in treating Alzheimer's disease. Also disclosed are pharmaceutical compositions comprising a compound which inhibits β-amyloid peptide release and/or its synthesis as well as methods for treating Alzheimer's disease both prophylactically and therapeutically with such pharmaceutical compositions.
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主要参考文献

[参考文献]: Brian A Sparling, Et Al. Smi2-Promoted Reformatsky-Type Coupling Reactions In Exceptionally Hindered Contexts. Org Lett. 2008 Mar 20;10(6):1291-4.
[参考文献]: D L Hallahan, Et Al. Synthesis And Biological Activity Of An Azido Derivative Of Paclobutrazol, An Inhibitor Of Gibberellin Biosynthesis. Plant Physiol. 1988 Dec;88(4):1425-9.
[参考文献]: E Salih, Et Al. Active-Site Peptides Of Acetylcholinesterase Of Electrophorus Electricus: Labelling Of His-440 By 1-Bromo-[参考文献]: S G Cohen, Et Al. 1-Bromopinacolone, An Active Site-Directed Covalent Inhibitor For Acetylcholinesterase. J Biol Chem. 1982 Dec 10;257(23):14087-92.
[参考文献]: S G Cohen, Et Al. Reactions Of 1-Bromo-2-[14C]Pinacolone With Acetylcholinesterase From Torpedo Nobiliana. Effects Of 5-Trimethylammonio-2-Pentanone And Diisopropyl Fluorophosphate. Biochim Biophys Acta. 1989 Aug 31;997(3):167-75.

合成参考文献


摘要:Yoshida, H., Science of Synthesis Knowledge Updates, (2022) 3, 9.
摘要:Hou, X.-L.; Peng, X.-S.; Yeung, K.-S.; Wong, H. N. C., Science of Synthesis Knowledge Updates, (2011) 2, 263.
摘要:Shimada, K., Science of Synthesis Knowledge Updates, (2010) 1, 429.
摘要:Collings, J. C., Science of Synthesis Knowledge Updates, (2013) 4, 365.
摘要:Kawęcki, R., Science of Synthesis Knowledge Updates, (2018) 4, 352.
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