CAS: 93-91-4; 1-Phenyl-1,3-Butanedione

该化合物是β二氯酮化合物,其特点是四氯乙醇自制,使它成为有机合成的多用途中间体,其镀层特性使得能够形成稳定的金属离子复合体,这些复合体可用于催化和协调化学.该化合物在凝聚和电温反应中表现出高度的回反应性,成为异环化合物和精细化学品的先质.苯并合金酮在不同条件下的稳定性及其在普通有机溶剂中的溶解性增强了其在工业和研究应用中的效用.它也被用于紫外线稳定器和光谱学研究中,因其独特的吸收特性而成为了离子体.

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REACH预注册

上下游产品

CAS号141-78-6 乙酸乙酯 | CAS号98-86-2 苯乙酮 | CAS号108-24-7 乙酸酐 | CAS号495-41-0 1-苯基-2-丁烯-1-酮 | CAS号5381-93-1 4-hydroxy-4-phe... | CAS号75-36-5 乙酰氯 | CAS号70-11-1 2-溴苯乙酮 | CAS号2550-26-7 4-苯基-2-丁酮 | CAS号13505-39-0 1-BUTANONE, 3-H... | CAS号93-58-3 苯甲酸甲酯 | CAS号106124-30-5 1-hydroxy-4-met... | CAS号85658-60-2 2-amino-6-methy... | CAS号10250-60-9 1,5-dimethyl-3-... | CAS号10250-58-5 1,3-dimethyl-5-... | CAS号3347-62-4 3-甲基-5-苯基-1H-吡唑 | CAS号497-25-6 2-恶唑烷酮 | CAS号38109-75-0 E-4-phenyl-4-tr... | CAS号56464-51-8 2-[(1-甲基-3-氧代-3... | CAS号4079-52-1 2-甲氧基苯乙酮

合成工艺路线路线简述

  • 合成目标产物 Benzoylacetone 主要起始原料 Acetyl Chloride And Acetophenone
  • 1817-57-8 = 93-91-4
    反应条件:1.1 Reagents: Isopropanol,Sodium Methoxide Catalysts: 2225846-01-3 Solvents: Tetrahydrofuran; 24 H,100 °C
    标题:Manganese-Catalyzed Transfer Semihydrogenation Of Internal Alkynes To E-Alkenes With Iproh As Hydrogen Source
    作者:Torres-Calis,Antonio; Garcia,Juventino J.
    参考文献:Catalysis Science & Technology 日期:2022 卷标:12(9) 页码:3004-3015]

    65469-88-7 = 93-91-4
    反应条件:1.1 Reagents: 1,2-Benziodoxol-3(1H)-One,1-Hydroxy-5-Methoxy-7-Methyl-,1-Oxide Solvents: Acetone; 5 - 10 Min,Rt1.2 12 H,Rt
    标题:Modified O-Methyl-Substituted Ibx: Room Temperature Oxidation Of Alcohols And Sulfides In Common Organic Solvents
    作者:Moorthy,Jarugu Narasimha; Singhal,Nidhi; Senapati,Kalyan
    参考文献:Tetrahedron Letters 日期:2008 卷标:49(1) 页码:80-84]

    98-86-2 + 631-57-2 = 93-91-4
    反应条件:1.1 Reagents: Lithium Bis(Trimethylsilyl)Amide Solvents: Tetrahydrofuran1.2 Reagents: Chlorotrimethylsilane Solvents: Tetrahydrofuran1.3 Reagents: Tetrabutylammonium Fluoride Solvents: Tetrahydrofuran
    标题:The Regioselective Preparation Of 1,3-Diketones
    作者:Wiles,Charlotte; Watts,Paul; Haswell,Stephen J.; Pombo-Villar,Esteban
    参考文献:Tetrahedron Letters 日期:2002 卷标:43(16) 页码:2945-2948]

    = 93-91-4
    反应条件:1.1 5 - 10 H,85 - 105 °C
    标题:Preparation Method Of Organic Intermediate Benzoylacetone
    参考文献:China]

    15190-10-0 + 106-96-7 = 93-91-4
    反应条件:1.1 Reagents: Sodium Hydride Solvents: Dimethylformamide; 27 - 30 °C; 30 Min,Rt1.2 Solvents: Dimethylformamide; 1 H,Rt1.3 Reagents: Copper Sulfate Solvents: Methanol,Water; 1.5 H,60 °C
    标题:Propargyl Bromide As An Excellent α-Bromoacetone Equivalent: Convenient And New Route To α-Aroylacetones
    作者:Mahalingam,Sakkarapalayam M.; Aidhen,Indrapal Singh
    参考文献:Journal Of Organic Chemistry 日期:2006 卷标:71(1) 页码:349-351]

    98-86-2 = 93-91-4
    反应条件:1.1 Reagents: Sodium Hydride Solvents: Ethyl Acetate; 0 °C; 12 H,Rt
    标题:Synthesis Of 5-Aryl-3(2H)-Furanones Using Intramolecular Cyclization Of Sulfonium Salts
    作者:Inagaki,Sho; Saito,Kai; Suto,Soichiro; Aihara,Hiromi; Sugawara,Aoi; Et Al
    参考文献:Journal Of Organic Chemistry 日期:2018 卷标:83(22) 页码:13834-13846]

    = 93-91-4
    反应条件:1.1 Reagents: Zinc,Diiodo-μ-Methylenedi- Solvents: Tetrahydrofuran; 2 - 5 H,25 °C1.2 Reagents: Ammonium Chloride Solvents: Water
    标题:A Tandem Reaction Initiated By 1,4-Addition Of Bis(Iodozincio)Methane For 1,3-Diketone Formation
    作者:Sada,Mutsumi; Matsubara,Seijiro
    参考文献:Journal Of The American Chemical Society 日期:2010 卷标:132(2) 页码:432-433]

    118494-58-9 = 93-91-4
    反应条件:1.1 Reagents: Butyllithium Solvents: Tetrahydrofuran
    标题:Preparation And Utilization Of A Macromolecular Analog Of N-Tert-Butyl-N-Ethylamine As A Reusable Amide Base
    作者:Blanton,James R.; Salley,Robert E.
    参考文献:Journal Of Organic Chemistry 日期:1989 卷标:54(3) 页码:723-6]

    5381-93-1 = 93-91-4
    反应条件:1.1 Reagents: 2-Iodoxybenzoic Acid Solvents: Ethyl Acetate; Rt; Rt -> 77 °C; 3 - 12 H,77 °C
    标题:High-Yielding Oxidation Of β-Hydroxyketones To β-Diketones Using O-Iodoxybenzoic Acid
    作者:Bartlett,Samuel L.; Beaudry,Christopher M.
    参考文献:Journal Of Organic Chemistry 日期:2011 卷标:76(23) 页码:9852-9855]

    57134-72-2 = 93-91-4
    反应条件:1.1 Reagents: Ethanaminium,2-Hydroxy-N,N,N-Trimethyl-,Chloride,Compd. With Zinc Chloride (Z...; 30 Min,60 °C
    标题:Choline Chloride.2Zncl2: An Excellent Reagent For Regioselective Conversion Of Epoxides To Vicinal-Chlorohydrins
    作者:Sadula,Sunitha; Kanjilal,Sanjit; Srinivasa,Reddy P.; Prasad,Rachapudi B. N.
    参考文献:Indo American Journal Of Pharmaceutical Research 日期:2015 卷标:5(2) 页码:760-766]

    5381-93-1 = 93-91-4
    反应条件:1.1 Reagents: Potassium Carbonate Catalysts: Gold,2,3-Butanediol,1,4-Dimercapto-,(2R,3R)-Rel-,Polymer With α-Methyl-ω-[[3,4,5-T... Solvents: Water; 40 H,80 °C
    标题:Dendrimer-Like Core Cross-Linked Micelle Stabilized Ultra-Small Gold Nanoclusters As A Robust Catalyst For Aerobic Oxidation Of α-Hydroxy Ketones In Water
    作者:Yu,Yangyang; Lin,Chenlu; Li,Bing; Zhao,Pengxiang; Zhang,Shiyong
    参考文献:Green Chemistry 日期:2016 卷标:18(12) 页码:3647-3655]

    122-57-6 = 93-91-4
    反应条件:1.1 Reagents: Hydrogen Peroxide Catalysts: Palladium,[[3-[(2-Aminoethyl)Amino]Propyl]Dimethylsilanol-N,N′]Dichloro-,(Sp-4... (Montmorillonite Derivative) Solvents: Acetic Acid
    标题:New Montmorillonite Silylpropylethylenediamine Palladium(Ii) Complex In Oxidation Of Terminal Olefins
    作者:Rao,Yarlagadda Venkata Subba; Rani,Santi Shobha; Choudary,Boyapati Manoranjan
    参考文献:Journal Of Molecular Catalysis 日期:1992 卷标:75(2) 页码:141-6]

    15021-43-9 = 93-91-4
    反应条件:1.1 Reagents: Acetic Acid,Zinc Solvents: Dichloromethane
    标题:Synthesis Of 1,3-Dicarbonyl Compounds By The Oxidation Of 3-Hydroxycarbonyl Compounds With Corey-Kim Reagent
    作者:Katayama,Sadamu; Fukuda,Kinue; Watanabe,Toshio; Yamauchi,Masashige
    参考文献:Synthesis 日期:1988 卷标:(3) 页码:178-83]

    57626-33-2 = 93-91-4
    反应条件:1.1 Reagents: Water Catalysts: 1-Methyl-3-Pentylimidazolium Tetrafluoroborate Solvents: 1-Methyl-3-Pentylimidazolium Tetrafluoroborate; 2 Min,50 Psi,125 °C
    标题:Ionic Liquid Promoted Selective Debromination Of α-Bromoketones Under Microwave Irradiation
    作者:Ranu,Brindaban C.; Chattopadhyay,Kalicharan; Jana,Ranjan
    参考文献:Tetrahedron 日期:2007 卷标:63(1) 页码:155-159]

    613-90-1 = 93-91-4
    反应条件:1.1 Catalysts: (4R)-4-(Phenylmethoxy)-L-Proline Solvents: Acetone; 30 Min,Rt1.2 24 H,Rt1.3 Reagents: Sodium Hydroxide Solvents: Dichloromethane; 30 Min,Rt
    标题:Proline-Catalyzed Aldol Reactions Of Acyl Cyanides With Acetone: An Efficient And Convenient Synthesis Of 1,3-Diketones
    作者:Shen,Zongxuan; Li,Bin; Wang,Lu; Zhang,Yawen
    参考文献:Tetrahedron Letters 日期:2005 卷标:46(50) 页码:8785-8788]

    294887-94-8 = 93-91-4
    反应条件:1.1 Solvents: Tetrahydrofuran; 2 - 5 H,25 °C1.2 Reagents: Acetic-D3 Acid; 25 °C
    标题:1,4-Addition Of Bis(Iodozincio)Methane To α,β-Unsaturated Ketones: Chemical And Theoretical/computational Studies
    作者:Sada,Mutsumi; Furuyama,Taniyuki; Komagawa,Shinsuke; Uchiyama,Masanobu; Matsubara,Seijiro
    参考文献:Chemistry - A European Journal 日期:2010 卷标:16(34) 页码:10474-10481]

    6710-62-9 = 93-91-4
    反应条件:1.1 Reagents: Water,Oxygen Catalysts: Silver Triflate,Chloro(Triphenylphosphine)Gold Solvents: Methanol; 12 H,25 °C
    标题:Method For Preparing 1,3-Dione Compound From Acetylenic Ketone
    参考文献:China]

    98-86-2 = 93-91-4
    反应条件:1.1 Reagents: Sodium Methoxide Solvents: Methanol,Tetrahydrofuran; 0 °C; 3 - 24 H,0 °C1.2 Reagents: Hydrochloric Acid Solvents: Water; Acidified,Rt
    标题:Discovery And Structure-Activity Relationships Study Of Novel Thieno[2,3-B]Pyridine Analogues As Hepatitis C Virus Inhibitors
    作者:Wang,Ning-Yu; Zuo,Wei-Qiong; Xu,Ying; Gao,Chao; Zeng,Xiu-Xiu; Et Al
    参考文献:Bioorganic & Medicinal Chemistry Letters 日期:2014 卷标:24(6) 页码:1581-1588]

    2550-26-7 = 93-91-4
    反应条件:1.1 Reagents: 4-Aminobenzenecarboperoxoic Acid (Silica-Supported) Solvents: Dichloromethane; 12 H,Rt
    标题:Selective Oxidation Of Aryl Ketones To α-Diketones With 4-Aminoperoxybenzoic Acid Supported On Silica Gel In Presence Of Air
    作者:Ghazanfari,Dadkhoda; Najafizadeh,Fariba; Khosravi,Fereshteh
    参考文献:Monatshefte Fuer Chemie 日期:2004 卷标:135(11) 页码:1409-1413]

    2206-94-2 = 93-91-4 [标题:Reaction Conditions
    标题:Dehydration Of Ketones To Acetylenes
    作者:Harrison,James J.
    参考文献:Journal Of Organic Chemistry 日期:1979 卷标:44(20) 页码:3578-80
📜Cis-1,2-Bis(Trimethylsiloxy)-1-Methyl-2-Phenylcyclopropane置于iron(Iii) Chloride体系中,用 四氢呋喃 作为反应溶剂,化学反应 0.5H,以83%的收率获得产物1-苯基-1,3-丁二酮
参考文献:1,2-二酮和α-酮亚胺与双(碘锌)甲烷的非对映选择性亲核环丙烷化
标题:1,2-二酮和α-酮亚胺与双(碘锌)甲烷的非对映选择性亲核环丙烷化
摘要:1,2-二酮和α-酮亚胺与双(碘锌)甲烷反应通过亲核[2+1]环加成分别得到环丙-1,2-二醇和2-氨基环丙醇.该反应通过二锌试剂对相邻的两个羰基的连续亲核攻击而进行.该反应显示出高非对映选择性,通过底物和双(碘锌)甲烷之间的面对面配位产生顺式异构体.
DOI:10.3987/com-08-S(N)104

海关参考信息

专利信息


专利号:US-2023348492-A1
优先权日:2020-05-04
标题:Photochemical synthesis of marmycin analogues through a new photochemical reaction involving carbonyl compounds
发明人：SIVAGURU JAYARAMAN; KANDAPPA SUNIL KUMAR; VALLOLI LAKSHMY KANNADI
权利人:BOWLING GREEN STATE UNIV
摘要:Photochemical reactivity of carbonyl compounds leading to the synthesis of the Marmycin core is described. The photochemical reactivity involves an excited state reaction that provides convenient access to bicyclic compounds. The disclosed reactivity is a new photochemical pathway involving 1,3-dicarbonyl compounds and amines as well as for enaminones.

专利号:US-2023192731-A1
优先权日:2020-05-29
标 题 :Process for the stepwise synthesis of silahydrocarbons
发明人：AUNER NORBERT; STURM ALEXANDER G; SANTOWSKI TOBIAS; FELDER THORSTEN
权利人:MOMENTIVE PERFORMANCE MAT INC
摘要:The invention relates to a process for the stepwise synthesis of silahydrocarbons bearing up to four different organyl substituents at the silicon atom, wherein the process includes at least one step a) of producing a bifunctional hydridochlorosilane by a redistribution reaction, selective chlorination of hydridosilanes with an ether/HCl reagent, or by selective chlorination of hydridosilanes with SiCl 4 , at least one step b) of submitting a bifunctional hydridochloromonosilane to a hydrosilylation reaction, at least one step c) of hydrogenation of a chloromonosilane, and a step d) in which a silahydrocarbon compound is obtained in a hydrosilylation reaction.

专利号:US-5502126-A
优先权日:1993-06-17
标 题 :Process for the synthesis of isoprene butadiene rubber
发明人：BELL ANTHONY J; MATRANA BARRY A; HALASA ADEL F
权利人:GOODYEAR TIRE & RUBBER
摘要:The subject invention relates to a technique for synthesizing rubbery non-tapered, random, copolymers of 1,3-butadiene and isoprene. These rubbery copolymers exhibit an excellent combination of properties for utilization in tire sidewall rubber compounds for truck tires. By utilizing these isoprene-butadiene rubbers in tire sidewalls, tires having improved cut growth resistance can be built without sacrificing rolling resistance. Such rubbers can also be employed in tire tread compounds to improve tread wear characteristics and decrease rolling resistance without sacrificing traction characteristics. This invention more specifically discloses a process for the synthesis of isoprene-butadiene rubbers which comprises copolymerizing isoprene monomer and 1,3-butadiene monomer in an organic solvent in the presence of a catalyst system which is made by the sequential steps of (1) mixing (a) an organoaluminum hydride, (b) a member selected from the group consisting of aliphatic alcohols, cycloaliphatic alcohols, aliphatic thiols, cycloaliphatic thiols, trialkyl silanols, and triaryl silanols, and (c) optionally, 1,3-butadiene in an organic solvent to produce a modified organoaluminum catalyst component; (2) adding an organometallic compound which contains a metal from Group III-B of the Periodic System to the modified organoaluminum catalyst component to produce a Group III-B metal containing catalyst component; and (3) adding a compound which contains at least one labile halogen atom to the Group III-B metal containing catalyst component.

专利号:US-9174943-B2
优先权日:2010-02-24
标 题 :Processes for the synthesis of diarylthiohydantoin and diarylhydantoin compounds
发明人：JAIN RAJENDRA PARASMAL; ANGELAUD REMY; THOMPSON ANDREW; LAMBERSON CAROL; GREENFIELD SCOTT
权利人:JAIN RAJENDRA PARASMAL; ANGELAUD REMY; THOMPSON ANDREW; LAMBERSON CAROL; GREENFIELD SCOTT; MEDIVATION PROSTATE THERAPEUTICS INC
摘要:Processes are provided for the synthesis of diarylthiohydantoin and diarylhydantoin compounds. Medicinal products containing the same find particular use in treating prostate cancer, including castration-resistant prostate cancer and/or hormone-sensitive prostate cancer.

专利号:US-5243099-A
优先权日:1991-12-06
标题:Synthesis of alpha-substituted alkadienes
发明人：PACKETT DIANE L
权利人:UNION CARBIDE CHEM PLASTIC
摘要:Organic polymer additive containing polar functional groups enhances the stability of palladium-containing catalysts for the telomerization of conjugated diolefins in the presence of active hydrogen-containing telomerization agent to produce alpha-substituted alkadienes.

专利号:US-5169981-A
优先权日:1991-12-06
标题:Synthesis of alpha-substituted alkadienes
发明人：PACKETT DIANE L
权利人:UNION CARBIDE CHEM PLASTIC
摘要:Organic polymer additive containing polar functional groups enhances the stability of palladium-containing catalysts for the telomerization of conjugated diolefins in the presence of active hydrogen-containing telomerization agent to produce alpha-substituted alkadienes.

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主要参考文献

[参考文献]: B Schitt, Et Al. On The Electronic Nature Of Low-Barrier Hydrogen Bonds In Enzymatic Reactions. Proc Natl Acad Sci U S A. 1998 Oct 27;95(22):12799-802.
[参考文献]: F D Popp, Et Al. Potential Anticonvulsants Iv: Condensation Of Isatin With Benzoylacetone And Isopropyl Methyl Ketone. J Pharm Sci. 1982 Sep;71(9):1052-4.
[参考文献]: Hideyo Matsuzawa, Et Al. Intramolecular Hydrogen Bonding (Proton Transfer) Of 1-Phenyl-1,3-Butanedione. J Oleo Sci. 2007;56(12):653-8.
[参考文献]: Ikechukwu P Ejidike, Et Al. Synthesis, Characterization And Biological Studies Of Metal(Ii) Complexes Of (3E)-3-[参考文献]: Linbo Xia, Et Al. Single-Drop Microextraction Combined With Low-Temperature Electrothermal Vaporization Icpms For The Determination Of Trace Be, Co, Pd, And Cd In Biological Samples. Anal Chem. 2004 May 15;76(10):2910-5.

合成参考文献


参考文献:10.1107/s1600536811019623
摘要:Liu Y, Wang SH, Shen SR, Yang ZH. 12-Benzoyl-2-methyl-naphtho-[2,3-b]indolizine-6,11-dione. Acta Crystallogr Sect E Struct Rep Online. 2011 Jun 01;67(Pt 6):o1550.
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