CAS: 87-87-6; 2,3,5,6-Tetrachlorobenzene-1,4-Diol

该化合物是具有氯化芳香结构的有机化合物,是氢丙酮的衍生物,具有四氯原子,相对于氢氧基组居于同一位置的替代物,该化合物一般是白色到浅黄色晶状固体,以其在各种应用中的潜在用途而著称,包括作为有机合成和生产某些染料和色素的试剂.四氯p-氢丙酮显示出有机溶剂中的中溶性以及水中的有限溶性等特性,氯化化合物常见.必须指出,该物质可能对环境和健康造成危害,因为氯化化合物在环境中可能是有毒和持久性的.应观察适当的处理和处置措施,以减轻与使用该物质有关的任何潜在危害.

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REACH预注册

上下游产品

CAS号118-82-1 4,4′-亚甲基双(2,6-二... | CAS号118-75-2 四氯对醌 | CAS号87-86-5 五氯苯酚 | CAS号83-32-9 苊 | CAS号56763-71-4 1-Methoxy-cis-2... | CAS号113519-95-2 (1-methyl-[1,1'... | CAS号575-41-7 1,3-二甲基萘 | CAS号87-85-4 六甲基苯 | CAS号533-73-3 1,2,4-苯三酚 | CAS号2237-14-1 对苯醌-d4 | CAS号25294-85-3 2,3,5,6-tetrade... | CAS号118-75-2 四氯对醌 | CAS号608-94-6 2,3,6-Trichloro... | CAS号6995-79-5 反式-1,4-环己二醇 | CAS号931-71-5 顺式-环己烷-1,4-二醇 | CAS号17811-54-0 2,3,5,6-tetrach... | CAS号944-78-5 1,2,4,5-四氯-3,6-二甲氧基苯

合成工艺路线路线简述

  • 118-75-2 = 87-87-6
    反应条件:1.1 Reagents: 1-Methyl-1,4-Cyclohexadiene Solvents: Toluene; 2 H,30 °C
    标题:1-Methyl-1,4-Cyclohexadiene As A Traceless Reducing Agent For The Synthesis Of Catechols And Hydroquinones
    作者:Baschieri,Andrea; Et Al
    参考文献:Journal Of Organic Chemistry 日期:2019 卷标:84(21) 页码:13655-13664]

    = 87-87-6
    反应条件:1.1 Catalysts: Chloranil Solvents: Chloroform
    标题:Photoinduced Addition Reactions Of Chloranil With Alkenes - Factors Influencing The Reaction Site
    作者:Xu,Jainhua; Et Al
    参考文献:Tetrahedron 日期:1994 卷标:50(4) 页码:1199-210]

    1140-33-6 = 87-87-6
    反应条件:1.1 Catalysts: Chloranil
    标题:Polar Effects In The Reactions Of A Series Of Substituted Diphenyldiazomethanes With Chloranil
    作者:Oshima,Takumi; Et Al
    参考文献:Bulletin Of The Chemical Society Of Japan 日期:1980 卷标:53(11) 页码:3284-8]

    = 87-87-6 [标题:Reaction Conditions
    标题:Preparation Of Chloranil
    参考文献:Germany]

    = 87-87-6 [标题:Reaction Conditions
    标题:Degradation Of Chlorinated Phenolic Compounds Occurring In Pulp Mill Effluents
    作者:Haggblom,Max M.; Et Al
    参考文献:Water Science And Technology 日期:1988 卷标:20(2) 页码:205-8]

    118-75-2 + 2412828-97-6 = 87-87-6 + 73402-92-3
    反应条件:1.1 Solvents: 1,2-Dichloroethane; 80 °C
    标题:Synthesis Of 2,4-Diarylquinoline Derivatives Via Chloranil-Promoted Oxidative Annulation And One-Pot Reaction
    作者:Cheng,Dongping; Et Al
    参考文献:Synthesis 日期:2020 卷标:52(12) 页码:1833-1840]

    118-75-2 = 87-87-6 + 23289-12-5
    反应条件:1.1 Solvents: Ethyl Acetate; 3 H,Rt; 24 H,Rt
    标题:Heterocyclization Of Thiocarbonohydrazides: Facile Synthesis Of 5-Unsubstituted-1,3,4-Thiadiazoles
    作者:Hassan,Alaa A.; Et Al
    参考文献:Chinese Chemical Letters 日期:2015 卷标:26(9) 页码:1183-1186]

    118-75-2 + 952419-25-9 = 87-87-6 + 3530-62-9
    反应条件:1.1 Solvents: Ethyl Acetate; 3 H,Rt; 24 H,Rt
    标题:Heterocyclization Of Thiocarbonohydrazides: Facile Synthesis Of 5-Unsubstituted-1,3,4-Thiadiazoles
    作者:Hassan,Alaa A.; Et Al
    参考文献:Chinese Chemical Letters 日期:2015 卷标:26(9) 页码:1183-1186]

    118-75-2 = 87-87-6
    反应条件:1.1 Solvents: Ethyl Acetate; 2 H,Rt; 72 H,Rt
    标题:Synthesis Of Spiro-1,2,4-Triazole-3-Thiones From Cycloalkanone Thiosemicarbazones,And Formation Of A Cyclic 1,2-Dithione
    作者:Hassan,Alaa A.; Et Al
    参考文献:Arkivoc (Gainesville 日期:2016 卷标:(3) 页码:287-303]

    118-75-2 = 87-87-6 + 102718-20-7
    反应条件:1.1 Solvents: Ethyl Acetate; 3 H,Rt; 24 H,Rt
    标题:Heterocyclization Of Thiocarbonohydrazides: Facile Synthesis Of 5-Unsubstituted-1,3,4-Thiadiazoles
    作者:Hassan,Alaa A.; Et Al
    参考文献:Chinese Chemical Letters 日期:2015 卷标:26(9) 页码:1183-1186]

    118-75-2 = 87-87-6
    反应条件:1.1 Reagents: 3,4-Dihydro-2H-Pyran,Oxygen Catalysts: P-Toluenesulfonic Acid Solvents: 1,2-Dichloroethane; 30 Min,83 °C
    标题:Diels-Alder Trapping Of In Situ Generated Dienes From 3,4-Dihydro-2H-Pyran With P-Quinone Catalysed By P-Toluenesulfonic Acid
    作者:Mohan Raj,Radhakrishnan; Et Al
    参考文献:Organic & Biomolecular Chemistry 日期:2017 卷标:15(5) 页码:1115-1121]

    60664-74-6 = 87-87-6
    反应条件:1.1 Catalysts: Chloranil
    标题:Polar Effects In The Reactions Of A Series Of Substituted Diphenyldiazomethanes With Chloranil
    作者:Oshima,Takumi; Et Al
    参考文献:Bulletin Of The Chemical Society Of Japan 日期:1980 卷标:53(11) 页码:3284-8]

    = 87-87-6
    反应条件:1.1 Catalysts: Chloranil
    标题:Polar Effects In The Reactions Of A Series Of Substituted Diphenyldiazomethanes With Chloranil
    作者:Oshima,Takumi; Et Al
    参考文献:Bulletin Of The Chemical Society Of Japan 日期:1980 卷标:53(11) 页码:3284-8]

    = 87-87-6 [标题:Reaction Conditions
    标题:Identification Of The Hcb Gene Operon Involved In Catalyzing Aerobic Hexachlorobenzene Dechlorination In Nocardioides Sp. Strain Pd653
    作者:Ito,Koji; Et Al
    参考文献:Applied And Environmental Microbiology 日期:2017 卷标:83(19)]

    = 87-87-6 [标题:Reaction Conditions
    标题:Enzymic Dehalogenation Of Pentachlorophenol By Extracts From Arthrobacter Sp. Strain Atcc 33790
    作者:Schenk,Thilo; Et Al
    参考文献:Journal Of Bacteriology 日期:1989 卷标:171(10) 页码:5487-91]

    = 87-87-6 [标题:Reaction Conditions
    标题:Dechlorination And Para-Hydroxylation Of Polychlorinated Phenols By Rhodococcus Chlorophenolicus
    作者:Apajalahti,Juha H. A.; Et Al
    参考文献:Journal Of Bacteriology 日期:1987 卷标:169(2) 页码:675-81]

    935-95-5 = 87-87-6 [标题:Reaction Conditions
    标题:Dechlorination And Para-Hydroxylation Of Polychlorinated Phenols By Rhodococcus Chlorophenolicus
    作者:Apajalahti,Juha H. A.; Et Al
    参考文献:Journal Of Bacteriology 日期:1987 卷标:169(2) 页码:675-81]

    = 87-87-6 [标题:Reaction Conditions
    标题:Identification Of The Hcb Gene Operon Involved In Catalyzing Aerobic Hexachlorobenzene Dechlorination In Nocardioides Sp. Strain Pd653
    作者:Ito,Koji; Et Al
    参考文献:Applied And Environmental Microbiology 日期:2017 卷标:83(19)]

    118-75-2 + 603-34-9 = 87-87-6 + 15546-43-7
    反应条件:1.1 Reagents: Methanesulfonic Acid Solvents: Dichloromethane; 2 - 3 Min,0 °C1.2 0 °C; 0 °C -> Rt; 1 Min,Rt1.3 Reagents: Sodium Bicarbonate Solvents: Water; Cooled
    标题:Metal-Free Oxidative C-C Coupling Of Arylamines Using A Quinone-Based Organic Oxidant
    作者:Maddala,Sudhakar; Et Al
    参考文献:Journal Of Organic Chemistry 日期:2017 卷标:82(17) 页码:8958-8972]

    118-75-2 = 87-87-6 + 13275-68-8
    反应条件:1.1 Solvents: Ethyl Acetate; 3 H,Rt; 24 H,Rt
    标题:Heterocyclization Of Thiocarbonohydrazides: Facile Synthesis Of 5-Unsubstituted-1,3,4-Thiadiazoles
    作者:Hassan,Alaa A.; Et Al
    参考文献:Chinese Chemical Letters 日期:2015 卷标:26(9) 页码:1183-1186]

    118-75-2 + 221173-64-4 = 87-87-6
    反应条件:1.1 Solvents: Ethyl Acetate; 2 H,Rt; 72 H,Rt
    标题:Synthesis Of Spiro-1,2,4-Triazole-3-Thiones From Cycloalkanone Thiosemicarbazones,And Formation Of A Cyclic 1,2-Dithione
    作者:Hassan,Alaa A.; Et Al
    参考文献:Arkivoc (Gainesville 日期:2016 卷标:(3) 页码:287-303]

    118-75-2 + 454443-88-0 = 87-87-6
    反应条件:1.1 Solvents: Ethyl Acetate; 2 H,Rt; 72 H,Rt
    标题:Synthesis Of Spiro-1,2,4-Triazole-3-Thiones From Cycloalkanone Thiosemicarbazones,And Formation Of A Cyclic 1,2-Dithione
    作者:Hassan,Alaa A.; Et Al
    参考文献:Arkivoc (Gainesville 日期:2016 卷标:(3) 页码:287-303
📜五氯酚置于sphingobium Chlorophenolicum Hexahistidine-Tagged Pentachlorophenol Hydroxylase,抗坏血酸,还原型辅酶ii(Nadph)四钠盐体系中,化学反应 0.02H,反应生成 四氯氰醌
参考文献:Pentachlorophenol Hydroxylase,A Poorly Functioning Enzyme Required For Degradation Of Pentachlorophenol By Sphingobium Chlorophenolicum
标题:Pentachlorophenol Hydroxylase,A Poorly Functioning Enzyme Required For Degradation Of Pentachlorophenol By Sphingobium Chlorophenolicum
摘要:Several Strains Of Sphingobium Chlorophenolicum Have Been Isolated From Soil That Was Heavily Contaminated With Pentachlorophenol (Pcp),A Toxic Pesticide Introduced In The 1930S. S. Chlorophenolicum Appears To Have Assembled A Poorly Functioning Pathway For Degradation Of Pcp By Patching Enzymes Recruited Via Two Independent Horizontal Gene Transfer Events Into An Existing Metabolic Pathway. Flux Through The Pathway Is Limited By Pcp Hydroxylase. Pcp Hydroxylase Is A Dimeric Protein That Belongs To The Family Of Flavin-Dependent Phenol Hydroxylases. In The Presence Of Nadph,Pcp Hydroxylase Converts Pcp To Tetrachlorobenzoquinone (Tcbq). The K(Cat) For Pcp (0.024 S(-1)) Is Very Low,Suggesting That The Enzyme Is Not Well Evolved For Turnover Of This Substrate. Structure-Activity Studies Reveal That Substrate Binding And Activity Are Enhanced By A Low Pk(A) For The Phenolic Proton,Increased Hydrophobicity,And The Presence Of A Substituent Ortho To The Hydroxyl Group Of The Phenol. Pcp Hydroxylase Exhibits Substantial Uncoupling; The C4A-Hydroxyflavin Intermediate,Instead Of Hydroxylating The Substrate,Can Decompose To Produce H2O2 In A Futile Cycle That Consumes Nadph. The Extent Of Uncoupling Varies From 0 To 100% With Different Substrates. The Extent Of Uncoupling Is Increased By The Presence Of Bulky Substituents At Position 3,4,Or 5 And Decreased By The Presence Of A Chlorine In The Ortho Position. The Effectiveness Of Pcp Hydroxylase Is Additionally Hindered By Its Promiscuous Activity With Tetrachlorohydroquinone (Tchq),A Downstream Metabolite In The Degradation Pathway. The Conversion Of Tchq To Tcbq Reverses Flux Through The Pathway. Substantial Uncoupling Also occurs During The Reaction With Tchq,Photo Used With Permission From Johannes Rudolph.
DOI:10.1021/bi300261P

海关参考信息

专利信息


专利号:US-2022323924-A1
优先权日:2021-03-24
标题:Electrochemical polynucleotide synthesis
发明人：LACKEY JEREMY; HABIBIAN MARYAM; LIN YANYOU
权利人:TWIST BIOSCIENCE CORP
摘要:Provided herein are compositions, devices, systems and methods for generation and use of biomolecule-based information for storage. Further provided are devices comprising addressable electrodes controlling polynucleotide synthesis (deprotection, extension, or cleavage, etc.) Further provided are compositions for low voltage deprotection of polynucleotides.

专利号:SK-80399-A3
优先权日:1996-12-16
标题 :Asymmetric synthesis of benzoxazinones

专利号:JP-4232911-B2
优先权日:1996-12-16
标 题 :Asymmetric synthesis of benzoxazinones

专利号:LT-4646-B
优先权日:1996-12-16
标 题 :Asymmetric Synthesis of Benzoxazinones

专利号:TW-I449701-B
优先权日:2010-10-21
标 题 :A 1 - Step Synthesis of Symmetric 1,10 - Phenanthroline Derivatives

专利号:KR-20010006074-A
优先权日:1997-04-07
标题 :Asymmetric Synthesis of Benzoxazinones via New Intermediates

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合成参考文献


摘要:Bredenkamp, A.; Kirsch, S. F., Science of Synthesis Knowledge Updates, (2014) 4, 425.
摘要:S109 | PARCEDC | List of 7074 potential endocrine disrupting compounds (EDCs) by PARC T4.2 | DOI:10.5281/zenodo.10944198
参考文献:10.1007/bf01239634
摘要:Mapes JP, McKenzie KD, McClelland LR, Movassaghi S, Reddy RA, Allen RL, Friedman SB. Penta RISc™ soil—A rapid, on-site screening test for pentachlorophenol in soil. Bulletin of Environmental Contamination and Toxicology. 1992 Sep;49(3):334–41. doi: 10.1007/bf01239634.
参考文献:10.1007/bf00195981
摘要:Van Emon JM, Gerlach RW. Evaluation of a pentachlorophenol immunoassay for environmental water samples. Bulletin of Environmental Contamination and Toxicology. 1992 May;48(5):635–42. doi: 10.1007/bf00195981.
参考文献:10.1128/jb.174.17.5745-5747.1992
摘要:Xun L, Topp E, Orser CS. Confirmation of oxidative dehalogenation of pentachlorophenol by a Flavobacterium pentachlorophenol hydroxylase. J Bacteriol. 1992 Sep;174(17):5745–7. doi: 10.1128/jb.174.17.5745-5747.1992.
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