CAS: 90-59-5; 3,5-Dibromo-2-Hydroxybenzaldehyde
该化合物是盐酰二烯的溴衍生物,在芳香环的3和5个位置上以溴替代物为主,该化合物被广泛用作有机合成的多用途中间体,特别是在制备Schiff基地,铬化链和制药前体方面;其电子排出溴的组会增强反应性,使其对交叉反应和协调化学具有价值;藻丁二烯功能允许进一步功能化,使复杂的分子结构能够合成.由于高度纯度和稳定性,3,5-二溴乙烯是药化学,材料科学和催化学方面的研究和工业应用的可靠试剂.
- 英文名称3,5-Dibromo-2-Hydroxybenzaldehyde
- 中文名称3,5-二溴水杨醛
- IUPAC名称3,5-dibromo-2-hydroxybenzaldehyde
- 其它别名3,5-二溴邻羟基苯醛; 35二溴水杨醛; 4,6-Dibromo-2-Formylphenol; Dalyde; Nsc 6221; 3,5-Dibromosalicyladehyde; 3,5-Dibromosalicylaldehyde
- CAS编号90-59-5
- MFCD编号:MFCD00003318
- EINECS号:202-003-4
- FDA UNII编号:7A260PBI3A
- 分子式:C7H4Br2O2
- 分子量:279.91
- 产品CID: 1939322
- 产品分类有机原料→分子砌块→芳环类化合物→苯类化合物
- 相似结构搜索
- 产品信息参考
; - InChIKey: JHZOXYGFQMROFJ-UHFFFAOYSA-N
- InChI=1S/C7H4Br2O2/c8-5-1-4(3-10)7(11)6(9)2-5/h1-3,11H…
- 计算化学: 氢键受体数2.0氢键供体数1.0可旋转键数1.0
物理性质
- 熔点82-83.5°C
- 沸点261.2±35.0 °C at 760 mmHg
- 闪点111.7±25.9 °C
- 密度2.1±0.1 g/cm3
- pKa:6.08±0.23(预测)
- PSA:37.3
- LogP:2.7297
- 折射率1.687
- 蒸汽压0.0±0.6 mmHg at 25°C
- 溶解性Methanol: Soluble25mg/mL, Clear, Yellow To Brown
- 敏感性空气敏感
- 外观形态黄色至黄色/棕色结晶粉末
- 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SCHFF基质离子合成反应剂,该基质结壳与铜(II),镍(II),(锌(II)和钴(II).
- 性质描述淡黄色粉末,熔点80-84°C
MSDS等安全信息
- GHS象形图
- GHS符号GHS07 & GHS09;
注释: Exclamation mark & Environment - 危险类别皮肤致敏 类别1
水生急性毒性 类别1
水生慢性毒性 类别1
特定目标器官毒性 - 单次接触 类别3
皮肤腐蚀/刺激 类别2
严重眼刺激 类别2
急性毒性 类别4(经皮)
急性毒性 类别4(经口)
严重眼刺激 类别2A - 警示词Warning(警告)
- 危险描述H317 |可能引起皮肤过敏反应.
H400 |对水生生物毒性极大.
H410 |对水生生物毒性极大并具有长期持续影响.
H335 |可能引起呼吸道刺激.
H315 |造成皮肤刺激.
H319 |造成严重眼刺激.
H312 |皮肤接触有害.
H302 |吞咽有害. - 防范说明P273-P302+P352
- 危险等级9
- UN编号3077.0
- 危险品标志Xi
- 包装等级Ⅲ
- 安全声明26-37/39-24/25
- 危险类别码36/37/38
- WGK Germany3
欧盟法规
REACH注册ECHA物质C&L通报REACH预注册上下游产品
CAS号90-02-8 水杨醛 | CAS号89-95-2 邻甲基苄醇 | CAS号615-58-7 2,4-二溴苯酚 | CAS号100-97-0 乌洛托品 | CAS号548756-59-8 tert-butyl 3-(3... | CAS号79-04-9 氯乙酰氯 | CAS号111167-61-4 3,5-二溴-1,2-苯二醇 | CAS号3855-87-6 6,8-二溴甲氧基香豆素-3-甲酸 | CAS号4186-54-3 α,3,5-三溴-2-羟基甲苯 | CAS号2183-54-2 2,4-二溴-6-(羟基甲基)苯酚 | CAS号2199-89-5 6,8-二溴-2-氧代-2H-... | CAS号20200-62-8 6 8-DIBROMO-1' ... | CAS号787-07-5 丁二酰丁二酸二乙酯 | CAS号7203-79-4 1-(5,7-dibromob... | CAS号1009582-56-2 2,4-二溴-6-[[[[(4...合成工艺路线路线简述
- 90-02-8 = 90-59-5
反应条件:1.1 Reagents: Pyridinium,1-Hexadecyl-,(Tribromide) (1:1) Solvents: Water; 15 Min,Rt
标题:Synthesis Of Cetylpyridiniumtribromide (Cetpytb) Reagent By Noble Synthetic Route And Bromination Of Organic Compounds Using Cetpytb
作者:Sharma,Sushil Kumar; Agarwal,D. D.
参考文献:Chemistry International 日期:2015 卷标:1(4) 页码:164-173]
90-02-8 = 90-59-5
反应条件:1.1 Reagents: Bromine Catalysts: Sodium Dodecyl Sulfate Solvents: Water; 15 Min,25 °C
标题:Aqueous Bromination Method For The Synthesis Of Industrially-Important Intermediates Catalyzed By Micellar Solution Of Sodium Dodecyl Sulfate (Sds)
作者:Kumar,Lalit; Mahajan,Tanu; Agarwal,Dau Dayal
参考文献:Industrial & Engineering Chemistry Research 日期:2012 卷标:51(5) 页码:2227-2234]
90-02-8 = 90-59-5
反应条件:1.1 Reagents: Bromine,Aluminum Bromide Solvents: Water; 25 Min,25 °C
标题:A Direct And Simplistic Bromination Of Commercially Important Organic Compounds In Aqueous Media By Eco-Friendly Albr3-Br2 Reagent System
作者:Sharma,Sushil Kumar; Agarwal,D. D.
参考文献:Chemistry International 日期:2015 卷标:1(3) 页码:107-117]
90-02-8 = 90-59-5
反应条件:1.1 Reagents: Bromine,Calcium Bromide Solvents: Acetonitrile,Water; 2 - 3 Min,25 °C; 10 Min,25 °C1.2 Reagents: Water; 25 °C
标题:Environmentally-Benign And Rapid Bromination Of Industrially-Important Aromatics Using An Aqueous Cabr2-Br2 System As An Instant And Renewable Brominating Reagent
作者:Kumar,Lalit; Mahajan,Tanu; Sharma,Vivek; Agarwal,Dau Dayal
参考文献:Industrial & Engineering Chemistry Research 日期:2011 卷标:50(2) 页码:705-712]
90-02-8 = 90-59-5
反应条件:1.1 Reagents: N-Bromosuccinimide Solvents: Chloroform; 20 H,Rt1.2 Reagents: Potassium Carbonate Solvents: Water; 5 Min,Rt1.3 Reagents: Hydrochloric Acid Solvents: Water
标题:A New Process For The Bromination Of Aromatic Amines And Phenols
作者:Zhang,Ming; Zhang,Rong-Li
参考文献:Yingyong Huaxue 日期:2010 卷标:27(3) 页码:370-372]
90-02-8 = 90-59-5
反应条件:1.1 Reagents: Pyridine,Pyridinium Tribromide; 2 H,50 °C1.2 Solvents: Water; Cooled
标题:Antiangiogenic Versus Cytotoxic Activity In Analogues Of Aeroplysinin-1
作者:Cordoba,Ruben; Tormo,Nelida Salvador; Medarde,Antonio Fernandez; Plumet,Joaquin
参考文献:Bioorganic & Medicinal Chemistry 日期:2007 卷标:15(15) 页码:5300-5315]
90-02-8 = 90-59-5
反应条件:1.1 Reagents: N-Bromosuccinimide; 5 H,25 - 30 °C
标题:Simple Way To Synthesize Halogenated Salicyladehydes
作者:Li,Feng; Sun,Lian-Jie; Gao,Wen-Tao
参考文献:Bohai Daxue Xuebao 日期:2012 卷标:33(1) 页码:32-36]
90-02-8 = 90-59-5
反应条件:1.1 Reagents: Pyridinium Tribromide; 2 H,50 °C
标题:Camphor-Based Schiff Base Of 3-Endo-Aminoborneol (Sbab): Novel Ligand For Vanadium-Catalyzed Asymmetric Sulfoxidation And Subsequent Kinetic Resolution
作者:Chuo,Ting Hung; Boobalan,Ramalingam; Chen,Chinpiao
参考文献:Chemistryselect 日期:2016 卷标:1(10) 页码:2174-2180]
90-02-8 = 90-59-5
反应条件:1.1 Catalysts: Graphene (Oxide) Solvents: Water; Rt1.2 Reagents: Bromine,Oxygen; Rt; 15 Min,Rt
标题:Graphene Oxide Promoted Oxidative Bromination Of Anilines And Phenols In Water
作者:Ghorpade,Prashant Vasantrao; Pethsangave,Dattatray Appasha; Some,Surajit; Shankarling,Ganapati Subray
参考文献:Journal Of Organic Chemistry 日期:2018 卷标:83(14) 页码:7388-7397]
90-02-8 = 90-59-5
反应条件:1.1 Reagents: Bromine,Calcium Bromide Solvents: Water; 2 - 3 Min,25 °C; 20 Min,25 °C
标题:An Instant And Facile Bromination Of Industrially-Important Aromatic Compounds In Water Using Recyclable Cabr2-Br2 System
作者:Kumar,Lalit; Mahajan,Tanu; Agarwal,D. D.
参考文献:Green Chemistry 日期:2011 卷标:13(8) 页码:2187-2196]
90-02-8 = 90-59-5
反应条件:1.1 Reagents: Sodium Bromide,Hydrogen Peroxide,Hydrogen Bromide
标题:Halogenation Of Benzene Derivatives With Electron-Acceptor Substituents Under Conditions Generating Electrophilic Chlorine And Bromine
作者:Sadiqov,O. A.
参考文献:Kimya Problemlari 日期:2009 卷标:(4) 页码:676-679]
90-02-8 = 90-59-5
反应条件:1.1 Reagents: Sodium Peroxoborate,Potassium Bromide Catalysts: Sodium Metavanadate Solvents: Acetic Acid
标题:Synthetic Methods. 9. Regioselective Catalytic Halogenation Of Aromatic Substrates
作者:Bandgar,B. P.; Nigal,Neeta J. Miss
参考文献:Synthetic Communications 日期:1998 卷标:28(17) 页码:3225-3229]
90-02-8 = 90-59-5
反应条件:1.1 Reagents: Bromine,Aluminum Bromide Solvents: Water; 14 Min,Rt
标题:Eco-Friendly And Fast Bromination Of Industrially-Important Aromatic Compounds In Water Using Recyclable Albr3-Br2 System
作者:Sharma,Sushil Kumar
参考文献:Chemistry International 日期:2015 卷标:1(1) 页码:60-70]
90-02-8 = 90-59-5
反应条件:1.1 Reagents: Potassium Bromide Catalysts: Vanadate(2-),Diaquabis(Glycinato-Ko)Dioxo[μ-(Peroxy-Ko:Ko′)]Diperoxydi-,Dihydr... Solvents: Water
标题:Bromination Mediated By A Vanadium(V)-Peroxo Complex [v2O2(O2)3(Glyh)2(H2O)2] (Glyh = Glycine): A Functional Model For The Enzyme Bromoperoxidase
作者:Bhattacharjee,Manish; Ganguly,Somenath; Mukherjee,Joy
参考文献:Journal Of Chemical Research 日期:1995 卷标:(2) 页码:80-1]
90-02-8 = 90-59-5
反应条件:1.1 Reagents: Hydrogen Bromide Solvents: Acetic Acid,Water; 30 - 40 °C1.2 Reagents: Sodium Chlorate Solvents: Water; 30 - 40 °C; 2.5 H,30 - 40 °C
标题:Synthesis Of Chiral Tridentate Schiff-Base Ligands And Their Catalytic Research For Asymmetric Henry Reaction
作者:Song,Qing-Bao; Xia,Ting; An,Xiao-Xia
参考文献:Zhejiang Gongye Daxue Xuebao 日期:2014 卷标:42(1) 页码:73-76]
90-02-8 = 90-59-5
反应条件:1.1 Reagents: Sodium Chlorate,Hydrogen Bromide Solvents: Acetic Acid,Water; 30 - 40 °C; 1.5 H,30 - 40 °C
标题:Synthesis Of A New Chiral Tridentate Schiff-Base Ligand
作者:Zhou,Xiao-Cong; Song,Qing-Bao
参考文献:Zhejiang Huagong 日期:2012 卷标:43(10) 页码:19-20]
90-02-8 = 90-59-5
反应条件:1.1 Reagents: Sodium Chlorate,Hydrogen Bromide Solvents: Acetic Acid; 1 H,30 - 40 °C
标题:Synthesis Of 3,5-Dibromosalicylaldehyde Isonicotinoylhydrazone
作者:Jiang,Yuan-Liang; Yang,Hua
参考文献:Liaoning Shifan Daxue Xuebao 日期:2004 卷标:27(1) 页码:60-61]
90-02-8 = 90-59-5
反应条件:1.1 Reagents: Sodium Chlorate,Hydrogen Bromide Solvents: Acetic Acid,Water; 30 - 40 °C; 1.5 H,30 - 40 °C
标题:Synthesis And Fungicidal Activities Of 4-(Tert-Butyl)-5-Benzyl-2-(Benzylimino)Thiazoles
作者:Yang,Lin-Tao; Qin,Zhi; Chen,Ping; Hu,Ai-Xi
参考文献:Yingyong Huaxue 日期:2010 卷标:27(6) 页码:664-668]
615-58-7 = 90-59-5
反应条件:1.1 Reagents: Triethylamine,Magnesium Chloride Solvents: Tetrahydrofuran; 15 Min1.2 4 H,Reflux
标题:Bayesian-Optimization-Assisted Discovery Of Stereoselective Aluminum Complexes For Ring-Opening Polymerization Of Racemic Lactide
作者:Wang,Xiaoqian; Huang,Yang; Xie,Xiaoyu; Liu,Yan; Huo,Ziyu; Et Al
参考文献:Nature Communications 日期:2023 卷标:14(1)
3,5-二溴-2-羟基苯甲酸置于sodium Amalgam,硼酸,Sodium Sulfite体系中,化学反应生成 3,5-二溴水杨醛
参考文献:Weil; Traun; Marcel,Chemische Berichte,1922,Vol. 55,P. 2664
标题:Weil; Traun; Marcel,Chemische Berichte,1922,Vol. 55,P. 2664
海关参考信息
- 2912110000-甲醛
2912210000-苯甲醛
2907121100-间甲酚
2908199090-其他酚的卤化衍生物 - 💡 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-2024336559-A1
优先权日:2021-10-06
标 题 :Anti-fungals compounds targeting the synthesis of fungal sphingolipids
发明人：OJIMA IWAO; HARANAHALLI KRUPANANDAN; DEL POETA MAURIZIO; GARG ASHNA
权利人:UNIV NEW YORK STATE RES FOUND
摘要:The present invention provides a compound having the structure: n n n n n n n n n n n n wherein n R 3 , R 4 , R 5 , R 6 , and R 7 are each independently, H, halogen, CN, —CF 3 , —OCF 3 , —NO 2 , alkyl, alkenyl, alkynyl, aryl, heteroaryl, heterocycle, —OH, —OAc, —OR 13 , —COR 13 , —CH 2 OR 13 , —SH, —SR 13 , —SO 2 R 13 , —NH 2 , —NHR 13 , —NR 14 R 15 , —NHCOR 12 , or —CONR 14 R 15 ; n R 9 , R 10 , R 11 , and R 12 are each independently, H, CN, alkenyl, alkynyl, aryl, heteroaryl, cycloalkyl, heterocycloalkyl, —OAc, —COR 13 , —SH, —SR 13 , —SO 2 R 13 , —NH 2 , —NHR 13 , —NR 14 R 15 , —NHCOR 12 , or —CONR 14 R 15 ;n wherein each occurrence of R 13 is independently alkyl, alkenyl, alkynyl, aryl, or heteroaryl, wherein each occurrence of R 14 is independently —H, alkyl, alkenyl, alkynyl, aryl, or heteroaryl, wherein each occurrence of R 15 is independently —H, alkyl, alkenyl, alkynyl, aryl, or heteroaryl, n n wherein when R 14 is methyl, R 15 is not methyl; n wherein at least one of R 9 , R 10 , R 11 , and R 12 is not H; n wherein at least one of R 3 , R 4 , R 5 , R 6 , and R 7 is not H.
专利号:US-5175302-A
优先权日:1987-07-13
标 题 :Nucleophilic fluoroalkylation of aldehydes
发明人：STAHLY G PATRICK
权利人:ETHYL CORP
摘要:Aryl difluoromethyl sulfone adds to aldehydes under phase transfer conditions to give novel substituted alcohols of the general formula n n RCH(OH)CF.sub.2 SO.sub.2 Ar (I) n n wherein R is an aryl, cycloaliphatic, sec- or tert-aliphatic, or heterocyclic group and Ar is an aryl group. The substituted alcohols of formula I are of particular utility as intermediates in the synthesis of a variety of useful end products. For example, the products of formula I may be utilized in desulfonylation reactions, oxidation reactions and fluorination reactions.
专利号:US-4197408-A
优先权日:1975-08-01
标 题 :Asymmetric synthesis of alkyl chrysanthemate
发明人：ARATANI TADATOSHI; FUJITA FUMIO; NAGASE TSUNEYUKI; YONEYOSHI YUKIO
权利人:SUMITOMO CHEMICAL CO
摘要:A process for the production of an optically active chrysanthemate which comprises reacting 2,5-dimethyl-2,4-hexadiene with a diazoacetate of the formula: n n N.sub.2 CHCOOR n n wherein R is selected from the group consisting of (a) cycloalkyl group with or without substituent(s) whose total carbon atom number is 5-20, (b) tertiary aralkyl group whose carbon atom number is 9 to 20, and (c) tertiary alkyl group with or without alkoxy substituent(s) whose total carbon atom number is 4-20, in the presence of a copper complex coordinated with a chiral Schiff base of the formula: ##STR1## wherein C* is an asymmetric carbon atom, R 1 is selected from the group consisting of (a) alkyl groups whose carbon atom number is 1-10 and (b) aralkyl groups with or without alkoxy substituent(s), whose total carbon atom number is 7-20, R 2 is selected from aryl groups with alkoxy substituent(s), whose total carbon atom number is 7-30, and each of X 1 and X 2 is selected from the group consisting of (a) hydrogen atom, (b) alkyl groups having 1-10 carbon atoms, (c) phenyl group, (d) alkoxy groups having 1-10 carbon atoms, (e) halogen atoms and (f) nitro group, or (g) X 1 and X 2 together form a benzo group.
专利号:US-4603218-A
优先权日:1983-06-03
标题 :Asymmetric synthesis of cyclopropanecarboxylate derivatives using chiral copper complex as catalyst
发明人：ARATANI TADATOSHI; YOSHIHARA HIROSHI; SUSUKAMO GOHFU
权利人:SUMITOMO CHEMICAL CO
摘要:A chiral copper complex which is produced by the reaction of a chiral copper complex of the formula: ##STR1## wherein R 1 is (a) alkyl group, or (b) aralkyl group; R 2 is (a) 2-alkoxyphenyl group, or (b) 2-alkoxy-5-alkylphenyl group; either one of X 1 and X 2 is (a) hydrogen atom, (b) halogen atom, (c) alkyl group, (d) alkoxy group, or (e) nitro group, or adjacent X 1 and X 2 together form a benzo group, with a mono-substituted hydrazine of the formula: n n R.sub.3 NHNH.sub.2 n n wherein R 3 is (a) aryl group, (b) aralkyl group, or (c) alkyl group. n The copper complex is used as a catalyst in the production of an optically active alkyl cyclopropanecarboxylate.
专利号:US-4837327-A
优先权日:1987-07-13
标 题 :Process for nucleophilic fluoroalkylation of aldehydes
发明人：STAHLY G PATRICK
权利人:ETHYL CORP
摘要:Aryl difluoromethyl sulfone adds to alkehydes under phase transfer conditions to give novel substituted alcohols of the general formula n n RCH(OH)CF.sub.2 SO.sub.2 Ar (I) n n wherein R is an aryl, cycloaliphatic, sec- or tert-aliphatic, or heterocyclic group and Ar is an aryl group. The substituted alcohols of formula I are of particular utility as intermediates in the synthesis of a variety of useful end products. For example, the products of formula I may be utilized in desulfonylation reactions, oxidation reactions and fluorination reactions.
专利号:US-4999429-A
优先权日:1989-01-09
标 题 :Process for the preparation of α,α,β-1-trifluoro-1-olefinic derivatives
发明人：STAHLY G PATRICK
权利人:ETHYL CORP
摘要:Aryl difluoromethyl sulfone adds to aldehydes under phase transfer conditions to give novel substituted alcohols of the general formula n n RCH(OH)CF.sub.2 SO.sub.2 Ar (I) n n wherein R is an aryl, cycloaliphatic, sec- or tert-aliphatic, or heterocyclic group and Ar is an aryl group. The substituted alcohols of formula I are of particular utility as intermediates in the synthesis of a variety of useful end products. For example, the products of formula I may be utilized in desulfonylation reactions, oxidation reactions and fluorination reactions.
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供应商参考报价(招募中)
品牌试剂参考报价(招募中)
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主要参考文献
参考标题:One-Pot Multicomponent Synthesis Of Indole Incorporated Thiazolylcoumarins And Their Antibacterial, Anticancer And Dna Cleavage Studies作者:Rajitha Gali,Janardhan Banothu,Ramesh Gondru,Rajitha Bavantula,Yashodhara Velivela,Peter A. Crooks |发布日期:2015.1
摘要:A Series Of Indole Incorporated Thiazolylcoumarins (7A-Q) Have Been Synthesized And Evaluated For Their Antibacterial, Anticancer And Dna Cleavage Studies. Analysis Of Antibacterial Studies Indicated That All The Synthesized Compounds Possess Promising Activity Towards The Screened Bacterial Strains. In Vitro Anticancerous Action Was Studied For Compound 7A (Nsc: 768621/1) Against The Full Panel Of
合成参考文献
摘要:Kwiecień, H., Science of Synthesis Knowledge Updates, (2014) 4, 99.
摘要:Kwiecień, H., Science of Synthesis Knowledge Updates, (2014) 4, 104.
摘要:Xiao, X., Science of Synthesis: Knowledge Updates, (2023) 2, 239.
摘要:Xiao, X., Science of Synthesis: Knowledge Updates, (2023) 2, 237.
摘要:Xiao, X., Science of Synthesis: Knowledge Updates, (2023) 2, 135.
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