CAS: 88-21-1; 2-Aminobenzenesulfonic Acid

该化合物是一种芳香磺酸衍生物,广泛用作染料,色素和药品合成的中间体,其全氟辛烷磺酸组群在水介质中增加溶性,便利极地溶剂的反应.该化合物的结构允许选择性的功能化,使其对产生zo染料和其他特殊化学品很有价值.它具有良好的热稳定性和与工业过程的兼容性,确保批量反应的性能一致. Aniline-2-sulfonic酸通常作为细粉末或晶状固体供应,其纯度很高,以满足严格的应用要求. 适当的处理由于其潜在的刺激性能而值得建议.

英文名称2-Aminobenzenesulfonic Acid
中文名称2-氨基苯磺酸
IUPAC名称2-aminobenzenesulfonic acid
其它别名2-Aminobenzenesulfonic acid; Orthanilic acid
CAS编号88-21-1
MFCD编号:MFCD00007705
EINECS号:201-810-9
FDA UNII编号:ZB9JSA4BH0
分子式:C6H7NO3S
分子量:173.19
产品CID: 1891526
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: ZMCHBSMFKQYNKA-UHFFFAOYSA-N
InChI=1S/C6H7NO3S/c7-5-3-1-2-4-6(5)11(8,9)10/h1-4H,7H2,(H,8,9,10)…
计算化学: 氢键受体数3.0氢键供体数2.0可旋转键数1.0

物理性质

熔点300°C
沸点363.26 °C at 760 mmHg
闪点0
密度1.5±0.1 g/cm3
pKa:2.48(at 25°C)
PSA:80.39
LogP:0.5155
折射率1.630
蒸汽压0Pa at 25°C
溶解性3.565G/l In Organic Solvents At 20 °c
敏感性2-AMINOBENZENE SULFONIC ACID is an amino acid. Reacts weakly with both acids and bases.
外观形态白色至米色结晶粉末
储存条件请置于阴暗处, 惰性气氛中,室温
产品应用活性染料中间体.用于活性艳红K-2B,艳红K-2BP,艳红K-2G,艳红M-2B,艳红X-B,艳红X-10B,活性紫K-3R等.
性质描述灰白色针状结晶.熔点>300°C.能溶于浓盐酸,微溶于水,不溶于乙醇和乙醚.

MSDS等安全信息

GHS象形图
GHS符号GHS07;
注释: Exclamation mark
危险类别严重眼刺激类别2
皮肤腐蚀类别1B
严重眼损伤类别1
皮肤腐蚀/刺激类别2
皮肤致敏类别1B
警示词Warning(警告)
危险描述H319 |造成严重眼刺激.
H314 |造成严重皮肤灼伤和眼损伤.
H318 |造成严重眼损伤.
H315 |造成皮肤刺激.
H317 |可能引起皮肤过敏反应.
防范说明P260-P264-P280-P301+P330+P331-P304+P340-P363-P405-P501
危险等级8
UN编号2585.0
危险品标志C
包装等级Ⅲ
安全声明26-36/37/39-45-28A
危险类别码34
WGK Germany3.0

欧盟法规

REACH注册ECHA物质ECHA物质C&L通报REACH预注册

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合成工艺路线路线简述

合成目标产物 Aniline-2-Sulfonic Acid 主要起始原料 Aniline
69943-38-0 = 88-21-1
反应条件:1.1 Reagents: Water Solvents: Water
标题:Regiospecific Synthesis Of Disubstituted Benzene Derivatives
作者:Felix,Guy; Et Al
参考文献:Angewandte Chemie 日期:1979 卷标:91(5) 页码:430-2]

95-16-9 = 88-21-1
反应条件:1.1 Reagents: Chloramine B,Sodium Hydroxide Catalysts: Palladium Chloride Solvents: Acetonitrile,Water; 24 - 26 H,Ph 12,80 °C
标题:The Efficient Palladium-Catalyzed Selective Synthesis Of Benzenesulfonic Acids
作者:Jagadeesh,Rajenahally V.; Et Al
参考文献:Synthetic Communications 日期:2011 卷标:41(16) 页码:2343-2349]

1155-00-6 = 88-21-1
反应条件:1.1 Reagents: Acetic Acid,Sodium Carbonate,Hydrochloric Acid,Chlorine Catalysts: Iron Solvents: Acetic Acid,Water
标题:Orthanilic Acid (Aniline-O-Sulfonic Acid; O-Aminobenzenesulfonic Acid)
作者:Wertheim,E.
参考文献:Organic Syntheses 日期:1935 页码:55-8]

133-74-4 = 88-21-1 [标题:Reaction Conditions
标题:Reductive Dehalogenation Of Aromatics Using Formate Salts In The Presence Of Raney Nickel
参考文献:Germany]

3345-86-6 = 88-21-1 [标题:Reaction Conditions
标题:Arylamines
作者:Scholz,U.; Et Al
参考文献:Science Of Synthesis 日期:2007 卷标:31 页码:1565-1678]

= 88-21-1 [标题:Reaction Conditions
标题:Process For The Manufacture Of Sulfonated Aromatic Amines
参考文献:Federal Republic Of Germany]

= 88-21-1
反应条件:1.1 Reagents: Sodium Carbonate,Water Solvents: Water2.1 Catalysts: Iron Solvents: Acetic Acid,Water
标题:Orthanilic Acid (Aniline-O-Sulfonic Acid; O-Aminobenzenesulfonic Acid)
作者:Wertheim,E.
参考文献:Organic Syntheses 日期:1935 页码:55-8]

= 88-21-1
反应条件:1.1 Reagents: Magnesium Oxide,Sodium Bisulfite Solvents: Ethanol,Water; Rt -> 65 °C; 5 H,60 - 65 °C2.1 Reagents: Hydrogen Catalysts: Palladium; 12 H,0.8 Mpa,75 °C
标题:A Novel Synthesis Method For O-Aminobenzene Sulfonic Acid
作者:Hu,Jianliang
参考文献:Huagong Shengchan Yu Jishu 日期:2009 卷标:16(4) 页码:23-24]

95-16-9 = 88-21-1
反应条件:1.1 Reagents: Sodium Hydroxide,Benzenesulfonamide,N-Bromo-,Sodium Salt (1:1) Catalysts: Chloro[2-[[(1H-Pyrrol-2-Yl-Kn)Methylene]Amino-Kn]Phenolato(2-)-Ko]Bis(Triphenylp... Solvents: Acetonitrile,Water; 5 H,313 K
标题:Development Of An Efficient Ruthenium Catalyzed Synthetic Process And Mechanism For The Facile Conversion Of Benzothiazoles To Orthanilic Acids
作者:Jagadeesh,R. V.; Et Al
参考文献:Journal Of Molecular Catalysis A: Chemical 日期:2010 卷标:328(1-2) 页码:99-107]

522-75-8 = 88-21-1
反应条件:1.1 Reagents: Sodium Hydroxide,Amberlyst A 26 (Tribromides) Catalysts: Iron,Chloro(2-Pyridinecarboxylato-Kn1,Ko2)(2,2′:6′,2′′-Terpyridine-Kn1,Kn1′,Kn1... Solvents: Acetonitrile,Water; 70 °C
标题:Design And Mechanism Of Iron Catalyzed Carbon-Carbon Bond Cleavage And N-Oxidation Processes Of Hazardous Dyes For Selective Synthesis Of Nitroarenes And Aminoarenecarboxylic Acids
作者:Jagadeesh,Rajenahally V.; Et Al
参考文献:Journal Of Molecular Catalysis A: Chemical 日期:2011 卷标:338(1-2) 页码:92-104]

4875-10-9 = 88-21-1
反应条件:1.1 Solvents: 1,4-Dioxane,Water
标题:Conversion Of O-Nitrothiophenols Into O-Aminobenzenesulphonic Acids
作者:Bamfield,Peter; Et Al
参考文献:Journal Of The Chemical Society 日期:1988 卷标:(5) 页码:691-6]

1141-88-4 = 88-21-1
反应条件:1.1 Reagents: Sulfuric Acid,Hydrogen Peroxide
标题:Novel Oxidation Of 2,2'-Dithiodianiline To ο-Aminobenzenesulfonic Acid
作者:Chao,T. H.; Et Al
参考文献:Chemistry & Industry (London 日期:1965 卷标:(2)]

7669-54-7 = 88-21-1 [标题:Reaction Conditions
标题:A New Photochemical Synthesis Of Orthanilic Acid
作者:Pillai,V. N. Rajasekharan
参考文献:Chemistry & Industry (London 日期:1976 卷标:(10)]

1155-00-6 = 88-21-1 [标题:Reaction Conditions
标题:Photolytic Chlorination Of Aromatic Nitro Disulfides
作者:Pillai,V. N. R.; Et Al
参考文献:Journal Of The Indian Chemical Society 日期:1978 卷标:55(3) 页码:279-80]

857865-00-0 = 88-21-1
反应条件:1.1 Reagents: Trifluoroacetic Acid Catalysts: Ferrous Sulfate Solvents: Dichloromethane; 18 H,40 °C
标题:An Aminative Rearrangement Of O-(Arenesulfonyl)Hydroxylamines: Facile Access To Ortho-Sulfonyl Anilines
作者:Morrill,Charlotte; Et Al
参考文献:Angewandte Chemie 日期:2022 卷标:61(33)]

63113-43-9 = 88-21-1 [标题:Reaction Conditions
标题:Intramolecular Cyclizations Of Diphenyl Ether,Benzophenone,And Related 2-Sulfonylnitrenes
作者:Abramovitch,Rudolph A.; Et Al
参考文献:Journal Of Organic Chemistry 日期:1978 卷标:43(6) 页码:1218-26]

63113-42-8 = 88-21-1 [标题:Reaction Conditions
标题:Intramolecular Cyclizations Of Diphenyl Ether,Benzophenone,And Related 2-Sulfonylnitrenes
作者:Abramovitch,Rudolph A.; Et Al
参考文献:Journal Of Organic Chemistry 日期:1978 卷标:43(6) 页码:1218-26]

2306309-32-8 = 88-21-1
反应条件:1.1 Solvents: Methanol; 3 H,Reflux
标题:Oxidative Ring-Opening Of Benzothiazole Derivatives
作者:Moreira,Ryan E.; Et Al
参考文献:Canadian Journal Of Chemistry 日期:2019 卷标:97(5) 页码:360-365]

25732-79-0 = 88-21-1
反应条件:1.1 Reagents: Iron1.2 Reagents: Hydrochloric Acid Solvents: Water
标题:Synthesis Of Orthanilic Acid From O-Chloronitrobenzene
参考文献:China

双(2-硝基苯基)二硫化物置于甲醇,四氯化碳,氯体系中,化学反应生成 2-氨基苯磺酸
参考文献:Zincke; Farr,Justus Liebigs Annalen Der Chemie,1912,Vol. 391,P. 87
标题:Zincke; Farr,Justus Liebigs Annalen Der Chemie,1912,Vol. 391,P. 87

专利信息

专利号:US-11040938-B2
优先权日:2016-07-27
标题 :Continuous flow process for the synthesis of phenylhydrazine salts and substituted phenylhydrazine salts
发明人：MA BING; PAN SHUAI
权利人:SHANGHAI HYBRIDâ€”CHEM TECH; SHANGHAI HYBRID CHEM TECH
摘要:The present invention provided a continuous flow process for the synthesis of phenylhydrazine salts and substituted phenylhydrazine salts. Diazotization, reduction, acidic hydrolysis and salifying with acids are innovatively integrated together. Using acidic liquids of aniline or substituted aniline, diazotization reagents, reductants and acids as raw materials, phenylhydrazine derivative salts is obtained through the synthesis process, which is a three-step continuous tandem reaction including diazotization, reduction, acidic hydrolysis and salifying. The described synthesis process is a kind of integrated solutions, which is carried out in an integrated reactor. The feed inlets of the integrated reactor are continuously filled with raw materials. In the integrated reactor, diazotization, reduction, acidic hydrolysis and salifying are carried out continuously and orderly, and phenylhydrazine salts or substituted phenylhydrazine salts is obtained in the outlet of the integrated reactor without interruption. The total reaction time is no more than 20 min.

专利号:US-7713446-B2
优先权日:2004-06-28
标题:Synthesis of nanofibers of polyaniline and substituted derivatives
发明人：EPSTEIN ARTHUR J; CHIOU NAN-RONG
权利人:OHIO STATE UNIVERISTY
摘要:Novel, simple methods are presented directed to the synthesis of nanofibers of polyaniline and substituted derivatives. The production of these fibers is achieved via various methods by controlling the concentration of aniline monomer or substituted aniline derivatives or an oxidant in the reaction medium and maintaining said concentration at a level much lower than conventional polyaniline synthesis methods. Methods are disclosed relating to the use of a permeable membrane to control the release of a monomer and/or oxidant as well as a bulk polymerization method.

专利号:US-11459427-B1
优先权日:2021-10-07
标题 :Synthesis of polyaniline or derivatives thereof
发明人：ALAMRY KHALID A; KHAN AJAHAR; ASIRI ABDULLAH MOHAMED
权利人:UNIV KING ABDULAZIZ
摘要:Provided are synthesis methods of polymerizing aniline or derivatives thereof. The production of polyaniline or polyaniline derivatives is controlled by the type of oxidant added in the reaction medium. The methods include the step of using a safe and environmentally friendly carbomethyl cellulose (CMC) or modified CMC as an oxidant in the polymerization reaction to produce polyaniline or aniline derivatives. Synthesis methods of producing O-CMC and O-CMC-S oxidants are also provided herein.

专利号:US-5189206-A
优先权日:1989-03-16
标题 :Process for the preparation of aminobenzenesulfonic acids
发明人：HERZIG PAUL
权利人:CIBA GEIGY CORP
摘要:There is disclosed a process for the preparation of compounds of formula ##STR1## wherein the symbols are as defined in claim 1, which process comprises dissolving a compound of formula ##STR2## in sulfuric acid, adding this solution to oleum and reacting the mixture in the temperature range from 10Â° to 80Â° C. until a sulfo group has been completely introduced, and, in an optional further step, subjecting the reaction mixture to further reaction in the temperature range from 100Â° to 200Â° C. to introduce a second sulfo group. n The compounds of formula (1) obtainable by this process are useful intermediates for the synthesis of dyes and are particularly suitable diazo components for the synthesis of azo dyes.

专利号:US-5817786-A
优先权日:1983-02-22
标题 :Single-stranded labelled oligonucleotides of preselected sequences
发明人：RUTH JERRY L
权利人:MOLECULAR BIOSYSTEMS INC
摘要:Substantially pure single-stranded oligonucleotides having a preselected sequence of not more than about 200 nucleotides, at least one of which is at a preselected position in the sequence and includes a base with a covalently attached linker arm containing or capable of binding at least one reporter group or solid support. A process for the chemical synthesis of the substantially pure single-stranded oligonucleotide and modified nucleosides useful in such synthesis are provided.

专利号:US-5220062-A
优先权日:1991-05-06
标题 :Process for the preparation of benezenesulfonamides
发明人：MEYER WILLY; SIEGRIST URS
权利人:CIBA GEIGY CORP
摘要:There is disclosed a multi-step process for the preparation of benzenesulfonamides of general formula ##STR1## wherein R is 3,3-difluorobutyl or 3,3-difluorobuten-1-yl. The benzenesulfonamides obtainable by the process of the invention are intermediates for the synthesis of herbicidally active sulfonyl ureas.

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主要参考文献

1: Kale SS, Kunjir SM, Gawade RL, Puranik VG, Rajamohanan PR, Sanjayan GJ. Conformational modulation of peptide secondary structures using β-aminobenzenesulfonic acid. Chem Commun (Camb). 2014 Mar 18;50(22):2886-8. doi: 10.1039/c3cc48850k. Epub 2014 Feb 3. doi: 10.1039/c3cc40522b. doi: 10.1016/j.micres.2009.05.006. Epub 2009 Jul 4. doi: 10.1016/j.chemosphere.2008.12.016. Epub 2009 Jan 19. Epub 2006 Feb 28. Arch Pharm (Weinheim). 1998 Mar;331(3):97-103.
14: Franconi F, Bennardini F, Campana S, Failli P, Matucci R, Stendardi I, Giotti A. Effect of taurine, L-cysteic and orthanilic acids on cardiac tension. Prog Clin Biol Res. 1990;351:175-84.

合成参考文献

摘要:H. Schmid and H. Sofer, Monatsh. Chem. 98, 469 (1967).
参考文献:10.1038/srep14907
摘要:Zhang W, Tian G, Feng S, Wong JH, Zhao Y, Chen X, Wang H, Ng TB. Boletus edulis Nitrite Reductase Reduces Nitrite Content of Pickles and Mitigates Intoxication in Nitrite-intoxicated Mice. Scientific Reports. 2015 Oct 08;5(1):14907. doi: 10.1038/srep14907.
参考文献:10.1007/bf01813911
摘要:Bowling FG, Brown AR. Development of a protocol for newborn screening for disorders of the galactose metabolic pathway. J Inherit Metab Dis. 1986;9(1):99–104. doi: 10.1007/bf01813911.
参考文献:10.1007/s11030-005-8106-1
摘要:Basu B, Das P, Das S. Transfer hydrogenation using recyclable polymer-supported formate (PSF): efficient and chemoselective reduction of nitroarenes. Mol Divers. 2005;9(4):259–62. doi: 10.1007/s11030-005-8106-1.

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CAS: 88-21-1; 2-Aminobenzenesulfonic Acid

物理性质

MSDS等安全信息

欧盟法规

上下游产品

合成工艺路线路线简述

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