2-Amino-5-methylbenzenesulfonic acid

Base Information

• Chemical Name: 2-Amino-5-methylbenzenesulfonic acid
• CAS No.: 88-44-8
• Molecular Formula: C7H9NO3S
• Molecular Weight: 187.219
• Hs Code.: 2921.42
• European Community (EC) Number: 201-831-3
• NSC Number: 7544
• UNII: FF86IBK68Z
• DSSTox Substance ID: DTXSID7026526
• Nikkaji Number: J9.671G
• ChEMBL ID: CHEMBL2143677
• Mol file: 88-44-8.mol

Synonyms:88-44-8;2-Amino-5-methylbenzenesulfonic acid;4-Aminotoluene-3-sulfonic acid;Ptmsptmsa;Benzenesulfonic acid, 2-amino-5-methyl-;6-Amino-m-toluenesulfonic acid;P-TOLUIDINE-M-SULFONIC ACID;PTMS;PTMSA;p-Toluidine-2-sulfonic Acid;Red 4B acid;m-Toluenesulfonic acid, 6-amino-;4-Aminotoluene-3-sulphonic acid;4-Methylaniline-2-sulfonic acid;Kyselina 4-toluidin-3-sulfonova;NSC 7544;CCRIS 2772;2-amino-5-methylbenzene-1-sulfonic acid;6-Amino-m-toluenesulfonic acid (SO3H=1);6-Amino-meta-toluenesulfonic acid (SO3H=1);EINECS 201-831-3;2-amino-5-methyl-benzenesulfonic acid;UNII-FF86IBK68Z;BRN 2211509;FF86IBK68Z;Kyselina 4-toluidin-3-sulfonova [Czech];AI3-52551;DTXSID7026526;NSC-7544;1-amino-4-methylbenzene-2-sulfonic acid;2-Amino-5-methyl-1-benzenesulfonic acid;6-Amino-meta-toluenesulfonic acid [SO3H=1];EC 201-831-3;3-14-00-02213 (Beilstein Handbook Reference);DTXCID606526;MFCD00007908;CAS-88-44-8;6-Amino-m-toluenesulfonic acid [SO3H=1];4-Aminotoluene-3-sulfonicacid;4B Acid, Free Acid;WLN: ZR B1 ESWQ;6-Amino-m-toluensulfonic acid;SCHEMBL153905;4-METHYL-2-SULFOANILINE;CHEMBL2143677;NSC7544;STR10464;Tox21_202254;Tox21_303178;2-amino-5-methylbenzenesulphonic acid;AKOS015854800;2-amino-5-methyl-benzenesulphonic acid;4-Aminotoluene-3-sulfonic acid, 99%;CS-W016854;2-amino-5-methyl-benzene sulfonic acid;4-amino-1-methylbenzene-3-sulfonic acid;NCGC00164090-01;NCGC00164090-02;NCGC00257108-01;NCGC00259803-01;2-amino-5-methylbenzene-1-sulphonic acid;LS-154157;A0328;FT-0653064;2-AMINO-5-METHYLBENZENE SULFONIC ACID;AMINO-5-METHYLBENZENESULFONIC ACID, 2-;EN300-122623;AE-562/43461529;W-100404;Q27277954

Chemical Property of 2-Amino-5-methylbenzenesulfonic acid

Chemical Property:

• Appearance/Colour: beige crystalline powder
• Melting Point: 300 °C
• Refractive Index: 1.6100 (estimate)
• Boiling Point: 375oC
• PKA: -1.35±0.42(Predicted)
• PSA: 88.77000
• Density: 1.431 g/cm³
• LogP: 2.48590
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Solubility.: water: soluble6g/L at 20°C
• Water Solubility.: 32g/L(19 oC)
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 187.03031432
• Heavy Atom Count: 12
• Complexity: 244

Purity/Quality:

99% ^*data from raw suppliers

PTMS ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T, C
• Hazard Codes: T,C,Xi
• Statements: 45-34-36
• Safety Statements: 53-26-27-28-36/37/39-45-28A

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=C(C=C1)N)S(=O)(=O)O
• Uses: 4-Aminotoluene-3-sulfonic acid was used to investigate the enrichment of aminobenzoic acids and aminotoluenesulfonic acids using graphitized carbon black (GCB) by solid-phase extraction. It was also used in the synthesis of azobenzene derivatives.

Technology Process of 2-Amino-5-methylbenzenesulfonic acid

There total 34 articles about 2-Amino-5-methylbenzenesulfonic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 96.0%

6-methylbenzothiazole (2942-15-6) → 2-Amino-5-methylbenzenesulfonic acid (88-44-8)

Guidance literature:

With [RuCl(P(C₆H₅)3)2(O(C₆H₄)NCH(C₄H₃N))]; bromamine B; sodium hydroxide; In water; acetonitrile; at 39.84 ℃; for 4h;

DOI:10.1016/j.molcata.2010.06.006

Reference yield: 84.0%

p-toluidine (106-49-0,12221-03-3) → 2-Amino-5-methylbenzenesulfonic acid (88-44-8)

Guidance literature:

With sulfuric acid; for 0.0416667h; microwave irradiation;

Reference yield: 78.0%

4-toluidinium hydrogen sulfate (540-25-0) → 2-Amino-5-methylbenzenesulfonic acid (88-44-8)

Guidance literature:

for 0.00833333h; microwave irradiation;

upstream raw materials:

1-methyl-4-nitrobenzene

4-amino-toluene-2-sulfonic acid

4-methyl-N-(4-methylphenyl)benzenesulfonamide

N-(4-methylphenyl)hydroxylamine

Downstream raw materials:

4-ureido-toluene-3-sulfonic acid

2,6-dinitro-p-cresol

2,6-Dibromo-4-methylaniline

4-chloro-toluene-3-sulfonic acid

Refernces

• 1、 Kapoor,Srivastava, Pratibha,Singh, Gurdip,Froehlich, Roland. "Preparation, crystal structure and microwave studies on ring-substituted arylammonium hydrogen sulfate salts". . p. 1283 - 1288. Retrieved 2008/09/18.
• 2、 Kornev,Zheltov. "Effect of substituent in diazotized orthanilic acid on the azo coupling with 7-acetylamino-4-hydroxynaphthalene-2-sulfonic acid in citrate-phosphate buffers". . p. 1095 - 1099. Retrieved 2007/10/03.