3,3'-Disulfanediyldibenzoic acid

Base Information

• Chemical Name: 3,3'-Disulfanediyldibenzoic acid
• CAS No.: 1227-49-2
• Molecular Formula: C14H10O4S2
• Molecular Weight: 306.363
• Hs Code.: 2930909090
• European Community (EC) Number: 602-892-2
• NSC Number: 113997
• DSSTox Substance ID: DTXSID20297096
• Nikkaji Number: J600.834H
• Wikidata: Q72470180
• ChEMBL ID: CHEMBL1376178
• Mol file: 1227-49-2.mol

Synonyms:1227-49-2;3,3'-Dithiobisbenzoic acid;3,3'-disulfanediyldibenzoic acid;3-[(3-carboxyphenyl)disulfanyl]benzoic acid;Benzoicacid, 3,3'-dithiobis-;NSC113997;NSC-113997;3,3'-Dithiobisbenzoic Acid, Technical Grade;3,3'-dithiodibenzoic acid;NCIStruc1_001350;NCIStruc2_001039;3,3'-dithiobis-Benzoicacid;3,3'-Dithiobissenzoic acid;SCHEMBL69064;YSCK0325;3,3'-disulfanediyldibenzoicacid;CHEMBL1376178;DTXSID20297096;CCG-36658;MFCD00044137;NCGC00014136;NCI113997;AKOS015898874;NSC 113997;s12074;NCGC00014136-02;NCGC00097245-01;3-(3-carboxyphenyl)disulfanylbenzoic acid;AS-13437;NCI60_000311;FT-0633501;VU0549435-1;EN300-265724;A804951;J-004849;F9995-1162;3 pound not3 inverted exclamation mark -Dicarboxylic diphenyl disulfide

Chemical Property of 3,3'-Disulfanediyldibenzoic acid

Chemical Property:

• Appearance/Colour: Yellow Crystalline Powder
• Melting Point: 253-258°C
• Boiling Point: 537.9 °C at 760 mmHg
• PKA: 3.57±0.10(Predicted)
• Flash Point: 279.1 °C
• PSA: 125.20000
• Density: 1.53 g/cm³
• LogP: 3.88240
• Storage Temp.: -20?C Freezer
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 5
• Exact Mass: 306.00205114
• Heavy Atom Count: 20
• Complexity: 327

Purity/Quality:

99.0%Min ^*data from raw suppliers

3,3''-DithiobisbenzoicAcid,TechnicalGrade ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC(=C1)SSC2=CC=CC(=C2)C(=O)O)C(=O)O
• Uses: 3,3''-Dithiobisbenzoic Acid, Technical Grade (cas# 1227-49-2) is a compound useful in organic synthesis.

Technology Process of 3,3'-Disulfanediyldibenzoic acid

There total 18 articles about 3,3'-Disulfanediyldibenzoic 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: 51.0%

3-mercapto benzoic acid (4869-59-4) → 3,3'-dithiobis-benzoic acid (1227-49-2)

Guidance literature:

With dihydrogen peroxide; iodine; In ethyl acetate; at 20 ℃; for 0.5h;

DOI:10.1021/ja100147b

Reference yield:

ethanol (64-17-5) + hydrogen sulfide (7783-06-4) + 3-carboxy-benzenediazonium; tetrachloroaurate (III) → 3,3'-dithiobis-benzoic acid (1227-49-2) + benzoic acid (65-85-0,8013-63-6) + 3-chlorobenzoate (535-80-8)

Guidance literature:

Reference yield:

diethyl 2,5-(dihydroxy)terephthalate (5870-38-2) → 3,3'-dithiobis-benzoic acid (1227-49-2)

Guidance literature:

Multi-step reaction with 4 steps

1: 97 percent / DABCO / N,N-dimethyl-acetamide / 16 h / 20 °C

2: 97 percent / 1 h / 215 °C

3: 95 percent / KOH / ethanol; H₂O / 3 h / Heating

4: aq. NaOH; spermine / 20 °C / pH 8.25

With 1,4-diaza-bicyclo[2.2.2]octane; potassium hydroxide; sodium hydroxide; Spermine; In ethanol; N,N-dimethyl acetamide; water;

DOI:10.1021/ja062536b

upstream raw materials:

3-sulfosalicylic acid

3-mercapto benzoic acid

3-sulfinobenzoic acid

3-Carboxybenzenesulfonyl chloride

Downstream raw materials:

3,3'-Dithiobis(benzoesaeuremethylester)

3-mercapto benzoic acid

NSC 342015

3,3'-dithiodibenzamide

Refernces

• 1、 Vial, Laurent,Ludlow, R. Frederick,Leclaire, Julien,Perez-Fernandez, Ruth,Otto, Sijbren. "Controlling the biological effects of spermine using a synthetic receptor". . p. 10253 - 10257. Retrieved 2006.
• 2、 Evans, Brian J.,Doi, Joyce Takahashi,Musker, W. Kenneth. "THE AQUEOUS PERIODATE OXIDATION OF AROMATIC AND ALIPHATIC CARBOXYLIC ACID DISULFIDES". . p. 5 - 14. Retrieved 2007/10/02.