2,2′-Dithiodibenzoic acid - ≥96% , CAS No.119-80-2

CAS: 119-80-2 Cat. No.: D111348 Summenformel: C₁₄H₁₀O₄S₂ Molekulargewicht: 306.36 Beilstein Registry Number: 2221810 EG-Nummer: 204-352-8

GRADE & PURITY ≥96%

Synonyms

2,2'-Dithiodi(benzoic acid) | Benzoic acid, dithiobis- | dithiodibenzoic acid | J-004201 | Diphenyl disulfide-2,2'-dicarboxylic acid | Z62436286 | Diphenyldisulfide-2,2'-dicarboxylic acid | A804360 | DTXSID1059498 | NSC 5346 | 2,2 inverted exclamation mar

Storage

Room temperature

Shipped In

Normal

Übersicht

2,2′-Dithiodibenzoic acid is an sulfhydryl modifying reagent.2,2′-Dithiodibenzoic acid on cocrystallization with imidazole or 4-methylimidazole affords bis(imidazolium) 2,2′-dithiodibenzoate and 4-methylimidazolium 2-[(2-carboxyphenyl)disulfanyl]benzoate organic salt, respectively.It also cocrystallizes with isonicotinohydrazide from methanol solution to afford the 1:2 cocrystal, 2,2′-dithiodibenzoic acid-isonicotinohydrazide

Specifications

Synonyme

2,2'-Dithiodi(benzoic acid) | Benzoic acid, dithiobis- | dithiodibenzoic acid | J-004201 | Diphenyl disulfide-2,2'-dicarboxylic acid | Z62436286 | Diphenyldisulfide-2,2'-dicarboxylic acid | A804360 | DTXSID1059498 | NSC 5346 | 2,2 inverted exclamation mar

Spezifikationen & Reinheit

≥96%

Storage

Room temperature

Verschickt in

Normal

Reinheit

≥96%

Namen und Kennungen

• Pubchem Sid: 504751668
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504751668
• Kanonisches Lächeln: C1=CC=C(C(=C1)C(=O)O)SSC2=CC=CC=C2C(=O)O
• IUPAC Name: 2-[(2-carboxyphenyl)disulfanyl]benzoic acid
• InChIKey: LBEMXJWGHIEXRA-UHFFFAOYSA-N
• INCHI: 1S/C14H10O4S2/c15-13(16)9-5-1-3-7-11(9)19-20-12-8-4-2-6-10(12)14(17)18/h1-8H,(H,15,16)(H,17,18)
• Isomere SMILES: C1=CC=C(C(=C1)C(=O)O)SSC2=CC=CC=C2C(=O)O
• WGK Deutschland: 3
• RTECS: DG9660000
• Molekulargewicht: 306.36
• Beilstein: 2221810
• Reaxy-Rn: 2221810
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=2221810&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Benzenoids
    • Klasse Benzene and substituted derivatives
      • Subclass Benzoic acids and derivatives
        • Ebene5 Sulfanylbenzoic acids and derivatives
          • Ebene6 O-sulfanylbenzoic acids and derivatives
            • Ebene7 O-sulfanylbenzoic acids

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Klasse: Benzene and substituted derivatives
• Subclass: Benzoic acids and derivatives
• Intermediate Tree Nodes: Sulfanylbenzoic acids and derivatives - O-sulfanylbenzoic acids and derivatives
• Direct Parent: O-sulfanylbenzoic acids
• Alternative Parents: Benzoic acids Benzoyl derivatives Dicarboxylic acids and derivatives Organic disulfides Sulfenyl compounds Carboxylic acids Organooxygen compounds Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic homomonocyclic compounds
• Substituents: O-sulfanylbenzoic acid - Benzoic acid - Benzoyl - Dicarboxylic acid or derivatives - Organic disulfide - Sulfenyl compound - Carboxylic acid - Carboxylic acid derivative - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organosulfur compound - Organooxygen compound - Aromatic homomonocyclic compound
• Beschreibung: This compound belongs to the class of organic compounds known as o-sulfanylbenzoic acids. These are benzoic acids which bear a sulfanyl group (R-SH) attached to the benzene ring at positions 1 and 2, respectively.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

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POLB Tchem DNA polymerase beta (23632 Activities)

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PLK1 Tchem Serine/threonine-protein kinase PLK1 (28605 Activities)

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POLI Tchem DNA polymerase iota (116820 Activities)

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EHMT2 Tchem Histone-lysine N-methyltransferase, H3 lysine-9 specific 3 (93046 Activities)

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EYA2 Tbio Eyes absent homolog 2 (5884 Activities)

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Human immunodeficiency virus 1 (70413 Activities)

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Txnrd1 Thioredoxin reductase 1, cytoplasmic (45279 Activities)

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ffp 4'-phosphopantetheinyl transferase ffp (24982 Activities)

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Wirkungsmechanismen

Chemische und physikalische Eigenschaften

• Schmelzpunkt (°C): 287-290°C
• Molekulargewicht: 306.400 g/mol
• XLogP3: 3.100
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 5
• Exact Mass: 306.002 Da
• Monoisotopic Mass: 306.002 Da
• Topological Polar Surface Area: 125.000 Ų
• Heavy Atom Count: 20
• Formal Charge: 0
• Complexity: 327.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

Referenzen

1. Yinghu Song, Guojun Song, Jialiang Li, Xiangsi Tang, Shuang Yin, Jiayan Mai, Xiaoru Li.  (2023)  High-efficiency self-repairing polyurethane based on synergy of disulfide bonds and graded hydrogen bonds.  JOURNAL OF APPLIED POLYMER SCIENCE,  141  (5): (e54892).  [PMID:] [10.1002/app.54892]

2. Xiao Gong, Qingqing Xu, Jiurong Li, Yan Ma, Xiaoyan Li, Wanze Wu, Hangxiang Wang.  (2023)  Hydrophobic Mn-Doped Solid-State Red-Emitting Carbon Nanodots with AIE Effect and Their Hydrogel Composites for Color-Changing Anticounterfeiting.  Small,      [PMID:37731094] [10.1002/smll.202304673]

3. Wenyang Zhang, Da-Wen Sun, Ji Ma, Anjun Qin, Ben Zhong Tang.  (2023)  A ratiometric fluorescent tag based on dual-emissive hydrophobic carbon dots for in-situ monitoring of seafood freshness.  ANALYTICA CHIMICA ACTA,      [PMID:36898807] [10.1016/j.aca.2023.340931]

4. Zhipeng Yang, Hongqiang Li, Yunchang Zhong, Xuejun Lai, Jianping Ding, Zhonghua Chen, Xingrong Zeng.  (2022)  Functional Epoxy Elastomer Integrating Self-Healing Capability and Degradability for a Flexible Stretchable Strain Sensor.  ACS Applied Materials & Interfaces,      [PMID:36162082] [10.1021/acsami.2c14919]

5. Fan Liu, Shuhong Xu, Pengfei Xia, Hongyu Yang, Ziting Qian, Yuan Jiang, Zhuyuan Wang, Dayan Ban, Chunlei Wang.  (2022)  Anhydride-Terminated Solid-State Carbon Dots with Bright Orange Emission Induced by Weak Excitonic Electronic Coupling.  ACS Applied Materials & Interfaces,      [PMID:35045698] [10.1021/acsami.1c18786]

6. Jiang Xiaolin, Xu Min, Wang Minhui, Ma Yuanhao, Zhang Wencong, Zhang Yanan, Rong Haoxiang, Lu Xun.  (2021)  Preparation and molecular dynamics study of polyurethane damping elastomer containing dynamic disulfide bond and multiple hydrogen bond.  EUROPEAN POLYMER JOURNAL,      [PMID:] [10.1016/j.eurpolymj.2021.110893]

7. Yingnan Liu, Yaqing Xiao, Minghui Shang, Yuting Zhuang, Li Wang.  (2021)  Smart fluorescent tag based on amine response for non-contact and visual monitoring of seafood freshness.  CHEMICAL ENGINEERING JOURNAL,      [PMID:] [10.1016/j.cej.2021.132647]

8. Zhe Wang, Yuetao Liu, Dejin Zhang, Kaiming Zhang, Chuanhui Gao, Yumin Wu.  (2021)  Tough, stretchable and self-healing C-MXenes/PDMS conductive composites as sensitive strain sensors.  COMPOSITES SCIENCE AND TECHNOLOGY,      [PMID:] [10.1016/j.compscitech.2021.109042]

9. Yuan-yuan Guo, Chen Xu, Yan Fang, Cai-e Wang, Na Gao, Qiang Wen, Hai-ling Qiao.  (2019)  High CYP2E1 activity aggravates hepatofibrosis by limiting macrophage polarization towards the M2 phenotype.  MOLECULAR CARCINOGENESIS,  58  (8): (1481-1491).  [PMID:31116889] [10.1002/mc.23029]

10. Jie Liu, Xiaoqian Guo, Rongyang Zhai, Peng Sun, Jianyun Ding, Zhaoyang Wei, Weiwei Lei, Dean Shi.  (2024)  A highly stretchable disulfide-crosslinked epoxidized natural rubber by one-step method.  POLYMER,      [PMID:] [10.1016/j.polymer.2024.127842]

11. Yingran Xu, Kai Wang, Pan Liu, Zheng Wang, Wenya Liu, Zan Yang, Wanqi Jiang, Yibin Zhou, Mingming Zheng, Yaqing Xiao, Yingnan Liu.  (2024)  A novel dual-channel cassava starch/polyvinyl alcohol-based film for visual monitoring of shrimp freshness.  CARBOHYDRATE POLYMERS,      [PMID:38616081] [10.1016/j.carbpol.2024.122107]

12. Xia Ran, Yatao Pan, Lulu Qiao, Lin Cai, Yihan Jia, Zhanpeng Liu, Lijun Guo.  (2025)  Broadband and dynamic afterglow photoluminescent carbon dots for time-resolved optical information coding and encryption.  CARBON,      [PMID:] [10.1016/j.carbon.2024.119980]

13. Yunyun Hu, Xi Chen, Kai Wang, Chuang Jiang, Wenya Liu, Siyu Zhang, Mingming Zheng, Yibin Zhou, Yaqing Xiao, Yingnan Liu.  (2024)  Fluorescent responsive membrane based on terbium coordination polymer and carbon dots with AIE effect for rapid and visual detection of fluoroquinolone.  BIOSENSORS & BIOELECTRONICS,      [PMID:38484411] [10.1016/j.bios.2024.116205]

14. Xinghao Liu, Nan Li, Xugui Lv, Jingjing Wang, Qingyu Ma, Zheng Xie.  (2025)  One-step preparation of N, S-doped graphene quantum dots for white light-emitting diodes.  JOURNAL OF ALLOYS AND COMPOUNDS,      [PMID:] [10.1016/j.jallcom.2025.179827]

15. Liming Fu, Cheng Zhang, Haitao Li, Ke Jian, Yunhai Han, Xihui Zhao.  (2024)  Reaction Temperature-Controlled synthesis of multicolor aggregation-induced emission carbon dots and their various applications in anti-counterfeiting, fingerprint detection.  MICROCHEMICAL JOURNAL,      [PMID:] [10.1016/j.microc.2024.110765]

16. Chunchun Wang, Hongju Deng, Lulu Cui, Qun Liu, Zhiyu Liu, Wuyin Weng, Yucang Zhang.  (2025)  Application of sustainable marine collagen/cellulose nanofiber Pickering emulsions in skincare: From fishery waste to UV-resistant formulations.  COLLOIDS AND SURFACES A-PHYSICOCHEMICAL AND ENGINEERING ASPECTS,      [PMID:] [10.1016/j.colsurfa.2025.138181]

17. Wei Liu, Xinghuo Wang, Yongdong Fang, Yukun Chen.  (2025)  Engineering tunable dual dynamic networks toward strong yet reversible adhesion, healable and recyclable polyolefin elastomer-based adhesives.  Journal of Materials Chemistry A,      [PMID:] [10.1039/D5TA02987B]

18. Shancai Guo, Qizhong Hu, Xuye Zhang, Zewei Bao, Jinjun Zhao, Jianyuan Lin, Zhijian Jia, Haili Wang, Chunjie Bai, Jianghua Chen.  (2025)  Aggregation-Induced Emission Carbon Quantum Dots for High-Resolution Cellular Imaging with Superior Fluorescence.  ANALYTICAL LETTERS,      [PMID:] [10.1080/00032719.2025.2556455]

19. Wenjing Li, Mengqing Xu, Zhuoyun Xia, Zheng Wang, Yingying Feng, Hui Li, Chuang Jiang, Yingnan Liu.  (2025)  Phosphatase-like Ce4+@UiO-66-NH2 nanozyme-based dual-mode hydrogel nanosensor for visual detection of paraoxon.  FOOD CHEMISTRY,      [PMID:41391400] [10.1016/j.foodchem.2025.147536]

20. Huaijie Zhang, Zhixin Xie, Linqing Guo, Xiangbo Fu, Yongshi Chen, Siyuan Liu, Mingyao Pang, Bo Tian, Song Wang.  (2026)  Preparation of hydrophobic carbon dots for lipid content detection in Schizochytrium.  FULLERENES NANOTUBES AND CARBON NANOSTRUCTURES,      [PMID:] [10.1080/1536383X.2025.2612193]

21. Shiyu Du, Zhijian Li, Ting Gan, Zhou Bai, Yuan Li, Yonglong Chen, Cuizhu Wang, Guodong Liu, Haiwei Wu, Hongwei Zhou, Hanbin Liu.  (2026)  Solvent-resistant, alkali-recoverable, self-healing, shape-memory and conductive dynamic polymers from multicomponent bio-based monomers for self-sensing soft actuators.  CHEMICAL ENGINEERING JOURNAL,      [PMID:] [10.1016/j.cej.2026.180179]

Häufig gestellte Fragen

What is the purity of this product?

This product is supplied at ≥96% purity (chemical assay). Lot-specific values are stated on the Certificate of Analysis.

How should this product be stored?

Store at room temperature.

How is this product shipped?

This product ships under standard ambient conditions. No temperature-controlled packaging is required.

What are the CAS number, molecular formula and molecular weight?

The CAS Number is 119-80-2, the molecular formula is C14H10O4S2, and the molecular weight is 306.36 g/mol. InChIKey LBEMXJWGHIEXRA-UHFFFAOYSA-N.

What documentation is provided?

Available product documentation, including Certificates of Analysis (COA), Safety Data Sheets (SDS), and specification sheets, is shown in the product document area. Document availability and access follow the current site policy.