2-Mercaptobenzimidazole - ≥98% , CAS No.583-39-1

CAS: 583-39-1 Cat. No.: M111104 Peso molecular: 150.2 Beilstein Registry Number: 119867 Número EC: 209-502-6
Disponible para pedir
GRADE & PURITY ≥98%
Synonyms
1,3-Dihydro-2H-benzo[d]imidazole-2-thione | BBL023512 | Benzimidazolethiol | 2-Benzimidazolethiol | NCGC00091164-01 | NCGC00091164-02 | USAF XF-21 | 2-MERCAPTOBENZOIMIDAZOLE | 2-Benzimidazolethiol; Benzimidazole-2-thiol | 2-mercaptobenzimidazol | A930054
Storage
Store at 2-8°C,Argon charged
Shipped In
Wet ice
Size
Estado
Price
Qty
25g
M111104-25g
3
9,90US$
100g
M111104-100g
3
10,90US$
500g
M111104-500g
1

21,90US$

32,90US$
Guardar 11,00 US$ (33.43%)
Enter a quantity for the sizes you want to add.
🧪

Why this grade

≥98% for sensitive chromatographic and analytical workflows requiring minimal baseline interference.

🌡

Storage & shipping

Store at 2-8°C,Argon charged Ships Wet ice Check lot-specific COA for exact specifications.

📋

Quality documents

SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.

📚

Literature proof

Cited in 15 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.

Descripción general

2-Mercaptobenzimidazole is an antidegradant, protecting rubber from oxidation. It is also an intermediate in the synthesis of Rabeprazole.
An antidegradant.

Specifications

Sinónimos
1, 3-Dihydro-2H-benzo[d]imidazole-2-thione | BBL023512 | Benzimidazolethiol | 2-Benzimidazolethiol | NCGC00091164-01 | NCGC00091164-02 | USAF XF-21 | 2-MERCAPTOBENZOIMIDAZOLE | 2-Benzimidazolethiol; Benzimidazole-2-thiol | 2-mercaptobenzimidazol | A930054
Especificaciones y pureza
≥98%
Condiciones de almacenamiento de almacenamiento
Store at 2-8°C, Argon charged
Enviado en
Wet ice
Este producto requiere envío en cadena de frío. Los servicios terrestres y otros servicios económicos no están disponibles.
Pureza
≥98%
Nombres e identificadores
Pubchem Sid504759951
Pubchem Sid Urlhttps://pubchem.ncbi.nlm.nih.gov/substance/504759951
Sonrisas canónicasC1=CC=C2C(=C1)NC(=S)N2
IUPAC Name1,3-dihydrobenzimidazole-2-thione
InChIKeyYHMYGUUIMTVXNW-UHFFFAOYSA-N
INCHI1S/C7H6N2S/c10-7-8-5-3-1-2-4-6(5)9-7/h1-4H,(H2,8,9,10)
Isómeros SMILES C1=CC=C2C(=C1)NC(=S)N2
WGK Alemania 2
RTECS DE1050000
Número ONU 2811
Grupo de embalaje I
Peso molecular 150.2
Beilstein 119867
Reaxy-Rn 119867
Reaxys-RN_link_address https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=119867&ln=

Documentation

📋 Safety Data Sheet (SDS)

Comprehensive hazard, handling, storage, and regulatory compliance document.

Download SDS →

✅ Certificate of Analysis (COA)

Lot-specific quality data. Enter your lot number to retrieve the exact COA.

Look up COA →

📊 Datasheet

Quick-reference summary of product specifications and applications.

View datasheet →

🔬 Specification Sheet

Full quality attributes and acceptance criteria for this grade.

View spec sheet →

Advanced Data

Taxonomic Classification

Taxonomy Tree

KingdomOrganic compounds
SuperclassOrganoheterocyclic compounds
ClaseBenzimidazoles
SubclassNot available
Intermediate Tree Nodes Not available
Direct ParentBenzimidazoles
Alternative Parents Imidazolethiones  Benzenoids  Imidazoles  Heteroaromatic compounds  Thioureas  Azacyclic compounds  Organopnictogen compounds  Organonitrogen compounds  Hydrocarbon derivatives  
Molecular FrameworkAromatic heteropolycyclic compounds
Substituents Benzimidazole - Benzenoid - Imidazole-2-thione - Heteroaromatic compound - Imidazole - Azole - Thiourea - Azacycle - Organic nitrogen compound - Organopnictogen compound - Hydrocarbon derivative - Organosulfur compound - Organonitrogen compound - Aromatic heteropolycyclic compound
DescripciónThis compound belongs to the class of organic compounds known as benzimidazoles. These are organic compounds containing a benzene ring fused to an imidazole ring (five member ring containing a nitrogen atom, 4 carbon atoms, and two double bonds).
External Descriptors Not available
Estructura 3D
Modelo de Estructura Química Interactiva





Objetivos asociados (humanos)
ALDH1A1 Tchem Aldehyde dehydrogenase 1A1 (77053 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CYP3A4 Tclin Cytochrome P450 3A4 (53859 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HEK293 (82097 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Lymphoblastoid cell (5959 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
QPCT Tchem Glutaminyl-peptide cyclotransferase (1121 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
PSMB5 Tclin Proteasome Macropain subunit MB1 (2451 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HSD17B10 Tchem Endoplasmic reticulum-associated amyloid beta-peptide-binding protein (20669 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
POLI Tchem DNA polymerase iota (116820 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
DAO Tchem D-amino-acid oxidase (802 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
KDM4A Tchem Lysine-specific demethylase 4A (52245 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
APEX1 Tchem DNA-(apurinic or apyrimidinic site) lyase (38016 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
PSMB8 Tclin Proteasome subunit beta type-8 (743 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
EHMT2 Tchem Histone-lysine N-methyltransferase, H3 lysine-9 specific 3 (93046 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
TDP1 Tchem Tyrosyl-DNA phosphodiesterase 1 (345557 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CGA Tbio Glycoprotein hormones alpha chain (29278 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Objetivos asociados (no humanos)
ampC Beta-lactamase AmpC (62480 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Entamoeba histolytica (2676 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Giardia intestinalis (1290 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Trichinella spiralis (212 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
J774.A1 (2436 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Bacillus anthracis (2936 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Mapt Microtubule-associated protein tau (6 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Nfe2l2 Nuclear factor erythroid 2-related factor 2 (214 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Rorc Nuclear receptor ROR-gamma (89407 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Mecanismos de acción
Certificados (CoA, COO, BSE/TSE y tabla de análisis)
C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:

Find and download the COA for your product by matching the lot number on the packaging.

36 results found

Lot NumberCertificate TypeFechaArticulo
F2630081Certificate of AnalysisMay 16, 2026 M111104
E2629284Certificate of AnalysisMay 16, 2026 M111104
E2629285Certificate of AnalysisMay 16, 2026 M111104
E2629286Certificate of AnalysisMay 16, 2026 M111104
E2629330Certificate of AnalysisMay 16, 2026 M111104
E2629331Certificate of AnalysisMay 16, 2026 M111104
L2109595Certificate of AnalysisSep 09, 2025 M111104
L2109596Certificate of AnalysisSep 09, 2025 M111104
J2529069Certificate of AnalysisJan 16, 2025 M111104
C2510221Certificate of AnalysisJan 16, 2025 M111104
C2510222Certificate of AnalysisJan 16, 2025 M111104
C2510223Certificate of AnalysisJan 16, 2025 M111104
C2510224Certificate of AnalysisJan 16, 2025 M111104
C2623162Certificate of AnalysisJan 16, 2025 M111104
H2507076Certificate of AnalysisJan 16, 2025 M111104
J2424721Certificate of AnalysisOct 14, 2024 M111104
J2424702Certificate of AnalysisOct 14, 2024 M111104
J2424703Certificate of AnalysisOct 14, 2024 M111104
J2424701Certificate of AnalysisOct 14, 2024 M111104
K2511127Certificate of AnalysisOct 14, 2024 M111104
L2420904Certificate of AnalysisJul 27, 2024 M111104
L2420908Certificate of AnalysisJul 27, 2024 M111104
L2420939Certificate of AnalysisJul 27, 2024 M111104
L2420972Certificate of AnalysisJul 27, 2024 M111104
F2429292Certificate of AnalysisJun 20, 2024 M111104
F2429274Certificate of AnalysisJun 20, 2024 M111104
F2429271Certificate of AnalysisJun 20, 2024 M111104
D2407401Certificate of AnalysisMar 16, 2024 M111104
D2407403Certificate of AnalysisMar 16, 2024 M111104
D2407402Certificate of AnalysisMar 16, 2024 M111104
B2419370Certificate of AnalysisJan 29, 2024 M111104
B2419372Certificate of AnalysisJan 29, 2024 M111104
B2419371Certificate of AnalysisJan 29, 2024 M111104
I2311058Certificate of AnalysisSep 14, 2023 M111104
K2302058Certificate of AnalysisSep 14, 2023 M111104
G2313208Certificate of AnalysisNov 22, 2021 M111104

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Propiedades químicas y físicas
SolubilidadSolubility in hot Methanol almost transparency
SensibilidadMoisture sensitive
Punto de ebullición (°C)451 °C
Punto de fusión (°C)300-304°C
Peso molecular150.200 g/mol
XLogP31.700
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count1
Rotatable Bond Count0
Exact Mass150.025 Da
Monoisotopic Mass150.025 Da
Topological Polar Surface Area56.200 Ų
Heavy Atom Count10
Formal Charge0
Complexity142.000
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
The total count of all stereochemical bonds0
Covalently-Bonded Unit Count1
Preguntas frecuentes y artículos
Citations of This Product
Referencias
1. Kaini Yang, Xiangyu Wang, Iseult Lynch, Zhiling Guo, Peng Zhang, Lisi Wu.  (2023)  Green construction of MBI corrosion-resistant interfaces modified NZVI@MOFs-regulated 3D PAN cryogel film to enhance Cr(VI) removal.  SEPARATION AND PURIFICATION TECHNOLOGY,      [PMID:] [10.1016/j.seppur.2023.125902]
2. Haoran Dong, Shunyan Ning, Zengyuan Li, Sizhi Xu, Shichang Zhang, Xinpeng Wang, Youbin Wang, Lifeng Chen, Xiangbiao Yin, Toyohisa Fujita, Mohammed F. Hamza, Yuezhou Wei.  (2023)  Efficient separation of palladium from high-level liquid waste with novel adsorbents prepared by sulfhydryl organic ligands containing imidazole, thiazole and oxazole composited with XAD7HP.  Journal of Water Process Engineering,      [PMID:] [10.1016/j.jwpe.2023.103681]
3. Huiqin Liu, Junyi Zeng, Liping Song, Lingli Zhang, Zihai Chen, Jianhua Li, Zhidong Xiao, Fengmei Su, Youju Huang.  (2022)  Etched-spiky Au@Ag plasmonic-superstructure monolayer films for triple amplification of surface-enhanced Raman scattering signals.  Nanoscale Horizons,  (5): (554-561).  [PMID:35347336] [10.1039/D2NH00023G]
4. Xiaohong Ji, Wei Wang, Jizhou Duan, Xia Zhao, Lifei Wang, Yanli Wang, Ziyang Zhou, Weihua Li, Baorong Hou.  (2021)  Developing wide pH-responsive, self-healing, and anti-corrosion epoxy composite coatings based on encapsulating oleic acid/2-mercaptobenzimidazole corrosion inhibitors in chitosan/poly(vinyl alcohol) core-shell nanofibers.  PROGRESS IN ORGANIC COATINGS,      [PMID:] [10.1016/j.porgcoat.2021.106454]
5. Song Xu-Guang, Zhao Ming-Wei, Dai Cai-Li, Wang Xin-Ke, Lv Wen-Jiao.  (2021)  Mechanism of active silica nanofluids based on interface-regulated effect during spontaneous imbibition.  Petroleum Science,  18  (3): (883-894).  [PMID:] [10.1007/s12182-020-00537-8]
6. Bihong Lv, Kunxiang Wu, Zuoming Zhou, Guohua Jing.  (2019)  How did the corrosion inhibitor work in amino-functionalized ionic liquids for CO2 capture: Quantum chemical calculation and experimental.  International Journal of Greenhouse Gas Control,      [PMID:] [10.1016/j.ijggc.2019.102846]
7. Hao Yang, Ping He, Henglun Cheng, Baoqing Shentu.  (2019)  Preparation of a Nano-TiO2-Loaded Antioxidant and Its Anti-aging Performance against UV/O3 in Thermoplastic Vulcanizates.  INDUSTRIAL & ENGINEERING CHEMISTRY RESEARCH,      [PMID:] [10.1021/acs.iecr.9b00681]
8. Lilong Gao, Wenlin Wang, Bing Yu, Hailin Cong.  (2018)  Novel triple responsive polybenzimidazole synthesized via amine-ene Michael addition.  NEW JOURNAL OF CHEMISTRY,  42  (14): (11396-11403).  [PMID:] [10.1039/C8NJ01571F]
9. Xuehui Liu, Chuanjun Gu, Zheng Ma, Xiumin Ma, Baorong Hou.  (2018)  pH-Responsive Containers Based on Modified Hollow TiO2 for Active and Passive Protection of Carbon Steel.  JOURNAL OF THE ELECTROCHEMICAL SOCIETY,  165  (3): (C145).  [PMID:] [10.1149/2.0011803jes]
10. Yinghui Bian, Jinshe Chen, Shaotang Xu, Yulu Zhou, Lijun Zhu, Yuzhi Xiang, Daohong Xia.  (2015)  The effect of a hydrogen bond on the supramolecular self-aggregation mode and the extent of metal-free benzoxazole-substituted phthalocyanines.  NEW JOURNAL OF CHEMISTRY,  39  (7): (5750-5758).  [PMID:] [10.1039/C5NJ00494B]
11. Zhang Lili, Zhang Ning, Shang Huishan, Sun Zhiyi, Wei Zihao, Wang Jingtao, Lei Yuanting, Wang Xiaochen, Wang Dan, Zhao Yafei, Sun Zhongti, Zhang Fang, Xiang Xu, Zhang Bing, Chen Wenxing.  (2024)  High-density asymmetric iron dual-atom sites for efficient and stable electrochemical water oxidation.  Nature Communications,  15  (1): (1-13).  [PMID:39487139] [10.1038/s41467-024-53871-5]
12. Pengshuai Zhang, Keyi Lu, Han Sun, Chunxia Jin, Ranran Feng, Jixiu Deng, Jiaqi Sun, Shuwei Yu, Beibei Zhang, Lu Zhang, Jianzheng Li.  (2024)  Solid-liquid equilibrium solubility, modeling, Hansen solubility parameter and thermodynamic analysis of 2-Mercaptobenzimidazole in eleven mono-solvents and three binary solvents at different temperatures.  FLUID PHASE EQUILIBRIA,      [PMID:] [10.1016/j.fluid.2024.114036]
13. Yuanbo Yin, Liping Wang, Huishan Shang, Xilin Zhang, Wenxing Chen, Xiaoxin Zou.  (2025)  Lateral Coordination Sulfur-Modified Charge Asymmetry Cu–Ru Diatomic Catalyst for Efficient and Stable Electrochemical Nitrate Reduction to Ammonia.  ACS Nano,      [PMID:40820297] [10.1021/acsnano.5c08601]
14. Xiaohong Ji, Minghui Yang, Huiwen Tian, Jin Hou, Jingqiang Su, Zhen Wang, Zixue Zhang, Yuefeng Tian, Liangliang Zhou, Guanghua Hu, Yunfei Yang, Jizhou Duan, Baorong Hou.  (2025)  Acid-Responsive Self-Healing Waterborne Epoxy Coating: Preparation, Release Behavior, and Anticorrosion Performance Based on Bowl-Shaped Mesoporous Polydopamine Nanocontainer Loaded with 2-MBI Inhibitors.  Polymers,  17  (16): (2265).  [PMID:40871212] [10.3390/polym17162265]
15. Abbas Touqeer, Mubeen Muhammad, Razzaq Abdul, Javed Umair, Raza Muneeb, Tabish Mohammad, Alotaibi Khalid M., Yasin Ghulam, Li Hui.  (2025)  RustNet: an automated approach for rust detection and quantification in steel structures using feature encoding and multilayer attention networks.  Archives of Civil and Mechanical Engineering,  25  (5): (1-25).  [PMID:] [10.1007/s43452-025-01312-5]
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