Benzyl mercaptan - ≥98% , CAS No.100-53-8

CAS: 100-53-8 Cat. No.: B109256 Molecular Weight: 124.2 Beilstein Registry Number: 605864 EC Number: 202-862-5

GRADE & PURITY ≥98%

Synonyms

Benzyl mercaptan, purum, >=99.0% (GC) | benzyl-MERCAPTAN | Benzenemethanethiol | MFCD00004867 | Thiobenzyl alcohol | NCGC00257683-01 | FEMA 2147 | .alpha.-Toluolthiol | NCGC00248534-01 | .alpha.-Mercaptotoluene | NSC229567 | NSC-229567 | alpha -toluenethi

Storage

Room temperature,Argon charged

Shipped In

FedEx DG Service

Specifications

Synonyms

Benzyl mercaptan, purum, >=99.0% (GC) | benzyl-MERCAPTAN | Benzenemethanethiol | MFCD00004867 | Thiobenzyl alcohol | NCGC00257683-01 | FEMA 2147 | .alpha.-Toluolthiol | NCGC00248534-01 | .alpha.-Mercaptotoluene | NSC229567 | NSC-229567 | alpha -toluenethi

Specifications & Purity

≥98%

Storage

Room temperature, Argon charged

Shipped In

FedEx DG Service

This product requires cold chain shipping. Ground and other economy services are not available.

Purity

≥98%

Names and Identifiers

• Pubchem Sid: 504751373
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504751373
• Canonical Smiles: C1=CC=C(C=C1)CS
• IUPAC Name: phenylmethanethiol
• InChIKey: UENWRTRMUIOCKN-UHFFFAOYSA-N
• INCHI: 1S/C7H8S/c8-6-7-4-2-1-3-5-7/h1-5,8H,6H2
• Isomeric SMILES: C1=CC=C(C=C1)CS
• WGK Germany: 3
• RTECS: XT8650000
• UN Number: 2810
• Packing Group: II
• Molecular Weight: 124.2
• Beilstein: 605864
• Reaxy-Rn: 605864
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=605864&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Benzenoids
    • Class Benzene and substituted derivatives

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Class: Benzene and substituted derivatives
• Subclass: Not available
• Intermediate Tree Nodes: Not available
• Direct Parent: Benzene and substituted derivatives
• Alternative Parents: Alkylthiols Hydrocarbon derivatives
• Molecular Framework: Aromatic homomonocyclic compounds
• Substituents: Monocyclic benzene moiety - Alkylthiol - Hydrocarbon derivative - Organosulfur compound - Aromatic homomonocyclic compound
• Description: This compound belongs to the class of organic compounds known as benzene and substituted derivatives. These are aromatic compounds containing one monocyclic ring system consisting of benzene.
• 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

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Not miscible or difficult to mix in water.
• Sensitivity: Air sensitive.
• Refractive Index: 1.5751
• Flash Point(°F): 158°F
• Flash Point(°C): 70℃
• Boil Point(°C): 194-195°C
• Melt Point(°C): -29°C
• Molecular Weight: 124.210 g/mol
• XLogP3: 2.400
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 124.035 Da
• Monoisotopic Mass: 124.035 Da
• Topological Polar Surface Area: 1.000 Ų
• Heavy Atom Count: 8
• Formal Charge: 0
• Complexity: 55.400
• 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

References

1. Jiajun Feng, Yuxian Xing, Chuantao Yin, Pengfei Tang, Feng Jiang.  (2023)  Wholly sustainable graft copolymers derived from cellulose, lignin, and hemicellulose for high-performance elastomers, adhesives, and UV-blocking materials.  CARBOHYDRATE POLYMERS,      [PMID:38142094] [10.1016/j.carbpol.2023.121606]

2. Xiaochun Liu, Jianyu Wu, Jianxin Wu, Zhiyi Huang, Wei Shen, Xingshan Yin, Yingjuan Sun, Xiaofeng Lin, Wenjing Lin, Guobin Yi.  (2023)  Tough, self-healing, and recyclable cross-linked polyurethane elastomers via synergistic effect of dual dynamic covalent bonds.  JOURNAL OF APPLIED POLYMER SCIENCE,  141  (5): (e54876).  [PMID:] [10.1002/app.54876]

3. Luo Huihui, Tian Shuainan, Liang Hongliang, Wang He, Gao Shuang, Dai Wen.  (2023)  Oxidative cleavage and ammoxidation of organosulfur compounds via synergistic Co-Nx sites and Co nanoparticles catalysis.  Nature Communications,  14  (1): (1-13).  [PMID:37221164] [10.1038/s41467-023-38614-2]

4. Qinghao Zhao, Guorong Du, Pengtao Zhao, Anque Guo, Xiaomeng Cao, Chenyaqiong Cheng, Hui Liu, Fei Wang, Yuefan Zhao, Yan Liu, Xiaoyu Wang.  (2023)  Investigating wine astringency profiles by characterizing tannin fractions in Cabernet Sauvignon wines and model wines.  FOOD CHEMISTRY,      [PMID:36821921] [10.1016/j.foodchem.2023.135673]

5. Zhiyong Xiong, Bingzhi Guo, Yongchun Wei, Guoquan Zhang, Lei Wang, Yingnan Chen.  (2023)  Effects of intramolecular proton acceptors located near sulfhydryl groups on sulfhydryl compounds for acrylamide elimination.  FOOD CHEMISTRY,      [PMID:36652794] [10.1016/j.foodchem.2023.135476]

6. Zhiqiang Wang, Pengfei Tang, Shuaishuai Chen, Yuxian Xing, Chuantao Yin, Jiajun Feng, Feng Jiang.  (2023)  Fully biobased sustainable elastomers derived from chitin, lignin, and plant oil via grafting strategy and Schiff-base chemistry.  CARBOHYDRATE POLYMERS,      [PMID:36737210] [10.1016/j.carbpol.2023.120577]

7. Qianqian Wang, Hao Cui, Xiaolin Wang, Ziyu Hu, Peipei Tao, Mingyang Li, Jianlong Wang, Yaping Tang, Hong Xu, Xiangming He.  (2023)  Exceptional Light Sensitivity by Thiol–Ene Click Lithography.  Journal of the American Chemical Society,      [PMID:36625511] [10.1021/jacs.2c11887]

8. Jia Guo, Siqi Zhang, Yaqi Tao, Baoer Fan, Wen Tang.  (2022)  Glutathione-triggered biodegradable poly(disulfide)s: ring-opening copolymerization and potent antibacterial activity.  Polymer Chemistry,  13  (48): (6637-6649).  [PMID:] [10.1039/D2PY01084D]

9. Yiling Li, Shuxiao Yi, Zhongli Lei, Yan Xiao.  (2021)  Amphiphilic polymer-encapsulated Au nanoclusters with enhanced emission and stability for highly selective detection of hypochlorous acid.  RSC Advances,  11  (24): (14678-14685).  [PMID:35423968] [10.1039/D1RA01634B]

10. Chenhui Cui, Xingxing Chen, Li Ma, Qianyun Zhong, Zhen Li, Arumugam Mariappan, Qiang Zhang, Yilong Cheng, Gang He, Xiaoming Chen, Zhen Dong, Le An, Yanfeng Zhang.  (2020)  Polythiourethane Covalent Adaptable Networks for Strong and Reworkable Adhesives and Fully Recyclable Carbon Fiber-Reinforced Composites.  ACS Applied Materials & Interfaces,      [PMID:32986410] [10.1021/acsami.0c14189]

11. Liu Xu, Xu Wen Wu, Huang Xinyu, Wang Endong, Cai Xiao, Zhao Yue, Li Jin, Xiao Min, Zhang Chunfeng, Gao Yi, Ding Weiping, Zhu Yan.  (2020)  De novo design of Au36(SR)24 nanoclusters.  Nature Communications,  11  (1): (1-7).  [PMID:32620825] [10.1038/s41467-020-17132-5]

12. Yan Lei, Limei Yu, Maochang Shen, Shikang Luo, Zhanxian Gao.  (2019)  Condensation of 9-fluorenone and phenol using an ionic liquid and a mercapto compound synergistic catalyst.  NEW JOURNAL OF CHEMISTRY,  43  (39): (15700-15705).  [PMID:] [10.1039/C9NJ02581B]

13. Hao Suo, Ruochen Tian, Jing Li, Shuting Zhang, Yan Cui, Lingxi Li, Baoshan Sun.  (2019)  Compositional characterization study on high -molecular -mass polymeric polyphenols in red wines by chemical degradation.  FOOD RESEARCH INTERNATIONAL,      [PMID:31284995] [10.1016/j.foodres.2019.04.056]

14. Nani Zhou, Le Shen, Zhen Dong, Jiahong Shen, Lihua Du, Xiping Luo.  (2018)  Enzymatic Synthesis of Thioesters from Thiols and Vinyl Esters in a Continuous-Flow Microreactor.  Catalysts,  8  (6): (249).  [PMID:] [10.3390/catal8060249]

15. Qinghua Xu, Chaoliang He, Chunsheng Xiao, Shuangjiang Yu, Xuesi Chen.  (2014)  ε-Methacryloyl-L-lysine based polypeptides and their thiol–ene click functionalization.  Polymer Chemistry,  6  (10): (1758-1767).  [PMID:] [10.1039/C4PY01523A]

16. Ting Yang, Zheng Chen, Ziqing Wang, Jiayuan Yu, Changjiu Xia, Hongxia Liu, Lei Liu, Xinxin Peng, Yibin Luo, Xingtian Shu.  (2024)  Aerobic Thiols Oxidative Coupling to Disulfides over Robust CoOx Nanoclusters Confined within Hierarchical Silicalite-1 Zeolite.  INORGANIC CHEMISTRY,      [PMID:39478293] [10.1021/acs.inorgchem.4c03791]

17. Zhang Jinbo, Jiang Lihang, Liu Shaofeng, Shen Junhao, Braunstein Pierre, Shen Yong, Kang Xiaohui, Li Zhibo.  (2024)  Bifunctional and recyclable polyesters by chemoselective ring-opening polymerization of a δ-lactone derived from CO2 and butadiene.  Nature Communications,  15  (1): (1-12).  [PMID:39379349] [10.1038/s41467-024-52090-2]

18. Shuyi Sun, Kaijuan Li, Xin Li, Shaowei Shi.  (2024)  Dual-Redox Responsive Interfaces Based on Donor–Acceptor Interactions.  ACS Applied Materials & Interfaces,      [PMID:39531015] [10.1021/acsami.4c14952]

19. Chen Ke-Xiang, Cui Chen-Hui, Li Zhen, Xu Ting, Teng Hao-Qing, He Zhi-Yuan, Guo Yin-Zhou, Ming Xiao-Qing, Ge Zhi-Shen, Zhang Yan-Feng, Wang Tie-Jun.  (2024)  Dynamic Sulfur-Rich Polymers from Elemental Sulfur and Epoxides.  CHINESE JOURNAL OF POLYMER SCIENCE,  42  (10): (1479-1487).  [PMID:] [10.1007/s10118-024-3182-9]

20. Zhuolin Zhang, Kangning Wu, Zichao Yang, Haoran Sui, Dongxu An, Chenhui Cui, Fusheng Zhou, Jianying Li.  (2024)  Improved healability for large-sized electrical breakdown in thermosetting polythiourethane with excellent mechanical properties and electrical insulation.  JOURNAL OF APPLIED POLYMER SCIENCE,      [PMID:] [10.1002/app.56385]

21. Jie Hao, Yuanshuo Wang, Yang Xiao, Songhua He, Mingqi Chen, Xin Mao, Qiuju Huang, Zhiheng Su, Qinpei Lu, Hongwei Guo.  (2025)  Proanthocyanidin polymers (condensed tannins) from lychee seeds exhibit antioxidant, anticancer, anti-α-amylase, and anti-tyrosinase activities.  INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES,      [PMID:40169045] [10.1016/j.ijbiomac.2025.142641]

22. Jiangping Huang, Meiting Li, Chengyun Han, Zhongwei Zhang, Xiang Liu, Zhixuan Ying, Peipei Yin, Lingguang Yang.  (2024)  Structural and mechanistic insights into the anti-tyrosinase, anti-melanogenesis, and anti-browning effect of proanthocyanidins from seed coats of Acer truncatum Bunge.  INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES,      [PMID:39622376] [10.1016/j.ijbiomac.2024.138246]

23. Jian Zhao, Jiahuan Xu, Lingxi Li, Baoshan Sun.  (2025)  Structural characterization of polymeric polyphenols from different parts of Diospyros kaki L. cv. Mopan persimmons.  JOURNAL OF FOOD COMPOSITION AND ANALYSIS,      [PMID:] [10.1016/j.jfca.2025.107395]

24. Yuxian Xing, Yi Wei, Chongxiao Ge, Rui Hu, Yaqiong Zhang, Baoxia Wang, Zhiqiang Wang, Feng Jiang.  (2024)  Sustainable chitin-derived elastomers via grafting strategy with tunable mechanical and adhesion properties.  INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES,      [PMID:39236958] [10.1016/j.ijbiomac.2024.135289]

25. Hanqing Yu, Jiajun Feng, Pengfei Tang, Shuaishuai Chen, Zhiqiang Wang, Zhongkai Wang, Feng Jiang.  (2022)  Combination of cellulose and plant oil toward sustainable bottlebrush copolymer elastomers with tunable mechanical performance.  INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES,      [PMID:35487380] [10.1016/j.ijbiomac.2022.04.159]

26. Nan Xia, Wei Wang, Shengli Zhuang, Shenxia Huang, Wanmiao Gu, Jin Li, Haiteng Deng, Yaobing Wang, Zhikun Wu.  (2025)  Electrochemical Carbon Dioxide Reduction Reaction or Hydrogen Evolution Reaction: Kernel and Type-Dependent Catalytic Activity of Staples in Metal Nanoclusters.  ADVANCED FUNCTIONAL MATERIALS,      [PMID:] [10.1002/adfm.202507721]

27. Huayu Liu, Yahui Si, Lijia Liu, Yudan Wang, Fanshuai Gao, Yawen Liu.  (2025)  Preparation of hypercrosslinked porous polymer modified with paired thiol groups via in-situ disulfide bond cleavage for the rapid and efficient adsorption of mercury ions from water.  SEPARATION AND PURIFICATION TECHNOLOGY,      [PMID:] [10.1016/j.seppur.2025.133669]

28. Yanqing Chen, Jingke Wei, Chenglin Zheng, Wenjie Yang, Jinghui Li, Yuxuan Ye, Zhaoqing Su, Xiuhong Li, Xi Yao, Pingli Wang, Jingxia Wang, Lei Jiang.  (2026)  Ionic Liquid-Doped Blue Phase Liquid Crystal Elastomer and Its Electric Field Response.  ACS Applied Materials & Interfaces,      [PMID:41549914] [10.1021/acsami.5c21306]