Tetraheptylammonium bromide (THPAB) - ≥99% , CAS No.4368-51-8

CAS: 4368-51-8 Cat. No.: T124771 Peso molecular: 490.7 Beilstein Registry Number: 3763391 Número EC: 224-459-3 PubChem CID: 78073

GRADE & PURITY ≥99%

Synonyms

Tetra-n-Heptylammonium Bromide | MFCD00011861 | tetraheptylammoniumbromide | EINECS 224-459-3 | SCHEMBL514421 | THPAB

Storage

Argon charged,Desiccated,Room temperature

Shipped In

Normal

Descripción general

Tetraheptylammonium bromide (THAB) is a quaternary ammonium compound commonly used as a phase transfer catalyst in organic synthesis reactions, especially those involving charged species or polar reagents. It can facilitate the transfer of reactants between two immiscible phases, such as water and organic solvents, by forming stable ion pairs. In addition, THAB is used as a surfactant, and as an additive in various products such as cosmetics, pharmaceuticals, and detergents. Due to THAB's ability to form complexes with these ions, its potential use in the removal of heavy metal ions from wastewater was also investigated.

Tetraheptylammonium bromide can be used as:
An alkylation reagent to synthesize benzothiazoles by using iodoanilines and sulfur. 
A solvent in the Pd-catalyzed Suzuki and Stille coupling reactions of aryl halides. 
A catalyst for carboxylative cyclization of propargylic amines to synthesize oxazolidinones.

Specifications

Sinónimos

Tetra-n-Heptylammonium Bromide | MFCD00011861 | tetraheptylammoniumbromide | EINECS 224-459-3 | SCHEMBL514421 | THPAB

Especificaciones y pureza

≥99%

Condiciones de almacenamiento de almacenamiento

Argon charged, Desiccated, Room temperature

Enviado en

Normal

Pureza

≥99%

Nombres e identificadores

• Sonrisas canónicas: CCCCCCC[N+](CCCCCCC)(CCCCCCC)CCCCCCC.[Br-]
• IUPAC Name: tetraheptylazanium;bromide
• InChIKey: YQIVQBMEBZGFBY-UHFFFAOYSA-M
• INCHI: 1S/C28H60N.BrH/c1-5-9-13-17-21-25-29(26-22-18-14-10-6-2,27-23-19-15-11-7-3)28-24-20-16-12-8-4;/h5-28H2,1-4H3;1H/q+1;/p-1
• Isómeros SMILES: CCCCCCC[N+](CCCCCCC)(CCCCCCC)CCCCCCC.[Br-]
• WGK Alemania: 3
• PubChem CID: 78073
• Peso molecular: 490.7
• Beilstein: 3763391
• Reaxy-Rn: 3763391

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic nitrogen compounds
    • Clase Organonitrogen compounds
      • Subclass Quaternary ammonium salts

• Kingdom: Organic compounds
• Superclass: Organic nitrogen compounds
• Clase: Organonitrogen compounds
• Subclass: Quaternary ammonium salts
• Intermediate Tree Nodes: Not available
• Direct Parent: Tetraalkylammonium salts
• Alternative Parents: Organopnictogen compounds Organic bromide salts Hydrocarbon derivatives Amines
• Molecular Framework: Aliphatic acyclic compounds
• Substituents: Tetraalkylammonium salt - Organopnictogen compound - Hydrocarbon derivative - Organic bromide salt - Organic salt - Amine - Aliphatic acyclic compound
• Descripción: This compound belongs to the class of organic compounds known as tetraalkylammonium salts. These are organonitrogen compounds containing a quaternary ammonium substituted with four alkyl chains.
• 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

Propiedades químicas y físicas

• Solubilidad: Soluble in Methanol
• Sensibilidad: Hygroscopic
• Punto de fusión (°C): 89-91°C
• Peso molecular: 490.700 g/mol
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 24
• Exact Mass: 489.391 Da
• Monoisotopic Mass: 489.391 Da
• Topological Polar Surface Area: 0.000 Ų
• Heavy Atom Count: 30
• Formal Charge: 0
• Complexity: 237.000
• 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: 2

XLogP3

Referencias

1. Sheng Huang, Ce Bian, Wenjie Xu, Hui Zhang, Shasha Gao, Yue Wang, Yuling Wang.  (2023)  Enhanced stability of CsPbBr3 nanocrystals through Al2O3 and polymer coating.  PHYSICAL CHEMISTRY CHEMICAL PHYSICS,  26  (4): (3578-3586).  [PMID:38214561] [10.1039/D3CP04768G]

2. Xiangxiang Gao, Hai-Yang Liu, Jincheng Zhang, Jian Zhu, Jingjing Chang, Yue Hao.  (2022)  Thin-Film Transistors from Electrochemically Exfoliated In2Se3 Nanosheets.  Micromachines,  13  (6): (956).  [PMID:35744571] [10.3390/mi13060956]

3. Chao Shen, Tianle Cheng, Chunyan Liu, Lu Huang, Mengyang Cao, Ganqiang Song, Dong Wang, Bingan Lu, Jianwen Wang, Chichu Qin, Xingkang Huang, Ping Peng, Xilong Li, Yingpeng Wu.  (2019)  Bismuthene from sonoelectrochemistry as a superior anode for potassium-ion batteries.  Journal of Materials Chemistry A,  8  (1): (453-460).  [PMID:] [10.1039/C9TA11000C]

4. Min Wang, Yajie Yue, Xiaoning Wei, Jinyuan Zhang, Xinyuan Bi, Liyan Jia, Xu Jing.  (2024)  Chitosan-based emulsive liquid-liquid microextraction for the determination of strobilurin fungicides in water samples.  INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES,      [PMID:39486720] [10.1016/j.ijbiomac.2024.137136]

5. Binwang Yang, Zhixiong Ye, Feiyu Lu, Jianna Yu, Jiaxu Liu, Xiuqing Zheng, Cheng Wang, Lian Duan, Zhijian Yang, Guoxing Jing, Wen Liu, Wenshan Li, Wenjie Liu.  (2024)  High Resolving Power Electrospray Ionization Ion Mobility Spectrometer Based on Fourier Deconvolution Multiplexing.  ANALYTICAL CHEMISTRY,      [PMID:39413295] [10.1021/acs.analchem.4c04549]

6. Sheng Huang, Husheng Shan, Yafei Xu, Jia Zuo, Yulong Zhao, Xiuquan Gu.  (2024)  Preparation of CsPbBr3@Fe2O3 heterojunction nanocrystals for ppb-level H2S sensing.  CERAMICS INTERNATIONAL,      [PMID:] [10.1016/j.ceramint.2024.04.295]

7. Qing-Xiu Ma, Ming-Zhu Chen, Ke Wang, Tao Song, Qiang Wang, Hao-Li Zhang.  (2024)  Scalable fabrication of two-dimensional Bi2Se3 for high-performance supercapacitors.  MATERIALS RESEARCH BULLETIN,      [PMID:] [10.1016/j.materresbull.2024.112753]

8. Yi Yin, Zhilin Chen, Jiaheng Cai, Pengkun Liao, Yiyang Wei, Junjun Jia, Changyong Lan, Chun Li, Yuan Gao.  (2025)  Biocompatible and robust MoS2@silk fibroin/PVA composite films for wearable flexible strain-gauge sensors.  JOURNAL OF ALLOYS AND COMPOUNDS,      [PMID:] [10.1016/j.jallcom.2025.182378]

9. Jiaxin Sun, Xianjie Xu, Zhefu Mu, Zijun Huang, Guo Chen, Xinkai Qi, Hongwei Liu, Lei Zhu, Xiuquan Gu, Xinjian He, Sheng Huang.  (2025)  Enabling high-accuracy lithium-ion battery status prediction via machine learning-integrated perovskite sensors.  Nano Energy,      [PMID:] [10.1016/j.nanoen.2025.111626]

10. Hailin Zheng, Demin Zhu, Chengyi Xiong, Xiquan Hu, Miao-Miao Chen, Shengfu Wang, Yao Xiao, Xiuhua Zhang.  (2025)  Binary intrinsic defects in two-dimensional molybdenum disulfide toward detection mechanism of 2,4,4′-trichlorobiphenyl.  APPLIED SURFACE SCIENCE,      [PMID:] [10.1016/j.apsusc.2025.162414]

11. Suteng Qu, Jiahao Wu, Jiantao Xu, Peng Wang, Jian Song.  (2025)  Carrier selection in downshifting perovskite quantum dot films for crystalline silicon solar cells.  OPTICAL MATERIALS,      [PMID:] [10.1016/j.optmat.2025.117100]

12. Hongfei Liang, Lu Chen, Yang Wu, Youwen Xue, Yuxuan Wang, Wenjie Ji, Huanqi Cao, Qian Zhao, Jian Song, Guoran Li.  (2025)  Suppressing thermal degradation of CsPbBr3 quantum dot/EVA films via APTES-mediated interface engineering: toward efficient and stable luminescence down-shifting for silicon solar cells.  Materials Horizons,      [PMID:40813363] [10.1039/D5MH00578G]

13. Wu Yang, Ding Tongshun, Liang Hongfei, Song Juan, Qu Suteng, Xu Yafei, Song Jian.  (2025)  Dual-functional interface engineering of CsPbBr3 quantum dots for photon downshifting composite films in crystalline silicon solar cells.  JOURNAL OF MATERIALS SCIENCE,  60  (45): (22850-22864).  [PMID:] [10.1007/s10853-025-11781-x]

14. Zijun Huang, Feng Tong, Guo Chen, Xuan Chen, Xianjie Xu, Zhefu Mu, Jiaxin Sun, Sheng Huang, Xiuquan Gu.  (2026)  Prediction of Lithium-ion battery states via combination of implantable sensors and machine learning.  Journal of Energy Storage,      [PMID:] [10.1016/j.est.2025.120010]

15. Zhefu Mu, Xianjie Xu, Jiaxin Sun, Guo Chen, Zijun Huang, Xinkai Qi, Hongwei Liu, Yanhong Wei, Jialiang Zhou, Peng Wang, Xiuquan Gu, Sheng Huang.  (2026)  Tracking Byproducts Lithium Methoxide in Li-Ion Batteries via Interface-Stabilized Perovskite Quantum Dots-Based Sensors.  ACS Sensors,      [PMID:] [10.1021/acssensors.6c00534]