Tetrabutylammonium borohydride - ≥95% , CAS No.33725-74-5

CAS: 33725-74-5 Cat. No.: T107469 Molecular Weight: 257.31 Beilstein Registry Number: 4212332 EC Number: 251-658-2 PubChem CID: 9881569

GRADE & PURITY ≥95%

Synonyms

HY-W008635 | Tetrabutylammonium tetrahydroborate | BP-31157 | Tetrabutylammonium borohydride | DTXSID70955336 | FT-0639125 | SGIQRFZMJGZMNT-UHFFFAOYSA-N | T0917 | Q-101085 | 1-Butanaminium, N,N,N-tributyl-, tetrahydroborate(1-) | boron(1-); tetrabutylazan

Storage

Store at 2-8°C,Argon charged

Shipped In

Wet ice

Overview

Selective reducing agent for β-ketoamides, β-ketoesters,1 and carbohydrate derivatives.

Specifications

Synonyms

HY-W008635 | Tetrabutylammonium tetrahydroborate | BP-31157 | Tetrabutylammonium borohydride | DTXSID70955336 | FT-0639125 | SGIQRFZMJGZMNT-UHFFFAOYSA-N | T0917 | Q-101085 | 1-Butanaminium, N, N, N-tributyl-, tetrahydroborate(1-) | boron(1-); tetrabutylazan

Specifications & Purity

≥95%

Storage

Store at 2-8°C, Argon charged

Shipped In

Wet ice

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

Purity

≥95%

Names and Identifiers

• Canonical Smiles: [B-].CCCC[N+](CCCC)(CCCC)CCCC
• InChIKey: SGIQRFZMJGZMNT-UHFFFAOYSA-N
• INCHI: 1S/C16H36N.B/c1-5-9-13-17(14-10-6-2,15-11-7-3)16-12-8-4;/h5-16H2,1-4H3;/q+1;-1
• Isomeric SMILES: [B-].CCCC[N+](CCCC)(CCCC)CCCC
• WGK Germany: 3
• PubChem CID: 9881569
• Molecular Weight: 257.31
• Beilstein: 4212332
• Reaxy-Rn: 4212332

Taxonomic Classification

Taxonomy Tree

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

• Kingdom: Organic compounds
• Superclass: Organic nitrogen compounds
• Class: Organonitrogen compounds
• Subclass: Quaternary ammonium salts
• Intermediate Tree Nodes: Not available
• Direct Parent: Tetraalkylammonium salts
• Alternative Parents: Organic metalloid salts Hydrocarbon derivatives Amines Organic cations
• Molecular Framework: Aliphatic acyclic compounds
• Substituents: Tetraalkylammonium salt - Organic metalloid salt - Hydrocarbon derivative - Organic salt - Amine - Organic cation - Aliphatic acyclic compound
• Description: 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

Chemical and Physical Properties

• Solubility: Soluble in dichloromethane; Insoluble in Ether
• Sensitivity: Air & Moisture Sensitive
• Flash Point(°F): 284°F
• Flash Point(°C): 140℃
• Melt Point(°C): 126-131°C
• Molecular Weight: 253.300 g/mol
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 12
• Exact Mass: 253.294 Da
• Monoisotopic Mass: 253.294 Da
• Topological Polar Surface Area: 0.000 Ų
• Heavy Atom Count: 18
• Formal Charge: 0
• Complexity: 116.000
• 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

References

1. Yuhan Zhang, Jingyi Hao, Haitao Zhao, Wenjie Zhang, Ge Shi, Yanjie He, Shuzhen Zhou, Xiaoguang Qiao, Xinchang Pang.  (2023)  Preparation of Lignosulfonate@AgNPs Colloidal Nanocrystal Clusters through In Situ Reduction, Confined Growth, and Self-Assembly.  ACS Sustainable Chemistry & Engineering,      [PMID:] [10.1021/acssuschemeng.3c01719]

2. Huimin Kong, Wenjie Zhang, Ge Shi, Zhe Cui, Peng Fu, Minying Liu, Yanjie He, Xiaoguang Qiao, Xinchang Pang.  (2021)  General Route to Colloidal Nanocrystal Clusters with Precise Hierarchical Control via Star-like Nanoreactors.  LANGMUIR,      [PMID:34431681] [10.1021/acs.langmuir.1c01286]

3. Fangke Lin, Qianqian Qi, Junle Zhang, Wenjun Zhou, Jiahui Zhang, Peng Fu, Xiaomeng Zhang, Xiaoguang Qiao, Minying Liu, Xinchang Pang, Zhe Cui.  (2021)  From Unimolecular Template to Silver Nanocrystal Clusters: An Effective Strategy to Balance Antibacterial Activity and Cytotoxicity.  ACS Applied Materials & Interfaces,      [PMID:34387459] [10.1021/acsami.1c07986]

4. Zhibin Yin, Qian Ji, Di Wu, Ziwei Li, Minfei Fan, Hongxin Zhang, Xiaolong Zhao, Aiguo Wu, Liang Cheng, Leyong Zeng.  (2021)  H2O2-Responsive Gold Nanoclusters @ Mesoporous Silica @ Manganese Dioxide Nanozyme for “Off/On” Modulation and Enhancement of Magnetic Resonance Imaging and Photodynamic Therapy.  ACS Applied Materials & Interfaces,      [PMID:33759491] [10.1021/acsami.1c00430]

5. Luyun Zhang, Yang Gao, Sijia Sun, Zihou Li, Aiguo Wu, Leyong Zeng.  (2020)  pH-Responsive metal–organic framework encapsulated gold nanoclusters with modulated release to enhance photodynamic therapy/chemotherapy in breast cancer.  Journal of Materials Chemistry B,  8  (8): (1739-1747).  [PMID:32030386] [10.1039/C9TB02621E]

6. Wenxiu Hou, Fangfang Xia, Gabriel Alfranca, Hao Yan, Xiao Zhi, Yanlei Liu, Chen Peng, Chunlei Zhang, Jesus Martinez de la Fuente, Daxiang Cui.  (2016)  Nanoparticles for multi-modality cancer diagnosis: Simple protocol for self-assembly of gold nanoclusters mediated by gadolinium ions.  BIOMATERIALS,      [PMID:28049064] [10.1016/j.biomaterials.2016.12.027]

7. Chunlei Zhang, Chao Li, Yanlei Liu, Jingpu Zhang, Chenchen Bao, Shujing Liang, Qing Wang, Yao Yang, Hualin Fu, Kan Wang, Daxiang Cui.  (2015)  Gold Nanoclusters-Based Nanoprobes for Simultaneous Fluorescence Imaging and Targeted Photodynamic Therapy with Superior Penetration and Retention Behavior in Tumors.  ADVANCED FUNCTIONAL MATERIALS,  25  (8): (1314-1325).  [PMID:] [10.1002/adfm.201403095]

8. Rushuo Li, Tao Ban, Danfeng Zhao, Fajie Hu, Jing Lin, Xiubing Huang, Zhiping Tao, Ge Wang.  (2025)  Defective UiO-66(Ce) supported Ni nanoparticles with optimized microenvironment and electronic state for efficient olefin hydrogenation reaction.  CHINESE JOURNAL OF CATALYSIS,      [PMID:] [10.1016/S1872-2067(24)60284-6]

9. Wei Wen, Jianru Gao, Man Zhao, Qinyun Yan, Liwu Qiang, Shuai He, Peipei Zhao, Chunmei Liu, Jiamin Ma, Li Zhang, Junming Zhang, He Xiao, Jianfeng Jia.  (2025)  Electric field-assisted synthesis of multivalent WO3-x coupling with carbon nanotubes for promoting (photo-)electrocatalytic oxygen evolution reaction.  INTERNATIONAL JOURNAL OF HYDROGEN ENERGY,      [PMID:] [10.1016/j.ijhydene.2025.04.180]