Super-Hydride® solution - 1.0M lithium triethylborohydride in THF , CAS No.22560-16-3

CAS: 22560-16-3 Cat. No.: S466161 Molecular Weight: 105.94 Beilstein Registry Number: 4151240 EC Number: 245-076-8

GRADE & PURITY 1.0M lithium triethylborohydride in THF

Synonyms

AMY14847 | EINECS 245-076-8 | Lithium triethylhydroborate | SUPER-H | Lithium triethylborohydride | Q1ML638JFD | Lithium triethylhydridoborate, 1M in THF, packaged under Argon in resealable ChemSeal bottles | L0190 | LITHIUM HYDROTRIETHYLBORATE(1-) | lith

Storage

Room temperature

Overview

Super-Hydride®solution (Lithium triethylborohydride or LiTEBH) is widely used as a powerful and selective reducing agent that shows super hydride activity in organic synthesis.LiTEBH can be used as a reagent:To reduce alkyl halides to alkanes via dehydrogenation reactions.For the selective reduction of epoxides to Markovnikov alcohols.To reduce tosylates or mesylates primary alcohols to hydrocarbons.For reductive cyclization reactions for the preparation of useful intermediates.In the synthesis of hepta(manno-3-deoxy-6-O-t-butyldimethylsilyl)-β-cyclodextrin by reduction of hepta(manno-2,3-anhydro-6-O-t-butyldimethylsilyl)-β-cyclodextrin.For hydrodefluorination of C-F bonds using Ni catalyst.To prepare alkynyl alcohols from cleavage of cyclic keto-vinyl triflates.In the stereoselective reduction of bicyclic imides, isoquinolines, and pyridines.To prepare tungsten and molybdenum hydride complexes.

Specifications

Synonyms

AMY14847 | EINECS 245-076-8 | Lithium triethylhydroborate | SUPER-H | Lithium triethylborohydride | Q1ML638JFD | Lithium triethylhydridoborate, 1M in THF, packaged under Argon in resealable ChemSeal bottles | L0190 | LITHIUM HYDROTRIETHYLBORATE(1-) | lith

Specifications & Purity

1.0M lithium triethylborohydride in THF

Storage

Room temperature

Names and Identifiers

• Canonical Smiles: [Li+].[B-](CC)(CC)CC
• InChIKey: AMCNGINELBODDW-UHFFFAOYSA-N
• INCHI: 1S/C6H15B.Li/c1-4-7(5-2)6-3;/h4-6H2,1-3H3;/q-1;+1
• Isomeric SMILES: [Li+].[B-](CC)(CC)CC
• WGK Germany: 1
• UN Number: 3399
• Packing Group: I
• Molecular Weight: 105.94
• Beilstein: 4151240
• Reaxy-Rn: 4151240

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organometallic compounds
    • Class Organometalloid compounds
      • Subclass Organoboron compounds
        • Level5 Alkylboranes
          • Level6 Trialkylboranes

• Kingdom: Organic compounds
• Superclass: Organometallic compounds
• Class: Organometalloid compounds
• Subclass: Organoboron compounds
• Intermediate Tree Nodes: Alkylboranes
• Direct Parent: Trialkylboranes
• Alternative Parents: Organic metalloid salts Organic lithium salts Hydrocarbon derivatives Organic cations
• Molecular Framework: Aliphatic acyclic compounds
• Substituents: Trialkylborane - Organic lithium salt - Organic alkali metal salt - Organic metalloid salt - Hydrocarbon derivative - Organic salt - Organic cation - Aliphatic acyclic compound
• Description: This compound belongs to the class of organic compounds known as trialkylboranes. These are organoboron compounds where the boron atom is substituted by only three alkyl groups.
• 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

• Flash Point(°F): 1.4 °F
• Flash Point(°C): -17°C(1°F)
• Molecular Weight: 105.000 g/mol
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 105.143 Da
• Monoisotopic Mass: 105.143 Da
• Topological Polar Surface Area: 0.000 Ų
• Heavy Atom Count: 8
• Formal Charge: 0
• Complexity: 30.000
• 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. Li Fangyuan, Sun Heng, Ren Jiafeng, Zhang Bo, Hu Xi, Fang Chunyan, Lee Jiyoung, Gu Hongzhou, Ling Daishun.  (2022)  A nuclease-mimetic platinum nanozyme induces concurrent DNA platination and oxidative cleavage to overcome cancer drug resistance.  Nature Communications,  13  (1): (1-16).  [PMID:36450764] [10.1038/s41467-022-35022-w]

2. Huihui Shi, Ming Xu, Jianhua Zhu, Yang Li, Zhiyu He, Yuxia Zhang, Qunwei Xu, Yimin Niu, Yang Liu.  (2019)  Programmed co-delivery of platinum nanodrugs and gemcitabine by a clustered nanocarrier for precision chemotherapy for NSCLC tumors.  Journal of Materials Chemistry B,  8  (2): (332-342).  [PMID:31825452] [10.1039/C9TB02055A]

3. Diyang Zhu, Zhiyin Xiao, Xiaoming Liu.  (2015)  Introducing polyethyleneimine (PEI) into the electrospun fibrous membranes containing diiron mimics of [FeFe]-hydrogenase: Membrane electrodes and their electrocatalysis on proton reduction in aqueous media.  INTERNATIONAL JOURNAL OF HYDROGEN ENERGY,      [PMID:] [10.1016/j.ijhydene.2015.02.050]

4. Zongfu Pan, Xixuan Lu, Xi Hu, Ruixi Yu, Yulu Che, Jie Wang, Lin Xiao, Jianqiang Chen, Xiaofen Yi, Zhuo Tan, Fangyuan Li, Daishun Ling, Ping Huang, Minghua Ge.  (2024)  Disrupting glycolysis and DNA repair in anaplastic thyroid cancer with nucleus-targeting platinum nanoclusters.  JOURNAL OF CONTROLLED RELEASE,      [PMID:38569942] [10.1016/j.jconrel.2024.03.057]

5. Yu Liu, Rong Peng, Ying Xu, Xiaoqiong Liu, Yi Song, Wenwei Liu, Wu Tianli, Junwei Zhang, Tao Li.  (2025)  Activating Glycerol Deep Oxidation via Au-TiOx Interfacial Synergy in Bimetallic Nanocatalysts.  Journal of Materials Chemistry A,      [PMID:] [10.1039/D5TA06420A]