LITHIUM TRIETHYLBOROHYDRIDE

Base Information

• Chemical Name: LITHIUM TRIETHYLBOROHYDRIDE
• CAS No.: 22560-16-3
• Molecular Formula: C6H16B^.Li
• Molecular Weight: 105.945
• Hs Code.: 29319090
• Mol file: 22560-16-3.mol

Synonyms:Borate(1-),triethylhydro-, lithium (8CI);Borate(1-), triethylhydro-, lithium, (T-4)-(9CI);Lithium hydrotriethylborate(1-);Lithiumtriethylhydridoborate;Lithium triethylhydridoborate(1-);Lithiumtriethylhydroborate;Lithium triethylhydroborate(1-);Super-H;Superhydride;

Chemical Property of LITHIUM TRIETHYLBOROHYDRIDE

Chemical Property:

• Appearance/Colour: colorless to light grey cloudy solution
• Melting Point: 66-67° (Binger); mp 78-83° (dec) (Brown, 1977)
• Flash Point: -17 °C
• PSA: 0.00000
• Density: 1.45 g/cm³
• LogP: 2.27320
• Storage Temp.: Flammables + water-Freezer (-20°C)e area
• Sensitive.: Air & Moisture Sensitive
• Solubility.: Miscible with tetrahydrofuran and benzene.

Purity/Quality:

99% ^*data from raw suppliers

Lithium Triethylborohydride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F; C
• Hazard Codes: F,C
• Statements: 11-14/15-19-34-40-37
• Safety Statements: 16-26-33-36/37/39-43-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Description: Lithium triethylborohydride is the organoboron compound with the formula LiEt3BH. Commonly referred to as LiTEBH or Superhydride, it is a powerful reducing agent used in organometallic and organic chemistry. It is a colorless or white liquid but is typically marketed and used as a THF solution. The related reducing agent sodium triethylborohydride is commercially available as toluene solutions.LiBHEt3 is a stronger reducing agent than lithium borohydride and lithium aluminium hydride.
• Uses: Powerful and selective reducing agent.As a reducing agentLithium triethylborohydride is used as a powerful reducing agent in organic synthesis for the conversion of carbonyl compounds to alcohols. It is also used in the preparation of alkynyl alcohols from the cleavage of cyclic keto-vinyl triflates. It is also used in the reduction of esters and lactones to alcohol and diol respectively. Further, it is used to prepare 1-methylcyclohexanol and 1,4-butanediol from 1,2-epoxybutane and gamma-butyrolactone respectively. It is also utilized for reductive cleavage of mesylates and tosylates in synthetic organic chemistry. 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.

Technology Process of LITHIUM TRIETHYLBOROHYDRIDE

There total 5 articles about LITHIUM TRIETHYLBOROHYDRIDE which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

triethyl borane (97-94-9) + lithium hydride → lithium triethylborohydride (22560-16-3)

Guidance literature:

in an autoclave near 200°C;

Reference yield:

triethyl borane (97-94-9) → lithium triethylborohydride (22560-16-3)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; pentane; byproducts: isobutylene; (N2); to stirred soln. of boranederiv. in THF was dropwise added pentane soln. of LiBu at -78°C, then mixt. was allowed to warm up to room temp.; not isolated, detected by (11)B-NMR;

DOI:10.1016/S0022-328X(00)83693-1

Reference yield:

triethyl borane (97-94-9) + lithium tri-t-butoxyaluminum hydride → lithium triethylborohydride (22560-16-3)

Guidance literature:

In tetrahydrofuran; byproducts: Al{OC(CH3)3}; active intermediate;

DOI:10.1039/c39720000868

upstream raw materials:

triethyl borane

Downstream raw materials:

Diethyl-(1-phenylpropyl)borane

N-ethylamphetamine

N-ethyl-2-phenylethanamine

[2-(4-Bromo-phenyl)-ethyl]-ethyl-amine

Refernces

• 1、 Brown,H.C. et al.. "". . p. 3343 - 3349. Retrieved 1978.
• 2、 -. "Herbicidal oxabicyclo ethers". . . Retrieved 2008/06/13.