179728

Super-Hydride^® solution

1.0 M lithium triethylborohydride in THF

• Synonym(s): Lithium triethylborohydride solution
• Linear Formula: Li(C₂H₅)₃BH
• CAS Number: 22560-16-3
• Molecular Weight: 105.94
• Beilstein: 4151240
• MDL number: MFCD00011703
• UNSPSC Code: 12352302
• PubChem Substance ID: 24850649
• NACRES: NA.22

Properties

• form: liquid
• Quality Level: 200
• reaction suitability: reagent type: reductant
• concentration: 1.0 M lithium triethylborohydride in THF
• density: 0.892 g/mL at 25 °C
• SMILES string: [Li+].[H][B-](CC)(CC)CC
• InChI: 1S/C6H16B.Li/c1-4-7(5-2)6-3;/h7H,4-6H2,1-3H3;/q-1;+1
• InChI key: WCJAYABJWDIZAJ-UHFFFAOYSA-N

Description

General description

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.

Application

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.

Packaging

View returnable container options.

Legal Information

Super-Hydride is a registered trademark of Merck KGaA, Darmstadt, Germany

Safety Information

• Pictograms: GHS02,GHS08,GHS05,GHS07
• Signal Word: Danger
• Hazard Statements: H225,H260,H302,H314,H335,H336,H351
• Precautionary Statements: P210 - P231 + P232 - P280 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338
• Hazard Classifications: Acute Tox. 4 Oral - Carc. 2 - Eye Dam. 1 - Flam. Liq. 2 - Skin Corr. 1B - STOT SE 3 - Water-react 1
• Target Organs: Respiratory system
• Supplementary Hazards: EUH014,EUH019
• Storage Class Code: 4.3 - Hazardous materials which set free flammable gases upon contact with water
• WGK: WGK 1
• Flash Point(F): 1.4 °F - closed cup
• Flash Point(C): -17 °C - closed cup
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves