658235

Lithium dimethylaminoborohydride solution

1 M in THF

• Synonym(s): N-Methylmethanamine boron complex, Lithium (dimethylamino)trihydroborate, Lithium trihydro(N-methylmethanaminato)borate
• Empirical Formula (Hill Notation): C₂H₉BLiN
• CAS Number: 53042-33-4
• Molecular Weight: 64.85
• NACRES: NA.22
• PubChem Substance ID: 24884338
• UNSPSC Code: 12352000
• MDL number: MFCD07784404

Properties

• reaction suitability: reagent type: reductant
• Quality Segment: 100
• concentration: 1 M in THF
• refractive index: n20/D 1.423
• density: 0.882 g/mL at 25 °C
• storage temp.: 2-8°C
• SMILES string: [Li+].[BH3-]N(C)C
• InChI: 1S/C2H9BN.Li/c1-4(2)3;/h1-3H3;/q-1;+1
• InChI key: CEDUMRZWZLVFKS-UHFFFAOYSA-N

Description

General description

Lithium dimethylaminoborohydride is a reagent exhibiting dual properties like a metal hydride and nitrogen nucleophile. It is generally considered as an alternative to lithium aluminum hydride (LAH) for the reduction of carbonyl compounds, amides, and lactams.

Application

Capable of reducing a variety of fuctional groups.

LABs can transfer the amine moiety, as in the case of the reaction with halopyridines and primary alkyl methanesulfonates.

Lithium Aminoborohydride (LAB) Reagents

Reactant for:

• B-H oxidative addition reactions
• Reduction and amination reactions
• Reduction of N-alkyl lactams
• Synthesis of tertiary amine-boranes

Safety Information

• signalword: Danger
• Hazard Classifications: Acute Tox. 4 Oral - Carc. 2 - Eye Dam. 1 - Flam. Liq. 2 - Skin Corr. 1B - STOT SE 3
• target_organs: Central nervous system, Respiratory system
• supp_hazards: EUH019
• flash_point_f: 1.4 °F - closed cup
• flash_point_c: -17 °C - closed cup
• pictograms: GHS02,GHS08,GHS05,GHS07
• hcodes: H225,H302,H314,H335,H336,H351
• pcodes: P210 - P280 - P301 + P312 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338
• Storage Class: 3 - Flammable liquids