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279730

Sigma-Aldrich

Tris(dimethylamino)borane

97%

Synonym(s):

Hexamethylboranetriamine, NSC 379532

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About This Item

Linear Formula:
B(N(CH3)2)3
CAS Number:
Molecular Weight:
143.04
EC Number:
MDL number:
UNSPSC Code:
12161700
PubChem Substance ID:
NACRES:
NA.22

Assay

97%

form

liquid

reaction suitability

reagent type: reductant

refractive index

n20/D 1.446 (lit.)

bp

147-148 °C (lit.)

mp

−16 °C (lit.)

density

0.817 g/mL at 25 °C (lit.)

functional group

amine

SMILES string

CN(C)B(N(C)C)N(C)C

InChI

1S/C6H18BN3/c1-8(2)7(9(3)4)10(5)6/h1-6H3

InChI key

SOLWORTYZPSMAK-UHFFFAOYSA-N

General description

Tris(dimethylamino)borane is an organoborane generally used as a macrolactamization reagent. It can also be used to prepare tris(alkylamino)borane analogs by transamination of primary and secondary amines.

Application

Reactant involved in:
  • B-C-N hybrid films deposited on Ni
  • Reduction reactions
  • Syntehsis of lithium borom imidazolate framework polymeric complexes
  • One-pot oxidative amination
  • Synthesis of boron salts and tripodal borate ligands

Pictograms

FlameExclamation mark

Signal Word

Danger

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Flam. Liq. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

-5.8 °F - closed cup

Flash Point(C)

-21 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Journal of Organometallic Chemistry, 303, 324-324 (1986)
Tetrahedron Letters, 32, 639-639 (1991)
Tris(dimethylamino)borane
Encyclopedia of Reagents for Organic Synthesis, Second Edition (2008)

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