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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:
4375-83-1
Molecular Weight:
143.04
EC Number:
224-474-5
MDL number:
MFCD00008299
UNSPSC Code:
12161700
PubChem Substance ID:
24856906
NACRES:
NA.22

Quality Level

100

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
GHS02,GHS07

Signal Word

Danger

Hazard Statements

H225,H315,H319,H335

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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

PRTR

Class I Designated Chemical Substances

FSL

Group 4: Flammable liquids
Type 1 petroleums
Hazardous rank II
Water insoluble liquid

JAN Code

279730-BULK:
279730-VAR:
279730-50G:
279730-5G:

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Certificates of Analysis (COA)

Lot/Batch Number
SHBQ7945
SHBQ3802
SHBR0890
04419JH
04619JH

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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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