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180211

Sigma-Aldrich

Borane tert-butylamine complex

powder, 97%

Synonym(s):

tert-Butylamine borane, NSC 114045, Trihydro(2-methyl-2-propanamine) boron

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About This Item

Linear Formula:
(CH3)3CNH2 · BH3
CAS Number:
7337-45-3
Molecular Weight:
86.97
EC Number:
230-851-5
MDL number:
MFCD00075635
UNSPSC Code:
12352116
PubChem Substance ID:
24850855
NACRES:
NA.22

assay

97%

form

powder

reaction suitability

reagent type: reductant

mp

98-100 °C (dec.) (lit.)

SMILES string

B.CC(C)(C)N

InChI

1S/C4H11N.BH3/c1-4(2,3)5;/h5H2,1-3H3;1H3

InChI key

GKFJEDWZQZKYHV-UHFFFAOYSA-N

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General description

Borane tert-butylamine complex is a mild reducing agent. It participates in the selective reduction of aldehydes and ketones to corresponding alcohol. It takes part as a reducing agent in the synthesis of monodisperse palladium nanoparticles (Pd NPs), monodisperse gold (Au) nanoparticles and carbon-supported Pd electrocatalysts.

Application

Borane tert-butylamine (BTB) complex may be used as strong co-reducing agent in the following syntheses:
  • copper (I) oxide nanoparticles
  • diphosphine-protected gold nanocluster
  • 4-acetoxycinnamyl alcohols
Reactant involved in:
  • Non-destructive analyses and conservation treatments of Indian drawings
  • Dehydrogenation reactions mediated by ruthenium bidentate phosphine complexes or ruthenium / iridium bis(N-heterocyclic carbene) complexes
  • The formation of σ-borane complexes
  • Ethanolysis of amine-borane adducts to form a reducing system for transfer hydrogenation of terminal olefins
  • Photochemical hydroboration and oxidation of single-walled carbon nanotubes

pictograms

Skull and crossbonesEnvironment
GHS06,GHS09

signalword

Danger

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 3 Oral - Aquatic Chronic 2 - Eye Irrit. 2 - Skin Irrit. 2

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges

Certificates of Analysis (COA)

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Na Rae Kim et al.
Journal of nanoscience and nanotechnology, 13(9), 6027-6032 (2013-11-12)
To control the optical properties of Cu2O for a variety of application, we synthesized Cu2O in nanoscale without other treatments. Cu2O nanoparticles with an average size of 2.7 nm (sigma < or = 3.7%) were successfully synthesized in this study
John M Pettibone et al.
Physical chemistry chemical physics : PCCP, 14(12), 4142-4154 (2012-02-18)
We identify the reaction network governing gold monolayer protected cluster (MPC) formation during the reduction of Au(PPh(3))Cl and L(5) (L(5) = 1,5-bis(diphenylphosphino)pentane) in solutions. UV-vis spectroscopy and electrospray ionization mass spectrometry (ESI-MS) monitored the formation of ligated Au(x): 6 ≤
A facile synthesis of monodisperse Au nanoparticles and their catalysis of CO oxidation.
Peng S, et al.
Nano Research, 1(3), 229-234 (2008)
Facile synthesis of 4-hydroxycinnamyl p-coumarates.
Lu C and Raplph J.
Journal of Agricultural and Food Chemistry, 46(8), 2911-2913 (1998)
Reductive deoxygenation of aryl aldehydes and ketones by tert-butylamine-borane and aluminum chloride.
Lau CK, et al.
The Journal of Organic Chemistry, 54(2), 491-494 (1989)
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