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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

Signal Word

Danger

Hazard Classifications

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

Storage Class Code

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

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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)
Supported core@ shell electrocatalysts for fuel cells: close encounter with reality.
Hwang SJ, et al.
Scientific Reports, 3 (2013)
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 ≤
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