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230170

Sigma-Aldrich

Tetrabutylammonium borohydride

98%

Synonym(s):

Tetra-n-butylammonium tetrahydridoborate

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About This Item

Linear Formula:
(CH3CH2CH2CH2)4N(BH4)
CAS Number:
33725-74-5
Molecular Weight:
257.31
Beilstein:
4212332
EC Number:
251-658-2
MDL number:
MFCD00012035
UNSPSC Code:
12352107
PubChem Substance ID:
24853779
NACRES:
NA.22

Quality Level

100

Assay

98%

form

solid

reaction suitability

reagent type: reductant

mp

124-128 °C (lit.)

functional group

amine

SMILES string

[BH4-].CCCC[N+](CCCC)(CCCC)CCCC

InChI

1S/C16H36N.BH4/c1-5-9-13-17(14-10-6-2,15-11-7-3)16-12-8-4;/h5-16H2,1-4H3;1H4/q+1;-1

InChI key

GMBOFJFPOCGSOI-UHFFFAOYSA-N

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General description

Tetrabutylammonium borohydride is used for the reduction of carboxylic acids, aldehydes, and ketones.

Application

Selective reducing agent for β-ketoamides, β-ketoesters, and carbohydrate derivatives.

Pictograms

FlameCorrosion
GHS02,GHS05

Signal Word

Danger

Hazard Statements

H261,H314

Hazard Classifications

Skin Corr. 1B - Water-react 2

Storage Class Code

4.3 - Hazardous materials which set free flammable gases upon contact with water

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
SHBQ4432
SHBP1985
SHBM1115
SHBK6795
SHBK6796

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Tetrahedron, 49, 11169-11169 (1993)
Chemistry Letters (Jpn), 1469-1469 (1992)
Tetrabutylammonium borohydride
Raber DJ and Guida WC
eEROS (Encyclopedia of Reagents for Organic Synthesis) (2001)
Matthew N McCarroll et al.
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