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Merck
CN

230170

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
UNSPSC Code:
12352107
NACRES:
NA.22
PubChem Substance ID:
24853779
EC Number:
251-658-2
Beilstein/REAXYS Number:
4212332
MDL number:
MFCD00012035
Assay:
98%
Form:
solid

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InChI key

GMBOFJFPOCGSOI-UHFFFAOYSA-N

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

SMILES string

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

assay

98%

form

solid

reaction suitability

reagent type: reductant

mp

124-128 °C (lit.)

functional group

amine

Quality Level

100

Related Categories

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

signalword

Danger

hcodes

H261,H314

Storage Class

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

wgk

WGK 3

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

Hazard Classifications

Skin Corr. 1B - Water-react. 2

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Certificates of Analysis (COA)

Lot/Batch Number
SHBT5866
SHBS8925
SHBQ4432
SHBP1985
SHBM1115

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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.
Nature communications, 10(1), 4078-4078 (2019-09-11)
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