Skip to Content
Merck
CN
All Photos(1)

Documents

358665

Sigma-Aldrich

Tetrabutylammonium cyanide

95%

Synonym(s):

N,N,N-tributyl-1-butanaminium cyanide

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Linear Formula:
(CH3CH2CH2CH2)4N(CN)
CAS Number:
10442-39-4
Molecular Weight:
268.48
Beilstein:
3598808
EC Number:
233-926-0
MDL number:
MFCD00043221
UNSPSC Code:
12352116
PubChem Substance ID:
24861981
NACRES:
NA.22

Quality Level

200

Assay

95%

mp

89-92 °C (lit.)

SMILES string

[C-]#N.CCCC[N+](CCCC)(CCCC)CCCC

InChI

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

InChI key

KRRBFUJMQBDDPR-UHFFFAOYSA-N

Looking for similar products? Visit Product Comparison Guide

Application

Tetrabutylammonium cyanide (TBACN) can be used as a source of cyanide ion for colorimetric studies.
It can be employed as a reactant in the preparation of:
  • Tetrabutylammonium fluoride (TBAF), which can be used to remove silyl ether protecting groups.
  • Rhenium-based single-chain magnets, (DMF)4MReCl4(CN)2 (M = Mn, Fe, Co, Ni).
  • Phosphorescent blue light-emitting anionic iridium complexes.

Pictograms

Skull and crossbonesEnvironment
GHS06,GHS09

Signal Word

Danger

Hazard Statements

H300 + H310 + H330,H410

Hazard Classifications

Acute Tox. 1 Dermal - Acute Tox. 2 Inhalation - Acute Tox. 2 Oral - Aquatic Acute 1 - Aquatic Chronic 1

Supplementary Hazards

EUH032

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’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Synthesis, characterization, and DFT/TD-DFT calculations of highly phosphorescent blue light-emitting anionic iridium complexes
Di Censo D, et al.
Inorganic Chemistry, 47(3), 980-989 (2008)
Colorimetric detection of cyanide with a chromogenic oxazine
Tomasulo M and Raymo FM
Organic Letters, 7(21), 4633-4636 (2005)
Anhydrous tetrabutylammonium fluoride
Sun H and DiMagno SG
Journal of the American Chemical Society, 127(7), 2050-2051 (2005)
[ReCl4 (CN) 2] 2-: A High Magnetic Anisotropy Building Unit Giving Rise to the Single-Chain Magnets (DMF) 4MReCl4 (CN) 2 (M= Mn, Fe, Co, Ni)
Harris TD, et al.
Journal of the American Chemical Society, 132(11), 3980-3988 (2010)
Ye Rin Choi et al.
Chemical communications (Cambridge, England), 48(83), 10346-10348 (2012-09-18)
A series of synthetic molecules bearing the same hydrogen bonding mode observed in StClC were prepared and their transport ability of chloride ion across a lipid membrane was systematically optimized.
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service