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358665

Sigma-Aldrich

Tetrabutylammonium cyanide

95%

Synonym(s):

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

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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

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

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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

Storage Class Code

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

PDSCL

Deleterious substance

JAN Code

358665-5G:4548173139173
358665-1G:4548173139166
358665-VAR:
358665-BULK:

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Certificates of Analysis (COA)

Lot/Batch Number
BCBV4280
BCBV7797
BCBM0646V
BCBK0392V
BCBK4748V

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[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)
Anhydrous tetrabutylammonium fluoride
Sun H and DiMagno SG
Journal of the American Chemical Society, 127(7), 2050-2051 (2005)
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)
R Bryan Sears et al.
Journal of inorganic biochemistry, 121, 77-87 (2013-01-29)
The complex cis-[Ru(phpy)(phen)(CH3CN)2](+) (phpy=2-phenylpyridine, phen=1,10-phenanthroline) was investigated as a potential photodynamic therapy (PDT) agent. This complex presents desirable photochemical characteristics including a low energy absorption tail extending into the PDT window (600-850nm) and photoinduced exchange of the CH3CN ligands, generating
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