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358665

Sigma-Aldrich

Tetrabutylammonium cyanide

95%

Synonym(s):

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

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1 G
PLN 331.00
5 G
PLN 790.00

PLN 331.00


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1 G
PLN 331.00
5 G
PLN 790.00

About This Item

Linear Formula:
(CH3CH2CH2CH2)4N(CN)
CAS Number:
Molecular Weight:
268.48
Beilstein:
3598808
EC Number:
MDL number:
UNSPSC Code:
12352116
PubChem Substance ID:
NACRES:
NA.22

PLN 331.00


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Quality Level

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.[1]
It can be employed as a reactant in the preparation of:
  • Tetrabutylammonium fluoride (TBAF), which can be used to remove silyl ether protecting groups.[2]
  • Rhenium-based single-chain magnets, (DMF)4MReCl4(CN)2 (M = Mn, Fe, Co, Ni).[3]
  • Phosphorescent blue light-emitting anionic iridium complexes.[4]

Pictograms

Skull and crossbonesEnvironment

Signal Word

Danger

Hazard Statements

Hazard Classifications

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

Supplementary Hazards

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

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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)
[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)
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)
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.

Questions

  1. what is the solubility in the phosphate buffer of pH 7.4 or other solvent?

    1 answer
    1. The solubility of this compound in phosphate buffer has not been determined. Various sources state that the product is slightly soluble in methanol or water. This compound is most soluble in aprotic, dipolar, and unpolar solvents.
      Dimethylformamide at 50g/100ml
      Acdetonitrile at 70g/100ml
      Acetone at 60 g/100ml
      Methylene Chloride at 80g/100ml
      Tetrahydrofuran at 40g/100ml
      Benzene at 25g/100ml

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