10442-39-4

Basic information

• Product Name: TETRABUTYLAMMONIUM CYANIDE
• Synonyms: n,n,n-tributyl-1-butanaminiucyanide;TETRABUTYLAMMONIUM CYANIDE;1-Butanaminium, N,N,N-tributyl-, cyanide;Tetrabutylaminium·cyanide;Tetrabutylammonium cyanide technical, >=80%;TetrabutylaMMoniuM cyanide 95%;N,N,N-Tributyl-1-butanaminium cyanide (1:1);tetrabutylazanium:cyanide
• CAS NO: 10442-39-4
• Molecular Formula: CN*C₁₆H₃₆N
• Molecular Weight: 268.48
• EINECS: 233-926-0
• Product Categories: Ammonium Salts;Greener Alternatives: Catalysis;Phase Transfer Catalysts
• Mol File: 10442-39-4.mol
• Article Data: 7

Chemical Properties

• Melting Point: 89-92 °C(lit.)
• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Appearance: /
• Density: g/cm³
• BRN: 3598808
• CAS DataBase Reference: TETRABUTYLAMMONIUM CYANIDE(CAS DataBase Reference)
• NIST Chemistry Reference: TETRABUTYLAMMONIUM CYANIDE(10442-39-4)
• EPA Substance Registry System: TETRABUTYLAMMONIUM CYANIDE(10442-39-4)

Safety Data

• Hazard Codes: T+,N
• Statements: 26/27/28-32-50/53
• Safety Statements: 7-28-29-45-60-61
• RIDADR: UN 2811 6.1/PG 2
• WGK Germany: 3
• F: 3-10
• HazardClass: 6.1(b)
• PackingGroup: III
• Hazardous Substances Data: 10442-39-4(Hazardous Substances Data)

Usage

Uses

Different sources of media describe the Uses of 10442-39-4 differently. You can refer to the following data:
1. Tetrabutylammonium cyanide is commonly used as a catalyst for the synthesis of organic compounds such as multisubstituted dihydrofurans and pyrrolo[2,?1-?a]?isoquinolines.
2. 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.

InChI:InChI=1/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

Upstream product

• 7677-24-9 trimethylsilyl cyanide 
• 429-41-4 tetrabutyl ammonium fluoride 
• 1242065-13-9 CN^(1-)*C₁₆H₃₆N⁽¹⁺⁾*C₃₀H₃₃N₃O₁₂ 
• 773837-37-9 sodium cyanide 
• 151-50-8 potassium cyanide 
• 32503-27-8 tetra(n-butyl)ammonium hydrogensulfate 
• 143-33-9 sodium cyanide 
• 1923-70-2 tetrabutylammonium perchlorate 

Downstream Products

• 613-46-7 2-naphthalenecarbonitrile 
• 31656-49-2 naphthalene-2,6-dicarbonitrile 
• 129278-18-8 2-Cyano-6-(phenylthio)naphthalene 
• 3029-30-9 naphthalene-1,4-dicarbonitrile 
• 92616-49-4 4-bromonaphthalene-1-carbonitrile 
• 129278-16-6 1-Cyano-4-(phenylthio)naphthalene 
• 13554-71-7 1,5-Dicyanonaphthalene 
• 129278-20-2 5-Bromo-1-cyanonaphthalene 
• 129278-17-7 1-Cyano-5-(phenylthio)naphthalene 
• 127567-59-3 1,5-Bis(phenylthio)naphthalene 
• 19291-76-0 1,2-dicyanonaphthalene 
• 623-26-7 terephthalonitrile 
• 51238-46-1 4-(phenylthio)benzonitrile 
• 100-47-0 benzonitrile 

Related news

TETRABUTYLAMMONIUM CYANIDE (cas 10442-39-4) catalyzed diasteroselective cyanosilylation of chiral α-hydroxyketones08/01/2019

Tetrabutylammonium cyanide has been used as non-metallic catalyst for the diastereoselective cyanosilylation of α-hydroxyketones derived from the chiral pool. This affords α-substituted-α,β-dihydroxynitriles with high levels of asymmetric induction.detailed

Relevant articles and documents

Stereoselective addition of cyanide reagents to nitrones

An exploration of the diastereoselective addition of cyanide reagents to the nitrone 1 derived from D-glyceraldehyde acetonide to afford mixtures of syn-2 and anti-2 is presented. Trimethylsilyl cyanide was found to add to the nitrone 1 with essentially complete syn-stereoselectivity in excellent yields.

Syntheses and anion binding capabilities of bis(diarylboryl) ferrocenes and related systems

Isomeric diborylated ferrocenes featuring 1,1′-, 1,2-, and 1,3-substitution patterns have been targeted via a combination of electrophilic aromatic substitution and directed ortho-lithiation protocols. While none of these systems are competent for the Lewis acid chelation of fluoride, related systems featuring a mixed B/Si acceptor set capture 1 equiv of fluoride via a Si-F-B bridging motif.

Synthesis of a C3-symmetric furyl-cyclopeptide platform with anion recognition properties

A new furyl amino acid derivative was trimerized to give a linear peptide and finally was cyclized. The newly generated cyclopeptide was subjected to a conformational study in order to be considered as a C3-symmetric platform for the ratio nal design of complex receptors. Moreover, the recognition properties towards cyanide, acetate and chloride anions were studied.