79989
Tetrabutylammonium cyanide
≥80%, crystals, technical grade
동의어(들):
N,N,N-tributyl-1-butanaminium cyanide
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크기 선택
제품정보 (DICE 배송 시 비용 별도)
Linear Formula:
(CH3CH2CH2CH2)4N(CN)
CAS 번호:
Molecular Weight:
268.48
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352116
EC Number:
233-926-0
MDL number:
Beilstein/REAXYS Number:
3598808
제품 이름
Tetrabutylammonium cyanide, technical, ≥80%
InChI key
KRRBFUJMQBDDPR-UHFFFAOYSA-N
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
SMILES string
[C-]#N.CCCC[N+](CCCC)(CCCC)CCCC
grade
technical
assay
≥80%
form
crystals
Quality Level
reaction suitability
core: ammonium
mp
89-92 °C (lit.)
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관련 카테고리
Application
Tetrabutylammonium cyanide can be used as a catalyst:
- For the deprotection of aliphatic thioacetate to synthesize free thiols in the presence of a protic solvent.
- In the O-TMS cyanosilylation of carbonyl compounds to synthesize cyanohydrin trimethylsilyl ethers in the presence of trimethylsilyl cyanide (TMSCN).
- For the ring expansion of β-lactams to synthesize γ-lactams through a bond cleavage of the β-lactam in the presence of acetonitrile.
signalword
Danger
hcodes
Hazard Classifications
Acute Tox. 1 Dermal - Acute Tox. 2 Inhalation - Acute Tox. 2 Oral - Aquatic Acute 1 - Aquatic Chronic 1
supp_hazards
저장 등급
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
ppe
Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges
Tetrabutylammonium cyanide catalyzes the addition of TMSCN to aldehydes and ketones
Cordoba R, et al.
ARKIVOC (Gainesville, FL, United States), 4, 94-99 (2004)
Benito Alcaide et al.
Organic letters, 7(18), 3981-3984 (2005-08-27)
Tetrabutylammonium cyanide (20 mol %) catalyzes ring expansion of 4-(arylimino)methylazetidin-2-ones 2 to 5-aryliminopyrrolidin-2-ones 3 through a novel N1-C4 bond cleavage of the beta-lactam nucleus. New, efficient one-pot protocols to enantiopure succinimide derivatives 3 and 4 from beta-lactam aldehydes 1 have
Aliphatic thioacetate deprotection using catalytic tetrabutylammonium cyanide
Holmes B, et al.
Tetrahedron, 61, 12339-12342 (2005)
David J Posson et al.
Nature structural & molecular biology, 20(2), 159-166 (2012-12-25)
Understanding how ion channels open and close their pores is crucial for comprehending their physiological roles. We used intracellular quaternary ammonium blockers, electrophysiology and X-ray crystallography to locate the voltage-dependent gate in MthK potassium channels from Methanobacterium thermoautotrophicum. Blockers bind
Purnandhu Bose et al.
Chemistry, an Asian journal, 7(10), 2373-2380 (2012-07-26)
A new series of tris(2-aminoethyl)amine (tren)-based L-alanine amino acid backboned tripodal hexaamide receptors (L1-L5) with various attached moieties based on electron-withdrawing fluoro groups and lipophilicity have been synthesized and characterized. Detailed binding studies of L1-L5 with different anions, such as
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