Tetrabutylammonium fluoride solution 1.0 M in THF

Properties

Related Categories	Chemical Synthesis, Deprotecting Reagents, Fluoride Sources, Protection and Derivatization, Synthetic Reagents More...
concentration	1.0 M in THF
impurities	~5 wt. % water
density	0.903 g/mL at 25 °C
storage temp.	2-8°C

Description

Frequently Asked Questions

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Packaging

1 L in Sure/Seal™

5 mL in glass bottle

2, 2.5 L in glass bottle

50, 100, 500 mL in Sure/Seal™

Application

Reactant for preparation of:
• Triple monoamine reuptake inhibitors as a new generation of antidepressants¹
• Alcohols via hydrolysis of alkyl silyl ethers neutral pH in mixed organic-aqueous buffered solutions²
• Oligoribonucleotides with phosphonate-modified linkages³
• Aryl alkyl alcohols via Nozaki-Hiyama allylation catalyzed by chiral bipyridyldiol ligands and chromium trichloride⁴
• Conjugated dienoic acid esters using Suzuki coupling reactions⁵
• Macrocyclic o-aminobenzamide Hsp90 inhibitorwith antitumor activity⁶
• Phospshoinositide 3-kinase (PI3K)/mammalian target of rapamycin (mTOR) dual inhibitors⁷
• Anti-diabetic polyacetylenic glucosides⁸

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Related Papers

1. An improved asymmetric synthetic route to a novel triple uptake inhibitor antidepressant (2S,4R,5R)-2-benzhydryl-5-((4-methoxybenzyl)amino)tetrahydro-2H-pyran-4-ol (D-142). Gopishetty, B.; et al. Tetrahedron Asymmetry 22, 1081, (2011)

Documents

Certificate of Analysis

Certificate of Origin

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ChemFiles Vol 1 No 5 (1 MB )

ChemFiles Vol 7 No 3 (1 MB )

Safety Information

Symbol	GHS02, GHS05, GHS07
Signal word	Danger
Hazard statements	H225-H314-H335
Precautionary statements	P210-P261-P280-P305 + P351 + P338-P310
Supplemental Hazard Statements	May form explosive peroxides.
Hazard Codes (Europe)	F,C
Risk Statements (Europe)	11-19-34-37
Safety Statements (Europe)	16-26-36/37/39-45
RIDADR	UN 2924 3/PG 2
WGK Germany	3
Flash Point(F)	1.4 °F
Flash Point(C)	-17 °C

Technical information & documentation associated with this product is available in the Safety & Documentation tab.

Articles

Introduction of Terminal Azide and Alkyne Functionalities in Polymers

“Click” chemistry, and the copper(I)-catalyzed azide-alkyne cycloaddition (CuAAC) in particular, is a powerful new synthetic tool in polymer chemistry and material science. Success of the CuAAC in th...
Dr. Joost A. Opsteen
Material Matters 2008, 3.3, 66.
Keywords: Building blocks, Catalysis, Cycloadditions, Esterifications, Materials Science, Nucleophilic substitutions, Polymer science, Polymerization reactions, Radical polymerization, Substitutions, transformation

Papers

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1. An improved asymmetric synthetic route to a novel triple uptake inhibitor antidepressant (2S,4R,5R)-2-benzhydryl-5-((4-methoxybenzyl)amino)tetrahydro-2H-pyran-4-ol (D-142). Gopishetty, B.; et al. Tetrahedron Asymmetry 22, 1081, (2011)

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2. Use of catalytic fluoride under neutral conditions for cleaving silicon-oxygen bonds. DiLauro, A. M.; et al. J. Org. Chem. 76, 7352, (2011)

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3. Synthesis of oligoribonucleotides with phosphonate-modified linkages. Pav, O.; et al. Org. Biomol. Chem. 9, 6120, (2011)

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4. Huang, X.-R.; et al. Adv. Synth. Catal. 353, 1949, (2011)

5. Highly selective synthesis of conjugated dienoic and trienoic esters via alkyne elementometalation-Pd-catalyzed cross-coupling. Wang, G.; et al. Proc. Natl. Acad. Sci. U. S. A. 108, 11344, (2011)

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6. Discovery of a stable macrocyclic o-aminobenzamide Hsp90 inhibitor which significantly decreases tumor volume in a mouse xenograft model. Zapf, C. W.; et al. Bioorg. Med. Chem. Lett. 21, 4602, (2011)

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7. Phospshoinositide 3-kinase (PI3K)/mammalian target of rapamycin (mTOR) dual inhibitors: discovery and structure-activity relationships of a series of quinoline and quinoxaline derivatives. Nishimura, N.; et al. J. Med. Chem. 54, 4735, (2011)

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8. The first total synthesis of cytopiloyne, an anti-diabetic, polyacetylenic glucoside. Kumar, C. R.; et al. Chem. Eur. J. 17, 8696, (2011)

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Development of a novel expression, ZI MAX/K ZI, for determination of the counter-anion effect on the antimicrobial activity of tetrabutylammonium salts. Michelle L Ingalsbe et al Bioorg. Med. Chem. Lett. 19, 4984-7, (2009)

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Merck 14,9187

Fieser 4,477 / Fieser 5,645 / Fieser 7,353 / Fieser 8,467 / Fieser 9,444 / Fieser 10,378 / Fieser 11,499 / Fieser 12,458 / Fieser 13,286 / Fieser 14,293