์ฝ˜ํ…์ธ ๋กœ ๊ฑด๋„ˆ๋›ฐ๊ธฐ
Merck

140775

Tetrabutylammonium iodide

98%, reagent grade, solid

๋™์˜์–ด(๋“ค):

TBAI

์กฐ์ง ๋ฐ ๊ณ„์•ฝ ๊ฐ€๊ฒฉ์„ ๋ณด๋ ค๋ฉด ๋กœ๊ทธ์ธ๋ฅผ ํด๋ฆญํ•ฉ๋‹ˆ๋‹ค.

ํฌ๊ธฐ ์„ ํƒ


์ œํ’ˆ์ •๋ณด (DICE ๋ฐฐ์†ก ์‹œ ๋น„์šฉ ๋ณ„๋„)

Linear Formula:
(CH3CH2CH2CH2)4N(I)
CAS ๋ฒˆํ˜ธ:
Molecular Weight:
369.37
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352107
EC Number:
206-220-5
MDL number:
Beilstein/REAXYS Number:
3916152
๊ธฐ์ˆ  ์„œ๋น„์Šค
๋„์›€์ด ํ•„์š”ํ•˜์‹ ๊ฐ€์š”? ์ €ํฌ ์ˆ™๋ จ๋œ ๊ณผํ•™์ž ํŒ€์ด ๋„์™€๋“œ๋ฆฌ๊ฒ ์Šต๋‹ˆ๋‹ค.
๋„์›€ ๋ฌธ์˜
๊ธฐ์ˆ  ์„œ๋น„์Šค
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๋„์›€ ๋ฌธ์˜

์ œํ’ˆ ์ด๋ฆ„

Tetrabutylammonium iodide, reagent grade, 98%

InChI key

DPKBAXPHAYBPRL-UHFFFAOYSA-M

InChI

1S/C16H36N.HI/c1-5-9-13-17(14-10-6-2,15-11-7-3)16-12-8-4;/h5-16H2,1-4H3;1H/q+1;/p-1

SMILES string

[I-].CCCC[N+](CCCC)(CCCC)CCCC

grade

reagent grade

assay

98%

form

solid

Quality Level

reaction suitability

core: ammonium

mp

141-143 ยฐC (lit.)

์œ ์‚ฌํ•œ ์ œํ’ˆ์„ ์ฐพ์œผ์‹ญ๋‹ˆ๊นŒ? ๋ฐฉ๋ฌธ ์ œํ’ˆ ๋น„๊ต ์•ˆ๋‚ด

๊ด€๋ จ ์นดํ…Œ๊ณ ๋ฆฌ

Application

Tetrabutylammonium iodide (TBAI) has been used as a catalyst in the following reactions:
  • Synthesis of O-benzyl-N-Boc-L-tyrosine benzyl ester from N-Boc-L-tyrosine.
  • Conversion of 8-fluoro-1-aminonaphthalene into 1-(8-fluoro-naphthalen-1-yl)piperazine hydrochloride.
  • Synthesis of 1-(2,4-dichlorophenyl)-5-(4-(4-iodobut-1-ynyl)phenyl)-4-methyl-N-(piperidin-1-yl)-1H-pyrazole-3-carboxamide from 4-(4-(1-(2,4-dichlorophenyl)-4-methyl-3-(piperidin-1-ylcarbamoyl)-1H-pyrazol-5-yl)phenyl)but-3-yn-1-yl methanesulfonate.


Other reactions where TBAI can be used as a catalyst:
  • TBAI-tert-butyl hydroperoxide system can catalyze the conversion of ฮฑ-methyl styrene derivatives into allylic sulfones by reacting with sulfonylhydrazides under metal-free conditions.
  • Palladium(0)-catalyzed cross-coupling between benzylic zinc bromides and aryl or alkenyl triflates.
  • Three-component coupling of amines, carbon dioxide, and halides to form carbamates in the presence of cesium carbonate.

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2

์ €์žฅ ๋“ฑ๊ธ‰

11 - Combustible Solids

wgk

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


๊ฐ€์žฅ ์ตœ์‹  ๋ฒ„์ „ ์ค‘ ํ•˜๋‚˜๋ฅผ ์„ ํƒํ•˜์„ธ์š”:

์‹œํ—˜ ์„ฑ์ ์„œ(COA)

Lot/Batch Number

์ ํ•ฉํ•œ ๋ฒ„์ „์„ ์ฐพ์„ ์ˆ˜ ์—†์œผ์‹ ๊ฐ€์š”?

ํŠน์ • ๋ฒ„์ „์ด ํ•„์š”ํ•œ ๊ฒฝ์šฐ ๋กœํŠธ ๋ฒˆํ˜ธ๋‚˜ ๋ฐฐ์น˜ ๋ฒˆํ˜ธ๋กœ ํŠน์ • ์ธ์ฆ์„œ๋ฅผ ์ฐพ์„ ์ˆ˜ ์žˆ์Šต๋‹ˆ๋‹ค.

์ด ์ œํ’ˆ์„ ์ด๋ฏธ ๊ฐ€์ง€๊ณ  ๊ณ„์‹ญ๋‹ˆ๊นŒ?

๋ฌธ์„œ ๋ผ์ด๋ธŒ๋Ÿฌ๋ฆฌ์—์„œ ์ตœ๊ทผ์— ๊ตฌ๋งคํ•œ ์ œํ’ˆ์— ๋Œ€ํ•œ ๋ฌธ์„œ๋ฅผ ์ฐพ์•„๋ณด์„ธ์š”.

๋ฌธ์„œ ๋ผ์ด๋ธŒ๋Ÿฌ๋ฆฌ ๋ฐฉ๋ฌธ

Tetrabutylammonium iodide catalyzed allylic sulfonylation of α-methyl styrene derivatives with sulfonylhydrazides.
Li X Xu X and Zhou C
Chemical Communications (Cambridge, England), 48(100), 12240-12242 (2012)
Efficient carbamate synthesis via a three-component coupling of an amine, CO2, and alkyl halides in the presence of Cs2CO3 and tetrabutylammonium iodide.
Salvatore R N, et al.
The Journal of Organic Chemistry, 66(3), 1035-1037 (2001)
Solid-phase asymmetric synthesis using a polymer-supported chiral Evans'-type oxazolidin-2-one.
Green R, et al.
Nature Protocols, 8(10), 1890-1890 (2013)
New Efficient Nickel-and Palladium-Catalyzed Cross-Coupling Reactions Mediated by Tetrabutylammonium Iodide.
Piber M,et al.
Organic Letters, 9(1), 1323-1326 (1999)
Crystal structure of the human cannabinoid receptor CB 1.
Hua T, et al.
Cell, 167(3), 750-762 (2016)

์ž์‚ฌ์˜ ๊ณผํ•™์žํŒ€์€ ์ƒ๋ช… ๊ณผํ•™, ์žฌ๋ฃŒ ๊ณผํ•™, ํ™”ํ•™ ํ•ฉ์„ฑ, ํฌ๋กœ๋งˆํ† ๊ทธ๋ž˜ํ”ผ, ๋ถ„์„ ๋ฐ ๊ธฐํƒ€ ๋งŽ์€ ์˜์—ญ์„ ํฌํ•จํ•œ ๋ชจ๋“  ๊ณผํ•™ ๋ถ„์•ผ์— ๊ฒฝํ—˜์ด ์žˆ์Šต๋‹ˆ๋‹ค..

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