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Merck

86849

Sigma-Aldrich

四丁基醋酸铵

technical, ≥90% (T)

别名:

TBAAc

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10 G
$134.00
50 G
$445.00

About This Item

线性分子式:
(CH3CH2CH2CH2)4N(OCOCH3)
CAS号:
分子量:
301.51
Beilstein:
3599376
EC 号:
MDL编号:
UNSPSC代码:
12352116
PubChem化学物质编号:
NACRES:
NA.22

$134.00


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等级

technical

质量水平

方案

≥90% (T)

表单

powder

mp

95-98 °C (lit.)

SMILES字符串

CC([O-])=O.CCCC[N+](CCCC)(CCCC)CCCC

InChI

1S/C16H36N.C2H4O2/c1-5-9-13-17(14-10-6-2,15-11-7-3)16-12-8-4;1-2(3)4/h5-16H2,1-4H3;1H3,(H,3,4)/q+1;/p-1

InChI key

MCZDHTKJGDCTAE-UHFFFAOYSA-M

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相关类别

一般描述

Tetrabutylammonium acetate is an effective alternative for sodium acetate (NaOAc) due to its good solubility in organic solvents.[1]

应用

Tetrabutylammonium acetate (TBAAc) is a good source of nucleophilic acetate ion for SN2 substitution reactions. It is commonly used to displace sulfonates and allylic halides to get corresponding acetates.[1][2] Additionally, TBAAc can also be used as a mild, soluble base in Sonogashira reaction[3] and Heck arylation.[4]

其他说明

用于羟基差向异构化的试剂[5][5];引导 Heck 型反应的碱性熔融盐[6][7][8]

象形图

Exclamation mark

警示用语:

Warning

危险声明

危险分类

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

靶器官

Respiratory system

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

dust mask type N95 (US), Eyeshields, Gloves


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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Ligand-, copper-, and amine-free Sonogashira reaction of aryl iodides and bromides with terminal alkynes.
Urgaonkar S and Verkade JG
The Journal of Organic Chemistry, 69(17), 5752-5755 (2004)
Tetrabutylammonium Acetate.
Encyclopedia of Reagents for Organic Synthesis, Second Edition (2001)
Secondary deuterium kinetic isotope effects and the intervention of nonclassical ions in the solvolysis of exo-norborn-2-yl bromobenzene-p-sulfonate.
Maskill H,
Journal of the American Chemical Society, 98(26), 8482-8485 (1976)
T. Jeffery, M. David
Tetrahedron Letters, 39, 5751-5751 (1998)
Pd nanoparticle catalyzed Heck arylation of 1, 1-disubstituted alkenes in ionic liquids. Study on factors affecting the regioselectivity of the coupling process.
Calo V, et al.
Organometallics, 22(21), 4193-4197 (2003)

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