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Merck
CN

86849

四丁基醋酸铵

≥90% (T), powder, technical grade

别名:

TBAAc

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线性分子式:
(CH3CH2CH2CH2)4N(OCOCH3)
化学文摘社编号:
分子量:
301.51
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352116
EC Number:
234-101-8
MDL number:
Beilstein/REAXYS Number:
3599376
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产品名称

四丁基醋酸铵, technical, ≥90% (T)

InChI key

MCZDHTKJGDCTAE-UHFFFAOYSA-M

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

SMILES string

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

grade

technical

assay

≥90% (T)

form

powder

mp

95-98 °C (lit.)

Quality Level

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Other Notes

用于羟基差向异构化的试剂;引导 Heck 型反应的碱性熔融盐

Application

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. Additionally, TBAAc can also be used as a mild, soluble base in Sonogashira reaction and Heck arylation.

General description

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

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

存储类别

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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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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)
Tetrabutylammonium Acetate.
Encyclopedia of Reagents for Organic Synthesis, Second Edition (2001)
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)
T. Jeffery, M. David
Tetrahedron Letters, 39, 5751-5751 (1998)
T. Jeffery
Tetrahedron Letters, 40, 1673-1673 (1999)

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