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0710000

Sigma-Aldrich

4-tert-Butylphenoxyacetic acid

≥98.0% (HPLC)

Synonym(s):

TAC acid, [4-(1,1-Dimethylethyl)phenoxy]-acetic acid

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About This Item

Linear Formula:
(CH3)3CC6H4OCH2CO2H
CAS Number:
Molecular Weight:
208.25
Beilstein/REAXYS Number:
2368208
MDL number:
UNSPSC Code:
12352106
PubChem Substance ID:
NACRES:
NA.26

assay

≥98.0% (HPLC)

mp

96 °C (lit.)

SMILES string

CC(C)(C)c1ccc(OCC(O)=O)cc1

InChI

1S/C12H16O3/c1-12(2,3)9-4-6-10(7-5-9)15-8-11(13)14/h4-7H,8H2,1-3H3,(H,13,14)

InChI key

FBIGAJNVRFKBJL-UHFFFAOYSA-N

Application

Reagent for the TAC protective group in nucleosides

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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N D Sinha et al.
Biochimie, 75(1-2), 13-23 (1993-01-01)
The use of tert-butylphenoxyacetyl for N-protection of nucleoside bases during oligonucleotide synthesis facilitates its removal under mild conditions. This protecting group reduces depurination of deoxyadenosine residues, and minimizes premature desilylation resulting in chain degradation during post-synthesis workup of synthetic RNA.
Katarzyna Przejczowska-Pomierny et al.
Chirality, 29(9), 500-511 (2017-07-06)
A direct fluorometric high-performance liquid chromatography (HPLC) method was developed and validated for the analysis of ibuprofen enantiomers in mouse plasma (100 μl) and tissues (brain, liver, kidneys) using liquid-liquid extraction and 4-tertbutylphenoxyacetic acid as an internal standard. Separation of enantiomers
K E Cole et al.
The Journal of experimental medicine, 187(12), 2009-2021 (1998-06-24)
Chemokines are essential mediators of normal leukocyte trafficking as well as of leukocyte recruitment during inflammation. We describe here a novel non-ELR CXC chemokine identified through sequence analysis of cDNAs derived from cytokine-activated primary human astrocytes. This novel chemokine, referred

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