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196789

Sigma-Aldrich

2,3,5,6-Tetrafluorophenol

97%

Synonym(s):

1,2,4,5-Tetrafluoro-3-hydroxybenzene

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About This Item

Linear Formula:
HC6F4OH
CAS Number:
769-39-1
Molecular Weight:
166.07
EC Number:
212-209-6
MDL number:
MFCD00002157
UNSPSC Code:
12352100
PubChem Substance ID:
24851794
NACRES:
NA.22

Quality Level

100

Assay

97%

form

solid

bp

140 °C (lit.)

mp

37-39 °C (lit.)

SMILES string

Oc1c(F)c(F)cc(F)c1F

InChI

1S/C6H2F4O/c7-2-1-3(8)5(10)6(11)4(2)9/h1,11H

InChI key

PBYIIRLNRCVTMQ-UHFFFAOYSA-N

Application

2,3,5,6-Tetrafluorophenol was used in preparation of :
  • radioiodinated phenylalanine derivative which is useful in peptide synthesis
  • technetium-99m labeled antibodies

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

174.2 °F - closed cup

Flash Point(C)

79 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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A R Fritzberg et al.
Proceedings of the National Academy of Sciences of the United States of America, 85(11), 4025-4029 (1988-06-01)
Technetium-99m labeling of antibodies has been suboptimal because of low affinity adventitious binding, nonspecific labeling, and loss of immunoreactivity. The diamide dithiolate ligand system (N2S2) forms highly stable, well-defined tetradentate complexes with Tc(V). Antibodies and their fragments have been labeled
K Detmer et al.
The Journal of biological chemistry, 260(10), 5998-6005 (1985-05-25)
The oxidative half-reaction of phenol hydroxylase has been studied by stopped-flow spectrophotometry. Three flavin-oxygen intermediates can be detected when the substrate is thiophenol, or m-NH2, m-OH, m-CH3, m-Cl, or p-OH phenol. Intermediate I, the flavin C(4a)-hydroperoxide, has an absorbance maximum
D S Wilbur et al.
Bioconjugate chemistry, 4(6), 574-580 (1993-11-01)
An investigation to prepare a phenylalanine derivative which could be radioiodinated and used directly in peptide synthesis was conducted. N-Boc-p-(tri-n-butylstannyl)-L-phenylalanine tetrafluorophenyl ester was targeted and synthesized from N-Boc-p-iodo-L-phenylalanine. The requisite aryl stannylation reaction was found to be best conducted using
G A Eiceman et al.
Journal of the American Society for Mass Spectrometry, 10(11), 1157-1165 (2001-09-07)
Atmospheric pressure chemical ionization (APCI)-mass spectrometry (MS) for fluorinated phenols (C6H5-xFxOH Where x = 0-5) in nitrogen with Cl- as the reagent ion yielded product ions of M Cl- through ion associations or (M-H)- through proton abstractions. Proton abstraction was
C den Besten et al.
Chemical research in toxicology, 6(5), 674-680 (1993-09-01)
In the present study the oxidative dehalogenation of a para-halogenated phenol was studied using pentafluorophenol and its non-para-halogenated analogue 2,3,5,6-tetrafluorophenol as model compounds. 19F NMR was used to characterize the metabolite patterns. In order to study the primary oxidation products
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