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194484

Sigma-Aldrich

O-(2,3,4,5,6-Pentafluorobenzyl)hydroxylamine hydrochloride

≥98%

Synonym(s):

PFBHA·HCl

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About This Item

Linear Formula:
C6F5CH2ONH2·HCl
CAS Number:
57981-02-9
Molecular Weight:
249.57
Beilstein:
4031190
EC Number:
261-057-7
MDL number:
MFCD00012953
UNSPSC Code:
12352100
PubChem Substance ID:
24851655
NACRES:
NA.22

Quality Level

100

Assay

≥98%

form

solid

mp

227 °C (subl.) (lit.)

solubility

water: soluble 50 mg/mL, clear to slightly hazy, colorless

SMILES string

Cl.NOCc1c(F)c(F)c(F)c(F)c1F

InChI

1S/C7H4F5NO.ClH/c8-3-2(1-14-13)4(9)6(11)7(12)5(3)10;/h1,13H2;1H

InChI key

HVMVKNXIMUCYJA-UHFFFAOYSA-N

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Application

O-(2,3,4,5,6-Pentafluorobenzyl)hydroxylamine hydrochloride is used:
  • In the preparation of oximes of steroids-bearing keto group.
  • As a derivatization reagent in the determination of thromboxane B2, prostaglandins, amygdalin, and a variety of aldehydes, ketones, and acids.
It is a versatile reagent used for the detection of carbonyl-containing compounds by GC, GC-MS, and other methods.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Raya Ahmed et al.
Cell reports, 33(11), 108501-108501 (2020-12-17)
A central paradigm in the field of lymphocyte biology asserts that replicatively senescent memory T cells express the carbohydrate epitope CD57. These cells nonetheless accumulate with age and expand numerically in response to persistent antigenic stimulation. Here, we use in vivo deuterium
Vicente Ferreira et al.
Journal of chromatography. A, 1122(1-2), 255-265 (2006-05-20)
This work presents a thorough study of some aspects critical to the quantitative performance of methods for the determination of volatile aldehydes previously derivatized to pentafluorobenzyl hydroxylamine oximes. The conclusions of the study are further applied to the validation of
Chunhui Deng et al.
Rapid communications in mass spectrometry : RCM, 19(5), 647-653 (2005-02-09)
In the current work, a simple, rapid, accurate and inexpensive method was developed for the determination of acetone in human blood. The proposed method is based on derivatization with O-(2,3,4,5,6-pentafluorobenzyl)hydroxylamine hydrochloride (PFBHA), followed by headspace liquid-phase microextraction (HS-LPME) and gas
R S Spaulding et al.
Analytical and bioanalytical chemistry, 372(7-8), 808-816 (2002-05-16)
The employment of O-(2,3,4,5,6-pentafluorobenzyl)hydroxylamine (PFBHA) derivatization along with bis-(trimethylsilyl)trifluoroacetamide (BSTFA) or N, N-( tert-butyldimethylsilyl)trifluoroacetamide (MTBSTFA) derivatization is a popular method for measurement of oxygenated organics in environmental and biological samples. Most notably, the derivatization method enables the measurement of atmospheric
Yun-Gon Kim et al.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 893-894, 177-181 (2012-03-31)
Nucleotide diphosphate (NDP) sugars are widely present in antibiotics and glycoconjugates, such as protein- and lipid-linked oligosaccharides, where they act as substrates for glycosyltransferase in eukaryotes and prokaryotes. Among NDP sugars, NDP-4-keto sugars are key intermediates in the synthesis of
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