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Merck
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Key Documents

Safety Information

377074

Sigma-Aldrich

Pentafluorophenyl trifluoroacetate

98%, for peptide synthesis

Synonym(s):

Trifluoroacetic acid pentafluorophenyl ester

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About This Item

Linear Formula:
CF3CO2C6F5
CAS Number:
Molecular Weight:
280.07
Beilstein:
2003848
MDL number:
UNSPSC Code:
12352101
PubChem Substance ID:
NACRES:
NA.22

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Product Name

Pentafluorophenyl trifluoroacetate, 98%

Quality Level

Assay

98%

form

liquid

refractive index

n20/D 1.368 (lit.)

bp

122-123 °C (lit.)

density

1.63 g/mL at 25 °C (lit.)

application(s)

peptide synthesis

functional group

ester
fluoro

SMILES string

Fc1c(F)c(F)c(OC(=O)C(F)(F)F)c(F)c1F

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KCQS01KCQS02KCQS07
technique(s)

qPCR: suitable

technique(s)

qPCR: suitable

technique(s)

qPCR: suitable

technique(s)

qPCR: suitable

form

liquid

form

liquid

form

liquid

form

liquid

usage

sufficient for 1250 reactions

usage

sufficient for 1250 reactions, sufficient for 250 reactions, sufficient for 5000 reactions

usage

sufficient for 1250 reactions, sufficient for 250 reactions, sufficient for 5000 reactions

usage

sufficient for 500 reactions

feature

dNTPs included

feature

dNTPs included, hotstart

feature

dNTPs included, hotstart

feature

dNTPs included, hotstart

storage condition

protect from light

storage condition

protect from light

storage condition

protect from light

storage condition

protect from light

color

colorless

color

colorless

color

colorless

color

light blue

Application

Pentafluorophenyl trifluoroacetate can be used:
  • In the esterification of 2′-carboxyrhodamine dye to form pentafluorophenyl ester as a single isomer.[1]
  • As an acylating agent and a coupling agent for the peptide-type coupling of N-substituted glycine oligomers.[2]
  • In the synthesis of pentafluorophenyl thiophene-3-acetate (PFPTA) by reacting with 3-thiopheneacetic acid.[3]

Other Notes

may contain a small amount of pentafluorophenol

Pictograms

FlameExclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

125.6 °F - closed cup

Flash Point(C)

52 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Vancomycin-conjugated polythiophene for the detection and imaging of Gram-positive bacteria.
Ning LG, et al.
Journal of Material Chemistry B: Materials for Biology and Medicine, 5(44), 8814-8820 (2017)
Nathan J Van Zee et al.
Nature, 558(7708), 100-103 (2018-06-01)
Water directs the self-assembly of both natural1,2 and synthetic3-9 molecules to form precise yet dynamic structures. Nevertheless, our molecular understanding of the role of water in such systems is incomplete, which represents a fundamental constraint in the development of supramolecular
Weak backbone CH?O=C and side chain t Bu?t Bu London interactions help promote helix folding of achiral NtBu peptoids.
Angelici G, et al.
Chemical Communications (Cambridge, England), 52(24), 4573-4576 (2016)
Unexpected reactivity of the 2′-carboxyl functionality in rhodamine dyes.
Haack RA, et al.
Tetrahedron Letters, 58(18), 1733-1737 (2017)
Rory K Morgan et al.
ACS chemical biology, 10(8), 1778-1784 (2015-05-16)
ADP-ribosylation is essential for cell function, yet there is a dearth of methods for detecting this post-translational modification in cells. Here, we describe a clickable aminooxy alkyne (AO-alkyne) probe that can detect cellular ADP-ribosylation on acidic amino acids following Cu-catalyzed

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