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377074

Pentafluorophenyl trifluoroacetate

98%, for peptide synthesis

Synonym(s):

Trifluoroacetic acid pentafluorophenyl ester

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5 G

$82.10

25 G

$218.00

$82.10


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About This Item

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

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Product Name

Pentafluorophenyl trifluoroacetate, 98%

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

InChI

1S/C8F8O2/c9-1-2(10)4(12)6(5(13)3(1)11)18-7(17)8(14,15)16

InChI key

VCQURUZYYSOUHP-UHFFFAOYSA-N

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1 of 4

This Item
E50000741108753092
form

liquid

form

liquid

form

liquid

form

liquid

assay

98%

assay

99%

assay

95%

assay

98%

functional group

ester, fluoro

functional group

-

functional group

-

functional group

-

Quality Level

200

Quality Level

200

Quality Level

100

Quality Level

100

refractive index

n20/D 1.368 (lit.)

refractive index

n20/D 1.307 (lit.)

refractive index

n20/D 1.438

refractive index

n/D 1.434

bp

122-123 °C (lit.)

bp

60-62 °C (lit.)

bp

-

bp

-

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

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

3 - Flammable liquids

wgk_germany

WGK 3

flash_point_f

125.6 °F - closed cup

flash_point_c

52 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter


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Unexpected reactivity of the 2′-carboxyl functionality in rhodamine dyes.
Haack RA, et al.
Tetrahedron Letters, 58(18), 1733-1737 (2017)
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)
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
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

Questions

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  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/418/501/product-dating-information-06-25-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer
    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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