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Sigma-Aldrich

9-Chloro-9-phenylxanthene

97%

Synonym(s):

Pixyl chloride

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About This Item

Empirical Formula (Hill Notation):
C19H13ClO
CAS Number:
42506-03-6
Molecular Weight:
292.76
Beilstein:
237712
EC Number:
255-857-5
MDL number:
MFCD00010195
UNSPSC Code:
12352100
PubChem Substance ID:
24853095
NACRES:
NA.22

Assay

97%

form

solid

mp

102-106 °C (lit.)

solubility

chloroform: soluble 25 mg/mL, clear, yellow to orange

SMILES string

ClC2(c1ccccc1)c3ccccc3Oc4ccccc24

InChI

1S/C19H13ClO/c20-19(14-8-2-1-3-9-14)15-10-4-6-12-17(15)21-18-13-7-5-11-16(18)19/h1-13H

InChI key

HTGMODSTGYKJDG-UHFFFAOYSA-N

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Application

9-Chloro-9-phenylxanthene was used in the preparation of (1S,5S,6R,8S)-6-[(allyloxycarbonyl)oxy]-5-(trifluoroacetamido)-8-[9′-(9′-phenylxanthenyl)oxy]-2-oxabicyclo(3.2.1)octane.

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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The 9-phenylxanthen-9-yl protecting group.
Chattopadhyaya JB and Reese CB.
Journal of the Chemical Society. Chemical Communications, 15, 639-640 (1978)
I Pompizi et al.
Nucleic acids research, 28(14), 2702-2708 (2000-07-25)
The synthesis and incorporation into oligodeoxy-nucleotides of two novel, conformationally restricted abasic (AB) site analogs are described. The stability of oligonucleotide 18mer duplexes containing one such AB site opposite any of the four natural DNA bases was investigated by UV
The pixyl (Px) group: a novel photocleavable protecting group for primary alcohols.
Misetic A and Boyd MK.
Tetrahedron Letters, 39(13), 1653-1656 (1998)

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