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389439

Sigma-Aldrich

1-Pyrenemethanol

98%

Synonym(s):

1-(1-Hydroxymethyl)pyrene, 1-Hydroxymethylpyrene

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About This Item

Empirical Formula (Hill Notation):
C17H12O
CAS Number:
24463-15-8
Molecular Weight:
232.28
MDL number:
MFCD00029252
UNSPSC Code:
12352100
PubChem Substance ID:
24864285
NACRES:
NA.22

Assay

98%

form

solid

mp

123-126 °C (lit.)

SMILES string

OCc1ccc2ccc3cccc4ccc1c2c34

InChI

1S/C17H12O/c18-10-14-7-6-13-5-4-11-2-1-3-12-8-9-15(14)17(13)16(11)12/h1-9,18H,10H2

InChI key

NGDMLQSGYUCLDC-UHFFFAOYSA-N

Application

1-Pyrenemethanol can be used:
  • For the synthesis of pincer-like benzene-bridged fluorescent selective sensor for adenosine-5′-triphosphate (ATP) detection.
  • As a starting material for the synthesis of pyrene-end poly(glycidyl methacrylate) polymer.
  • As an initiator for the synthesis of pyrene core star polymers.
  • For the synthesis of 1-pyrenecarboxaldehyde, an important intermediate in pharmaceutical and agrochemical fields.

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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H Glatt et al.
Carcinogenesis, 14(4), 599-602 (1993-04-01)
1-Hydroxymethylpyrene (HMP), a primary benzylic alcohol, and 4H-cyclopenta[def]chrysen-4-ol (OH-CPC), a secondary benzylic alcohol, were investigated for mutagenicity in Salmonella typhimurium (reversion of the his- strain TA98) in the presence of various xenobiotic-metabolizing systems. In the direct test, HMP was inactive
Encapsulation of functional moieties within branched star polymers: effect of chain length and solvent on site isolation.
Hecht S, et al.
Journal of the American Chemical Society, 123(1), 18-25 (2001)
Walter Meinl et al.
Pharmacogenetics, 12(9), 677-689 (2002-12-05)
Various enzymatically formed sulfuric acid esters are chemically reactive and mutagenic. This metabolic activation pathway is not detected in standard in-vitro mutagenicity test systems. We describe the construction of Salmonella typhimurium TA1538-derived strains expressing alloenzymes *1, *2, *3, *5, *6
Highly efficient oxidation of alcohols to carbonyl compounds in the presence of molecular oxygen using a novel heterogeneous ruthenium catalyst.
Ji H, et al.
Tetrahedron Letters, 43(40), 7179-7183 (2002)
H Glatt et al.
Chemico-biological interactions, 109(1-3), 195-219 (1998-05-05)
Sulfation is a common final step in the biotransformation of xenobiotics and is traditionally associated with inactivation. However, the sulfate group is electron-withdrawing and may be cleaved off heterolytically in some molecules leading to electrophilic cations which may form adducts
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