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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

Related Categories

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

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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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C D Sherman et al.
Carcinogenesis, 16(10), 2499-2506 (1995-10-01)
The promotional effect of phenobarbital and 1-hydroxymethyl-pyren on enzyme altered lesions in the rat liver were quantified within the framework of two separate multipath/multistage models. The experiment analyzed followed an initiation-promotion protocol in which female Wistar rats were initiated with
H Glatt et al.
Environmental health perspectives, 88, 43-48 (1990-08-01)
Methylated polycyclic aromatic hydrocarbons are common in the human environment. Many of them are stronger carcinogens than their purely aromatic congeners. They may be metabolized to benzylic alcohols. We report here on biochemical and toxicological characteristics of 1-hydroxymethylpyrene (HMP), a
Bernhard H Monien et al.
Toxicology, 262(1), 80-85 (2009-06-02)
1-Methylpyrene (1-MP), an abundant alkylated polycyclic aromatic hydrocarbon, is activated by side-chain hydroxylation to 1-hydroxymethylpyrene (1-HMP) and subsequent sulfo-conjugation to electrophilic 1-sulfooxymethylpyrene (1-SMP). In rats, this activation mainly occurs in liver. 1-SMP may react with hepatic DNA or be exported
Ronny Kollock et al.
Biochemical pharmacology, 75(2), 527-537 (2007-10-09)
Alkylated polycyclic aromatic hydrocarbons can be metabolically activated via benzylic hydroxylation and sulphation to electrophilically reactive esters. However, we previously found that the predominant biotransformation route for the hepatocarcinogen 1-hydroxymethylpyrene (1-HMP) in the rat in vivo is the oxidation of
H Glatt et al.
Mutation research, 324(3), 111-114 (1994-07-01)
Previous studies demonstrated that the ion composition of the exposure medium may strongly influence the mutagenicity of many compounds in the liquid preincubation modification of the reversion assay with his- Salmonella typhimurium strains. Similar influences were now observed in the
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