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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:
Molecular Weight:
232.28
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
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.
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
G Werle-Schneider et al.
Carcinogenesis, 14(11), 2267-2270 (1993-11-01)
Rat liver cytosolic hydroxysteroid sulfotransferases form highly reactive sulfuric acid esters from some benzylic alcohols, such as 1-hydroxymethylpyrene. In this study we examined the expression of hydroxysteroid sulfotransferase a (STa) in carcinogen-induced enzyme-altered, presumably preneoplastic, rat liver foci. Female Wistar
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
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.
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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