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Merck

M90003

trans,trans-Muconic acid

95%

Synonyme(s) :

trans,trans-1,3-Butadiene-1,4-dicarboxylic acid, trans,trans-2,4-Hexadienedioic acid

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A propos de cet article

Formule linéaire :
HO2CCH=CHCH=CHCO2H
Numéro CAS:
Poids moléculaire :
142.11
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
222-724-8
Beilstein/REAXYS Number:
1722248
MDL number:
Assay:
95%
Form:
powder
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Quality Level

assay

95%

form

powder

bp

320 °C (lit.)

mp

290 °C (dec.) (lit.)

SMILES string

OC(=O)\C=C\C=C\C(O)=O

InChI

1S/C6H6O4/c7-5(8)3-1-2-4-6(9)10/h1-4H,(H,7,8)(H,9,10)/b3-1+,4-2+

InChI key

TXXHDPDFNKHHGW-ZPUQHVIOSA-N

General description

trans,trans-Muconic acid is a polyunsaturated dicarboxylic acid characterized by its conjugated double bonds and reactive dicarboxylic groups. It serves primarily as a key precursor to monomers in the synthesis of polyamides and polyesters.

Application

trans,trans-Muconic acid can be used as a:
  • Reactant to produce aromatic monomers via Diels-Aldercycloaddition.
  • Biomarker for benzene exposure.

Classe de stockage

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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Consulter la Bibliothèque de documents

A Bartczak et al.
Journal of toxicology and environmental health, 42(3), 245-258 (1994-07-01)
Muconic acid (MA) is a urinary metabolite of benzene and has been used as a biomarker of exposure to benzene in humans exposed to levels as low as 1 ppm. We have modified a high-pressure liquid chromatography (HPLC) based assay
Sirirat Chanvaivit et al.
Mutation research, 626(1-2), 79-87 (2006-11-11)
Exposure to benzene can cause DNA damage and the subsequent development of cancer. In this study, study subjects were 31 laboratory workers at a petrochemical factory and 31 gasoline service attendants. Control subjects were 34 workers from a mail sorting
Francesco Marchetti et al.
Environmental health perspectives, 120(2), 229-234 (2011-11-17)
Benzene is an industrial chemical that causes blood disorders, including acute myeloid leukemia. We previously reported that occupational exposures near the U.S. Occupational Safety and Health Administration permissible exposure limit (8 hr) of 1 ppm was associated with sperm aneuploidy.
Nancy B Hopf et al.
International archives of occupational and environmental health, 85(3), 261-271 (2011-06-15)
Characterize ethylbenzene and xylene air concentrations, and explore the biological exposure markers (urinary t,t-muconic acid (t,t-MA) and unmetabolized toluene) among petroleum workers offshore. Offshore workers have increased health risks due to simultaneous exposures to several hydrocarbons present in crude oil.
G Scherer et al.
Journal of chromatography. B, Biomedical sciences and applications, 717(1-2), 179-199 (1998-12-01)
Benzene is an important industrial chemical and, due to its occurrence in mineral oil and its formation in many combustion processes, a widespread environmental pollutant. Since benzene is hematoxic and has been classified as a human carcinogen, monitoring and control

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