M90003
trans,trans-Muconic acid
95%
Synonym(s):
trans,trans-1,3-Butadiene-1,4-dicarboxylic acid, trans,trans-2,4-Hexadienedioic acid
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About This Item
Linear Formula:
HO2CCH=CHCH=CHCO2H
CAS Number:
Molecular Weight:
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
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.
Storage Class
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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Occupational exposure to benzene and chromosomal structural aberrations in the sperm of Chinese men.
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.
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