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M90003

Sigma-Aldrich

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:
3588-17-8
Molecular Weight:
142.11
Beilstein:
1722248
EC Number:
222-724-8
MDL number:
MFCD00002702
UNSPSC Code:
12352100
PubChem Substance ID:
24897302
NACRES:
NA.22

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

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Related Categories

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)

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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
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.
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.
André Coutinho Vieira et al.
The Analyst, 137(10), 2462-2469 (2012-04-06)
A new molecularly imprinted polymer (MIP) has been synthesized for the selective extraction of trans,trans-muconic acid (ttMA) from urine samples, followed by high-performance liquid chromatography analysis with ultraviolet detection. The synthesis was based on non-covalent interactions, and 4-vinylpyridine was used
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