Weight | 142.11 g/mol |
---|---|
Formula | C6H6O4 |
Hydrogen Acceptors | 2 |
Hydrogen Donors | 2 |
Aromatic Rings | 0 |
Rotatable Bonds | 3 |
trans,trans-Muconic acid (505-70-4, 3588-17-8)
muconic acid · muconic acid, (E,E)-isomer · cis,cis-muconate
Score:
#3260 in Biology
,
#4072 in Chemistry
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- Sigma-Aldrich - trans,trans-Muconic acid37.70 - 167.50 USD
- Fisher Scientific - Search for trans,trans-Muconic acid
- TCI - trans,trans-Muconic acid63.00 USD
- Chemical structure and biodegradability of halogenated aromatic compounds. Conversion of chlorinated muconic acids into maleoylacetic acid. (Biochemical Journal, 1980)
- Biological monitoring of exposure to benzene: a comparison between S-phenylmercapturic acid, trans,trans-muconic acid, and phenol. (Occupational and Environmental Medicine, 1995)
- Improvement in HPLC analysis of urinary trans, trans-muconic acid, a promising substitute for phenol in the assessment of benzene exposure (International Archives of Occupational and Environmental Health, 1990)
- Metabolic engineering of muconic acid production in Saccharomyces cerevisiae (Metabolic Engineering, 2013)
- Copper(II)-induced oxidations of aromatic substrates: catalytic conversion of catechols to o-benzoquinones. Copper phenoxides as intermediates in the oxidation of phenol, and a single-step conversion of phenol, ammonia, and oxygen into muconic acid mononitrile (Journal of the American Chemical Society, 1981)
- Suitability of S-phenyl mercapturic acid and trans-trans-muconic acid as biomarkers for exposure to low concentrations of benzene. (Environmental Health Perspectives, 1996)
-
Including Acute Oral Tox, Skin Sensitization, Eye Irritation, Aquatic Tox, & more. - muconic acid
- muconic acid, (E,E)-isomer
- cis,cis-muconate
- trans-beta-hydromuconic acid
-
SMILESC(=CC(=O)O)C=CC(=O)O
-
InChIKeyTXXHDPDFNKHHGW-UHFFFAOYSA-N
- Pubchem - trans,trans-Muconic acid
- Wikipedia - muconic acid
Muconic acid is a dicarboxylic acid. There are three isomeric forms designated trans,trans-muconic acid, cis,trans-muconic acid, and cis,cis-muconic acid which differ by the geometry around the double bonds. trans,trans-Muconic acid is a metabolite of benzene in humans.
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Synthesis
Reactant
+
dimethyl sulfide
(Corey-Kim oxidation of secondary alcohols)
Reactant
+
1-Hydroxy-1,2-benziodoxol-3(1H)-one 1-oxide
(Nicolaou IBX dehydrogenation)
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