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Key Documents

15992

Sigma-Aldrich

cis,cis-Muconic acid

≥97.0% (HPLC)

Synonym(s):

cis,cis-2,4-Hexadienedioic acid

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About This Item

Empirical Formula (Hill Notation):
C6H6O4
CAS Number:
Molecular Weight:
142.11
Beilstein/REAXYS Number:
1722246
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

≥97.0% (HPLC)

mp

194-195 °C (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-CCAGOZQPSA-N

General description

cis,cis-Muconic acid is a naturally-occurring organic acid. It is also referred as 2E,4E-hexa-2,4-dienedioic acid. It is used in the manufacture of several widely-used consumer plastics. Its microbial production via extending shikimate pathway has been reported.

Application

  • Biotechnological production methods: Research highlights various biotechnological approaches to enhance the synthesis of cis,cis-muconic acid, which can serve as a precursor for biodegradable polymers and other bio-based plastics, aligning with sustainable chemical manufacturing goals (Son et al., 2023).
  • Industrial application in polymer industry: The potential application of cis,cis-muconic acid in the polymer industry is explored, focusing on its role as a precursor for manufacturing eco-friendly, bio-based plastics, thereby contributing to sustainable industrial practices (Palumbo et al., 2024).

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves


Certificates of Analysis (COA)

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Jing Sun et al.
Journal of biotechnology, 280, 49-54 (2018-06-10)
Adipic acid (AA) is an important dicarboxylic acid used for the manufacture of nylon and polyurethane plastics. In this study, a novel adipic acid biosynthetic pathway was designed by extending the cis,cis-muconic acid (MA) biosynthesis through biohydrogenation. Enoate reductase from
Ahmad A Deeb et al.
Analytical and bioanalytical chemistry, 408(16), 4219-4232 (2016-04-22)
The presence of organic micropollutants and their transformation products (TPs) from biotic and abiotic processes in aquatic environments is receiving intense public and scientific attention. Yet a suitable sample preparation method that would enable extraction and enrichment of a wide
Arnon Setsungnern et al.
Plant physiology and biochemistry : PPB, 120, 95-102 (2017-10-11)
Benzene, a carcinogenic compound, has been reported as a major indoor air pollutant. Chlorophytum comosum (C. comosum) was reported to be the highest efficient benzene removal plant among other screened plants. Our previous studies found that plants under light conditions could
Natalia Filipowicz et al.
Enzyme and microbial technology, 141, 109663-109663 (2020-10-15)
In this study, three psychrotolerant phenol-degrading yeast strains Candida subhashii (strain A011), Candida oregonenis (strain B021) and Schizoblastosporion starkeyi-henricii (strain L012) isolated from Rucianka peatland were examined to determine which alternative metabolic pathway for phenol biodegradation is used by these
Yuheng Lin et al.
Metabolic engineering, 23, 62-69 (2014-03-04)
cis,cis-Muconic acid (MA) and salicylic acid (SA) are naturally-occurring organic acids having great commercial value. MA is a potential platform chemical for the manufacture of several widely-used consumer plastics; while SA is mainly used for producing pharmaceuticals (for example, aspirin

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