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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:
1119-72-8
Molecular Weight:
142.11
Beilstein:
1722246
MDL number:
MFCD00085266
UNSPSC Code:
12352100
PubChem Substance ID:
57647534
NACRES:
NA.22

Quality Level

100

Assay

≥97.0% (HPLC)

mp

194-195 °C (lit.)

functional group

carboxylic acid

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

Related Categories

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
GHS07

Signal Word

Warning

Hazard Statements

H302,H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

15992-VAR-F:
15992-5G-F:
15992-BULK-F:

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Certificates of Analysis (COA)

Lot/Batch Number
BCCG3673
BCCC7632
BCCB6785
BCBZ8401
BCBW0334

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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
Bo Wang et al.
Journal of hazardous materials, 373, 29-38 (2019-03-23)
Phenol is a common water pollutant because of its broad industrial applications. Biological method is a promising alternative to conventional physical and chemical methods for removing this toxic pollutant from the environment. In this study, two metabolic modules were introduced
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
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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