CIS CIS-MUCONIC ACID Chemical Properties

Melting point:

194-195 °C(lit.)

Boiling point:

179.65°C (rough estimate)

Density 

1.1712 (rough estimate)

refractive index 

1.4434 (estimate)

storage temp. 

under inert gas (nitrogen or Argon) at 2-8°C

pka

3.57±0.25(Predicted)

form 

Crystalline Powder

color 

Yellow-beige

BRN 

1722246

InChI

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-

InChIKey

TXXHDPDFNKHHGW-CCAGOZQPSA-N

SMILES

C(O)(=O)/C=C\C=C/C(O)=O

CAS DataBase Reference

1119-72-8

Safety Information

Hazard Codes 

Xn

Risk Statements 

22-36/37/38

Safety Statements 

26

WGK Germany 

3

F 

10-23

HS Code 

29171990

CIS CIS-MUCONIC ACID Usage And Synthesis

Chemical Properties

yellow-beige crystalline powder

Uses

cis,cis-Muconic acid, a metabolic intermediate of Klebsiella pneumonia, can be converted to adipic acid and terephthalic acid, which are important monomers of synthetic polymers. cis,cis-Muconic acid is also a biochemical material that can be used for the production of various plastics and polymers and is particularly gaining attention as an adipic acid precursor for the synthesis of nylon-6,6[1][2].

Definition

ChEBI: The cis,cis-isomer of muconic acid. It is produced during the degradation of chlorobenzene by bacteria like Bacillus.

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.

IC 50

Microbial Metabolite; Human Endogenous Metabolite

References

[1] Jung HM, et al. Metabolic engineering of Klebsiella pneumoniae for the production of cis,cis-muconic acid. Appl Microbiol Biotechnol. 2015;99(12):5217-5225. DOI:10.1007/s00253-015-6442-3
[2] Shin WS, et al. Characterization of a non-phosphotransferase system for cis,cis-muconic acid production in Corynebacterium glutamicum. Biochem Biophys Res Commun. 2018;499(2):279-284. DOI:10.1016/j.bbrc.2018.03.146

CIS CIS-MUCONIC ACID(1119-72-8)Related Product Information

• Dibutyl maleate
• D-D'-CIS-CIS DIMETHYLMUCONIC ACID
• ALPHA,ALPHA'-DIMETHYL-CIS, CIS-MUCONIC ACID
• VULPINIC ACID
• Pulvinicanhydride
• DIETHYL (2Z,4Z)-2,3-DIFLUORO-HEXA-2,4-DIENEDIOATE
• CIS CIS-MUCONIC ACID