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trans,trans-Muconic acid(CAS No.3588-17-8)

CAS NO :3588-17-8

EINECS:222-724-8

Molecular Formula :C6H6O4

Molecular Weight:142.11

Keywords:(2E,4E)-2,4-Hexadienedioicacid;(e,e)-4-hexadienedioicacid;(2E,4E)-Hexadienedioicacid;trans,trans-MuconicAcid;2,4-HexadienedioicacChemicalbookid,(2E,4E)-;trans,trans-2,4-Hexadienedioicacidforsynthesis;MUCONICACID,TRANS,TRANS-;rans,trans-1,3-Butadiene-1,4-dicarboxylicacid

    Melting point
    290 °C (dec.) (lit.)
    Boiling point
    320 °C (lit.)
    Density
    1.1712 (rough estimate)
    Refractive index
    1.4434 (estimate)
    Storage condition
    Sealed and dry, at room temperature
    Solubility
    Soluble in DMSO and methanol.
    Acid dissociation constant (pKa)
    3.77±0.10 (Predicted)
    Form
    Crystalline powder
    Color
    Beige
    Water solubility
    Insoluble
    ? Q1: What is trans,trans‑Muconic acid?
    A1: trans,trans‑Muconic acid (CAS 3588-17-8), full name trans,trans‑2,4‑Hexadienedioic acid, is a conjugated unsaturated C6 dicarboxylic acid. It is a thermodynamically stable isomer of muconic acid, normally obtained by isomerization from cis,cis‑muconic acid.
    ? Q2: Difference between trans,trans‑Muconic acid and cis,cis‑Muconic acid?
    A2: cis,cis‑Muconic acid is the main product from microbial fermentation; trans,trans‑isomer is produced by thermal/chemical isomerization. The trans,trans form has higher thermal stability, better crystallization property and different reactivity in hydrogenation & cycloaddition.