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Key Documents

M89617

Sigma-Aldrich

Mucic acid

97%

Synonym(s):

Galactaric acid, MTPA, Saccharolactic acid, Tetrahydroxyadipic acid, Tetrahydroxyhexanedioic acid

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About This Item

Linear Formula:
HOOC(CHOH)4COOH
CAS Number:
Molecular Weight:
210.14
Beilstein:
1728117
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

97%

form

powder

mp

220-225 °C (dec.) (lit.)

SMILES string

O[C@@H]([C@@H](O)[C@H](O)C(O)=O)[C@@H](O)C(O)=O

InChI

1S/C6H10O8/c7-1(3(9)5(11)12)2(8)4(10)6(13)14/h1-4,7-10H,(H,11,12)(H,13,14)/t1-,2+,3+,4-

InChI key

DSLZVSRJTYRBFB-DUHBMQHGSA-N

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Application

Mucic acid or galactaric acid can be used as a precursor for the synthesis of:
  • 2,3,4,5-tetra-O-acetylgalactaric acid (AGA) which is used as a monomer unit along with adipic acid for the synthesis of copolyanhydrides.
  • Muconic acid and adipic acid.

It can be also utilized in the surface modification of monodisperse water-soluble magnetic nanoparticles.

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

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Highly Efficient Chemical Process To Convert Mucic Acid into Adipic Acid and DFT Studies of the Mechanism of the Rhenium-Catalyzed Deoxydehydration
Li X, et al.
Angewandte Chemie (International ed. in English), 53(16), 4200-4204 (2014)
Synthesis and characterization of copolyanhydrides of carbohydrate-based galactaric acid and adipic acid
Mehtio T, et al.
Carbohydrate Research, 402, 102-110 (2015)
Functionalization of monodisperse magnetic nanoparticles
Lattuada M and Hatton T A
Langmuir, 23(4), 2158-2168 (2007)
Yemin Liu et al.
Journal of the American Chemical Society, 127(9), 3004-3015 (2005-03-03)
Nucleic acid drugs have great potential to treat many devastating aliments, but their application has been hindered by the lack of efficacious and nontoxic delivery vehicles. Here, a new library of poly(glycoamidoamine)s (D1-D4, G1-G4, and M1-M4) has been synthesized by
The unusually stable crystal structure of neo-inositol.
S J Angyal et al.
Carbohydrate research, 263(1), 149-154 (1994-10-03)

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