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Merck
CN

M89617

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
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
208-404-0
Beilstein/REAXYS Number:
1728117
MDL number:
Assay:
97%
Form:
powder
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InChI key

DSLZVSRJTYRBFB-DUHBMQHGSA-N

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-

SMILES string

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

assay

97%

form

powder

mp

220-225 °C (dec.) (lit.)

Quality Level

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

11 - Combustible Solids

wgk

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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Functionalization of monodisperse magnetic nanoparticles
Lattuada M and Hatton T A
Langmuir, 23(4), 2158-2168 (2007)
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)
Andrea Lakatos et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 10(5), 1281-1290 (2004-03-10)
The Al(III)-binding abilities of two aldaric acids, D-saccharic acid and mucic acid (the neutral form is denoted as H(2)L), were studied in solution by means of pH potentiometric, (1)H and (13)C NMR, and ESI-MS techniques. The most probable conformations and
John F Rakus et al.
Biochemistry, 48(48), 11546-11558 (2009-11-04)
The structure of an uncharacterized member of the enolase superfamily from Oceanobacillus iheyensis (GI 23100298, IMG locus tag Ob2843, PDB entry 2OQY ) was determined by the New York SGX Research Center for Structural Genomics (NYSGXRC). The structure contained two
M Saladini et al.
Carbohydrate research, 336(1), 55-61 (2001-10-25)
A solution study on the complex ability of galactaric acid (GalaH(2)) for complexation with Ca(2+), Mg(2+) and Zn(2+) ions is reported. The stability constants of the complex species are determined by means of potentiometric measurements. From the dependence of stability

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