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Merck

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:
526-99-8
Molecular Weight:
210.14
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
24897299
EC Number:
208-404-0
Beilstein/REAXYS Number:
1728117
MDL number:
MFCD00004239

Key Documents

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Product Name

Mucic acid, 97%

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

200

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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

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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Certificates of Analysis (COA)

Lot/Batch Number
MKCS2630
MKCW8525
MKCK8444
MKCF1589
MKBV0097V

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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)
W Tian et al.
Carbohydrate research, 324(1), 45-52 (2000-03-21)
The FT-IR spectra of galactaric acid and its K+, NH4+, Ca2+, Ba2+, and La3+ salts have been recorded and interpreted. Spectroscopic evidence shows that the dimeric carboxylic groups of the free acid are dissociated upon formation of the salt, and
B K Hubbard et al.
Biochemistry, 37(41), 14369-14375 (1998-10-17)
The genes encoding the enzymes in the (D)-glucarate/galactarate catabolic pathway have been identified in the Escherichia coli genome. These encode, in three transcriptional units, (D)-glucarate dehydratase (GlucD), galactarate dehydratase, 5-keto-4-deoxy-(D)-glucarate aldolase, tartronate semialdehyde reductase, a glycerate kinase that generates 2-phosphoglycerate
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