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M2004

Sigma-Aldrich

(S)-(+)-Mandelic acid

ReagentPlus®, ≥99%

Synonym(s):

(S)-α-Hydroxyphenylacetic acid

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About This Item

Linear Formula:
C6H5CH(OH)CO2H
CAS Number:
Molecular Weight:
152.15
Beilstein:
2208678
EC Number:
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:

product line

ReagentPlus®

Assay

≥99%

optical activity

[α]20/D +154°, c = 2.8 in H2O

optical purity

ee: 99% (GLC)

mp

131-134 °C (lit.)

SMILES string

O[C@H](C(O)=O)c1ccccc1

InChI

1S/C8H8O3/c9-7(8(10)11)6-4-2-1-3-5-6/h1-5,7,9H,(H,10,11)/t7-/m0/s1

InChI key

IWYDHOAUDWTVEP-ZETCQYMHSA-N

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General description

N-Methyl-D-glucamine (Meglumine) is a sorbitol derivative in which one of the hydroxyl groups has been replaced with a methylamino group. Meglumine is widely used with iodinated organic compounds as a contrast media.

Application

N-Methyl-D-glucamine can be used as a co-crystal conformer as well as a salt-forming agent due to its hydrophilic nature and ability to modify the crystalline structure of the drug molecule to improve solubility.
It is also used to functionalize polymers and resins to develop chelating agents for the removal of boron and arsenic from wastewater.
A versatile reagent used in the resolution of racemates and the preparation of amides.

Legal Information

ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany

Pictograms

Corrosion

Signal Word

Danger

Hazard Statements

Precautionary Statements

Hazard Classifications

Eye Dam. 1

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

>374.0 °F

Flash Point(C)

> 190 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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The Journal of Organic Chemistry, 58, 2313-2313 (1993)
Tetrahedron, 50, 5049-5049 (1994)
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Synthetic Communications, 23, 2761-2761 (1993)

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