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Merck

778052

Sigma-Aldrich

(S)-(+)-Mandelsäure

ReagentPlus®, ≥99%

Synonym(e):

(S)-α-Hydroxyphenylessigsäure

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About This Item

Lineare Formel:
C6H5CH(OH)CO2H
CAS-Nummer:
Molekulargewicht:
152.15
Beilstein:
2208678
EG-Nummer:
MDL-Nummer:
UNSPSC-Code:
12352002
PubChem Substanz-ID:
NACRES:
NA.22

Qualitätsniveau

Produktlinie

ReagentPlus®

Assay

≥99%

Form

crystals

mp (Schmelzpunkt)

131-134 °C (lit.)
132-138 °C

Funktionelle Gruppe

carboxylic acid
hydroxyl
phenyl

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

InChIKey

IWYDHOAUDWTVEP-ZETCQYMHSA-N

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Anwendung

(S)-(+)-Mandelic acid can be used as a starting material to synthesize (S)-cyclohexenyl phenyl glycoxilic acid, an optically active tertiary α-hydroxy acid component of (S)-oxybutynin.[1]
It is a versatile reagent used in the resolution of racemates and the preparation of amides.

Rechtliche Hinweise

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

Piktogramme

Corrosion

Signalwort

Danger

H-Sätze

Gefahreneinstufungen

Eye Dam. 1

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

>374.0 °F

Flammpunkt (°C)

> 190 °C


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Analysenzertifikate (COA)

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In der Dokumentenbibliothek finden Sie die Dokumentation zu den Produkten, die Sie kürzlich erworben haben.

Die Dokumentenbibliothek aufrufen

Mara Reifenrath et al.
Metabolic engineering communications, 7, e00079-e00079 (2018-10-30)
Mandelic acid is an important aromatic fine chemical and is currently mainly produced via chemical synthesis. Recently, mandelic acid production was achieved by microbial fermentations using engineered Escherichia coli and Saccharomyces cerevisiae expressing heterologous hydroxymandelate synthases (hmaS). The best-performing strains
Tetrahedron, 50, 5049-5049 (1994)
Chiral mandelic acid template provides a highly practical solution for (S)-oxybutynin synthesis.
Grover P T, et al.
The Journal of Organic Chemistry, 65(19), 6283-6287 (2000)
Synthetic Communications, 23, 2761-2761 (1993)
The Journal of Organic Chemistry, 58, 2313-2313 (1993)

Fragen

1-2 von 2 Fragen  
  1. How can I determine the shelf life / expiration / retest date of this product?

    1 Antwort
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 Antwort
    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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