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778052

(S)-(+)-Mandelic acid

ReagentPlus®, ≥99%

Synonym(s):

(S)-α-Hydroxyphenylacetic acid

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25 g

Available to ship TODAYfromMILWAUKEE

$94.70
100 g

Available to ship TODAYfromMILWAUKEE

$103.00

About This Item

Linear Formula:
C6H5CH(OH)CO2H
CAS Number:
Molecular Weight:
152.15
UNSPSC Code:
12352002
NACRES:
NA.22
PubChem Substance ID:
EC Number:
241-240-8
Beilstein/REAXYS Number:
2208678
MDL number:
Assay:
≥99%
Form:
crystals

$94.70


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Quality Level

product line

ReagentPlus®

assay

≥99%

form

crystals

mp

131-134 °C (lit.), 132-138 °C

functional group

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

InChI key

IWYDHOAUDWTVEP-ZETCQYMHSA-N

Application

It is a versatile reagent used in the resolution of racemates and the preparation of amides.
(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.

Legal Information

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

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This Item
M2209727075154210
assay

≥99%

assay

98%

assay

≥98.5%, 99%

assay

≥99%

Quality Level

100

Quality Level

200

Quality Level

100

Quality Level

100

mp

131-134 °C (lit.), 132-138 °C

mp

131-133 °C (lit.)

mp

131-133 °C (lit.)

mp

131-133 °C (lit.)

form

crystals

form

-

form

crystals

form

solid

functional group

carboxylic acid, phenyl, hydroxyl

functional group

-

functional group

carboxylic acid, hydroxyl, phenyl

functional group

-

product line

ReagentPlus®

product line

-

product line

-

product line

ReagentPlus®


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pictograms

Corrosion

signalword

Danger

hcodes

Hazard Classifications

Eye Dam. 1

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

>374.0 °F

flash_point_c

> 190 °C



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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)
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



Global Trade Item Number

SKUGTIN
778052-100G04061832940670
778052-25G04061832940687

Questions

1–2 of 2 Questions  
  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer
    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/418/501/product-dating-information-06-25-mk.pdf

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

    1 answer
    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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