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M2101

Sigma-Aldrich

Mandelic acid

99%

Synonym(s):

(RS)-Mandelic acid, (±)-Mandelic Acid, DL-Mandelic acid, Racemic mandelic acid

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About This Item

Linear Formula:
C6H5CH(OH)CO2H
CAS Number:
90-64-2
Molecular Weight:
152.15
EC Number:
202-007-6
MDL number:
MFCD00064250
UNSPSC Code:
12352100
PubChem Substance ID:
24896602
NACRES:
NA.22
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Assay

99%

mp

119-121 °C (lit.)

SMILES string

OC(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)

InChI key

IWYDHOAUDWTVEP-UHFFFAOYSA-N

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Application

Racemic mandelic acid in the form of mandelates is generally used as a pharmaceutical component due to its analgesic, antirheumatic, and spasmolytic effects. It undergoes resolution to form (+)- and (-)-enantiomers that are widely used as chiral resolving agents in enantioseparation of various other racemates via salt formation.[1]

Pictograms

Corrosion
GHS05

Signal Word

Danger

Hazard Statements

H318

Precautionary Statements

P280 - P305 + P351 + P338

Hazard Classifications

Eye Dam. 1

Storage Class Code

13 - Non Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
WXBF5434V
WXBF0813V
WXBD9811V
WXBD9429V
WXBD7695V

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Enantiomeric mandelic acid system melting point phase diagram and solubility in water.
Lorenz H, et al.
Journal of Chemical and Engineering Data, 47(5), 1280-1284 (2002)
P Vodicka et al.
Carcinogenesis, 16(7), 1473-1481 (1995-07-01)
Occupational exposure to styrene was studied in nine workers of a hand lamination plant in Bohemia. Personal dosimeters were used to monitor the styrene workplace exposure, and the levels of styrene in blood and mandelic acid in urine were measured.
Ludmila Krivánková et al.
Electrophoresis, 24(3), 505-517 (2003-02-06)
Effects originating from the variability of the sample matrix can be efficiently eliminated when the separation conditions are selected so that compounds of like charge with high concentration referred to as macrocomponents are embodied into the system of transient isotachophoresis.
H A Kolstad et al.
International archives of occupational and environmental health, 72(3), 135-141 (1999-07-07)
Organic solvents have been suspected to exert detrimental effects on human spermiogenesis. Styrene, which is both mutagenic and neurotoxic, was selected as a suitable organic solvent for further assessment of a possible effect on semen quality and sperm DNA damage.
H Crespi et al.
The Journal of investigative dermatology, 78(6), 493-497 (1982-06-01)
The purpose of this study was to evaluate the in vivo state of both branches of the autonomic nervous system in children with chronic atopic dermatitis. In 15 patients, age 4 to 11, the following parameters were analyzed: (1) basal
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Questions

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  1. 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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  2. 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/449/386/product-dating-information-mk.pdf

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