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294535

Sigma-Aldrich

meso-Hydrobenzoin

99%

Synonyme(s) :

meso-1,2-Diphenyl-1,2-ethanediol

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About This Item

Formule linéaire :
C6H5CH(OH)CH(OH)C6H5
Numéro CAS:
579-43-1
Poids moléculaire :
214.26
Numéro MDL:
MFCD00064253
Code UNSPSC :
12352100
ID de substance PubChem :
24857719
Nomenclature NACRES :
NA.22
Le tarif et la disponibilité ne sont pas disponibles actuellement.

Essai

99%

Forme

solid

Pf

137-139 °C (lit.)

Solubilité

ethanol: soluble 25 mg/mL, clear, colorless

Groupe fonctionnel

hydroxyl
phenyl

Chaîne SMILES 

O[C@H]([C@H](O)c1ccccc1)c2ccccc2

InChI

1S/C14H14O2/c15-13(11-7-3-1-4-8-11)14(16)12-9-5-2-6-10-12/h1-10,13-16H/t13-,14+

Clé InChI

IHPDTPWNFBQHEB-OKILXGFUSA-N

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Catégories apparentées

Description générale

Desymmetrization of meso-hydrobenzoin using chiral phosphine catalyst has been reported[1]. Conversion of meso-hydrobenzoin to trans-stillbene oxide by treatment with an aryl sulfonyl chloride and aqueous sodium hydroxide has been reported[2].

Application

meso-Hydrobenzoin has been used in the preparation of trans-methyl meso-hydrobenzoin phosphite[3].

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Gloves, type N95 (US)

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Certificats d'analyse (COA)

Lot/Batch Number
STBJ9205
STBJ4659
STBF8007V
STBD1481V
STBD0597V

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Retrouvez la documentation relative aux produits que vous avez récemment achetés dans la Bibliothèque de documents.

Consulter la Bibliothèque de documents

E Vedejs et al.
The Journal of organic chemistry, 69(4), 1389-1392 (2004-02-14)
The desymmetrization of meso-hydrobenzoin is described using chiral phosphine catalysts 8b-d and 9-11. The best enantioselectivity at room temperature was obtained with the newly synthesized phospholane 8c and benzoic anhydride, but the reaction is very slow. Much faster reactions, but
Conversion of meso-Hydrobenzoin with Arylsulfonyl Chlorides and Base to trans-Stilbene Oxide and to 1, 1-Diphenyl-2-(p-toluenesulfonyloxy) ethylene1.
Curtin DY and Hendrickson YG.
The Journal of Organic Chemistry, 21(11), 1260-1263 (1956)
Preparation and crystal structures of trans-methyl meso-hydrobenzoin phosphite and phosphate.
Newton MG and Campbell BS.
Journal of the American Chemical Society, 96(25), 7790-7797 (1974)

Questions

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

    1 réponse

    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 réponse

    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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