256269

(S,S)-(−)-Hydrobenzoin

99%, optical purity ee: 99% (GLC)

Manufacturer: Sigma Aldrich

CAS Number: 2325-10-2

Synonym(S): (S,S)-(−)-1,2-Diphenyl-1,2-ethanediol, (S,S)-1,2-Diphenylethylene glycol

Select a Size

Pack Size SKU Availability Price
5 G 256269-5-G In Stock ₹ 5,200.00
25 G 256269-25-G In Stock ₹ 22,110.00

256269 - 5 G

₹ 5,200.00

In Stock

Quantity

1

Base Price: ₹ 5,200.00

GST (18%): ₹ 936.00

Total Price: ₹ 6,136.00

Assay

99%

optical activity

[α]24/D −94°, c = 2.5 in ethanol

optical purity

ee: 99% (GLC)

mp

148-150 °C (lit.)

SMILES string

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-/m0/s1

InChI key

IHPDTPWNFBQHEB-KBPBESRZSA-N

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Description

  • General description: Chiral reagent.
  • Application: (S,S)-(-)-Hydrobenzoin may also be used to prepare (1S,2S,1′S)- and (1S,2S,1′R)-2-(cyclohex-2′-enyloxy)-1,2-diphenylethanol, which are intermediates to prepare enantiopure cyclohexitols.[1] The (S,S)-(-)-hydrobenzoin/Ca complex may be used to catalyze the direct asymmetric aldol reaction of acetophenone and pivalaldehyde to form (R)-3-hydroxy-4,4-dimethyl-1-phenylpentan-1-one.[2]

SAFETY INFORMATION

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves