(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.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.
C2 symmetric chiral diol with versatile applications as a chiral auxiliary, building block, and chiral ligand
| Pubchem Sid | 488191624 |
|---|---|
| Pubchem Sid Url | https://pubchem.ncbi.nlm.nih.gov/substance/488191624 |
| Canonical Smiles | C1=CC=C(C=C1)C(C(C2=CC=CC=C2)O)O |
| IUPAC Name | (1S,2S)-1,2-diphenylethane-1,2-diol |
| InChIKey | IHPDTPWNFBQHEB-KBPBESRZSA-N |
| 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 |
| Isomeric SMILES | C1=CC=C(C=C1)[C@@H]([C@H](C2=CC=CC=C2)O)O |
| Molecular Weight | 214.26 |
| Beilstein | 6(3)5431 |
| Reaxy-Rn | 2050813 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=2050813&ln= |
Comprehensive hazard, handling, storage, and regulatory compliance document.
Download SDS →Lot-specific quality data. Enter your lot number to retrieve the exact COA.
Look up COA →Full quality attributes and acceptance criteria for this grade.
View spec sheet →Taxonomy Tree
| Kingdom | Organic compounds |
|---|---|
| Superclass | Phenylpropanoids and polyketides |
| Class | Stilbenes |
| Subclass | Not available |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Stilbenes |
| Alternative Parents | Benzene and substituted derivatives Secondary alcohols 1,2-diols Hydrocarbon derivatives Aromatic alcohols |
| Molecular Framework | Aromatic homomonocyclic compounds |
| Substituents | Stilbene - Benzenoid - Monocyclic benzene moiety - Secondary alcohol - 1,2-diol - Organic oxygen compound - Hydrocarbon derivative - Aromatic alcohol - Organooxygen compound - Alcohol - Aromatic homomonocyclic compound |
| Description | This compound belongs to the class of organic compounds known as stilbenes. These are organic compounds containing a 1,2-diphenylethylene moiety. Stilbenes (C6-C2-C6 ) are derived from the common phenylpropene (C6-C3) skeleton building block. The introduction of one or more hydroxyl groups to a phenyl ring lead to stilbenoids. |
| External Descriptors | Not available |
Find and download the COA for your product by matching the lot number on the packaging.
| Lot Number | Certificate Type | Date | Item |
|---|---|---|---|
 C2613083 | Certificate of Analysis | Mar 23, 2026 | S161004 |
| E2204004 | Certificate of Analysis | Feb 04, 2026 | S161004 |
| E2204102 | Certificate of Analysis | Feb 04, 2026 | S161004 |
| E2204130 | Certificate of Analysis | Feb 04, 2026 | S161004 |
| E2204138 | Certificate of Analysis | Feb 04, 2026 | S161004 |
| G2127255 | Certificate of Analysis | May 09, 2025 | S161004 |
| G2127257 | Certificate of Analysis | May 09, 2025 | S161004 |
| L1825078 | Certificate of Analysis | Oct 18, 2022 | S161004 |
| L1825077 | Certificate of Analysis | Oct 18, 2022 | S161004 |
| D23261077 | Certificate of Analysis | Jan 17, 2022 | S161004 |
| Specific Rotation[α] | -95° (C=1,CHCl3) |
|---|---|
| Melt Point(°C) | 148 °C |
| Molecular Weight | 214.260 g/mol |
| XLogP3 | 1.600 |
| Hydrogen Bond Donor Count | 2 |
| Hydrogen Bond Acceptor Count | 2 |
| Rotatable Bond Count | 3 |
| Exact Mass | 214.099 Da |
| Monoisotopic Mass | 214.099 Da |
| Topological Polar Surface Area | 40.500 Ų |
| Heavy Atom Count | 16 |
| Formal Charge | 0 |
| Complexity | 171.000 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 2 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| The total count of all stereochemical bonds | 0 |
| Covalently-Bonded Unit Count | 1 |
