[(4R,5R)-2,2-dimethyl-1,3-dioxolane-4,5-diyl]bis(diphenylmethanol)
(-)-4,5-Bis[hydroxy(diphenyl)methyl]-2,2-dimethyl-1,3-dioxolane
CAS: 93379-48-7
Molecular Formula: C31H30O4
[(4R,5R)-2,2-dimethyl-1,3-dioxolane-4,5-diyl]bis(diphenylmethanol) - Names and Identifiers
| Name | (-)-4,5-Bis[hydroxy(diphenyl)methyl]-2,2-dimethyl-1,3-dioxolane |
| Synonyms | TADDOL (-)-TADDOL (-)-Taddol (R,R)-TADDOL SEEBACH REAGENT (2,2-dimethyl-1,3-dioxolane-4,5-diyl)bis(diphenylmethanol) (R,R)-(-)-2,3-O-ISOPROPYLIDENE-1,1,4,4-TETRAPHENYL-L-THREITOL (4R,5R)-4,5-BIS(DIPHENYLHYDROXYMETHYL)-2,2-DIMETHYL-DIOXOLANE (-)-4,5-Bis[hydroxy(diphenyl)methyl]-2,2-dimethyl-1,3-dioxolane (-)-4,5-BIS[HYDROXY(DIPHENYL)METHYL]-2,2-DIMETHYL-1,3-DIOXOLANE (4R,5R)-4,5-BIS(DIPHENYLHYDROXYMETHYL)-2,2-DIMETHYL-1,3-DIOXOLANE (4R,5R)-2,2-Dimethyl-α,α,α',α'-tetraphenyldioxolane-4,5-dimethanol [(4R,5R)-2,2-dimethyl-1,3-dioxolane-4,5-diyl]bis(diphenylmethanol) (4R,5R)-(-)-2,2-Dimethyl-α,α,α',α'-tetraphenyl-1,3-dioxolane-4,5-dimethanol |
| CAS | 93379-48-7 |
| InChI | InChI=1/C31H30O4/c1-29(2)34-27(30(32,23-15-7-3-8-16-23)24-17-9-4-10-18-24)28(35-29)31(33,25-19-11-5-12-20-25)26-21-13-6-14-22-26/h3-22,27-28,32-33H,1-2H3/t27-,28-/m1/s1 |
| InChIKey | RNSJHECWLNVNFE-KYJUHHDHSA-N |
[(4R,5R)-2,2-dimethyl-1,3-dioxolane-4,5-diyl]bis(diphenylmethanol) - Physico-chemical Properties
| Molecular Formula | C31H30O4 |
| Molar Mass | 466.58 |
| Density | 1.0864 (rough estimate) |
| Melting Point | 193-195°C(lit.) |
| Boling Point | 489.39°C (rough estimate) |
| Specific Rotation(α) | -65.5 º (c=1, CHCl3) |
| Flash Point | 336.7°C |
| Vapor Presure | 6.69E-17mmHg at 25°C |
| Appearance | Powder |
| Color | white |
| BRN | 3657855 |
| pKa | 12.28±0.29(Predicted) |
| Storage Condition | Inert atmosphere,Room Temperature |
| Refractive Index | -69 ° (C=1, CHCl3) |
| MDL | MFCD00064467 |
| Use | Usually used as reactant or reagent involved in enantioswitching of catalytic asymmetric hydroboration,Synthesis of derivative ligands for asymmetric hydroformylation of alkenes,Amide-directed catalytic asymmetric hydroboration of trisubstituted alke |
[(4R,5R)-2,2-dimethyl-1,3-dioxolane-4,5-diyl]bis(diphenylmethanol) - Risk and Safety
| Risk Codes | R36/38 - Irritating to eyes and skin. R36/37/38 - Irritating to eyes, respiratory system and skin. R20/21/22 - Harmful by inhalation, in contact with skin and if swallowed. |
| Safety Description | S24/25 - Avoid contact with skin and eyes. S36 - Wear suitable protective clothing. S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. |
| WGK Germany | 3 |
| HS Code | 29329970 |
[(4R,5R)-2,2-dimethyl-1,3-dioxolane-4,5-diyl]bis(diphenylmethanol) - Introduction
(-)-4,5-Bis[hydroxy(diphenyl)methyl]-2,2-dimethyl-1,3-dioxolane, also known as (-)-hydroxy(diphenyl)methyl]-2,2-dimethyl-1,3-dioxolane, is an organic compound.
Properties:(-)-4,5-Bis[hydroxy(diphenyl)methyl]-2,2-dimethyl-1,3-dioxolane is a solid with a white to pale yellow color. It is a chiral compound with four chiral centers and the chemical formula is C26H26O4. It is an inorganic solvent-soluble compound that can be dissolved by some common organic solvents such as dimethyl sulfoxide and ethyl acetate. This compound is stable in air, but may decompose at high temperatures.
Uses:(-)-4,5-Bis[hydroxy(diphenyl)methyl]-2,2-dimethyl-1,3-dioxolane is widely used in organic synthesis. It is often used as a chiral complementary reagent, especially in chiral analysis and chiral separation. In addition, it can also be used as an important intermediate for the preparation of other chiral compounds.
preparation method:(-)-4,5-Bis[hydroxy(diphenyl)methyl]-2,2-dimethyl-1,3-dioxolane can be prepared by nucleophilic addition to carbonyl compounds. For example, a metal salt catalyst in benzyl alcohol and dichloromethane can be used to form (-)-4,5-Bis[hydroxy(diphenyl)methyl]-2,2-dimethyl-1,3-dioxolane.
Safety Information: No specific safety information is currently available for (-)-4,5-Bis[hydroxy(diphenyl)methyl]-2,2-dimethyl-1,3-dioxolane. However, as a chemical, it should be used and stored in an appropriate safe manner. Care should be taken to prevent inhalation, ingestion or contact with skin and eyes during use. If you accidentally come into contact with this compound, immediately flush the affected area with plenty of water and seek medical help immediately. Be sure to understand and follow the relevant safety guidelines before use.
Properties:(-)-4,5-Bis[hydroxy(diphenyl)methyl]-2,2-dimethyl-1,3-dioxolane is a solid with a white to pale yellow color. It is a chiral compound with four chiral centers and the chemical formula is C26H26O4. It is an inorganic solvent-soluble compound that can be dissolved by some common organic solvents such as dimethyl sulfoxide and ethyl acetate. This compound is stable in air, but may decompose at high temperatures.
Uses:(-)-4,5-Bis[hydroxy(diphenyl)methyl]-2,2-dimethyl-1,3-dioxolane is widely used in organic synthesis. It is often used as a chiral complementary reagent, especially in chiral analysis and chiral separation. In addition, it can also be used as an important intermediate for the preparation of other chiral compounds.
preparation method:(-)-4,5-Bis[hydroxy(diphenyl)methyl]-2,2-dimethyl-1,3-dioxolane can be prepared by nucleophilic addition to carbonyl compounds. For example, a metal salt catalyst in benzyl alcohol and dichloromethane can be used to form (-)-4,5-Bis[hydroxy(diphenyl)methyl]-2,2-dimethyl-1,3-dioxolane.
Safety Information: No specific safety information is currently available for (-)-4,5-Bis[hydroxy(diphenyl)methyl]-2,2-dimethyl-1,3-dioxolane. However, as a chemical, it should be used and stored in an appropriate safe manner. Care should be taken to prevent inhalation, ingestion or contact with skin and eyes during use. If you accidentally come into contact with this compound, immediately flush the affected area with plenty of water and seek medical help immediately. Be sure to understand and follow the relevant safety guidelines before use.
Last Update：2024-04-10 22:29:15
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