1023-91-2

Usage

Uses

Used in Pharmaceutical Industry:
1,3-dihydro-3,3-dimethyl-1-phenylisobenzofuran-1-ol is used as a chemical intermediate for the synthesis of various drugs and biologically active compounds, contributing to the development of new medications and therapies.
Used in Organic Chemistry:
In the realm of organic chemistry, 1,3-dihydro-3,3-dimethyl-1-phenylisobenzofuran-1-ol serves as a building block for constructing more complex molecular structures, facilitating advancements in chemical research and the creation of novel materials.

InChI:InChI=1/C16H16O2/c1-15(2)13-10-6-7-11-14(13)16(17,18-15)12-8-4-3-5-9-12/h3-11,17H,1-2H3

Upstream product

• 1689-09-4 3,3-Dimethyl-3H-isobenzofuran-1-one 
• 85-44-9 phthalic anhydride 
• 108-86-1 bromobenzene 
• 591-51-5 phenyllithium 

Downstream Products

• 10133-15-0 1-Methoxy-3,3-dimethyl-1-phenyl-phthalan 
• 10133-73-0 4-(3,3-dimethyl-1-phenyl-1,3-dihydro-isobenzofuran-1-yl)-5-methyl-2-phenyl-1,2-dihydro-pyrazol-3-one 
• 5447-86-9 10,10-dimethyl-9,10-dihydroanthracen-9-one 
• 13616-47-2 1,1-dimethyl-3-phenyl-1,3-dihydroisobenzofuran 
• 107552-53-4 C₁₇H₁₉N₃OS 

Relevant academic research and scientific papers

Free energy and entropy changes in vertical and nonvertical triplet energy transfer processes between rigid and nonrigid molecules. A laser photolysis study

The free energy and entropy changes associated with intermolecular triplet energy transfer (TT) processes were determined by direct measurement of the equilibrium constant using a laser flash photolysis technique. 10,10-Dimethylanthrone and 9,9-dimethylfluorene were synthesized and used as a "rigid" donor and acceptor, respectively, in comparison with 4-methylbenzophenone, a "nonrigid" donor, and 4-methylbiphenyl, a "nonrigid" acceptor, in the TT reactions. Both the nonrigid donor and the nonrigid acceptor lose entropy while going from the twisted ground state to the planar triplet state. The ΔS values for 4-methylbenzophenone and 4-methylbiphenyl are 0.5-1.0 and 2.5-3.0 gibbs/mol, respectively.

Oxidative Kinetic Resolution of Cyclic Benzylic Ethers

A manganese-catalyzed oxidative kinetic resolution of cyclic benzylic ethers through asymmetric C(sp3)?H oxidation is reported. The practical approach is applicable to a wide range of 1,3-dihydroisobenzofurans bearing diverse functional groups and substituent patterns at the α position with extremely efficient enantiodiscrimination. The generality of the strategy was further demonstrated by efficient oxidative kinetic resolution of another type of five-membered cyclic benzylic ether, 2,3-dihydrobenzofurans, and six-membered 6H-benzo[c]chromenes. Direct late-stage oxidative kinetic resolution of bioactive molecules that are otherwise difficult to access was further explored.

Preparation method of 10,10-dimethylanthrone

The invention belongs to the field of drug synthesis and provides a novel method of synthesizing melitracen hydrochloride intermediate 10,10-dimethylanthrone. The 10,10-dimethylanthrone is prepared from phthalic anhydride as a start material through two-step Grignard reaction and three-step closed-ring reaction. The total yield is up to 30%, and the purity of the finished intermediate is higher than 98.0%. Compared with traditional synthetic processes, the novel process herein has simple steps and greatly reduced production cost, causes little environmental pollution and helps greatly solve the environmental issue caused by the production of 10,10-dimethylanthrone.