94442-86-1

Basic information

• Product Name: 3,4-dihydro-2H-thiochromen-4-yl acetate
• CAS NO: 94442-86-1
• Molecular Formula: C₁₁H₁₂O₂S
• Molecular Weight: 208.2768
• Mol File: 94442-86-1.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 290°C at 760 mmHg
• Flash Point: 131.1°C
• Density: 1.21g/cm³
• Vapor Pressure: 0.00213mmHg at 25°C
• Refractive Index: 1.589
• CAS DataBase Reference: 3,4-dihydro-2H-thiochromen-4-yl acetate(CAS DataBase Reference)
• NIST Chemistry Reference: 3,4-dihydro-2H-thiochromen-4-yl acetate(94442-86-1)
• EPA Substance Registry System: 3,4-dihydro-2H-thiochromen-4-yl acetate(94442-86-1)

Safety Data

• Hazardous Substances Data: 94442-86-1(Hazardous Substances Data)

Upstream product

• 3528-17-4 2,3-dihydro-4H-[1]benzothiopyran-4-one 
• 40316-60-7 thiochroman-4-ol 
• 108-24-7 acetic anhydride 

Relevant articles and documents

Practical access to (S)-heterocyclic aromatic acetates via CAL-B/Na2CO3-deacylation and Mitsunobu reaction protocol

Herein, we report the preparation of enantiomerically pure forms of 2,3-dihydrobenzofuran-3-ol (1), chroman-4-ol (2), thiochroman-4-ol (3), 1-(furan-2-yl) ethanol (5) and 1-(thiophen-2-yl) ethanol (6), through a kinetic resolution catalysed by Candida antarctica lipase B/Na2CO3 hydrolysis sequence in organic media. The (R)-furnished alcohols and the (S)-remained acetates are recovered enantiopures (ee?>99%, E???200, Conv = 50%). Those ideal enzymatic kinetic resolution (EKRs) are well incorporated to the Mitsunobu inversion protocol in a one pot procedure to give (S)-heterocyclic acetates (1a–3a) in good to high enantiomeric excess (88%–92% ee). Whilst, the (S)-heteroaromatic acetates (5a and 6a) are given with moderate enantiomeric excess (51%–62% ee). All the (S)-acetates are given in good isolated chemical yields (>80%) allowing to overcome the maximum of 50% yield which could be usually reached in a regular kinetic resolution processes.