183626-28-0

Basic information

• Product Name: (3aR,7aS)-Hexahydro-3a-hydroxy-6(2H)-benzofuranone
• Synonyms: (3aR,7aS)-Hexahydro-3a-hydroxy-6(2H)-benzofuranone
• CAS NO: 183626-28-0
• Molecular Formula: C8H12O3
• Molecular Weight: 156.17908
• Mol File: 183626-28-0.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 303.0±37.0 °C(Predicted)
• Appearance: /
• Density: 1.301±0.06 g/cm3(Predicted)
• PKA: 13.99±0.20(Predicted)
• CAS DataBase Reference: (3aR,7aS)-Hexahydro-3a-hydroxy-6(2H)-benzofuranone(CAS DataBase Reference)
• NIST Chemistry Reference: (3aR,7aS)-Hexahydro-3a-hydroxy-6(2H)-benzofuranone(183626-28-0)
• EPA Substance Registry System: (3aR,7aS)-Hexahydro-3a-hydroxy-6(2H)-benzofuranone(183626-28-0)

Safety Data

• Hazardous Substances Data: 183626-28-0(Hazardous Substances Data)

Usage

General Description

The chemical "(3aR,7aS)-Hexahydro-3a-hydroxy-6(2H)-benzofuranone" is also known as heliotropin and is a synthetic compound commonly used in the fragrance and flavor industry. It has a sweet, vanilla-like scent and is often used in perfumes, soaps, and lotions. It is also used as a flavoring agent in foods and beverages. Heliotropin is a cyclic ketone and is derived from coumarin, a natural compound found in plants such as tonka beans, sweet clover, and cinnamon. It is valued for its pleasant aroma and ability to enhance the overall fragrance profile of products.

Upstream product

• 189264-47-9 (3aR,7aR)-3a-hydroxy-3,3a,7,7a-tetrahydrobenzofuran-6(2H)-one 
• 183626-27-9 (3aS,7aS)-3a-hydroxy-3,3a,7,7a-tetrahydrobenzofuran-6(2H)-one 
• 214678-39-4 [(1R,4S,4aR,5R,8R,8aS)-8-(tert-Butyl-dimethyl-silanyloxy)-5-hydroxy-1,4,4a,5,6,7,8,8a-octahydro-1,4-methano-naphthalen-5-yl]-acetic acid ethyl ester 
• 214678-36-1 ((1R,4S,4aR,5S,8aS)-5-Hydroxy-8-oxo-1,4,4a,5,8,8a-hexahydro-1,4-methano-naphthalen-5-yl)-acetic acid ethyl ester 
• 214678-40-7 (1R,4S,4aR,5R,8R,8aS)-8-(tert-Butyl-dimethyl-silanyloxy)-5-(2-hydroxy-ethyl)-1,4,4a,5,6,7,8,8a-octahydro-1,4-methano-naphthalen-5-ol 
• 214678-37-2 ((1R,4S,4aR,5R,8aS)-5-Hydroxy-8-oxo-1,4,4a,5,6,7,8,8a-octahydro-1,4-methano-naphthalen-5-yl)-acetic acid ethyl ester 
• 214678-29-2 ((1R,4S,4aR,5S,8R,8aS)-5,8-Dihydroxy-1,4,4a,5,8,8a-hexahydro-1,4-methano-naphthalen-5-yl)-acetic acid ethyl ester 
• 214678-38-3 ((1R,4S,4aR,5R,8R,8aS)-5,8-Dihydroxy-1,4,4a,5,6,7,8,8a-octahydro-1,4-methano-naphthalen-5-yl)-acetic acid ethyl ester 
• 214678-41-8 (1R,4R)-4-(tert-Butyl-dimethyl-silanyloxy)-1-(2-hydroxy-ethyl)-cyclohex-2-enol 
• 214678-27-0 ((1R,4S,4aR,5S,8R,8aS)-8-Acetoxy-5-hydroxy-1,4,4a,5,8,8a-hexahydro-1,4-methano-naphthalen-5-yl)-acetic acid ethyl ester 
• 214678-50-9 (3aR,6R,7aS)-6-(tert-Butyl-dimethyl-silanyloxy)-hexahydro-benzofuran-3a-ol 
• 165197-71-7 cleorindicin E 

Downstream Products

• 165197-71-7 cleorindicin E 
• 165197-71-7 isocleorindicin E 

Relevant articles and documents

Desymmetrization of cyclohexadienones via bronsted acid-catalyzed enantioselective oxo-michael reaction

Chemical Reaction Reprentation Desymmetrlzatlon of cyclohexadlenones via enantloselectlve oxo-Mlchael reaction catalyzed by chlral phosphoric add to afford highly enantloenrlched 1,4-dloxane and tetrahydrofuran derivatives In excellent yields has been realized. The newly established methodology allows the facile enantloselectlve synthesis of clerolndlclns C, D, and F.Copyright

Enantioselective total synthesis of all of the known chiral cleroindicins (C-F): Clarification among optical rotations and assignments

(Chemical Equation Presented) Enantioselective syntheses of all of the named chiral members of the cleroindicin family (C-F) are reported. This effort demonstrates the synthetic utility of a 2,4-dihydroxybenzaldehyde as a starting material for natural pro