55824-09-4

Basic information

• Product Name: 2H-1-Benzopyran-5-ol,2,7-dimethyl-2-(4- methyl-3-pentenyl)-
• Synonyms: cannabichromeorcin;2,7-Dimethyl-2-(4-methyl-pent-3-enyl)-2H-chromen-5-ol;cannabichromene-C1;2-methyl-2(4'-methyl-pent-3'-enyl)-5-hydroxy-7-methyl-chromene;2-methyl-2(4-methyl-pent-3-enyl)-5-hydroxy-7-methylchromene;5-hydroxy-2,7-dimethyl-2-(4-methyl-3-pentenyl)-2H-chromene
• CAS NO: 55824-09-4
• Molecular Formula: C17H22O2
• Molecular Weight: 258.36
• Mol File: 55824-09-4.mol
• Article Data: 12

Chemical Properties

• CAS DataBase Reference: 2H-1-Benzopyran-5-ol,2,7-dimethyl-2-(4- methyl-3-pentenyl)- (CAS DataBase Reference)
• NIST Chemistry Reference: 2H-1-Benzopyran-5-ol,2,7-dimethyl-2-(4- methyl-3-pentenyl)- (55824-09-4)
• EPA Substance Registry System: 2H-1-Benzopyran-5-ol,2,7-dimethyl-2-(4- methyl-3-pentenyl)- (55824-09-4)

Safety Data

• Hazardous Substances Data: 55824-09-4(Hazardous Substances Data)

Usage

Description

(±)-Cannabichromeorcin (CRM) (Item No. 21742) is a certified reference material categorized as a cannabinoid. This product is intended for research and forensic applications.

Upstream product

• 504-15-4 orcinol 
• 141-27-5 3,7-dimethyl-2,6-octadienal 
• 705931-13-1 2,7-dimethyl-5-hydroxy-2-(4-methylpent-3-enyl)-2H-1-benzopyran-6-carboxylic acid 
• 496-73-1 4-methyl resorcinol 
• 5392-40-5 (E/Z)-3,7-dimethyl-2,6-octadienal 
• 69734-83-4 cannabigerorcinic acid 
• 251654-52-1 3-chloro-2-hydroxy-6-methoxy-4-methylbenzaldehyde 
• 251654-48-5 chloroatranol dimethyl ether 
• 878480-21-8 8-chloro-5-methoxy-2,7-dimethyl-2H-chromene-2-propanonitrile 
• 878479-94-8 8-chloro-5-methoxy-2,7-dimethyl-2H-chromene-2-ethanol 
• 878480-22-9 8-chloro-5-methoxy-2,7-dimethyl-2H-chromene-2-propanal 
• 878480-20-7 8-chloro-2-(2-chloroethyl)-5-methoxy-2,7-dimethyl-2H-chromene 
• 878479-93-7 8-chloro-5-methoxy-2-methyl-2-(4-methyl-3-pentenyl)-2H-chromene 
• 6937-96-8 2,6-dimethoxy-4-methylbenzaldehyde 

Relevant articles and documents

Ortho-Quinone Methide Cyclizations Inspired by the Busseihydroquinone Family of Natural Products

A series of cascade reactions of o-quinone methides have been developed based on the proposed biosynthesis of busseihydroquinone and parvinaphthol meroterpenoid natural products. The polycyclic framework of the most complex family members, busseihydroquinone E and parvinaphthol C, was assembled by an intramolecular [4 + 2] cycloaddition of an electron-rich chromene substrate. The resultant cyclic enol ether underwent rearrangements under acidic or oxidative conditions, which led to a new total synthesis of rhodonoid D.

Synthesis of Cannabinoids: "in Water" and "on Water" Approaches: Influence of SDS Micelles

We have proven that the biomimetic-like synthesis of cannabinoids from citral and the corresponding phenolic counterpart may well be carried out using water as a solvent. The influence of different additives such as surfactants was also analyzed. Rationalization of the reaction mode and regiochemistry of the processes were provided in terms of "on water"and "in water"reactions. The same reactions were conducted in organic media using Ga(III) salts as catalysts. Worthy of being underlined, an unprecedented formal [2+2+2] process was found to occur between two citral molecules and the corresponding phenolic species in both aqueous and organic environments. Computational studies were performed in order to gain a comprehensive mechanistic and energetic understanding of the different steps of this singular process. Finally, the influence of SDS micelles in the chemical behavior of olivetol and citral was also pursued using PGSE diffusion and NOESY NMR studies. These data permitted to tentatively propose the existence of a mixed micelle between olivetol and SDS assemblies.

Biomimetic Synthetic Studies on the Bruceol Family of Meroterpenoid Natural Products

A biomimetic approach to total synthesis can offer several benefits, including the development of cascade reactions for the rapid generation of molecular complexity, and guidance in the structure revision of old natural products and the anticipation of ne