10150-95-5

Basic information

• Product Name: 2(3H)-Furanone, dihydro-4,5-dimethyl-, cis-
• CAS NO: 10150-95-5
• Molecular Formula: C6H10O2
• Molecular Weight: 114.144
• Mol File: 10150-95-5.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: 2(3H)-Furanone, dihydro-4,5-dimethyl-, cis-(CAS DataBase Reference)
• NIST Chemistry Reference: 2(3H)-Furanone, dihydro-4,5-dimethyl-, cis-(10150-95-5)
• EPA Substance Registry System: 2(3H)-Furanone, dihydro-4,5-dimethyl-, cis-(10150-95-5)

Safety Data

• Hazardous Substances Data: 10150-95-5(Hazardous Substances Data)

Usage

Physical state

Colorless liquid

Odor

Fruity, caramel-like

Usage

Flavoring agent in food and beverage products

Natural sources

Coffee, cheese, roasted nuts

Production

Artificially synthesized for use in consumer products

Health concerns

Potential allergen, skin and eye irritant

Ongoing research

Safety and potential health effects

Isomer distinction

cis-isomer has a different chemical structure and properties compared to the trans-isomer, which can impact physiological effects and applications.

Upstream product

• 16251-73-3 (2α,3α)-(+/-)-Tetrahydro-2,3-dimethylfuran 
• 105-43-1 3-methylvaleric acid 

Relevant articles and documents

Diastereoselective Synthesis of cis- or trans-2,3-Substituted Tetrahydrofurans and 3,4-Substituted 4-Butanolides

Improved synthesis of 10 and the epimerisation 10 --> 11 yield cis- and trans-tetrahydro-3-furancarbaldehydes (10,11) with high diastereoselectivity. 10 as well as 11 are reduced by the Wolff-Kishner procedure to give 2-substituted 3-methyltetrahydrofurans 15 with trans configuration. 2-Substituted 3-methyltetrahydrofurans with cis configuration 14 are synthesized via 10 --> 12 --> 13 --> 14.The furans 14 and 15 possess structural features of naturally occurring 4-butanolides like quercus lactone a, quercus lactone b, or eldanolide which is the pheromone of the sugarcane borer Eldana saccharina (Wlk.). 14 and 15 are readily oxidized with CrO3/Ac2O to yield the lactones 16 and 17, whereas oxidation with Ru oxides proved to be less effective.The synthesis of rac-1 and rac-2 is described.