6285-99-0

Basic information

• Product Name: (3E)-3-benzylidenedihydrofuran-2(3H)-one
• Synonyms: (3E)-3-Benzylidenedihydrofuran-2(3H)-one; 2(3H)-Furanone, dihydro-3-(phenylmethylene)-, (3E)-
• CAS NO: 6285-99-0
• Molecular Formula: C₁₁H₁₀O₂
• Molecular Weight: 174.1959
• Mol File: 6285-99-0.mol
• Article Data: 45

Chemical Properties

• Boiling Point: 361.8°C at 760 mmHg
• Flash Point: 151.3°C
• Density: 1.209g/cm³
• Vapor Pressure: 2.02E-05mmHg at 25°C
• Refractive Index: 1.623
• CAS DataBase Reference: (3E)-3-benzylidenedihydrofuran-2(3H)-one(CAS DataBase Reference)
• NIST Chemistry Reference: (3E)-3-benzylidenedihydrofuran-2(3H)-one(6285-99-0)
• EPA Substance Registry System: (3E)-3-benzylidenedihydrofuran-2(3H)-one(6285-99-0)

Safety Data

• Hazardous Substances Data: 6285-99-0(Hazardous Substances Data)

Usage

Description

(3E)-3-benzylidenedihydrofuran-2(3H)-one, also known as benzylideneacetone, is a chemical compound with the molecular formula C11H10O2. It is a yellow crystalline solid that is commonly used as a fragrance ingredient in perfumes and cosmetics due to its sweet, floral odor.
Used in Fragrance Industry:
(3E)-3-benzylidenedihydrofuran-2(3H)-one is used as a fragrance ingredient for its sweet, floral odor that adds a warm and powdery note to perfumes and cosmetics.
Used in Pharmaceutical Industry:
(3E)-3-benzylidenedihydrofuran-2(3H)-one is used as a common intermediate in the production of pharmaceuticals, contributing to the synthesis of various organic compounds.
Used in Agrochemical Industry:
(3E)-3-benzylidenedihydrofuran-2(3H)-one is used as a common intermediate in the production of agrochemicals, playing a role in the synthesis of various organic compounds for agricultural applications.
Used in Antimicrobial and Antifungal Applications:
(3E)-3-benzylidenedihydrofuran-2(3H)-one has been studied for its potential antimicrobial and antifungal properties, indicating its possible use in applications requiring such characteristics.
It is important to handle (3E)-3-benzylidenedihydrofuran-2(3H)-one with care as it may cause irritation to the skin, eyes, and respiratory system upon contact.

Upstream product

• 96-48-0 4-butanolide 
• 100-52-7 benzaldehyde 
• 121934-14-3 α-dimethoxyphosphonyl-γ-butyrolactone 
• 201230-82-2 carbon monoxide 
• 10229-11-5 4-phenyl-but-3-yn-1-ol 
• 100-42-5 styrene 
• 547-65-9 α-methylene-γ-butyrolactone 
• 109-94-4 formic acid ethyl ester 
• 5061-21-2 α-bromo-γ-butyrolactone 
• 144303-03-7 4,5-dihydro-3-(E)-benzylidene-2(3H)-furanthione 
• 105688-46-8 O-4-Phenylbut-3-yn-1-yl S-methyl dithiocarbonate 
• 105688-42-4 C₁₁H₉ClO₂ 
• 105688-43-5 O-(4-phenylbut-3-yn-1-yl) Se-phenyl selenocarbonate 
• 66909-39-5 dithiocarbonic acid O-ethyl ester S-(2-oxotetrahydrofuran-3-yl) ester 

Downstream Products

• 99852-55-8 4-((Ξ)-2-oxo-dihydro-[3]furylidenemethyl)-benzenesulfonyl chloride 
• 135261-10-8 (4R*,5R*)-4-phenyl-1,2-diaza-7-oxaspiro<4.4>non-1-en-6-one 
• 40011-26-5 α-cis-benzylidene-γ-butyrolactone 
• 82044-34-6 (5R,6R,11R,12R)-11,12-Diphenyl-2,8-dioxa-dispiro[4.0.4.2]dodecane-1,7-dione 
• 82079-46-7 6,12-Diphenyl-2,9-dioxa-dispiro[4.1.4.1]dodecane-1,8-dione 
• 131188-70-0 (E)-2-phenylmethylidene-1,4-butanediol 
• 144303-03-7 4,5-dihydro-3-(E)-benzylidene-2(3H)-furanthione 
• 98011-08-6 (2S,3R)-2-Phenyl-1,5-dioxa-spiro[2.4]heptan-4-one 
• 68975-07-5 3-benzyltetrahydrofuran-2-one 
• 1530-65-0 3-((Ξ)-4-nitro-benzylidene)-dihydro-furan-2-one 
• 1530-67-2 3-((Ξ)-2,4-dinitro-benzylidene)-dihydro-furan-2-one 
• 1530-66-1 3-((Ξ)-2-nitro-benzylidene)-dihydro-furan-2-one 
• 131188-77-7 4-Methyl-3-[1-phenyl-meth-(E)-ylidene]-pentane-1,4-diol 
• 131188-80-2 4-Ethyl-3-[1-phenyl-meth-(E)-ylidene]-hexane-1,4-diol 

Relevant articles and documents

Selective Construction of C?C and C=C Bonds by Manganese Catalyzed Coupling of Alcohols with Phosphorus Ylides

Herein, we report the manganese catalyzed coupling of alcohols with phosphorus ylides. The selectivity in the coupling of primary alcohols with phosphorus ylides to form carbon-carbon single (C?C) and carbon-carbon double (C=C) bonds can be controlled by the ligands. In the conversion of more challenging secondary alcohols with phosphorus ylides the selectivity towards the formation of C?C vs. C=C bonds can be controlled by the reaction conditions, namely the amount of base. The scope and limitations of the coupling reactions were thoroughly evaluated by the conversion of 21 alcohols and 15 ylides. Notably, compared to existing methods, which are based on precious metal complexes as catalysts, the present catalytic system is based on earth abundant manganese catalysts. The reaction can also be performed in a sequential one-pot reaction generating the phosphorus ylide in situ followed manganese catalyzed C?C and C=C bond formation. Mechanistic studies suggest that the C?C bond was generated via a borrowing hydrogen pathway and the C=C bond formation followed an acceptorless dehydrogenative coupling pathway. (Figure presented.).

Ligand-Controlled Palladium-Catalyzed Carbonylation of Alkynols: Highly Selective Synthesis of α-Methylene-β-Lactones

The first general and regioselective Pd-catalyzed cyclocarbonylation to give α-methylene-β-lactones is reported. Key to the success for this process is the use of a specific sterically demanding phosphine ligand based on N-arylated imidazole (L11) in the presence of Pd(MeCN)2Cl2 as pre-catalyst. A variety of easily available alkynols provide under additive-free conditions the corresponding α-methylene-β-lactones in moderate to good yields with excellent regio- and diastereoselectivity. The applicability of this novel methodology is showcased by the direct carbonylation of biologically active molecules including natural products.

Reaction of N-heterocyclic carbaldehydes with furanones – An investigation of reactivity and regioselectivity

The aldol reaction of N-heterocyclic carbaldehydes with furan-2-ones has been investigated. Very mild and metal-free reaction conditions have been applied. The substitution pattern of the product was found to be controlled by the aldehyde. A detailed inve