936-51-6

Basic information

• Product Name: 2-PHENYL-1,3-DIOXOLANE
• Synonyms: LABOTEST-BB LT02097925;2-PHENYL-1,3-DIOXOLANE;RARECHEM AL BP 0531;Benzaldehyde ethylene acetal;1-(1,3-Dioxolane-2-yl)benzene;Benzaldehyde (ethane-1,2-diyl)acetal
• CAS NO: 936-51-6
• Molecular Formula: C₉H₁₀O₂
• Molecular Weight: 150.17
• EINECS: 213-315-5
• Product Categories: Acetals/Ketals/Ortho Esters;Organic Building Blocks;Oxygen Compounds
• Mol File: 936-51-6.mol
• Article Data: 135

Chemical Properties

• Boiling Point: 80 °C0.3 mm Hg(lit.)
• Flash Point: 209 °F
• Appearance: /
• Density: 1.106 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.0808mmHg at 25°C
• Refractive Index: n20/D 1.526(lit.)
• CAS DataBase Reference: 2-PHENYL-1,3-DIOXOLANE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-PHENYL-1,3-DIOXOLANE(936-51-6)
• EPA Substance Registry System: 2-PHENYL-1,3-DIOXOLANE(936-51-6)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 936-51-6(Hazardous Substances Data)

Usage

Synthesis Reference(s)

The Journal of Organic Chemistry, 43, p. 438, 1978 DOI: 10.1021/jo00397a013Synthesis, p. 808, 1974 DOI: 10.1055/s-1974-23438Tetrahedron Letters, 32, p. 5667, 1991 DOI: 10.1016/S0040-4039(00)93524-X

InChI:InChI=1/C9H10O2/c1-2-4-8(5-3-1)9-10-6-7-11-9/h1-5,9H,6-7H2

Upstream product

• 110-80-5 2-ethoxy-ethanol 
• 4460-46-2 3-chloro-3-phenyl-3H-diazirine 
• 111-90-0 ethoxyethoxyethanol 
• 5721-88-0 2-phenyl-1,3-oxathiolane 
• 107-21-1 ethylene glycol 
• 34824-58-3 2-(2-bromophenyl)-1,3-dioxolan 
• 103-67-3 benzyl-methyl-amine 
• 77924-21-1 5-(4-[1,3]Dioxolan-2-yl-phenoxy)-1-phenyl-1H-tetrazole 
• 74733-97-4 2-<2-(2-<2-(2-methoxyethoxy)ethoxy>ethoxy)ethoxy>-1,3-dioxolan 
• 74733-98-5 2-(2-<2-(2-methoxyethoxy)ethoxy>ethoxy)-1,3-dioxolan 
• 74733-99-6 2-<2-(2-methoxyethoxy)ethoxy>-1,3-dioxolan 
• 28104-05-4 2-(2-methoxyethoxy)-1,3-dioxolan 
• 132636-67-0 3-(4-[1,3]Dioxolan-2-yl-phenoxy)-benzo[d]isothiazole 1,1-dioxide 
• 81381-75-1 1,3-Bis(1,3-dioxan-2-yloxy)propane 

Downstream Products

• 622-22-0 1,2-dibenzyloxyethane 
• 17155-68-9 2-dichloromethyl-2-phenyl-[1,3]dioxolane 
• 10503-36-3 exo-7-phenyl-norcarane 
• 10503-37-4 7-phenylbicyclo[4.1.0]heptane 
• 539-30-0 1-(ethoxymethyl)benzene 
• 622-08-2 2-Benzyloxyethanol 
• 107-21-1 ethylene glycol 
• 7381-30-8 2,2,7,7-tetramethyl-3,6-dioxa-2,7-disilaoctane 
• 39252-69-2 2-iodoethyl benzoate 
• 104669-74-1 benzyl carbamic acid allyl ester 
• 94-33-7 C₉H₁₀O₃ 
• 22865-60-7 1-(4-methoxybenzyl)-4-methylbenzene 
• 13468-89-8 2-phenyl-[1,3,2]dioxaphospholane-2-oxide 
• 1394823-21-2 2-(2-(1,3-dioxolan-2-yl)phenyl)-1-phenylpropan-1-one 

Relevant articles and documents

Synthesis of novel acidic ionic liquid immobilized on silica

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Application of poly(Vinylbenzyltrimethylammonium tribromide) resin as an efficient polymeric catalyst in the acetalization and diacetylation of benzaldehydes

The applications of a new supported tribromide reagent (poly(vinylbenzyltrimethylammonium tribromide) resin) were reported. This supported tribromide resin was used as a catalyst in the acetalization and diacetylation of benzaldehydes under mild conditions with high efficiency. The effects of solvents, and amount of the supported tribromide resin on the reactions were investigated. Under the optimal conditions, most of acetal and 1,1-diacetates of benzaldehydes were selectively obtained in excellent yields.

An Intramolecular Iodine-Catalyzed C(sp3)?H Oxidation as a Versatile Tool for the Synthesis of Tetrahydrofurans

The formation of ubiquitous occurring tetrahydrofuran patterns has been extensively investigated in the 1960s as it was one of the first examples of a non-directed remote C?H activation. These approaches suffer from the use of toxic transition metals in overstoichiometric amounts. An attractive metal-free solution for transforming carbon-hydrogen bonds into carbon-oxygen bonds lies in applying economically and ecologically favorable iodine reagents. The presented method involves an intertwined catalytic cycle of a radical chain reaction and an iodine(I/III) redox couple by selectively activating a remote C(sp3)?H bond under visible-light irradiation. The reaction proceeds under mild reaction conditions, is operationally simple and tolerates many functional groups giving fast and easy access to different substituted tetrahydrofurans.