50463-17-7

Basic information

• Product Name: 2-(prop-2-en-1-ylsulfanyl)-1,3-benzoxazole
• Synonyms: 2-(Allylsulfanyl)-1,3-benzoxazole; benzoxazole, 2-(2-propen-1-ylthio)-
• CAS NO: 50463-17-7
• Molecular Formula: C₁₀H₉NOS
• Molecular Weight: 191.2496
• Mol File: 50463-17-7.mol

Chemical Properties

• Boiling Point: 286.5°C at 760 mmHg
• Flash Point: 127.1°C
• Density: 1.21g/cm³
• Vapor Pressure: 0.00453mmHg at 25°C
• Refractive Index: 1.631
• CAS DataBase Reference: 2-(prop-2-en-1-ylsulfanyl)-1,3-benzoxazole(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(prop-2-en-1-ylsulfanyl)-1,3-benzoxazole(50463-17-7)
• EPA Substance Registry System: 2-(prop-2-en-1-ylsulfanyl)-1,3-benzoxazole(50463-17-7)

Safety Data

• Hazardous Substances Data: 50463-17-7(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Synthesis:
2-(prop-2-en-1-ylsulfanyl)-1,3-benzoxazole is used as an intermediate in the synthesis of pharmaceuticals for its ability to contribute to the development of new drugs. Its unique structure allows for the creation of complex molecules with potential therapeutic effects.
Used in Agrochemical Production:
In the agrochemical industry, 2-(prop-2-en-1-ylsulfanyl)-1,3-benzoxazole is used as a building block in the production of agrochemicals, such as pesticides and herbicides. Its incorporation into these compounds can enhance their effectiveness in controlling pests and weeds.
Used in Organic Material Synthesis:
2-(prop-2-en-1-ylsulfanyl)-1,3-benzoxazole is used as a key component in the synthesis of organic materials, where its properties can be leveraged to create materials with specific characteristics, such as improved stability or reactivity.
Used in Antifungal and Antibacterial Applications:
2-(prop-2-en-1-ylsulfanyl)-1,3-benzoxazole is studied for its potential as an antifungal and antibacterial agent, with applications in both medical and industrial settings. Its ability to inhibit the growth of fungi and bacteria makes it a promising candidate for use in antimicrobial treatments and products.
Used in Organic Chemistry Research:
As a valuable building block in organic chemistry, 2-(prop-2-en-1-ylsulfanyl)-1,3-benzoxazole is used in various synthetic reactions to create new and complex molecules. Its versatility in chemical transformations makes it an important tool for researchers in the field of organic chemistry.

Upstream product

• 35466-83-2 allyl methyl carbonate 
• 2382-96-9 2-sulfanyl-1,3-benzoxazole 
• 97-74-5 bis(dimethylthiocarbamoyl)sulfide 
• 106-95-6 allyl bromide 
• 95-55-6 2-amino-phenol 
• 107-05-1 3-chloroprop-1-ene 
• 2382-96-9 benzo[d]oxazole-2-(3H)-thione 
• 3116-52-7 N,N'-diisopropyl-O-allylisourea 
• 19172-47-5 Lawessons reagent 
• 51389-04-9 2-(allylthio)-1H-benzimidazole 
• 67-66-3 chloroform 

Downstream Products

• 273-53-0 benzoxazole 
• 2179-57-9 diallyl disulphide 

Relevant articles and documents

Synthesis, characterization, and preliminary in vitro cytotoxic evaluation of a series of 2-substituted benzo [d] [1,3] azoles

A series of benzo [d] [1,3] azoles 2-substituted with benzyl-and allyl-sulfanyl groups were synthesized, and their cytotoxic activities were in vitro evaluated against a panel of six human cancer cell lines. The results showed that compounds BTA-1 and BMZ

Three-Component Synthesis of 2-Substituted Thiobenzoazoles Using Tetramethyl Thiuram Monosulfide (TMTM) as Thiocarbonyl Surrogate

A metal-free synthesis of 2-benzyl/allyl-substituted thiobenzoazoles was developed starting from tetramethyl thiuram monosulfide (TMTM) which served as thiocarbonyl surrogate. By using 2-aminophenols (or 2-aminothiophenols, or 1,2-phenylenediamines) and TMTM as starting materials, 2-mercaptobenzoazoles could be synthesized efficiently. The subsequent C–S bond formation with benzyl/allyl halides gave the final products (2-benzyl/allyl-substituted thiobenzoazoles) with good to excellent yields. The metal-free conditions, inexpensive and easily available starting materials, and broad substrate scope are the advantageous features of this protocol.

A novel synthesis of 2-alkylthiobenzothiazoles and 2-alkylthiobenzoxazoles

3H-Benzothiazole-2-thione and 3H-benzoxazole-2-thione were selectively S-alkylated by use of O-alkylisoureas as the alkylating reagents. The reactions could be performed under mild reaction conditions in short reaction times, and high yields were obtained using O-primary-alkylisoureas, whereas low yields were obtained with sec-and tert-alkylisoureas.

Novel sulfur-to-nitrogen migration of ethenylmethyl moiety in benz[d]oxazole system via internal radical capture

2-Ethenylmethylthiobenz[d]oxazoles 9-11, on heating at high temperature in bromobenzene, underwent migration of ethenylmethyl moieties without rearrangement from sulfur to nitrogen in an internal radical capture pathway, instead of [3,3]-sigmatropic change, to furnish 3-ethenylmethylbenz[d]oxazole- 2(3H)-thiones 13-15. Copyright Taylor & Francis Group, LLC.

Reactions of 2-allylthiobenzimidazole, -oxazole, -thiazole, and the isomeric thiones with dichlorocarbene

The reactions of 2-allylthiobenzimidazole, -oxazole, and -thiazole, and the thiones formed from them on heating, with dichlorocarbene have been investigated under phase transfer catalysis conditions.

Palladium(0)-catalyzed alkylation of thiols

Palladium(0)-catalyzed alkylation of various allylic carbonates by aromatic thiols allowed the easy preparation of various allylic aryl sulphides in quite good yields. The reaction was regioselective with substitution at the less hindered side of the π-allyl system whatever the temperature of the reaction, and was diastereoselective with net retention of configuration.

Synthesis of allyl aryl sulphides by palladium(0)-mediated alkylation of thiols

Various allylic aryl sulphides are readily prepared in high yields by the palladium(0)-catalyzed S-alkylation of allylic carbonates by various aromatic thiols.