57774-77-3

Basic information

• Product Name: 4-(TERT-BUTYL)BENZENE-1-CARBOTHIOAMIDE
• Synonyms: 4-TERT-BUTYLTHIOBENZAMIDE;4-(TERT-BUTYL)BENZENE-1-CARBOTHIOAMIDE;4-TERT-BUTYLBENZENECARBOTHIOAMIDE;Benzenecarbothioamide, 4-(1,1-dimethylethyl)- (9CI);4-TERT-BUTYLTHIOBENZAMIDE, 98;4-(tert-Butyl)benzothioaMide
• CAS NO: 57774-77-3
• Molecular Formula: C₁₁H₁₅NS
• Molecular Weight: 193.31
• Product Categories: THIOAMIDE
• Mol File: 57774-77-3.mol
• Article Data: 11

Chemical Properties

• Melting Point: 145-148 °C
• Boiling Point: 288.7 °C at 760 mmHg
• Flash Point: 128.4 °C
• Appearance: yellow crystalline powder
• Density: 1.058 g/cm³
• Vapor Pressure: 0.00231mmHg at 25°C
• Refractive Index: 1.58
• Storage Temp.: Refrigerator (+4°C)
• PKA: 12.78±0.29(Predicted)
• CAS DataBase Reference: 4-(TERT-BUTYL)BENZENE-1-CARBOTHIOAMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(TERT-BUTYL)BENZENE-1-CARBOTHIOAMIDE(57774-77-3)
• EPA Substance Registry System: 4-(TERT-BUTYL)BENZENE-1-CARBOTHIOAMIDE(57774-77-3)

Safety Data

• Hazard Codes: Xn
• Statements: 36/37/38-22-43-36
• Safety Statements: 37/39-26-36/37
• HazardClass: IRRITANT
• Hazardous Substances Data: 57774-77-3(Hazardous Substances Data)

Usage

Chemical Properties

Yellow crystalline powder

InChI:InChI=1/C11H15NS/c1-11(2,3)9-6-4-8(5-7-9)10(12)13/h4-7H,1-3H3,(H2,12,13)

Upstream product

• 4210-32-6 4-tert-butyl benzonitrile 
• 98-73-7 4-(1,1-dimethylethyl)benzoic acid 
• 1710-98-1 p-tert-butyl benzoyl chloride 
• 56108-12-4 4-tert-butylbenzamide 

Downstream Products

• 343322-53-2 ethyl 2-[4-(1,1-dimethylethyl)phenyl]-4-methyl-1,3-thiazole-5-carboxylate 
• 620115-82-4 4-chloromethyl-2-(4-tert-butyl phenyl)-thiazole 
• 1537168-39-0 2-{1-[2-(4-(tert-butyl)phenyl)-4-methylthiazol-5-yl]-ethylidene}hydrazinecarboximidamide 
• 1268085-01-3 1-{2-[4-(tert-butyl)phenyl]-4-methylthiazol-5-yl}ethanone 

Relevant articles and documents

Aerobic Visible-Light Induced Intermolecular S?N Bond Construction: Synthesis of 1,2,4-Thiadiazoles from Thioamides under Photosensitizer-Free Conditions

Aerobic visible-light induced intermolecular S?N bond construction has been achieved without the addition of photosensitizer, metal, or base. With this strategy, 1,2,4-thiadiazoles can be obtained from thioamides. Preliminary mechanistic investigation suggested that the excited state of thioamides undergoes a single-electron-transfer (SET) process to afford thioamidyl radicals, which can be further transformed into a 1,2,4-thiadiazole through desulfurization and oxidative cyclization. The reaction has good functional group tolerance and represents a green method for the construction of S?N bonds.

Regioselective C-C cross-coupling of 1,2,4-thiadiazoles with maleimides through iridium-catalyzed C-H activation

A regioselective C-C cross-coupling of 1,2,4-thiadiazoles with maleimides through iridium catalysis was developed. This transformation tactically linked the 1,2,4-thiadiazoles and succinimides together, and the novel molecules formed may have potential biological activity.

A simple method for synthesis of thioamides and application in synthesis of 1,2,4-thiadiazoles

A novel, simple protocol is disclosed for the synthesis of 1,2,4-thiadiazoles starting from thioamides with Na2-eosin Y-sensitized titanium dioxide as catalyst through visible light irradiation (7 W blue LED light) and only 0.3 mol% catalysts were used. The raw material thioamides is prepared by aryl nitriles and sodium sulfide (Na2S9H2O) in DMF and in this reaction, readily available, inexpensive inorganic salt (Na2S9H2O) serves as the sulfur source and various functional groups of aryl nitriles were well and thioamides were synthesized successfully in gram-scale.