2521-24-6

Basic information

• Product Name: 4-Chlorothiobenzamide
• Synonyms: Benzamide, p-chlorothio-;Benzenecarbothioamide, 4-chloro-;p-Chlorobenzothiamide;p-Chlorothiobenzamide;OTAVA-BB BB7020331320;4-CHLOROTHIOBENZAMIDE;4-CHLOROBENZENE-1-CARBOTHIOAMIDE;4-CHLOROBENZENECARBOTHIOAMIDE
• CAS NO: 2521-24-6
• Molecular Formula: C₇H₆ClNS
• Molecular Weight: 171.65
• Product Categories: Phenyls & Phenyl-Het;Phenyls & Phenyl-Het;Organic Building Blocks;Sulfur Compounds;Thiocarbonyl Compounds
• Mol File: 2521-24-6.mol
• Article Data: 59

Chemical Properties

• Melting Point: 127-130 °C
• Boiling Point: 275.6 °C at 760 mmHg
• Flash Point: 120.5 °C
• Appearance: solid
• Density: 1.341 g/cm₃
• Vapor Pressure: 0.00503mmHg at 25°C
• Refractive Index: 1.661
• Storage Temp.: Refrigerator (+4°C)
• PKA: 12.28±0.29(Predicted)
• Water Solubility: Insoluble in water.
• BRN: 606603
• CAS DataBase Reference: 4-Chlorothiobenzamide(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Chlorothiobenzamide(2521-24-6)
• EPA Substance Registry System: 4-Chlorothiobenzamide(2521-24-6)

Safety Data

• Hazard Codes: Xn,Xi
• Statements: 36/37/38-20/22-43-22
• Safety Statements: 37/39-26-36/37
• RIDADR: UN2811
• WGK Germany: 3
• HazardClass: 6.1
• PackingGroup: III
• Hazardous Substances Data: 2521-24-6(Hazardous Substances Data)

Usage

Chemical Properties

Yellow crystalline powder

Uses

4-Chlorothiobenzamide is used as a catalytic agent and as petrochemical additive.

InChI:InChI=1/C7H6ClNS/c8-6-3-1-5(2-4-6)7(9)10/h1-4H,(H2,9,10)

Upstream product

• 104-88-1 4-chlorobenzaldehyde 
• 3848-36-0 4-chlorobenzaldoxime 
• 7047-12-3 5-(4-Chlorphenyl)-1,2,4-dithiazol-3-on 
• 45709-05-5 4-chlorobenzylideneimine 
• 122-01-0 4-chloro-benzoyl chloride 
• 74-11-3 para-chlorobenzoic acid 
• 623-03-0 4-Cyanochlorobenzene 
• 144-55-8 sodium hydrogencarbonate 
• 62-55-5 thioacetamide 
• 619-56-7 4-chlorobenzamide 
• 4486-44-6 O,O-diisopropylphosphorothioic acid 

Downstream Products

• 25100-91-8 2-(4-chlorophenyl)-4-methylthiazole 
• 27149-26-4 2-(4-chlorophenyl)thiazole 
• 59824-79-2 5-benzylidene-2-(4-chloro-phenyl)-4-phenyl-4,5-dihydro-thiazole 
• 54665-83-7 2-(4-chlorophenyl)-4,6-diphenyl-4H-1,3-thiazine 
• 54665-85-9 2-(4-chloro-phenyl)-4,5-diphenyl-6H-[1,3]thiazine 
• 54665-84-8 2-(4-chloro-phenyl)-4,5-diphenyl-4H-[1,3]thiazine 
• 56472-13-0 2,6-bis-(4-chloro-phenyl)-4-phenyl-4H-[1,3,5]thiadiazine 
• 62925-41-1 6-(4-chloro-phenyl)-2,2-diphenyl-4-propyl-4H-[1,3,5]dithiazine 
• 106582-23-4 4-Chloro-N-[1-methyl-pyrrolidin-(2E)-ylidene]-thiobenzamide 
• 85377-68-0 C₈H₆ClNOS 
• 106582-24-5 4-Chloro-N-[1-phenyl-pyrrolidin-(2E)-ylidene]-thiobenzamide 
• 113984-96-6 1-(4-Chloro-phenyl)-3-(4-chloro-thiobenzoyl)-urea 
• 62002-30-6 N-Phenyl-N'-p-chlorthiobenzoyl-harnstoff 
• 79009-32-8 1-(4-Chloro-thiobenzoyl)-3-phenyl-thiourea 

Relevant articles and documents

Alternative solvents for elevated-temperature solid-phase parallel synthesis. Application to thionation of amides

(Matrix presented) A new class of higher-boiling solvents was investigated for elevated-temperature solid-phase parallel synthesis. Extremely low vapor pressures at high temperature and a broader range of solvent effect tuning make this new class of solvents an ideal choice for high-temperature parallel solid-phase synthesis. Benzyl benzoate is identified as a superior high-boiling solvent for parallel solid-phase Lawesson's thionation reactions.

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.

COMPOUNDS FOR THIOL-TRIGGERED COS AND/OR H2S RELEASE AND METHODS OF MAKING AND USING THE SAME

Disclosed herein are embodiments of a compound that is capable of releasing COS and/or H2S upon reaction with a thiol-containing compound. The compound embodiments also can produce a detectable signal (e.g., a fluorescent signal) substantially concomitantly with COS and/or H2S release and/or can release an active agent, such as a therapeutic agent. Methods of making and using the compound embodiments also are disclosed.