1132-44-1

Basic information

• Product Name: 1-Acetyl-3-phenylthiourea
• Synonyms: 1-Acetyl-3-phenylthiourea;N-[(Phenylamino)carbonothioyl]acetamide;1-ACETYL-3-PHENYL-2-THIOUREA
• CAS NO: 1132-44-1
• Molecular Formula: C₉H₁₀N₂OS
• Molecular Weight: 194.2535
• Mol File: 1132-44-1.mol
• Article Data: 7

Chemical Properties

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Appearance: /
• Density: 1.271g/cm³
• Refractive Index: 1.654
• CAS DataBase Reference: 1-Acetyl-3-phenylthiourea(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Acetyl-3-phenylthiourea(1132-44-1)
• EPA Substance Registry System: 1-Acetyl-3-phenylthiourea(1132-44-1)

Safety Data

• Hazardous Substances Data: 1132-44-1(Hazardous Substances Data)

Usage

General Description

1-Acetyl-3-phenylthiourea is a chemical compound with the molecular formula C10H10N2OS. It is a derivative of thiourea and is commonly used in laboratory research as a reagent for the determination of heavy metal ions and as a chelating agent. The compound is a white to light yellow crystalline powder that is soluble in organic solvents such as ethanol and acetone, but insoluble in water. 1-Acetyl-3-phenylthiourea has applications in various fields, including analytical chemistry, pharmaceuticals, and agriculture, due to its chelating properties and ability to form stable complexes with metal ions. However, it can also be toxic and irritating to the skin and eyes, and should be handled with care.

InChI:InChI=1/C9H10N2OS/c1-7(12)10-9(13)11-8-5-3-2-4-6-8/h2-6H,1H3,(H2,10,11,12,13)

Upstream product

• 141-52-6 sodium ethanolate 
• 98095-90-0 S-acetyl-N-phenyl-isothiourea; hydrochloride 
• 108-24-7 acetic anhydride 
• 103-85-5 monophenylthiourea 
• 58052-80-5 2,4,6-trimethyl-hexahydro-[1,3,5]triazine; trihydrate 
• 103-72-0 phenyl isothiocyanate 
• 1147550-11-5 ammonium thiocyanate 
• 75-36-5 acetyl chloride 
• 62-53-3 aniline 
• 142-04-1 aniline hydrochloride 
• 64-17-5 ethanol 
• 592-87-0 lead(II) thiocyanate 
• 10416-59-8 (Z)-trimethylsilyl N-trimethylsilylacetimidate 
• 1135-18-8 N-Acetyl-thiokohlensaeure-O-(4-methylphenylester)-amid 

Downstream Products

• 3028-06-6 2-Acetylaminobenzothiazole 
• 17823-27-7 2-phenylaminothiazol-4-one 
• 31609-42-4 1-(4-methyl-2-(phenylamino)-1,3-thiazol-5-yl)ethan-1-one 
• 100135-11-3 2-acetylimino-4-methyl-3-phenyl-thiazolidin-4-ol 
• 108668-05-9 2-benzoylimino-4-methyl-3-phenyl-thiazolidin-4-ol 
• 81216-75-3 2-acetylphenylamino-Δ²-thiazolin-4-one 
• 38650-54-3 N-(3,4-diphenyl-3H-thiazol-2-ylidene)-acetamide 
• 65739-28-8 N-(4-methylbenzoyl)-N’-phenylthiourea 
• 102-03-4 1-acetyl-3-phenylurea 
• 72886-37-4 N-((Z)-3,4-diphenyl-3H-thiazol-2-ylidene)-thioacetamide 

Relevant articles and documents

Impact of aliphatic acyl and aromatic thioamide substituents on the anticancer activity of Ru(ii)-: P -cymene complexes with acylthiourea ligands - In vitro and in vivo studies

Six different acylthiourea ligands (L1-L6) and their corresponding Ru(ii)-p-cymene complexes (P1-P6) were designed to explore the structure-activity relationship of the complexes upon aliphatic chain and aromatic conjugation on the C- and N-terminals, res

REACTIONS OF ISOTHIOCYANATES AND ISOCYANATES WITH SOME SILYLATED NITROGEN-CONTAINING NUCLEOPHILES

Aryl isothiocyanates and arylisocyanates react with N,O-bis(trimethylsilyl)acetamide to give N-methyl-N'-arylthioureas and ureas.Also nucleophilic additions of other aprotic nucleophiles (e.g.N-trimethylsilylimidazole, N-trimethylsilylpiperidine and N-trimethylsilylmorpholine) to the N=C=X (X=O,S) group were investigated.

KINETICS AND MECHANISM OF REARRANGEMENT AND METHANOLYSIS OF ACYLPHENYLTHIOUREAS

S-Acyl-1-phenylthioureas and their 3-methyl derivatives are rearranged to 1-acyl derivatives of thiourea in methanolic solution.The rearrangement of the 1-acyl-1-phenyl derivative to the thermodynamically more stable 3-acyl derivative is subject to specific base catalysis.The rearrangement of acetyl group is about 2 orders of magnitude slower than that of benzoyl group. 1-Acetyl-1-phenylthiourea undergoes base-catalyzed methanolysis (giving phenylthiourea and methyl acetate) instead of the rearrangement.The methanolysis rates of 1-acyl-3-phenylthioureas and their N-methyl derivatives have been measured.The acetylthioureas react at most 3 x faster than the benzoyl derivatives.The methyl group at the nitrogen adjacent to acyl group accelerates the solvolysis by almost 2 orders of magnitude; the methyl group at the other nitrogen atom retards the solvolysis by almost 1 order of magnitude.Replacement of hydrogen atom by methyl group at the phenyl-substituted nitrogen increases acidity of the phenylacetylthiourea by 2 orders of magnitude.The same replacement at the benzoyl-substituted nitrogen increases the acidity by 3 orders of magnitude, the increase in the case of the acetyl derivative being as large as 4 orders of magnitude.