6097-27-4

Basic information

• Product Name: 4-METHYLPHENACYL THIOCYANATE
• Synonyms: 2-(4-METHYLPHENYL)-2-OXOETHYL THIOCYANATE;4-METHYLPHENACYL THIOCYANATE;4-METHYLPHENACYL THIOCYANATE, 95+%;2-(cyanosulfanyl)-1-(4-Methylphenyl)ethan-1-one;4-(Thiocyanatoacetyl)toluene, 4-Methylphenacyl thiocyanate
• CAS NO: 6097-27-4
• Molecular Formula: C₁₀H₉NOS
• Molecular Weight: 191.25
• EINECS: 604-604-1
• Mol File: 6097-27-4.mol
• Article Data: 23

Chemical Properties

• Melting Point: 105-107
• Boiling Point: 352.2 °C at 760 mmHg
• Flash Point: 166.8 °C
• Appearance: /
• Density: 1.187 g/cm³
• Vapor Pressure: 3.9E-05mmHg at 25°C
• Refractive Index: 1.58
• CAS DataBase Reference: 4-METHYLPHENACYL THIOCYANATE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-METHYLPHENACYL THIOCYANATE(6097-27-4)
• EPA Substance Registry System: 4-METHYLPHENACYL THIOCYANATE(6097-27-4)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 22-43
• Safety Statements: 36/37
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 6097-27-4(Hazardous Substances Data)

Usage

General Description

4-METHYLPHENACYL THIOCYANATE is a chemical compound with the molecular formula C11H9NOS. It is a thiocyanate derivative of 4-methylphenacyl, which is a derivative of acetophenone. Thiocyanates are organic compounds that contain the functional group -SCN. 4-METHYLPHENACYL THIOCYANATE has potential applications in organic synthesis and chemical research due to its reactivity and ability to participate in a variety of reactions. It is also used in the production of pharmaceuticals and agrochemicals. Additionally, it can serve as an intermediate in the synthesis of other compounds used in various industries.

InChI:InChI=1/C10H9NOS/c1-8-2-4-9(5-3-8)10(12)6-13-7-11/h2-5H,6H2,1H3

Upstream product

• 122-00-9 para-methylacetophenone 
• 622-97-9 1-ethenyl-4-methylbenzene 
• 7677-24-9 trimethylsilyl cyanide 
• 66616-85-1 α-(4-methylphenyl)acrylic acid 
• 1147550-11-5 ammonium thiocyanate 
• 1392296-72-8 N-benzyl-N-(1-(p-tolyl)vinyl)acetamide 
• 766-97-2 4-n-methylphenylacetylene 
• 540-72-7 sodium thiocyanide 
• 619-41-0 4-(bromoacetyl)toluene 
• 333-20-0 potassium thioacyanate 
• 344790-87-0 1-butyl-3-methylimidazolium thiocyanate 
• 17263-64-8 2-diazo-1-(4-methylphenyl)ethanone 
• 27130-71-8 4,5-dihydro-3-methyl-5-oxopyrazole-1-carbothioamide 
• 10514-46-2 3-methyl-pyrazole-1-carbothioic acid amide 

Downstream Products

• 75542-54-0 3-phenyl-4-p-tolyl-3H-thiazol-2-ylideneamine 
• 2103-90-4 4-(p-tolyl)thiazol-2-ol 
• 101862-33-3 2-bromo-4-p-tolyl-thiazole 
• 2103-92-6 2-mercapto-4-(4'-methylphenyl)thiazole 
• 21551-47-3 4,4'-Dimethylchalcon 
• 65263-09-4 3,6-bis(4-methylphenyl)-2,7-dihydro-1,4,5-thiadiazepine 
• 13145-56-7 1,4-bis(4-tolyl)butane-1,4-dione 
• 1257425-11-8 3-(pyridine-4-ylmethyl)-4-p-tolylthiazol-2(3H)imine 
• 1257425-07-2 3-(pyridine-2-ylmethyl)-4-p-tolylthiazol-2(3H)imine 
• 58077-61-5 1,1-dichloro-2-oxo-2-p-tolylethyl thiocyanate 
• 23998-24-5 1-(2-chloro-phenyl)-8-p-tolyl-1H-bisthiazolo[3,2-a;5',4'-e]pyrimidine-2,4-dione 
• 23998-21-2 1-phenyl-8-p-tolyl-1H-bisthiazolo[3,2-a;5',4'-e]pyrimidine-2,4-dione 
• 65679-09-6 3-p-tolyl-11H-benzo[f]thiazolo[3,2-a]quinazoline 

Relevant articles and documents

K2S2O8-mediated regio- And stereo-selective thiocyanation of enamides with NH4SCN

A direct and straightforward thiocyanation of enamides with NH4SCN under metal-free conditions has been accomplished. A variety of (E)-β-thiocyanoenamides are readily produced in a regio- and stereo-selective manner. The protocol features mild reaction conditions, good functional group tolerance and operational simplicity. The potential utility of this strategy was further demonstrated by transformation of thiocyanate into thiotetrazole-containing compounds and a Pd-catalyzed cross-coupling reaction to afford six- or seven-membered sulfur-containing heterocycles. Mechanistic insights into the reaction indicate that the reaction may proceedviaa radical mechanism.

Visible-light-promoted thiocyanation of sp2C-H bonds over heterogeneous graphitic carbon nitrides

Mesoporous graphitic carbon nitride (mpg-C3N4) has been developed as a metal-free heterogeneous photocatalyst for thiocyanation transformations. The reaction proceeds efficiently by utilizing air as a green oxidant under mild reaction conditions, which affords SCN-containing compounds in moderate to excellent yields. Meanwhile, the practicality of this protocol is further demonstrated by the reusability of the mpg-C3N4photocatalyst and the scaled-up reaction. Furthermore, detailed mechanistic studies clearly demonstrate the role of oxygen.

Visible-Light-Mediated Additive-Free Decarboxylative Ketonization Reaction of Acrylic Acids: An Access to α-Thiocyanate Ketones

Visible-light-mediated additive-free decarboxylative functionalization of acrylic acids has been developed. The reaction uses inexpensive organic dye 9,10-dicyanoanthracene as a photocatalyst and uses the ubiquitous dioxygen as both an oxygen source and an oxidant. Through this mild and environmentally friendly method, a series of important α-thiocyanate ketones can be generated from easily available acrylic acids and ammonium thiocyanate. In addition, the facile transformation of product α-thiocyanate ketones makes this method have great potential for application in organic and pharmaceutical chemistry.