6935-99-5

Basic information

• Product Name: NSC 36549
• Synonyms: Dimethyl 4-methylbenzene-1,3-dicarbamate;Dimethyl toluene-2,4-dicarbamate;NSC 36549;Obtucarbamate A
• CAS NO: 6935-99-5
• Molecular Formula: C₁₁H₁₄N₂O₄
• Molecular Weight: 238.23986
• EINECS: 200-258-5
• Mol File: 6935-99-5.mol
• Article Data: 42

Chemical Properties

• Boiling Point: 271.5°C at 760 mmHg
• Flash Point: 118°C
• Appearance: /
• Density: 1.29g/cm³
• Vapor Pressure: 0.00644mmHg at 25°C
• Refractive Index: 1.599
• Storage Temp.: 2-8°C
• CAS DataBase Reference: NSC 36549(CAS DataBase Reference)
• NIST Chemistry Reference: NSC 36549(6935-99-5)
• EPA Substance Registry System: NSC 36549(6935-99-5)

Safety Data

• Hazardous Substances Data: 6935-99-5(Hazardous Substances Data)

Usage

General Description

NSC 36549, also known as 4,4'-Dihydroxybenzophenone, is a chemical compound that is commonly used as a UV absorber in a variety of industries, including cosmetics, plastics, and coatings. It is an organic compound with the chemical formula C13H10O3, and it is known for its ability to absorb UVB radiation, making it an effective ingredient in sunscreens and other UV protective products. NSC 36549 is also used as a photoinitiator in the production of photopolymers, and it has been studied for its potential anti-inflammatory and antioxidant properties. However, further research is needed to fully understand its mechanisms and potential applications.

InChI:InChI=1/C11H14N2O4/c1-7-4-5-8(12-10(14)16-2)6-9(7)13-11(15)17-3/h4-6H,1-3H3,(H,12,14)(H,13,15)

Upstream product

• 67-56-1 methanol 
• 584-84-9 2,4-Toluene diisocyanate 
• 201230-82-2 carbon monoxide 
• 121-14-2 2,4-dinitrotoluene 
• 95-80-7 4-methylbenzene-1,3-diamine 
• 124-38-9 carbon dioxide 
• 1066-99-5 dimethyltin(IV) dimethoxide 
• 1067-55-6 dibutyldimethoxytin 
• 79-22-1 methyl chloroformate 
• 91485-85-7 (3-isocyanato-4-methyl-phenyl)-carbamic acid methyl ester 
• 107-31-3 Methyl formate 
• 854701-62-5 N-(3-amino-4-methylphenyl)formamide 
• 616-38-6 carbonic acid dimethyl ester 
• 681-84-5 tetramethylorthosilicate 

Downstream Products

• 134378-02-2 dimethyl (4-methyl-1,3-phenylene)bis(methylcarbamate) 
• 102019-95-4 4-methyl-1,3-phenylenedi(carbamic acid(3-methylbutyl)ester) 
• 7469-49-0 1-methyl-2,4-bis-(butoxycarbonylamino)-benzene 
• 42592-07-4 diisopropyl (4-methyl-1,3-phenylene)dicarbamate 
• 60483-66-1 dipropyl (4-methyl-1,3-phenylene)dicarbamate 
• 7450-62-6 2,4-bis-(ethoxycarbonylamino)toluene 
• 61843-92-3 1,1'-(4-methyl-1,3-phenylene)bis(3-benzylurea) 
• 60903-54-0 1,1'-(4-methyl-1,3-phenylene)bis(3-phenylurea) 
• 25635-03-4 1,1'-(4-methyl-1,3-phenylene)bis(3-ethylurea) 
• 60903-51-7 1,1'-(4-methyl-1,3-phenylene)bis(3-methylurea) 
• 91485-86-8 (5-isocyanato-2-methyl-phenyl)-carbamic acid methyl ester 
• 584-84-9 2,4-Toluene diisocyanate 

Relevant articles and documents

Consideration of roles of commercial TiO2 pigments in aromatic polyurethane coating via the photodegradation of dimethyl toluene-2,4-dicarbamate in non-aqueous solution

Dimethyl toluene-2,4-dicarbamate (2,4-TDC) was selected as a model compound for aromatic polyurethane to investigate the photo-chemical behavior of commercial TiO2 pigments in non-aqueous solution. The UV-Visible spectrometry analysis results showed that the UV-shielding ability of the rutile TiO2 pigment was better than that of the anatase TiO2 pigment. Photodegradation experiments suggested that the photodegradation of 2,4-TDC was retarded by rutile TiO2 pigment, while accelerated by anatase TiO2 pigment. With the help of the degradation intermediates during the photodegradation process and calculated data, such as point charges and bond length, the preliminary photodegradation mechanism of 2,4-TDC was also briefly elucidated, including the addition of hydroxyl radicals and the cleavage of the carbamate side chain. Additionally, the photodegradation of 2,4-TDC was used to evaluate the photoreactivity of TiO2 pigments, this is proved to an efficient approach with potential application in industry.

N-Aryl and N-Alkyl Carbamates from 1 Atmosphere of CO2

We have successfully isolated and characterized the zinc carbamate complex (phen)Zn(OAc)(OC(=O)NHPh) (1; phen=1,10-phenanthroline), formed as an intermediate during the Zn(OAc)2/phen-catalyzed synthesis of organic carbamates from CO2, amines, and the reusable reactant Si(OMe)4. Density functional theory calculations revealed that the direct reaction of 1 with Si(OMe)4 proceeds via a five-coordinate silicon intermediate, forming organic carbamates. Based on these results, the catalytic system was improved by using Si(OMe)4 as the reaction solvent and additives like KOMe and KF, which promote the formation of the five-coordinated silicon species. This sustainable and effective method can be used to synthesize various N-aryl and N-alkyl carbamates, including industrially important polyurethane raw materials, starting from CO2 under atmospheric pressure.

A green route to polyurethanes: Oxidative carbonylation of industrially relevant aromatic diamines by CO2-based methyl formate

The oxidative carbonylation of toluene-2,4-diamine (TDA) with methyl formate (MF), which can be produced from CO2, provides a possible route for the non-phosgene production of isocyanate precursors and enables a valuable utilization of the greenhouse gas. Extensive analysis of the product spectrum has provided detailed insight into the reaction network leading to the target product toluene-2,4-dicarbamate (TDC) and the most important side products. The most prominent one has been identified as methylene-bridged tetracarbamate 5, which is also an interesting precursor for applications in polyurethane chemistry. The side products are caused by three different reaction paths: N-formylation by MF, condensation with in situ formed formaldehyde, and N-methylation by in situ formed dimethyl carbonate (DMC). The influence of the catalyst on product distribution was evaluated for PdCl2/CuCl2 and a large number of heterogeneous Pd-catalysts. The oxidic support materials ZrO2, CeO2 and SiO2 were found to partially suppress the undesired side reactions leading to higher yields of TDC and tetracarbamate 5. The ratio of TDC to 5 was demonstrated to be affected significantly by the choice of the support. The synthetic protocol was extended to the synthesis of dicarbamates from 4,4′-methylenedianiline (MDA) and 2,4-diaminomesitylene (17). These results encourage further investigations into the design of selective catalysts for the production of isocyanate precursors from CO2 as a C1 source.