1215-57-2

Basic information

• Product Name: DI-O-TOLYLCARBODIIMIDE
• Synonyms: DI-O-TOLYLCARBODIIMIDE;n,n’-methanetetraylbis[2-methyl-benzenamin;N,N'-methanetetrayldi-o-toluidine;N,N'-Bis(2-methylphenyl)methanediimine;N,N'-Di(2-methylphenyl)carbodiimide;Benzenamine, N,N'-methanetetraylbis(2-methyl-;Bis(o-tolylcarbodiimide);Einecs 214-929-6
• CAS NO: 1215-57-2
• Molecular Formula: C₁₅H₁₄N₂
• Molecular Weight: 222.29
• EINECS: 214-929-6
• Mol File: 1215-57-2.mol

Chemical Properties

• Boiling Point: 381.9°Cat760mmHg
• Flash Point: 177.1°C
• Appearance: /
• Density: 0.98g/cm³
• Vapor Pressure: 1.08E-05mmHg at 25°C
• Refractive Index: 1.556
• CAS DataBase Reference: DI-O-TOLYLCARBODIIMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: DI-O-TOLYLCARBODIIMIDE(1215-57-2)
• EPA Substance Registry System: DI-O-TOLYLCARBODIIMIDE(1215-57-2)

Safety Data

• Hazardous Substances Data: 1215-57-2(Hazardous Substances Data)

Usage

InChI:InChI=1/C15H14N2/c1-12-7-3-5-9-14(12)16-11-17-15-10-6-4-8-13(15)2/h3-10H,1-2H3

Upstream product

• 95-53-4 o-toluidine 
• 614-69-7 2-tolyl isothiocyanate 
• 35843-74-4 N-triphenylphosphoranylidene-o-toluidine 
• 614-68-6 2-tolyl isocyanate 
• 75-15-0 carbon disulfide 
• 2763-83-9 1-(toluene-4-sulfonyl)-3-o-tolyl-4-o-tolylimino-[1,3]diazetidine-2-thione 
• 137-97-3 N,N'-di(o-tolyl)thiourea 
• 65252-02-0 S-methyl-N,N'-di-o-tolyl-isothiourea 
• 22695-18-7 N,N-di-o-tolylthiourea 
• 19801-31-1 S-ethyl-N,N'-di-o-tolyl-isothiourea 

Downstream Products

• 764586-39-2 N-hydroxy-N-methyl-N',N''-di-o-tolyl-guanidine 
• 1261527-58-5 4-methyl-2-(piperidin-1-yl)-1-(o-tolyl)-1H-benzo[d]imidazole 
• 1261528-05-5 4-(4-methyl-1-o-tolyl-1H-benzo[d]imidazol-2-yl)morpholine 
• 859978-82-8 N,N'-bis(2-methylphenyl)-N'-phenylguanidine 
• 1352008-24-2 (Z)-2-methyl-N-(1-o-tolyl-1H-benzo[d][1,3]oxazin-2(4H)-ylidene)aniline 
• 1242169-10-3 C₂₁H₁₇ClN₂O 
• 1242169-02-3 C₂₁H₁₈N₂O 
• 1215222-93-7 C₂₃H₁₉N₅O₂ 
• 36860-02-3 2-methyl-N⁵-phenyl-4,N³-di-o-tolyl-[1,2,4]oxadiazolidine-3,5-diylidenediamine 
• 36859-98-0 2-methyl-4-o-tolyl-3-o-tolylimino-[1,2,4]oxadiazolidin-5-one 

Relevant articles and documents

Nucleophilic Substitution on Dialkoxy Disulfides. III. Reaction with Thioureas

1,3- and 1,1-Disubstituted thioureas reacted with diethoxy disulfide to give carbodiimides and 1,2,4-thiadiazoles respectively. 1,1,3-Trisubstituted thioureas and diethoxy disulfide afforded trialkyl(trialkylamidino)thioureas.

Polystyrene-Supported Carbodiimide Catalysts

Polystyrene-anchored triphenylarsine oxide 8 has been prepared from brominated polystyrene beads by a lithium-mediated arsenation-hydrogen peroxide oxidation sequence.Compound 8 with only 0.6 mequiv of As/g has been found to be a highly effective, insoluble catalyst for the conversion of aryl isocyanates to diarylcarbodiimides in high yield.Up to 5.6 x 104 turnovers of the catalyst 8 in the carbodiimide-forming reaction have been measured when appropriate measures are taken to prevent its deactivation.Several arylcarbodiimides have been prepared in high yield by using 8.

A facile method for the preparation of carbodiimides from thioureas and (Boc)2O

A concise method for the preparation of carbodiimides from thioureas using di-tert-butyl dicarbonate [(Boc)2O] as the dehydrosulfurizative reagent has been developed. Using DMAP as the catalyst, a variety of symmetric and asymmetric 1,3-diaryl thioureas were converted into the corresponding carbodiimides efficiently in a short time.

A method of manufacturing a carbodiimide compound

PROBLEM TO BE SOLVED: To provide a novel method that can efficiently produce a carbodiimide compound without using substances that are harmful, hazardous, expensive, or difficult to obtain.SOLUTION: The method of producing a carbodiimide compound includes converting a thiourea compound having a specific structure to a carbodiimide compound having a specific structure in the presence of at least one of an iron compound and a molybdenum compound.

Dehydrogenative desulfurization of thiourea derivatives to give carbodiimides, using hydrosilane and an iron complex

Dehydrogenative desulfurization of thiourea derivatives (RNHC(S)NHR′) has been achieved, to give carbodiimides (RNCNR′), in the reaction with hydrosilane and (η5-C5H5)Fe(CO) 2Me. The obtained carbodiimide reacted with (η5-C 5H5)Fe(CO)(SiR3) formed in the reaction to give an N-silylated η2-amidino iron complex, which was isolated and then characterized by X-ray analysis.

Copper(II) acetate/oxygen-mediated nucleophilic addition and intramolecular C-H activation/C-N or C-C bond formation: One-pot synthesis of benzimidazoles or quinazolines

Diarylcarbodiimides or benzylphenylcarbodiimides are converted to 1,2-disubstituted benzimidazoles or 1,2-disustituted quinazolines via addition/intramolecular C-H bond activation/C-N or C-C bond forming reaction using copper(II) acetate/oxygen [Cu(OAc)2/O2] as the oxidant at 100°C in one-pot cascade procedure. Copyright

Selective and Efficient Syntheses of Perhydro-1,3,5-triazine-2,4,6-triones and Carbodiimides from Isocyanates Using ZP(MeNCH2CH2)3N Catalysts

With concentrations as low as 0.0033 mol percent ZP(MeNCH2CH2)3N (Z = lone pair, 1) isocyanates are catalytically trimerized to perhydro-1,3,5-triazine-2,4,6-triones (isocyanurates) at room temperature.This reaction proceeds readily in the presence or absence of solvent, and the catalyst can be recycled at least six times without detectable degradation.Though not as potent a catalyst as 1, the molecule in which Z = NPh (3) also facilitates this reaction, and evidence is adduced that the catalytically active species is the adduct 3*ArNCO (6).In contrast, Ch=P(MeNCH2CH2)3N (Ch = O, 4; Ch = S, 5) selectively catalyze the transformation of isocyanates to carbodiimides and do so more efficiently than their acyclic analogues O=P(NMe2)3 and (MeO)2P(S)Ph, respectively.The crystal structure of 4 is reported for the first time, and details of the crystal structure of I reported earlier by us in preliminary form are presented.Both structures support the hypothesis that P-Nax transannulation plays a lead role in the catalytic activities of 1 and 3 - 5.