Toluylene blue

Base Information

• Chemical Name: Toluylene blue
• CAS No.: 97-26-7
• Molecular Formula: C15H19 N4 . Cl
• Molecular Weight: 344.28262
• European Community (EC) Number: 202-569-2
• NSC Number: 56341,11226
• UNII: HQE5440EAM
• DSSTox Substance ID: DTXSID20914231
• Wikidata: Q27280060
• Mol file: 97-26-7.mol

Synonyms:Toluylene blue;Toluylene Blue (biological stain);97-26-7;Toluylene Blue (VAN);C.I. 49410;Modr Toluylenova [Czech];HQE5440EAM;EINECS 202-569-2;NSC 11226;NSC-11226;Ammonium, (4-((4,6-diamino-m-tolyl)imino)-2,5-cyclohexadien-1-ylidene)dimethyl-, chloride;Chloride of diamino-methyl-phenyl-dimethyl-p-benzoquinone-diimine;(4-((4,6-Diamino-m-tolyl)imino)-2,5-cyclohexadien-1-ylidene)dimethylammonium chloride;(4-((4,6-Diamino-m-tolyl)imino)cyclohexa-2,5-dien-1-ylidene)dimethylammonium chloride;Methanaminium, N-(4-((2,4-diamino-5-methylphenyl)imino)-2,5-cyclohexadien-1-ylidene)-N-methyl-, chloride;Modr Toluylenova;Ammonium,6-diamino-m-tolyl)imino]-2,5-cyclohexadien-1-ylidene]dimethyl-, chloride;Methanaminium,4-diamino-5-methylphenyl)imino]-2,5-cyclohexadien-1-ylidene]-N-methyl-, chloride;UNII-HQE5440EAM;TOLUYLENE BLUE [MI];SCHEMBL1786328;DTXSID20914231;NSC11226;NSC56341;NSC-56341;AKOS024334816;LS-17300;Q27280060;(4-(4,6-DIAMINO-M-TOLYL)IMINO-2,5-CYCLOHEXADIEN-1-YLIDENE)DIMETHYLAMMONIUM CHLORIDE;4-[(2,4-DIAMINO-5-METHYLPHENYL)IMINO]-N,N-DIMETHYLCYCLOHEXA-2,5-DIEN-1-IMINIUM CHLORIDE;N-(4-((2,4-DIAMINO-5-METHYLPHENYL)IMINO)-2,5-CYCLOHEXADIEN-1-YLIDENE)-N-METHYLMETHANAMINIUM CHLORIDE (1:1);N-(4-(2,4-diamino-5-methylphenylimino)cyclohexa-2,5-dienylidene)-N-methylmethanaminium chloride

Chemical Property of Toluylene blue

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 67.41000
• Density: g/cm³
• LogP: 0.23740
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 290.1298243
• Heavy Atom Count: 20
• Complexity: 437

Purity/Quality:

99% ^*data from raw suppliers

4-(4,6-DIAMINO-M-TOLYL)IMINO-2,5-CYCLOHEXADIEN-1-YLIDENE)DI-ME-AMMONIUM CHLORIDE Aldrich ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=CC(=C(C=C1N)N)N=C2C=CC(=[N+](C)C)C=C2.[Cl-]

Refernces

Stereoselective Alkylierung an C(α) von Serin, Gycerinsaeure, Thereonin und Weinsaeure ueber heterocyclische Enolate mit exocyclischer Doppelbindung

10.1002/hlca.19870700426

The study, titled "Stereoselective Alkylation at C(α) of Serine, Glyceric Acid, Threonine, and Tartaric Acid Involving Heterocyclic Enolates with Exocyclic Double Bonds," investigates the stereoselective alkylation of various chiral, non-racemic α-amino acids and their derivatives using heterocyclic enolates with exocyclic double bonds. The researchers converted these acids into methyl dioxolane, oxazoline, and oxazolidine carboxylates. These compounds were then deprotonated to form lithium enolates, which were stable enough to undergo alkylation with or without cosolvents like HMPA or DMPU. The products were obtained in good to excellent yields and with high diastereoselectivities, except for the tartrate-derived acetonide. The study demonstrated that the configuration of the products could be determined through NOE-NMR measurements and chemical correlation, revealing that the dioxolane-derived enolates were alkylated preferentially from the face already substituted, while the dihydrooxazol- and oxazolidine-derived enolates were alkylated from the opposite face. This work provides a method for constructing quaternary stereogenic centers without racemization, using readily available enantiomerically pure precursors like hydroxy- and amino-acids.

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