134127-48-3

Basic information

• Product Name: 1H-BENZ[E]INDOLIUM, 2-[2-[2-CHLORO-3-[(1,3-DIHYDRO-1,1,3-TRIMETHYL-2H-BENZ[E]INDOL-2-YLIDENE)ETHYLIDENE]-1-CYCLOHEXEN-1-YL]ETHENYL]-1,1,3-TRIMETHYL-, SALT WITH 4-METHYLBENZENESULFONIC ACID (1:1)
• Synonyms: IR DYE 813ABS;EC 2117;ADS 830A;1H-BENZ[E]INDOLIUM, 2-[2-[2-CHLORO-3-[(1,3-DIHYDRO-1,1,3-TRIMETHYL-2H-BENZ[E]INDOL-2-YLIDENE)ETHYLIDENE]-1-CYCLOHEXEN-1-YL]ETHENYL]-1,1,3-TRIMETHYL-, SALT WITH 4-METHYLBENZENESULFONIC ACID (1:1);2-(2-(2-CHLORO-3-[2-(1,1,3-TRIMETHYL-2,3-DIHYDRO-1H-BENZO[E]INDOL-2-YLIDEN)ETHYLIDENE]-1-CYCLOHEXENYL)-1-ETHENYL)-1,1,3-TRIMETHYL-1H-BENZO[E]INDOLIUM 4-METHYL-1-BENZENESULFONATE;2-[2-[2-CHLORO-3-[2-(1,3-DIHYDRO-1,1,3-TRIMETHYL-2H-BENZO[E]-INDOLE-2-YLIDENE)-ETHYLIDENE]-1-CYCLOHEXEN-1-YL]-ETHENYL]-1,1,3-TRIMETHYL-1H-BENZO[E]INDOLIUM 4-METHYLBENZENESULFONATE;SDB 7047;2-(2-(2-Chloro-3-(2-(1,3-dihydro-1,1,3-trimethyl-2H-benzo[e]indole-2-ylidene)ethylidene)-1-cyclohexen-1-yl)ethenyl]-1]
• CAS NO: 134127-48-3
• Molecular Formula: C₇H₇O₃S*C₄₀H₄₀ClN₂
• Molecular Weight: 755.41
• Mol File: 134127-48-3.mol
• Article Data: 1

Chemical Properties

• Appearance: A red crystalline powde
• Vapor Pressure: 0.054Pa
• Water Solubility: 30μg/L at 20℃
• CAS DataBase Reference: 1H-BENZ[E]INDOLIUM, 2-[2-[2-CHLORO-3-[(1,3-DIHYDRO-1,1,3-TRIMETHYL-2H-BENZ[E]INDOL-2-YLIDENE)ETHYLIDENE]-1-CYCLOHEXEN-1-YL]ETHENYL]-1,1,3-TRIMETHYL-, SALT WITH 4-METHYLBENZENESULFONIC ACID (1:1)(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-BENZ[E]INDOLIUM, 2-[2-[2-CHLORO-3-[(1,3-DIHYDRO-1,1,3-TRIMETHYL-2H-BENZ[E]INDOL-2-YLIDENE)ETHYLIDENE]-1-CYCLOHEXEN-1-YL]ETHENYL]-1,1,3-TRIMETHYL-, SALT WITH 4-METHYLBENZENESULFONIC ACID (1:1)(134127-48-3)
• EPA Substance Registry System: 1H-BENZ[E]INDOLIUM, 2-[2-[2-CHLORO-3-[(1,3-DIHYDRO-1,1,3-TRIMETHYL-2H-BENZ[E]INDOL-2-YLIDENE)ETHYLIDENE]-1-CYCLOHEXEN-1-YL]ETHENYL]-1,1,3-TRIMETHYL-, SALT WITH 4-METHYLBENZENESULFONIC ACID (1:1)(134127-48-3)

Safety Data

• Hazardous Substances Data: 134127-48-3(Hazardous Substances Data)

Usage

Uses

IR-813 p-Toluenesulfonate is a thermal dye element that can be used for color proofing. It is also used in IR light-emitting diodes with potential applications in optical communication and safety detection.

Flammability and Explosibility

Nonflammable

InChI:InChI=1/C40H40ClN2.C7H8O3S/c1-39(2)34(42(5)32-22-18-26-12-7-9-16-30(26)36(32)39)24-20-28-14-11-15-29(38(28)41)21-25-35-40(3,4)37-31-17-10-8-13-27(31)19-23-33(37)43(35)6;1-6-2-4-7(5-3-6)11(8,9)10/h7-10,12-13,16-25H,11,14-15H2,1-6H3;2-5H,1H3,(H,8,9,10)/q+1;/p-1

Synthetic route

C16H18N(1+)*C7H7O3S(1-) (141914-99-0) + N-[(3-(anilinomethylene)-2-chloro-1-cyclohexen-1-yl)methylene]aniline hydrochloride (63857-00-1, 70446-42-3) → 2-[2-[2-chloro-3-[2-(1,3-dihydro-1,1,3-trimethyl-2H-benzo[e]-indol-2-ylidene)ethylidene]-1-cyclohexen-1-yl]ethenyl]-1,1,3-trimethyl-1H-benzo[e]indolium p-toluenesulfonate (134127-48-3)

Conditions	Yield
With sodium acetate In ethanol for 1h; Reflux;	82%

2-[2-[2-chloro-3-[2-(1,3-dihydro-1,1,3-trimethyl-2H-benzo[e]-indol-2-ylidene)ethylidene]-1-cyclohexen-1-yl]ethenyl]-1,1,3-trimethyl-1H-benzo[e]indolium p-toluenesulfonate (134127-48-3) → C46H46N3S(1+)*Cl(1-)

Conditions	Yield
Multi-step reaction with 2 steps 1: hydrogenchloride / isopropyl alcohol / 0.17 h / 20 °C 2: triethylamine / N,N-dimethyl-formamide / 20 h / 0 °C / Inert atmosphere; Darkness View Scheme

2-[2-[2-chloro-3-[2-(1,3-dihydro-1,1,3-trimethyl-2H-benzo[e]-indol-2-ylidene)ethylidene]-1-cyclohexen-1-yl]ethenyl]-1,1,3-trimethyl-1H-benzo[e]indolium p-toluenesulfonate (134127-48-3) → C47H48N3O4S(1+)*Cl(1-)

Conditions	Yield
Multi-step reaction with 3 steps 1: hydrogenchloride / isopropyl alcohol / 0.17 h / 20 °C 2: triethylamine / N,N-dimethyl-formamide / 20 h / 20 °C / Inert atmosphere; Darkness 3: dicyclohexyl-carbodiimide / dichloromethane / 12 h / Darkness View Scheme

2-[2-[2-chloro-3-[2-(1,3-dihydro-1,1,3-trimethyl-2H-benzo[e]-indol-2-ylidene)ethylidene]-1-cyclohexen-1-yl]ethenyl]-1,1,3-trimethyl-1H-benzo[e]indolium p-toluenesulfonate (134127-48-3) → C40H40ClN2(1+)*Cl(1-)

Conditions	Yield
With hydrogenchloride In isopropyl alcohol at 20℃; for 0.166667h;

2-[2-[2-chloro-3-[2-(1,3-dihydro-1,1,3-trimethyl-2H-benzo[e]-indol-2-ylidene)ethylidene]-1-cyclohexen-1-yl]ethenyl]-1,1,3-trimethyl-1H-benzo[e]indolium p-toluenesulfonate (134127-48-3) → C43H45N2O2S(1+)*Cl(1-)

Conditions	Yield
Multi-step reaction with 2 steps 1: hydrogenchloride / isopropyl alcohol / 0.17 h / 20 °C 2: triethylamine / N,N-dimethyl-formamide / 20 h / 20 °C / Inert atmosphere; Darkness View Scheme

Upstream product

• 141914-99-0 C₁₆H₁₈N⁽¹⁺⁾*C₇H₇O₃S^(1-) 
• 63857-00-1 N-[(3-(anilinomethylene)-2-chloro-1-cyclohexen-1-yl)methylene]aniline hydrochloride 

Relevant articles and documents

INFRARED FLUORESCENT COMPOSITION HAVING POLYVINYL ACETAL BINDER

A composition is disclosed that includes a dye that fluoresces in the infrared region of the electromagnetic spectrum and a polyvinyl acetal binder. The weight ratio of the dye relative to the combined weight of the dye and binder is in a range of 0.001 to 0.025.