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

Used in Color Proofing Applications:
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) is used as a thermal dye element in color proofing processes. Its ability to change color with temperature variations allows for accurate color reproduction and quality control in various printing applications.
Used in Optical Communication and Safety Detection Applications:
In the field of optoelectronics, 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) is utilized in the development of IR light-emitting diodes. These diodes have potential applications in optical communication systems, where they can transmit data over long distances with high efficiency and minimal interference. Additionally, they can be employed in safety detection systems, such as intrusion alarms and motion sensors, due to their ability to emit infrared light that is invisible to the human eye but can be detected by specialized equipment.

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.