6872-17-9

Basic information

• Product Name: 5-Chloro-2-methylene-1,3,3-trimethylindoline
• Synonyms: 5-CHLORO-1,3,3-TRIMETHYL-2-METHYLENEINDOLINE;5-CHLORO-2-METHYLENE-1,3,3-TRIMETHYL-IND OLINE, TECH., 95%;1H-Indole, 5-chloro-2,3-dihydro-1,3,3-trimethyl-2-methylene-;1,3,3-Trimethyl-2-methylene-2,3-dihydro-5-chloro-1H-indole;1,3,3-Trimethyl-2-methylene-5-chloro-2,3-dihydro-1H-indole;1,3,3-Trimethyl-2-methylene-5-chloroindoline;5-chloro-1,3,3-trimethyl-2-methylideneindole;5-chloro-1,3,3-trimethyl-2-methylidene-indole
• CAS NO: 6872-17-9
• Molecular Formula: C₁₂H₁₄ClN
• Molecular Weight: 207.7
• EINECS: 229-972-6
• Product Categories: Intermediates of Dyes and Pigments;Organics;Indoline & Oxindole;IndolinesBuilding Blocks;Halogenated Heterocycles;Heterocyclic Building Blocks;Indolines;Heterocycle-Indole series;Pyridines ,Halogenated Heterocycles
• Mol File: 6872-17-9.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 139 °C / 11mmHg
• Flash Point: >230 °F
• Appearance: /
• Density: 1.083 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.00241mmHg at 25°C
• Refractive Index: n20/D 1.594(lit.)
• Storage Temp.: Inert atmosphere,Room Temperature
• PKA: 1.12±0.40(Predicted)
• CAS DataBase Reference: 5-Chloro-2-methylene-1,3,3-trimethylindoline(CAS DataBase Reference)
• NIST Chemistry Reference: 5-Chloro-2-methylene-1,3,3-trimethylindoline(6872-17-9)
• EPA Substance Registry System: 5-Chloro-2-methylene-1,3,3-trimethylindoline(6872-17-9)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39
• WGK Germany: 3
• Hazardous Substances Data: 6872-17-9(Hazardous Substances Data)

Usage

Uses

5-Chloro-2-methylene-1,3,3-trimethylindoline was used in the synthesis of 5′,6-dichloro-1′,3′,3′-trimethyl-spiro-[2H-1-benzopyran-2,2′-indoline].

General Description

5-Chloro-2-methylene-1,3,3-trimethylindoline undergoes regiospecific 1,3-dipolar cycloaddition reaction with arylnitriloxydes and N-phenylarylnitrilimines.

InChI:InChI=1/C12H14ClN/c1-8-12(2,3)10-7-9(13)5-6-11(10)14(8)4/h5-7H,1H2,2-4H3

Upstream product

• 118-12-7 1,3,3-Trimethyl-2-methyleneindoline 
• 58464-23-6 5-chloro-1,2,3,3-tetramethyl-3H-indol-1-ium iodide 
• 25981-83-3 5-chloro-2,3,3-trimethyl-3H-indole 
• 563-80-4 3-methyl-butan-2-one 
• 1073-69-4 N-4-chlorophenylhydrazine 

Downstream Products

• 1282615-94-4 (2E,2'E)-2,2'-{(E)-4-(4-nitrophenyl)pent-2-ene-1,5-diylidene}bis(5-chloro-1,3,3-trimethylindoline) 
• 1282615-92-2 (2E,2'E)-2,2'-{(E)-4-phenylpent-2-ene-1,5-diylidene}bis(5-chloro-1,3,3-trimethylindoline) 
• 27333-50-2 5-chloro-1,3-dihydro-1,3,3-trimethylspiro[2H-indole-2,3'-[3H]-naphth[2,1-b][1,4]oxazine] 
• 209059-33-6 5-Chlor-6'-methoxy-1,3,3-trimethyl-indolin<2-spiro-2'>-benzopyran 
• 59737-29-0 5-Chlor-1,3,3-trimethyl-2-formylmethylen-indolin 

Relevant articles and documents

Photolysis mechanism of a squarylium dye

The photodegradation mechanism of a squarylium dye was investigated by analyzing the photoproducts using a UV-Vis spectrometer, MALDI-TOF-MASS, HPLC and GC-MS. We found that a squarylium dye was likely decomposed into smaller species by way of an intermediate species which was an adduct of an original dye with a solvent molecule or solvent radical. The reaction mechanism was confirmed using the quantum chemical calculation by estimating the structure of the intermediate species. Since the solvent molecules are involved in the reaction, the reaction rate depended on the used solvent, and the photodegradation rate was much faster in a chloromethane than in an alcohol.

PHOTOCHROMISM. SYNTHESIS AND PROPERTIES OF INDOLINOSPIROBENZOTHIOPYRANS

Novel photochromic compounds, indolinospirobenzothiopyrans, were prepared and their properties in polymer films were examined.The absorption bands of the colored form lie around 100 nm deeper in the long-wave region of the spectrum than are the case with the common spiropyrans.