6320-14-5

Basic information

• Product Name: 2-[3-(1,3-dihydro-1,3,3-trimethyl-2H-indol-2-ylidene)prop-1-enyl]-1,3,3-trimethyl-3H-indolium chloride
• Synonyms: 2-[3-(1,3-dihydro-1,3,3-trimethyl-2H-indol-2-ylidene)prop-1-enyl]-1,3,3-trimethyl-3H-indolium chloride;1,3,3-trimethyl-2-(3-(1,3,3-trimethyl-2-indolinylidene)propenyl)-3H-Indolium;3H-Indolium, 2-3-(1,3-dihydro-1,3,3-trimethyl-2H-indol-2-ylidene)-1-propenyl-1,3,3-trimethyl-, chloride;3,3-trimethyl- chloride;acronol phloxine ff;aizen astra phloxine ff;astra phloxine;astra phloxine g
• CAS NO: 6320-14-5
• Molecular Formula: C₂₅H₂₉N₂*Cl
• Molecular Weight: 357.51116
• EINECS: 228-668-0
• Product Categories: Dyes and Pigments;Organics
• Mol File: 6320-14-5.mol
• Article Data: 0

Chemical Properties

• Boiling Point: 608.73℃[at 101 325 Pa]
• Appearance: /
• Density: 1.06[at 20℃]
• Vapor Pressure: 0Pa at 25℃
• Storage Temp.: Room Temperature
• Solubility: Methanol (Slightly), Water (Slightly, Sonicated)
• Water Solubility: 26.53mg/L at 25℃
• CAS DataBase Reference: 2-[3-(1,3-dihydro-1,3,3-trimethyl-2H-indol-2-ylidene)prop-1-enyl]-1,3,3-trimethyl-3H-indolium chloride(CAS DataBase Reference)
• NIST Chemistry Reference: 2-[3-(1,3-dihydro-1,3,3-trimethyl-2H-indol-2-ylidene)prop-1-enyl]-1,3,3-trimethyl-3H-indolium chloride(6320-14-5)
• EPA Substance Registry System: 2-[3-(1,3-dihydro-1,3,3-trimethyl-2H-indol-2-ylidene)prop-1-enyl]-1,3,3-trimethyl-3H-indolium chloride(6320-14-5)

Safety Data

• Hazardous Substances Data: 6320-14-5(Hazardous Substances Data)

Usage

Uses

Basic Red 12 is useful in colouring compositions for colour filters.

Preparation

(a) 2-(1,3,3-Trimethylindolin-2-yl)acetaldehyde?and Formic acid?in acetic anhydride, in the presence of magnesium oxide for condensation reaction, and then to the water, salting out dyes; (b) 3-Methyl-1H-indole?and Chloromethane?reaction,and then to convert it into Trimethoxymethane dye.

Flammability and Explosibility

Notclassified

Properties and Applications

blue light pink. Red?violet?with?gray?powder . Easy to dissolve in water and ethanol peach_pink, also dissolve fiber element in. The strong sulfuric acid for yellow peach, diluted to blu-ray pink; In nitric acid for apricot yellow. With fluorescent dye water solution is pink, add sodium hydroxide into blue light pink. Used for silk, cotton, vinegar and polyamide fiber dyeing. Can also be used for leather, paper, shading, also used as organic pigments. Standard( Silk ) Light Fastness Persperation Fastness Ironing Fastness Soaping Fading Stain Fading Stain Fading Stain B 1-2 3-4 5

Standard( Silk )

Light Fastness

Fading

Stain

B

1-2

InChI:InChI=1/C25H29N2.ClH/c1-24(2)18-12-7-9-14-20(18)26(5)22(24)16-11-17-23-25(3,4)19-13-8-10-15-21(19)27(23)6;/h7-17H,1-6H3;1H/q+1;/p-1

Synthetic route

formic acid (64-18-6) + 1,3,3-Trimethyl-2-methyleneindoline (118-12-7) → 1,1′,3,3,3′,3′-hexamethylindocarbocyanine chloride (6320-14-5)

Conditions	Yield
With acetic anhydride Behandeln des Reaktionsprodukts mit wss. HCl;

1,3,3-Trimethyl-2-methyleneindoline (118-12-7) + 1,3,3-trimethyl-2-formylmethyleneindoline (84-83-3) → 1,1′,3,3,3′,3′-hexamethylindocarbocyanine chloride (6320-14-5)

Conditions	Yield
With trichlorophosphate; benzene
With trichlorophosphate; benzene

1,3,3-Trimethyl-2-methyleneindoline (118-12-7) + ethyl formimidate hydrochloride (16694-46-5) → 1,1′,3,3,3′,3′-hexamethylindocarbocyanine chloride (6320-14-5)

Conditions	Yield
With acetic anhydride Behandeln des Reaktionsgemisches mit wss. HCl;

1,3,3-Trimethyl-2-methyleneindoline (118-12-7) + N,N'-diphenylformamidine (864131-95-3) → 1,1′,3,3,3′,3′-hexamethylindocarbocyanine chloride (6320-14-5)

Conditions	Yield
With acetic anhydride Behandeln des Reaktionsprodukts mit wss. HCl;

1,3-bis-<1,3,3-trimethyl-indolin-2-ylidene>-propane → 1,1′,3,3,3′,3′-hexamethylindocarbocyanine chloride (6320-14-5)

Conditions	Yield
With lead dioxide; acetic acid; calcium chloride Behandeln des Reaktionsgemisches mit wss. HCl;
With acetic acid; p-benzoquinone; benzene aufeinanderfolgendes Behandeln des Reaktionsprodukts mit wss. NaOH und wss. HCl;

1,3,3-Trimethyl-2-methyleneindoline (118-12-7) → 1,1′,3,3,3′,3′-hexamethylindocarbocyanine chloride (6320-14-5)

Conditions	Yield
Multi-step reaction with 2 steps 1: 1,2-dichloro-benzene; phosphoryl chloride / anschliessendes Hydrolysieren 2: POCl3; benzene View Scheme

1,1′,3,3,3′,3′-hexamethylindocarbocyanine chloride (6320-14-5) + ethyl ester of p-toluenesulfonic acid (80-40-0) → 1,3,3-Trimethyl-2-<3-(1,3-dihydro-1,3,3-trimethyl-2H-indol-2-ylidene)propenyl>-3H-indolium tosylate (119020-55-2)

Conditions	Yield
at 90 - 95℃; for 0.5h;	93%

1,1′,3,3,3′,3′-hexamethylindocarbocyanine chloride (6320-14-5) + Ethyl methanesulfonate (62-50-0) → 1,3,3-Trimethyl-2-<3-(1,3-dihydro-1,3,3-trimethyl-2H-indol-2-ylidene)propenyl>-3H-indolium methanesulfonate (88519-83-9)

Conditions	Yield
at 90 - 95℃; for 0.5h;	92%

1,1′,3,3,3′,3′-hexamethylindocarbocyanine chloride (6320-14-5) → 1,3,3-Trimethyl-2-<3-(1,3-dihydro-1,3,3-trimethyl-2H-indol-2-ylidene)propenyl>-3H-indolium Fluoride (126565-16-0)

Conditions	Yield
With silver fluoride In water; acetonitrile	68%

Upstream product

• 118-12-7 1,3,3-Trimethyl-2-methyleneindoline 
• 864131-95-3 N,N'-diphenylformamidine 
• 16694-46-5 ethyl formimidate hydrochloride 
• 84-83-3 1,3,3-trimethyl-2-formylmethyleneindoline 
• 64-18-6 formic acid 

Downstream Products

• 96643-40-2 4-Bromo-benzoate1,3,3-trimethyl-2-{(E)-3-[1,3,3-trimethyl-1,3-dihydro-indol-(2E)-ylidene]-propenyl}-3H-indolium; 
• 119020-55-2 1,3,3-Trimethyl-2-<3-(1,3-dihydro-1,3,3-trimethyl-2H-indol-2-ylidene)propenyl>-3H-indolium tosylate