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Name	2-[3-(1,3-dihydro-1,3,3-trimethyl-2H-indol-2-ylidene)prop-1-enyl]-1,3,3-trimethyl-3H-indolium chloride	EINECS	228-668-0
CAS No.	6320-14-5	Density	1.06[at 20℃]
PSA	6.25000	LogP	2.58810
Solubility	26.53mg/L at 25℃	Melting Point	N/A
Formula	C₂₅H₂₉ClN₂	Boiling Point	608.73℃[at 101 325 Pa]
Molecular Weight	392.972	Flash Point	N/A
Transport Information	N/A	Appearance	gray powder
Safety		Risk Codes	N/A
Molecular Structure		Hazard Symbols	N/A
Synonyms	1,3,3-Trimethyl-2-[3-(1,3,3-trimethyl-2-indolinylidene)propenyl]-3H-indoliumchloride (6CI,7CI);3H-Indolium,1,3,3-trimethyl-2-[3-(1,3,3-trimethyl-2-indolinylidene)propenyl]-, chloride(8CI);3H-Indolium,2-[3-(1,3-dihydro-1,3,3-trimethyl-2H-indol-2-ylidene)-1-propenyl]-1,3,3-trimethyl-,chloride (9CI);1,3,3,1',3',3'-Hexamethylindocarbocyanine chloride;1,3,3-Trimethyl-2-[3-(1,3,3-trimethyl-1,3-dihydroindol-2-ylidene)propenyl]-3H-indoliumchloride;Acronol Phloxine FF;Aizen Astra Phloxine FF;Aizen Astra Phloxine FFConc.;Astra Phloxine;Astra Phloxine F;Astra Phloxine FF;Astra Phloxine G;Astra Phloxine G extra;Astrafloxin;Astrafloxin F;Astraphloxin;AstraphloxinG;Atlantic Paper Red P;Basic Red 12;Brilliant Pink AS;C.I. 48070;C.I.Basic Red 12;Cosmophloxine F;Tokyo Aniline Astraphloxine FF;Verona Paper Red;

2-[3-(1,3-dihydro-1,3,3-trimethyl-2H-indol-2-ylidene)prop-1-enyl]-1,3,3-trimethyl-3H-indolium chloride Synthetic route

: 64-18-6
formic acid

: 118-12-7
1,3,3-Trimethyl-2-methyleneindoline

: 6320-14-5
1,1′,3,3,3′,3′-hexamethylindocarbocyanine chloride

Conditions

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

: 118-12-7
1,3,3-Trimethyl-2-methyleneindoline

: 84-83-3
1,3,3-trimethyl-2-formylmethyleneindoline

: 6320-14-5
1,1′,3,3,3′,3′-hexamethylindocarbocyanine chloride

Conditions

Conditions	Yield
With trichlorophosphate; benzene
With trichlorophosphate; benzene

: 118-12-7
1,3,3-Trimethyl-2-methyleneindoline

: 16694-46-5
ethyl formimidate hydrochloride

: 6320-14-5
1,1′,3,3,3′,3′-hexamethylindocarbocyanine chloride

Conditions

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

: 118-12-7
1,3,3-Trimethyl-2-methyleneindoline

: 864131-95-3
N,N'-diphenylformamidine

: 6320-14-5
1,1′,3,3,3′,3′-hexamethylindocarbocyanine chloride

Conditions

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

1,3-bis-<1,3,3-trimethyl-indolin-2-ylidene>-propane: 1,3-bis-<1,3,3-trimethyl-indolin-2-ylidene>-propane

: 6320-14-5
1,1′,3,3,3′,3′-hexamethylindocarbocyanine chloride

Conditions

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;

: 118-12-7
1,3,3-Trimethyl-2-methyleneindoline

: 6320-14-5
1,1′,3,3,3′,3′-hexamethylindocarbocyanine chloride

Conditions

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

: 6320-14-5
1,1′,3,3,3′,3′-hexamethylindocarbocyanine chloride

: 80-40-0
ethyl ester of p-toluenesulfonic acid

: 119020-55-2
1,3,3-Trimethyl-2-<3-(1,3-dihydro-1,3,3-trimethyl-2H-indol-2-ylidene)propenyl>-3H-indolium tosylate

Conditions

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

: 6320-14-5
1,1′,3,3,3′,3′-hexamethylindocarbocyanine chloride

: 62-50-0
Ethyl methanesulfonate

: 88519-83-9
1,3,3-Trimethyl-2-<3-(1,3-dihydro-1,3,3-trimethyl-2H-indol-2-ylidene)propenyl>-3H-indolium methanesulfonate

Conditions

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

: 6320-14-5
1,1′,3,3,3′,3′-hexamethylindocarbocyanine chloride

: 126565-16-0
1,3,3-Trimethyl-2-<3-(1,3-dihydro-1,3,3-trimethyl-2H-indol-2-ylidene)propenyl>-3H-indolium Fluoride

Conditions

Conditions	Yield
With silver fluoride In water; acetonitrile	68%

2-[3-(1,3-dihydro-1,3,3-trimethyl-2H-indol-2-ylidene)prop-1-enyl]-1,3,3-trimethyl-3H-indolium chloride Consensus Reports

Reported in EPA TSCA Inventory.

2-[3-(1,3-dihydro-1,3,3-trimethyl-2H-indol-2-ylidene)prop-1-enyl]-1,3,3-trimethyl-3H-indolium chloride Specification

The IUPAC name of C.I. Basic Red 12 is (2Z)-1,3,3-trimethyl-2-[(E)-3-(1,3,3-trimethylindol-1-ium-2-yl)prop-2-enylidene]indole chloride. With the CAS registry number 6320-14-5, it is also named as Acronol Phloxine FF; 2-(3-(1,3-Dihydro-1,3,3-trimethyl-2H-indol-2-ylidene)prop-1-enyl)-1,3,3-trimethyl-3H-indolium chloride. The product's categories are dyes and pigments; organics. It exists as gray powder which is soluble in water, ethanol and ethylene glycol ether. This chemical appears yellow pink in concentrated sulfuric acid and blu-ray pink in the diluted solution. The color of C.I. Basic Red 12 in concentrated nitric acid is apricot. When heated to decomposition it emits toxic vapors of NO_x and Cl^-.

The other characteristics of this product can be summarized as: (1)#H bond acceptors: 2; (2)#H bond donors: 0; (3)#Freely Rotating Bonds: 2; (4)Rotatable Bond Count: 2; (5)Exact Mass: 392.201927; (6)MonoIsotopic Mass: 392.201927; (7)Topological Polar Surface Area: 6.2; (8)Heavy Atom Count: 28; (9)Complexity: 623; (10)Defined Bond StereoCenter Count: 2; (11)Covalently-Bonded Unit Count: 2.

Preparation of C.I. Basic Red 12: Using ω-aldehyde as raw material which condensates with sodium formate in acetic anhydride at the presence of magnesium oxide to get the product. The product is dumped into the water to precipitate dye. After filtration, drying and grinding, we can get the crude product.

Uses of C.I. Basic Red 12: It is mainly used in dyeing silk, cotton, acetate fibers, nylon and acrylic. And it is also used in coloring leather and paper. In addition, it is used in the preparation of 1,3,3-Trimethyl-2-[3-(1,3-dihydro-1,3,3-trimethyl-2H-indol-2-ylidene)propenyl]-3H-indolium Fluoride. This reaction needs reagent silver fluoride and solvent acetonitrile and H₂O. The yield is 68 %.

People can use the following data to convert to the molecule structure.
1. SMILES: [Cl-].c1cccc4c1C(C(=C/C=C/C3=[N+](/c2ccccc2C3(C)C)C)\N4C)(C)C;
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.

The following are the toxicity data which has been tested.

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
rat	LD50	oral	18mg/kg (18mg/kg)		United States Environmental Protection Agency, Office of Pesticides and Toxic Substances. Vol. 8EHQ-1285-0581,

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