IR-780 iodide supplier | CasNO.207399-07-3

Name
2-[2-[2-CHLORO-3-[(1,3-DIHYDRO-3,3-DIMETHYL-1-PROPYL-2H-INDOL-2-YLIDENE)ETHYLIDENE]-1-CYCLOHEXEN-1-YL]ETHENYL]-3,3-DIMETHYL-1-PROPYLINDOLIUM IODIDE
EINECS
CAS No. 207399-07-3
Article Data9
CAS DataBase
Density
Solubility
Melting Point 232-234 ºC
Formula C₃₆H₄₄ClN₂^.I
Boiling Point
Molecular Weight 667.116
Flash Point
Transport Information
Appearance solid
Safety 22-24/25
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols
Synonyms 3H-Indolium, 2-(2-(2-chloro-3-((1,3-dihydro-3,3-dimethyl-1-propyl-2H-indol-2-ylidene)ethylidene)-1-cyclohexen-1-yl)ethenyl)-3,3-dimethyl-1-propyl-, iodide;2-[2-[2-Chloro-3-[(1,3-dihydro-3,3-dimethyl-1-propyl-2H-indol-2-ylidene)ethylidene]-1-cyclohexen-1-yl]ethenyl]-3,3-dimethyl-1-propylindolium iodide;
PSA 6.25000
LogP 6.75170

Synthetic route

: 61010-04-6
2-chloro-1-formyl-3-hydroxymethylenecyclohexene

: 20205-29-2
2,3,3-trimethyl-1-propyl-3H-indolium iodide

: 207399-07-3
2-[2-[2-chloro-3-[(1,3-dihydro-3,3-dimethyl-1-propyl-2H-indolyl-2-ylidenyl)ethylidenyl]-1-cyclohexen-1-yl]ethenyl]-3,3-dimethyl-1-propylindolium iodide

Conditions

Conditions	Yield
In butan-1-ol; benzene at 160℃; for 10h; Inert atmosphere;	96%
In butan-1-ol; benzene at 160℃; for 10h; Inert atmosphere;	96%
In butan-1-ol; benzene at 160℃; for 10h; Inert atmosphere; Dean-Stark;	96%

: 20205-29-2
2,3,3-trimethyl-1-propyl-3H-indolium iodide

: N-((2-chloro-3-((phenylimino)methyl)cyclohex-2-en-1-ylidene)methyl)aniline

: 207399-07-3
2-[2-[2-chloro-3-[(1,3-dihydro-3,3-dimethyl-1-propyl-2H-indolyl-2-ylidenyl)ethylidenyl]-1-cyclohexen-1-yl]ethenyl]-3,3-dimethyl-1-propylindolium iodide

Conditions

Conditions	Yield
With sodium acetate In ethanol at 50℃; for 1h;	79%

: 1640-39-7
2,3,3-trimethylindoleniune

: 207399-07-3
2-[2-[2-chloro-3-[(1,3-dihydro-3,3-dimethyl-1-propyl-2H-indolyl-2-ylidenyl)ethylidenyl]-1-cyclohexen-1-yl]ethenyl]-3,3-dimethyl-1-propylindolium iodide

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: acetonitrile / 15 h / Reflux 2: butan-1-ol; benzene / 10 h / 160 °C / Inert atmosphere View Scheme
Multi-step reaction with 2 steps 1: acetonitrile / 15 h / Reflux 2: butan-1-ol; benzene / 10 h / 160 °C / Inert atmosphere; Dean-Stark View Scheme
Multi-step reaction with 2 steps 1: 5 h / Reflux 2: sodium acetate / ethanol / 1 h / 50 °C View Scheme

: 108-94-1
cyclohexanone

: 207399-07-3
2-[2-[2-chloro-3-[(1,3-dihydro-3,3-dimethyl-1-propyl-2H-indolyl-2-ylidenyl)ethylidenyl]-1-cyclohexen-1-yl]ethenyl]-3,3-dimethyl-1-propylindolium iodide

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: trichlorophosphate / dichloromethane / 0.5 h / Inert atmosphere; cooling with ice 1.2: 3 h / 80 °C 2.1: butan-1-ol; benzene / 10 h / 160 °C / Inert atmosphere View Scheme
Multi-step reaction with 2 steps 1: trichlorophosphate / dichloromethane / 3 h / 80 °C / Inert atmosphere 2: butan-1-ol; benzene / 10 h / 160 °C / Inert atmosphere; Dean-Stark View Scheme
Multi-step reaction with 2 steps 1.1: trichlorophosphate / dichloromethane / 0.17 h / 0 °C 1.2: 3.2 h / Reflux 1.3: 1 h / 20 °C 2.1: sodium acetate / ethanol / 1 h / 50 °C View Scheme

: 20205-29-2
2,3,3-trimethyl-1-propyl-3H-indolium iodide

: N-((E)-(2-chloro-3-((E)-(phenylimino)methyl)cyclohex-2-enylidene)methyl)aniline

: 207399-07-3
2-[2-[2-chloro-3-[(1,3-dihydro-3,3-dimethyl-1-propyl-2H-indolyl-2-ylidenyl)ethylidenyl]-1-cyclohexen-1-yl]ethenyl]-3,3-dimethyl-1-propylindolium iodide

Conditions

Conditions	Yield
With sodium acetate In ethanol at 120℃; for 0.333333h; Microwave irradiation;

: 207399-07-3
2-[2-[2-chloro-3-[(1,3-dihydro-3,3-dimethyl-1-propyl-2H-indolyl-2-ylidenyl)ethylidenyl]-1-cyclohexen-1-yl]ethenyl]-3,3-dimethyl-1-propylindolium iodide

: 149505-94-2
tert-butyl (4-hydroxybenzyl)carbamate

: 2-(2-{2-chloro-3-[(1,3-dihydro-3,3-dimethyl-1-propyl-2H-indol-2-ylidene)ethylidene]-2-(4-tert-butylcarbamate aminomethylphenoxy)-1-cyclohexen-1-yl}ethenyl)-3,3-dimethyl-1-propylindolium iodide

Conditions

Conditions	Yield
With caesium carbonate In dichloromethane at 40℃; for 1h; Inert atmosphere;	100%
With caesium carbonate In dichloromethane at 40℃; for 1h; Inert atmosphere;	100%

: 207399-07-3
2-[2-[2-chloro-3-[(1,3-dihydro-3,3-dimethyl-1-propyl-2H-indolyl-2-ylidenyl)ethylidenyl]-1-cyclohexen-1-yl]ethenyl]-3,3-dimethyl-1-propylindolium iodide

: phosphomolybdic acid triacontahydrate

: Mo12O40P(3-)*3C36H44ClN2(1+)

Conditions

Conditions	Yield
In ethanol; water	96%

: 207399-07-3
2-[2-[2-chloro-3-[(1,3-dihydro-3,3-dimethyl-1-propyl-2H-indolyl-2-ylidenyl)ethylidenyl]-1-cyclohexen-1-yl]ethenyl]-3,3-dimethyl-1-propylindolium iodide

: phosphotungstic acid triacontahydrate

: phosphomolybdic acid triacontahydrate

: 0.5Mo12O40P(3-)*3C36H44ClN2(1+)*0.5O40PW12(3-)

Conditions

Conditions	Yield
In ethanol; water	94%

...Expand

: 207399-07-3
2-[2-[2-chloro-3-[(1,3-dihydro-3,3-dimethyl-1-propyl-2H-indolyl-2-ylidenyl)ethylidenyl]-1-cyclohexen-1-yl]ethenyl]-3,3-dimethyl-1-propylindolium iodide

: phosphotungstic acid triacontahydrate

: 3C36H44ClN2(1+)*O40PW12(3-)

Conditions

Conditions	Yield
In ethanol; water	93%

: 207399-07-3
2-[2-[2-chloro-3-[(1,3-dihydro-3,3-dimethyl-1-propyl-2H-indolyl-2-ylidenyl)ethylidenyl]-1-cyclohexen-1-yl]ethenyl]-3,3-dimethyl-1-propylindolium iodide

: 1074-36-8
4-mercaptobenzoic acid

: C43H49N2O2S(1+)*I(1-)

Conditions

Conditions	Yield
In N,N-dimethyl-formamide at 20℃; for 20h; Inert atmosphere;	92%
In N,N-dimethyl-formamide at 20℃; Inert atmosphere;	85%

: 207399-07-3
2-[2-[2-chloro-3-[(1,3-dihydro-3,3-dimethyl-1-propyl-2H-indolyl-2-ylidenyl)ethylidenyl]-1-cyclohexen-1-yl]ethenyl]-3,3-dimethyl-1-propylindolium iodide

: phosphotungstic acid triacontahydrate

: phosphomolybdic acid triacontahydrate

: 0.3Mo12O40P(3-)*3C36H44ClN2(1+)*0.7O40PW12(3-)

Conditions

Conditions	Yield
In ethanol; water	92%

...Expand

: 207399-07-3
2-[2-[2-chloro-3-[(1,3-dihydro-3,3-dimethyl-1-propyl-2H-indolyl-2-ylidenyl)ethylidenyl]-1-cyclohexen-1-yl]ethenyl]-3,3-dimethyl-1-propylindolium iodide

: 81744-01-6
2-(4'-hydroxyphenyl)-1,2-benzoisoselenazol-3(2H)-one

: C49H52N3O2Se(1+)*I(1-)

Conditions

Conditions	Yield
Stage #1: 2-(4'-hydroxyphenyl)-1,2-benzoisoselenazol-3(2H)-one With potassium tert-butylate In tetrahydrofuran at 15℃; for 0.5h; Inert atmosphere; Stage #2: 2-[2-[2-chloro-3-[(1,3-dihydro-3,3-dimethyl-1-propyl-2H-indolyl-2-ylidenyl)ethylidenyl]-1-cyclohexen-1-yl]ethenyl]-3,3-dimethyl-1-propylindolium iodide In tetrahydrofuran at 60℃; for 5h; Reagent/catalyst; Temperature; Solvent; Inert atmosphere;	92%

Yield

Stage #1: 2-(4'-hydroxyphenyl)-1,2-benzoisoselenazol-3(2H)-one With potassium tert-butylate In tetrahydrofuran at 15℃; for 0.5h; Inert atmosphere;
Stage #2: 2-[2-[2-chloro-3-[(1,3-dihydro-3,3-dimethyl-1-propyl-2H-indolyl-2-ylidenyl)ethylidenyl]-1-cyclohexen-1-yl]ethenyl]-3,3-dimethyl-1-propylindolium iodide In tetrahydrofuran at 60℃; for 5h; Reagent/catalyst; Temperature; Solvent; Inert atmosphere;

92%

: 110-85-0
piperazine

: 207399-07-3
2-[2-[2-chloro-3-[(1,3-dihydro-3,3-dimethyl-1-propyl-2H-indolyl-2-ylidenyl)ethylidenyl]-1-cyclohexen-1-yl]ethenyl]-3,3-dimethyl-1-propylindolium iodide

: 1477522-55-6
C40H53N4(1+)*I(1-)

Conditions

Conditions	Yield
In acetonitrile at 82℃; for 4h; Inert atmosphere;	90%
In N,N-dimethyl-formamide at 85℃; for 4h;	86%
In N,N-dimethyl-formamide at 85℃; for 4h; Inert atmosphere;	85%

: 110-85-0
piperazine

: 207399-07-3
2-[2-[2-chloro-3-[(1,3-dihydro-3,3-dimethyl-1-propyl-2H-indolyl-2-ylidenyl)ethylidenyl]-1-cyclohexen-1-yl]ethenyl]-3,3-dimethyl-1-propylindolium iodide

: 1477612-49-9
C40H53N4(1+)

Conditions

Conditions	Yield
In N,N-dimethyl-formamide at 80℃; for 4h;	87.4%
In N,N-dimethyl-formamide at 85℃; for 4h; Inert atmosphere;

: 207399-07-3
2-[2-[2-chloro-3-[(1,3-dihydro-3,3-dimethyl-1-propyl-2H-indolyl-2-ylidenyl)ethylidenyl]-1-cyclohexen-1-yl]ethenyl]-3,3-dimethyl-1-propylindolium iodide

: 75-04-7
ethylamine

: 1255954-15-4
C38H50N3(1+)*I(1-)

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In acetonitrile at 80℃; for 0.333333h;	87%
With triethylamine In acetonitrile at 80℃;

: 207399-07-3
2-[2-[2-chloro-3-[(1,3-dihydro-3,3-dimethyl-1-propyl-2H-indolyl-2-ylidenyl)ethylidenyl]-1-cyclohexen-1-yl]ethenyl]-3,3-dimethyl-1-propylindolium iodide

: 108-98-5
thiophenol

: IR-792

Conditions

Conditions	Yield
In N,N-dimethyl-formamide at 25℃; for 10h; Inert atmosphere; Schlenk technique;	87%

: 207399-07-3
2-[2-[2-chloro-3-[(1,3-dihydro-3,3-dimethyl-1-propyl-2H-indolyl-2-ylidenyl)ethylidenyl]-1-cyclohexen-1-yl]ethenyl]-3,3-dimethyl-1-propylindolium iodide

: aluminium(III) sulfate hexahydrate

: 3C38H46ClN2O6S2(1-)*Al(3+)

Conditions

Conditions	Yield
With sodium hydroxide In water	87%

: 207399-07-3
2-[2-[2-chloro-3-[(1,3-dihydro-3,3-dimethyl-1-propyl-2H-indolyl-2-ylidenyl)ethylidenyl]-1-cyclohexen-1-yl]ethenyl]-3,3-dimethyl-1-propylindolium iodide

: 95-88-5
4-Chlororesorcinol

: C28H29ClNO2(1+)

Conditions

Conditions	Yield
Stage #1: 4-Chlororesorcinol With triethylamine In N,N-dimethyl-formamide at 20℃; for 0.166667h; Inert atmosphere; Stage #2: 2-[2-[2-chloro-3-[(1,3-dihydro-3,3-dimethyl-1-propyl-2H-indolyl-2-ylidenyl)ethylidenyl]-1-cyclohexen-1-yl]ethenyl]-3,3-dimethyl-1-propylindolium iodide In N,N-dimethyl-formamide at 75℃; for 6h; Inert atmosphere;	86.9%

: 2706-56-1
2-(aminoethyl)pyridine

: 207399-07-3
2-[2-[2-chloro-3-[(1,3-dihydro-3,3-dimethyl-1-propyl-2H-indolyl-2-ylidenyl)ethylidenyl]-1-cyclohexen-1-yl]ethenyl]-3,3-dimethyl-1-propylindolium iodide

C43H53N4(1+)*I(1-): C43H53N4(1+)*I(1-)

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In acetonitrile at 80℃; for 0.333333h;	85%

IR-780 iodide Specification

The systematic name of IR-780 iodide is 2-[(Z)-2-{(3E)-2-chloro-3-[(2E)-2-(3,3-dimethyl-1-propyl-1,3-dihydro-2H-indol-2-ylidene)ethylidene]cyclohex-1-en-1-yl}ethenyl]-3,3-dimethyl-1-propyl-3H-indolium iodide. With the CAS registry number 207399-07-3, it is also named as 3H-Indolium, 2-(2-(2-chloro-3-((1,3-dihydro-3,3-dimethyl-1-propyl-2H-indol-2-ylidene)ethylidene)-1-cyclohexen-1-yl)ethenyl)-3,3-dimethyl-1-propyl-, iodide. The product's classification code is TSCA Flag P [A commenced PMN (Premanufacture Notice) substance], and the other registry number is 223714-76-9 . Besides, it is solid, which should be stored in closed container in a cool and dry warehouse. In addition, when you are using this chemical, please do not breathe dust. And you should avoid contact with skin and eyes.

The other characteristics of IR-780 iodide can be summarized as: (1)#H bond acceptors: 2; (2)#H bond donors: 0; (3)#Freely Rotating Bonds: 7; (4)Nominal mass: 666; (5)Average mass: 667.1054; (6)Monoisotopic mass: 666.223762; (7)Melting point 232-234 °C.

People can use the following data to convert to the molecule structure.
(1)SMILES: [I-].Cl/C/3=C(\C=C/C2=[N+](/c1ccccc1C2(C)C)CCC)CCCC\3=C\C=C5\N(c4ccccc4C5(C)C)CCC
(2)InChI: InChI=1/C36H44ClN2.HI/c1-7-24-38-30-18-11-9-16-28(30)35(3,4)32(38)22-20-26-14-13-15-27(34(26)37)21-23-33-36(5,6)29-17-10-12-19-31(29)39(33)25-8-2;/h9-12,16-23H,7-8,13-15,24-25H2,1-6H3;1H/q+1;/p-1
(3)InChIKey: IRPKBYJYVJOQHQ-REWHXWOFAC
(4)Std. InChI: InChI=1S/C36H44ClN2.HI/c1-7-24-38-30-18-11-9-16-28(30)35(3,4)32(38)22-20-26-14-13-15-27(34(26)37)21-23-33-36(5,6)29-17-10-12-19-31(29)39(33)25-8-2;/h9-12,16-23H,7-8,13-15,24-25H2,1-6H3;1H/q+1;/p-1
(5)Std. InChIKey: IRPKBYJYVJOQHQ-UHFFFAOYSA-M

Product Name

2-[2-[2-CHLORO-3-[(1,3-DIHYDRO-3,3-DIMETHYL-1-PROPYL-2H-INDOL-2-YLIDENE)ETHYLIDENE]-1-CYCLOHEXEN-1-YL]ETHENYL]-3,3-DIMETHYL-1-PROPYLINDOLIUM IODIDE

Synthetic route

IR-780 iodide Specification

Related Products

Hot Products