3-Methylindole supplier | CasNO.83-34-1

Name
3-Methyl-1H-indole
EINECS 201-471-7
CAS No. 83-34-1
Article Data262
CAS DataBase
Density 1.11 g/cm³
Solubility
Melting Point 92-97 °C(lit.)
Formula C₉H₉N
Boiling Point 265.1 °C at 760 mmHg
Molecular Weight 131.177
Flash Point 112.5 °C
Transport Information
Appearance slightly brown platelets
Safety 26-36
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms 1/C9H9N/c1-7-6-10-9-5-3-2-4-8(7)9/h2-6,10H,1H;3-Methyl-4,5-benzopyrrole;3-methyl-2,3-dihydro-1H-indole;3-MI;1H-Indole, 3-methyl-;Skatol;beta-Methylindole;Indole, 3-methyl-;1H-Indole,3-methyl-;Scatole;3-Methyl-1H-indole;FEMA No. 3019;.beta.-Methylindole;3-methyl-H-indole;3-methyl indole (Skatole);Skatole;
PSA 15.79000
LogP 2.47630

Synthetic route

: 52562-19-3
2-isopropenylaniline

: 83-34-1
3-Methylindole

Conditions

Conditions	Yield
With 1-fluoro-3,3-dimethyl-1,3-dihydro-1λ3-benzo[d][1,2]iodaoxole In acetonitrile at 20℃; Molecular sieve;	100%
With dipotassium peroxodisulfate; iron(II) fluoride; triethylamine In tetrahydrofuran at 70℃; for 16h;	54%
With copper diacetate In dimethyl sulfoxide at 120℃; for 12h; Wacker Oxidation;	41%
Multi-step reaction with 2 steps 1: 2-Methyl-2-nitropropane; trimethylsilylazide / acetonitrile / 1 h / 0 - 20 °C 2: C58H65N5Ni2O(1+)*F6P(1-) / (2)H8-toluene / 2 h / 110 °C / Inert atmosphere; Glovebox View Scheme

: 487-89-8
Indole-3-carboxaldehyde

: 83-34-1
3-Methylindole

Conditions

Conditions	Yield
With palladium 10% on activated carbon; water; hydrazine hydrate In ethanol at 100℃; for 24h; Reagent/catalyst;	99%
copper chromite In diethylene glycol dimethyl ether	97%
In diethylene glycol dimethyl ether	97.5%

: 36797-43-0
3-methyl-N-(p-toluenesulfonyl)indole

: 83-34-1
3-Methylindole

Conditions

Conditions	Yield
With sodium hydroxide In ethanol for 24h; Heating;	99%
With formic acid; (4,4'-di-tert-butyl-2,2'-dipyridyl)-bis-(2-phenylpyridine(-1H))-iridium(III) hexafluorophosphate; N-ethyl-N,N-diisopropylamine In acetonitrile at 20℃; for 24h; Inert atmosphere; Sealed tube; Irradiation;	83%
With sodium hydride In N,N-dimethyl acetamide at 60℃; for 2h; Inert atmosphere;	83%

: 2,2-dimethyl-1-(3-methyl-1H-indol-1-yl)propan-1-one

: 83-34-1
3-Methylindole

Conditions

Conditions	Yield
With lithium diisopropyl amide In tetrahydrofuran; hexane at 40 - 45℃; for 2h;	99%
With n-butyllithium; diisopropylamine In tetrahydrofuran; hexanes at -78 - 45℃; for 2h; Inert atmosphere;	99%

: 120-72-9
indole

: 4747-15-3
1-(2-methoxyvinyl)benzene

: 83-34-1
3-Methylindole

Conditions

Conditions	Yield
With zinc(II) chloride In 1,4-dioxane at 100℃; for 12h; Schlenk technique;	99%

: 4375-15-9
3-methyl-2,3-dihydro-1H-indole

: 83-34-1
3-Methylindole

Conditions

Conditions	Yield
With C21H21ClIrNO2 In tetrahydrofuran; 2,2,2-trifluoroethanol for 20h; Inert atmosphere;	98%
With tris(bipyridine)ruthenium(II) dichloride hexahydrate; chloropyridinecobaloxime(III) In ethanol at 30℃; for 24h; Inert atmosphere; Schlenk technique; Irradiation;	98%
With aluminum oxide In N,N-dimethyl-formamide at 120℃; for 7h; Inert atmosphere;	92%

: 73396-87-9
2-iodo-N-allylaniline

: 83-34-1
3-Methylindole

Conditions

Conditions	Yield
With tetrabutyl-ammonium chloride; sodium carbonate; palladium diacetate In N,N-dimethyl-formamide at 25℃; for 24h;	97%
With palladium diacetate; tris-(2-(8-sodium sulfonatodibenzofuranyl))phosphine; triethylamine In water; acetonitrile at 40℃; for 19h;	97%
palladium diacetate In acetonitrile at 110℃;	87%

: 23543-66-0
N-acetyl-3-methylindole

: 83-34-1
3-Methylindole

Conditions

Conditions	Yield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In methanol for 0.5h; Product distribution; Further Variations:; Solvents; reaction time; Heating;	97%

: 5311-88-6
propanal N-phenylhydrazone

: 83-34-1
3-Methylindole

Conditions

Conditions	Yield
With zinc(II) chloride at 200℃; Concentration; Temperature;	96%
With zinc(II) chloride at 180℃;

: 59-88-1
phenylhydrazine hydrochloride

: 123-38-6
propionaldehyde

: 83-34-1
3-Methylindole

Conditions

Conditions	Yield
With 4-methylbenzenesulfonic acid-based ionic liquid supported on silica gel In ethanol at 20℃; for 4h; Fischer Indole Synthesis;	96%
With ammonium cerium (IV) nitrate In methanol for 4h; Reflux;

: 10590-73-5
3-methylindole-2-carboxylic acid

: 83-34-1
3-Methylindole

Conditions

Conditions	Yield
With formic acid In N,N-dimethyl-formamide at 95 - 100℃; for 6h; Reagent/catalyst; Solvent; Temperature; Green chemistry;	96%

: 120-72-9
indole

: 67-56-1
methanol

: 83-34-1
3-Methylindole

Conditions

Conditions	Yield
With sodium hydroxide at 100℃; for 14h; Sealed tube; Autoclave; Inert atmosphere;	95%
With C37H36Cl2NPRuS2; potassium hydroxide at 135℃; for 18h; Inert atmosphere; Sealed tube;	95%
With cobalt(II) tetrafluoroborate hexahydrate; tris(2-diphenylphosphinoethyl)phosphine; potassium carbonate at 100℃; for 24h; Autoclave; Glovebox; Inert atmosphere;	93%

: 487-89-8
Indole-3-carboxaldehyde

of-diglyme: of-diglyme

: 83-34-1
3-Methylindole

Conditions

Conditions	Yield
CuO; SiO2	94%

: phenanthridine 3-indoleacetic acid (1:1)

: 83-34-1
3-Methylindole

Conditions

Conditions	Yield
at -70℃; for 3h; Irradiation;	92%

: 51206-73-6
2-chloro-3-methyl-1H-indole

: 83-34-1
3-Methylindole

Conditions

Conditions	Yield
With hydrogen; triethylamine; palladium on activated charcoal In ethanol	90%

: 86915-22-2
7-bromo-3-methyl-1H-indole

: 83-34-1
3-Methylindole

Conditions

Conditions	Yield
With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride In toluene at 110℃; for 12h;	86%
With palladium diacetate; caesium carbonate; isobutyraldehyde In 1,4-dioxane at 80℃;

: 60249-97-0
1-(1-methylethenyl)-2-nitrobenzene

: 83-34-1
3-Methylindole

Conditions

Conditions	Yield
With 3,4,7,8-Tetramethyl-o-phenanthrolin; palladium diacetate; molybdenum hexacarbonyl In N,N-dimethyl-formamide at 100℃; for 10h; Inert atmosphere; Sealed tube;	85%
With 4,7-dimethoxy-1,10-phenanthroline; phenylsilane; iron(II) acetate In 1,2-dimethoxyethane at 80℃;	71%
With triethyl phosphite at 180℃; for 0.666667h;	70%

: 89378-43-8
3-methyl-indole-1-carboxylic acid tert-butyl ester

: 83-34-1
3-Methylindole

Conditions

Conditions	Yield
With potassium carbonate In methanol; water for 10h; Heating;	85%

: 583-55-1
1-Bromo-2-iodobenzene

: 107-11-9
1-amino-2-propene

: 83-34-1
3-Methylindole

Conditions

Conditions	Yield
With 1,1'-bis-(diphenylphosphino)ferrocene; sodium t-butanolate; tris-(dibenzylideneacetone)dipalladium(0) In toluene at 140℃; for 2h;	85%

: 108665-95-8
3-methyl-2-(phenylsulfonyl)-1H-indole

: 83-34-1
3-Methylindole

Conditions

Conditions	Yield
With disodium hydrogenphosphate; sodium amalgam In ethanol at 0℃; Elimination;	84%
With disodium hydrogenphosphate; sodium amalgam In ethanol at 0℃;	84%

: 52670-38-9
2-ethynylaniline

: 201230-82-2
carbon monoxide

: 83-34-1
3-Methylindole

Conditions

Conditions	Yield
With carbonylhydridetris(triphenylphosphine)rhodium(I); hydrogen; 1,2-bis-(diphenylphosphino)ethane In toluene at 100℃; under 18751.9 Torr; for 8h; regioselective reaction;	83%

: (E)-4-((tert-butoxycarbonyl)(furan-2-yl)amino)-3-methylbut-2-en-1-yl acetate

: 83-34-1
3-Methylindole

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); triisopropyl phosphite In 1-methyl-pyrrolidin-2-one at 180℃; for 0.333333h; Catalytic behavior; Reagent/catalyst; Inert atmosphere; Microwave irradiation;	83%

: 1403266-87-4
3-methyl-1-tosylindoline

: 83-34-1
3-Methylindole

Conditions

Conditions	Yield
Stage #1: 3-methyl-1-tosylindoline In tetrahydrofuran at -78℃; for 2h; Stage #2: With oxygen In tetrahydrofuran at 20℃;	82%

: 6526-72-3
o-nitrocumene

: 83-34-1
3-Methylindole

Conditions

Conditions	Yield
With di(rhodium)tetracarbonyl dichloride; caesium carbonate In dimethyl sulfoxide at 140℃; for 24h; Inert atmosphere;	82%

: 65826-93-9
2-(2-aminophenyl)-1-propanol

: 83-34-1
3-Methylindole

Conditions

Conditions	Yield
With 1,10-Phenanthroline; potassium tert-butylate; nickel dibromide In toluene at 130℃; for 48h; chemoselective reaction;	80%
tris(triphenylphosphine)ruthenium(II) chloride In toluene for 6h; Heating;	79%
With bis[dichloro(pentamethylcyclopentadienyl)iridium(III)]; potassium carbonate In toluene at 111℃; for 20h;	73%

: 65783-00-8
2-(2-nitrophenyl)propanenitrile

: 83-34-1
3-Methylindole

Conditions

Conditions	Yield
With hydrogen at 20℃; under 760.051 Torr; for 24h; Schlenk technique;	80%

: 64987-77-5
2-(2-nitrophenyl)propanol

: 83-34-1
3-Methylindole

Conditions

Conditions	Yield
With hydrogen; tris(triphenylphosphine)ruthenium(II) chloride; rhodium In toluene 1.) RT, 11 h, 2.) reflux, 6 h;	77%
Multi-step reaction with 2 steps 1: H2 / Rh/C / 760 Torr 2: 79 percent / RuCl2(PPh3)3 / toluene / 6 h / Heating View Scheme

: 73396-91-5
2-bromo-N-(prop-2-enyl)aniline

: 83-34-1
3-Methylindole

Conditions

Conditions	Yield
With caesium carbonate; tris(dibenzylideneacetone)dipalladium (0); 1,3-bis(2,6-diisopropylphenyl)imidazolinium In dimethyl amine at 140℃; for 1h; intramolecular Heck reaction;	77%
With phosphine derivative; palladium diacetate In acetonitrile at 110℃;	60%

: 337966-00-4
2-(ortho-bromophenyl)-2-methyl-ethylamine

: 83-34-1
3-Methylindole

Conditions

Conditions	Yield
Stage #1: 2-(ortho-bromophenyl)-2-methyl-ethylamine With 1,1'-bis-(diphenylphosphino)ferrocene; palladium 10% on activated carbon; sodium t-butanolate In 1,3,5-trimethyl-benzene at 140℃; for 24h; Inert atmosphere; Stage #2: With acetic acid In 1,3,5-trimethyl-benzene at 140℃; for 24h; Inert atmosphere;	77%

: 83-34-1
3-Methylindole

: 24424-99-5
di-tert-butyl dicarbonate

: 89378-43-8
3-methyl-indole-1-carboxylic acid tert-butyl ester

Conditions

Conditions	Yield
With dmap In acetonitrile at 20℃; for 22h;	100%
With dmap In acetonitrile Ambient temperature;	99%
With dmap In acetonitrile at 20℃; for 16h;	98.5%

: 83-34-1
3-Methylindole

: 86976-20-7
5-acetoxypyrrolidine-2-one

: 86976-21-8
5-(3-Methyl-indol-1-yl)-pyrrolidin-2-one

Conditions

Conditions	Yield
at 120℃; for 1.5h;	100%

: 83-34-1
3-Methylindole

: 98-59-9
p-toluenesulfonyl chloride

: 36797-43-0
3-methyl-N-(p-toluenesulfonyl)indole

Conditions

Conditions	Yield
With N-benzyl-N,N,N-triethylammonium chloride; sodium hydroxide In dichloromethane at 20℃; for 2h;	100%
With N-benzyl-N,N,N-triethylammonium chloride; sodium hydroxide In dichloromethane at 40℃; Irradiation;	99%
Stage #1: 3-Methylindole With sodium hydride In tetrahydrofuran; mineral oil for 0.5h; Stage #2: p-toluenesulfonyl chloride In tetrahydrofuran; mineral oil	89%

: 83-34-1
3-Methylindole

: 74-88-4
methyl iodide

: 875-30-9
1,3-dimethylindole

Conditions

Conditions	Yield
Stage #1: 3-Methylindole With sodium hydride In tetrahydrofuran; oil at 0℃; for 1.08333h; Inert atmosphere; Stage #2: methyl iodide In tetrahydrofuran; oil at 0 - 20℃; Inert atmosphere;	100%
Stage #1: 3-Methylindole With sodium hydride In N,N-dimethyl-formamide at 0 - 20℃; Stage #2: methyl iodide In N,N-dimethyl-formamide at 20℃; for 6h;	99%
Stage #1: 3-Methylindole With sodium hydride In N,N-dimethyl-formamide; mineral oil at 0 - 20℃; for 0.5h; Stage #2: methyl iodide In N,N-dimethyl-formamide; mineral oil at 0 - 20℃; for 6h;	99%

: 83-34-1
3-Methylindole

: 930-68-7
cyclohexenone

: 3-(3-methyl-1H-indol-2-yl)cyclohexanone

Conditions

Conditions	Yield
With bismuth(III) nitrate In methanol at 20℃; for 18h;	100%
With sodium tetrachloroaurate dihydrate In ethanol at 60℃; for 6h;	75%
With vanadyl triflate In dichloromethane at 20℃; for 20h; Friedel-Crafts reaction;	73%

: 83-34-1
3-Methylindole

: 135-02-4
ortho-anisaldehyde

: 626253-46-1
2-methoxyphenyl(2,2'-bis-3-methylindolyl)methane

Conditions

Conditions	Yield
In ethanol for 0.05h; Microwave irradiation; Ionic liquid;	100%
With sulfuric acid In ethanol at 20℃; for 24h;	80%

: 83-34-1
3-Methylindole

: 120-14-9
3,4-dimethoxy-benzaldehyde

: 1393904-91-0
3,4-dimethoxyphenyl(2,2'-bis-3-methylindolyl)methane

Conditions

Conditions	Yield
In ethanol for 0.05h; Microwave irradiation; Ionic liquid;	100%

: 83-34-1
3-Methylindole

: 1538-75-6
2,2-dimethylpropanoic anhydride

: 89378-43-8
3-methyl-indole-1-carboxylic acid tert-butyl ester

Conditions

Conditions	Yield
With dmap; triethylamine In dichloromethane for 2h;	100%

: 83-34-1
3-Methylindole

: 4-(1H-imidazol-1-yl)-N,N-dimethylaniline

: 1419209-51-0
1-(4-(dimethylamino)phenyl)-3-(3-methyl-1H-indol-2-yl)-1H-imidazolium bromide

Conditions

Conditions	Yield
With N-Bromosuccinimide In 1,4-dioxane at 12 - 15℃; for 0.5h;	100%

: 83-34-1
3-Methylindole

: 1632-83-3
1-Methylbenzimidazole

: 3-methyl-1-(3-methyl-1H-indol-2-yl)-1H-benzo[d]imidazolium bromide

Conditions

Conditions	Yield
With N-Bromosuccinimide In 1,4-dioxane for 0.583333h; Cooling with ice;	100%
With N-Bromosuccinimide In 1,4-dioxane at 12 - 15℃; for 0.583333h;	94%

: 83-34-1
3-Methylindole

: 905556-47-0
N-(4-methoxyphenyl)-1-(2-(phenylethynyl)phenyl)methanimine

: 2-(4-methoxyphenyl)-1-(3-methyl-1H-indol-2-yl)-3-phenyl-1,2-dihydroisoquinoline

Conditions

Conditions	Yield
With silver trifluoromethanesulfonate; acetic acid In acetonitrile at 20℃; Inert atmosphere;	100%

: 83-34-1
3-Methylindole

: 98-88-4
benzoyl chloride

: 57826-37-6
(3-methyl-1H-indol-1-yl)(phenyl)methanone

Conditions

Conditions	Yield
With tetra(n-butyl)ammonium hydrogensulfate; sodium hydroxide In dichloromethane at 20℃; for 1h; Inert atmosphere;	99%
Stage #1: 3-Methylindole With n-butyllithium In tetrahydrofuran at 0℃; for 0.5h; Stage #2: benzoyl chloride In tetrahydrofuran at 0 - 20℃; for 2h;	95%
Stage #1: 3-Methylindole With lithium hexamethyldisilazane In tetrahydrofuran; dichloromethane at 20℃; Stage #2: benzoyl chloride In tetrahydrofuran; dichloromethane at 20℃; for 24h; Further stages.;	94%

: 83-34-1
3-Methylindole

: 5888-29-9
diethyl(methoxymethyl)amine

: 1228023-70-8
N-ethyl-N-((3-methyl-1H-indol-1-yl)methyl)ethanamine

Conditions

Conditions	Yield
With hafnium tetrakis(trifluoromethanesulfonate) In dichloromethane at 20℃; for 0.2h; Inert atmosphere; regioselective reaction;	99%

: 83-34-1
3-Methylindole

: C10H12Cl2N2O4PS(1+)*Cl(1-)

: 1262983-52-7
C15H12N2O2S

Conditions

Conditions	Yield
Stage #1: 3-Methylindole; C10H12Cl2N2O4PS(1+)*Cl(1-) In dichloromethane at 20℃; for 0.166667h; Stage #2: With trichlorophosphate In dichloromethane for 4h;	99%

: 83-34-1
3-Methylindole

: 37517-81-0
3-chloro-3-oxopropanoic acid methyl ester

: methyl 3-(3-methyl-1H-indol-1-yl)-3-oxopropanoate

Conditions

Conditions	Yield
In 1,2-dichloro-ethane Reflux;	99%
Stage #1: 3-Methylindole With sodium hydride In tetrahydrofuran at 0℃; for 0.5h; Inert atmosphere; Stage #2: 3-chloro-3-oxopropanoic acid methyl ester In tetrahydrofuran at 20℃; for 14h; Inert atmosphere;	73%
Inert atmosphere; Alkaline conditions;

: 83-34-1
3-Methylindole

: 677-69-0
perfluoroisopropyl iodide

: 1638115-68-0
C12H8F7N

Conditions

Conditions	Yield
With tris(2,2'-bipyridyl)ruthenium dichloride; N,N,N,N,-tetramethylethylenediamine In acetonitrile at 20℃; for 0.166667h; Flow reactor; Irradiation; Inert atmosphere;	99%

: 83-34-1
3-Methylindole

: 7164-98-9
1-phenylimidazole

: 3-(3-methylindol-2-yl)-1-phenylimidazolium bromide

Conditions

Conditions	Yield
With N-Bromosuccinimide In acetone at 12 - 15℃; for 0.583333h; Inert atmosphere;	99%
With N-Bromosuccinimide In 1,4-dioxane for 0.583333h; Cooling with ice;	66%

: 75-91-2
tert.-butylhydroperoxide

: 83-34-1
3-Methylindole

: 590-86-3
isovaleraldehyde

: 1-(1-(tert-butylperoxy)-3-methylbutyl)-3-methyl-indole

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In dichloromethane at 20℃; for 0.5h; chemoselective reaction;	99%
With toluene-4-sulfonic acid In dichloromethane at 20℃; for 0.5h;	99%

...Expand

: 83-34-1
3-Methylindole

: 89201-08-1
diethyl 2-(2-oxo-2-phenylethylidene)propanedioate

: (S)-diethyl 2-(1-(3-methyl-1H-indol-2-yl)-2-oxo-2-phenylethyl)malonate

Conditions

Conditions	Yield
With copper(II) bis(trifluoromethanesulfonate); 2,2-bis[(4S)-4-isopropyloxazolin-2-yl]propane In dichloromethane at 20℃; for 12h; Friedel-Crafts Alkylation; Inert atmosphere; Schlenk technique; enantioselective reaction;	99%

: 83-34-1
3-Methylindole

: 3179-10-0
1-methoxy-4-(2-nitro-vinyl)-benzene

: (R)-2-(1-(4-methoxyphenyl)-2-nitroethyl)-3-methyl-1H-indole

Conditions

Conditions	Yield
With C42H33N3O2; zinc trifluoromethanesulfonate In toluene at 80℃; for 12h; Friedel-Crafts Alkylation; Inert atmosphere; Schlenk technique; enantioselective reaction;	99%

: 83-34-1
3-Methylindole

: 3156-37-4
4-bromo-β-nitrostyrene

: (R)-2-(1-(4-bromophenyl)-2-nitroethyl)-3-methyl-1H-indole

Conditions

Conditions	Yield
With C42H33N3O2; zinc trifluoromethanesulfonate In toluene at 80℃; for 12h; Friedel-Crafts Alkylation; Inert atmosphere; Schlenk technique; enantioselective reaction;	99%

: 83-34-1
3-Methylindole

: 15241-32-4, 21298-69-1, 3316-24-3
1-methoxy-2-(2-nitrovinyl)benzene

: (R)-2-(1-(2-methoxyphenyl)-2-nitroethyl)-3-methyl-1H-indole

Conditions

Conditions	Yield
With C42H33N3O2; zinc trifluoromethanesulfonate In toluene at 80℃; for 12h; Friedel-Crafts Alkylation; Inert atmosphere; Schlenk technique; enantioselective reaction;	99%

: 83-34-1
3-Methylindole

: 4230-93-7
1,2-dimethoxy-4-(2-nitro-vinyl)-benzene

: (R)-2-(1-(3,4-dimethoxyphenyl)-2-nitroethyl)-3-methyl-1H-indole

Conditions

Conditions	Yield
With C42H33N3O2; zinc trifluoromethanesulfonate In toluene at 80℃; for 12h; Friedel-Crafts Alkylation; Inert atmosphere; Schlenk technique; enantioselective reaction;	99%

: 83-34-1
3-Methylindole

: 58956-40-4
3-hydroxy-1-methyl-3-(1H-indol-3-yl)indolin-2-one

: (Z)-1,3′-dimethyl-1′,3′-dihydro-1″H-[3,2′:3′,3″-terindol]-2(1H)-one

Conditions

Conditions	Yield
With gallium(III) bromide In dichloromethane at 25℃; for 12h; Solvent; Inert atmosphere; chemoselective reaction;	99%

: 83-34-1
3-Methylindole

: N-[(E)-3-(2,6-dichlorophenyl)-1-phenylallylidene]-4-methylbenzenesulfonamide

: 1-(2,6-dichlorophenyl)-9-methyl-3-phenyl-9H-pyrrolo[1,2-a]indole

Conditions

Conditions	Yield
With copper(ll) bromide In chloroform at 20℃; for 0.5h;	99%

: 83-34-1
3-Methylindole

: 4-methyl-N-((E)-3-(naphthalen-1-yl)-1-phenylallylidene)benzenesulfonamide

: 1263145-84-1
9-methyl-1-(naphthalen-1-yl)-3-phenyl-9H-pyrrolo[1,2-a]indole

Conditions

Conditions	Yield
With copper(ll) bromide In chloroform at 20℃; for 1h;	99%

3-Methylindole Consensus Reports

Reported in EPA TSCA Inventory.

3-Methylindole Specification

The 3-Methylindole, with the CAS registry number 83-34-1, has the IUPAC name of 3-methyl-1H-indole. For being a kind of white or slightly brown platelets with irritating odour, it is sensitive to light, and is stable chemically while incompatible with strong oxidizing agents, strong acids, acid ahydrides, acid chlorides. combustible. Besides, its product categories are including IndoleDerivative; Pyrroles & Indoles; Indoles; Simple Indoles; Pyrroles & Indoles.

The characteristics of this chemical are as follows: (1)ACD/LogP: 2.60; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2.6; (4)ACD/LogD (pH 7.4): 2.6; (5)ACD/BCF (pH 5.5): 55.96; (6)ACD/BCF (pH 7.4): 55.96; (7)ACD/KOC (pH 5.5): 620.53; (8)ACD/KOC (pH 7.4): 620.54; (9)#H bond acceptors: 1; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 0; (12)Polar Surface Area: 4.93; (13)Index of Refraction: 1.654; (14)Molar Refractivity: 43.35 cm³; (15)Molar Volume: 118.1 cm³; (16)Polarizability: 17.18 ×10^-24 cm³; (17)Surface Tension: 46.4 dyne/cm; (18)Density: 1.11 g/cm³; (19)Flash Point: 112.5 °C; (20)Enthalpy of Vaporization: 48.28 kJ/mol; (21)Boiling Point: 265.1 °C at 760 mmHg; (22)Vapour Pressure: 0.0153 mmHg at 25°C; (23)Exact Mass: 131.073499; (24)MonoIsotopic Mass: 131.073499; (25)Topological Polar Surface Area: 15.8; (26)Heavy Atom Count: 10; (27)Complexity: 122.

The production method is as below: This is the industrial way, firstly heat the propionaldehyde and the phenylhydrazine to remove water molecules to obtain the propylal phenylhydrazone; Next heat it with zinc chloride or sulfuric acid to remove the ammonia molecular and finally you could get 3-Methylindole.

As to its usage, it is widely applied in many ways. For being a kind of good fixative, this chmeical is usually used in the floral essences and could also be used to obtain good natural animal perfume with other chemical; And it could be used in the food essence like grape, sweet fruit and nut; Beside all these, it could be used as the organic synthesis reagent and the biochemical reagents.

When you are dealing with this chemical, you should be very careful. For being a kind of irritant chemical, it is irritating to eyes, respiratory system and skin and may cause inflammation to the skin or other mucous membranes. Therefore, you should wear suitable protective clothing, and avoid contacting with skin and eyes. If in case of contact with eyes, rinse immediately with plenty of water and seek medical advice.

Additionally, you could convert the following datas into the molecular structure:
(1)Canonical SMILES: CC1=CNC2=CC=CC=C12
(2)InChI: InChI=1S/C9H9N/c1-7-6-10-9-5-3-2-4-8(7)9/h2-6,10H,1H3
(3)InChIKey: ZFRKQXVRDFCRJG-UHFFFAOYSA-N

Below are the toxicity information of this chemical:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
cattle	LDLo	intravenous	60mg/kg (60mg/kg)	LUNGS, THORAX, OR RESPIRATION: EMPHYSEMA LUNGS, THORAX, OR RESPIRATION: CHRONIC PULMONARY EDEMA	Food and Cosmetics Toxicology. Vol. 14, Pg. 863, 1976.
cattle	LDLo	oral	200mg/kg (200mg/kg)	LUNGS, THORAX, OR RESPIRATION: EMPHYSEMA LUNGS, THORAX, OR RESPIRATION: CHRONIC PULMONARY EDEMA	Food and Cosmetics Toxicology. Vol. 14, Pg. 863, 1976.
domestic animals - goat/sheep	LDLo	oral	300mg/kg (300mg/kg)	LUNGS, THORAX, OR RESPIRATION: CHRONIC PULMONARY EDEMA	Food and Cosmetics Toxicology. Vol. 14, Pg. 863, 1976.
frog	LDLo	parenteral	435mg/kg (435mg/kg)	BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX) LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION	Journal of Pharmacology and Experimental Therapeutics. Vol. 19, Pg. 307, 1922.
frog	LDLo	subcutaneous	1gm/kg (1000mg/kg)		"Merck Index; an Encyclopedia of Chemicals, Drugs, and Biologicals", 11th ed., Rahway, NJ 07065, Merck & Co., Inc. 1989Vol. 11, Pg. 1354, 1989.
mouse	LD50	intraperitoneal	175mg/kg (175mg/kg)	LIVER: OTHER CHANGES KIDNEY, URETER, AND BLADDER: OTHER CHANGES BLOOD: OTHER CHANGES	Food and Cosmetics Toxicology. Vol. 14, Pg. 863, 1976.
mouse	LDLo	oral	470mg/kg (470mg/kg)		Archives of Environmental Contamination and Toxicology. Vol. 14, Pg. 111, 1985.
rat	LD50	oral	3450mg/kg (3450mg/kg)		Food and Cosmetics Toxicology. Vol. 14, Pg. 863, 1976.

Product Name

3-Methyl-1H-indole

Synthetic route

3-Methylindole Consensus Reports

3-Methylindole Specification

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