2,3-Dimethyl-1H-benzo[e]indole supplier

Name
2,3-Dimethyl-1H-benzo[e]indole
EINECS
CAS No. 55970-05-3
Article Data8
CAS DataBase
Density 1.074 g/cm³
Solubility
Melting Point 118-121 °C
Formula C₁₄H₁₃N
Boiling Point 341.8 °C at 760 mmHg
Molecular Weight 195.264
Flash Point 145.4 °C
Transport Information
Appearance
Safety
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms 1,2-Dimethyl-3H-benz[e]indole;
PSA 15.79000
LogP 3.62950

Synthetic route

: 2243-58-5
2-naphthylhydrazine hydrochloride

: 78-93-3
butanone

: 55970-05-3
2,3-dimethylbenz<4,5>indole

Conditions

Conditions	Yield
With 4-methylbenzenesulfonic acid-based ionic liquid supported on silica gel In ethanol at 20℃; for 5h; Fischer Indole Synthesis;	86%
With acetic acid at 100℃; for 3h; Fischer Indole Synthesis; Inert atmosphere;

: 91-59-8
naphthalen-2-ylamine

: 513-85-9
2.3-butanediol

: 55970-05-3
2,3-dimethylbenz<4,5>indole

Conditions

Conditions	Yield
With bis[dichloro(pentamethylcyclopentadienyl)iridium(III)]; methanesulfonic acid at 170℃; for 48h; Inert atmosphere;	76%

: 2243-58-5
2-naphthylhydrazine hydrochloride

: 55970-05-3
2,3-dimethylbenz<4,5>indole

Conditions

Conditions	Yield
With ethanol; sodium acetate; butan-1-ol und Erwaermen der Reaktionsloesung mit konz.Schwefelsaeure;

: 91-59-8
naphthalen-2-ylamine

β-bromo-levulinic acid: β-bromo-levulinic acid

: 55970-05-3
2,3-dimethylbenz<4,5>indole

Conditions

Conditions	Yield
Man kocht das Reaktionsprodukt mit sehr verduennter Salzsaeure aus und destilliert den Rueckstand unter vermindertem Druck;

<2-methyl-4.5-benzo-indolyl-(3)>-acetic acid: <2-methyl-4.5-benzo-indolyl-(3)>-acetic acid

: 55970-05-3
2,3-dimethylbenz<4,5>indole

Conditions

Conditions	Yield
at 210℃;

methylethyl ketone-β-naphthylhydrazone: methylethyl ketone-β-naphthylhydrazone

: 55970-05-3
2,3-dimethylbenz<4,5>indole

Conditions

Conditions	Yield
With zinc(II) chloride at 180℃;

: 2243-58-5
2-naphthylhydrazine hydrochloride

: 107-87-9
2-Pentanone

: 55970-05-3
2,3-dimethylbenz<4,5>indole

Conditions

Conditions	Yield
Stage #1: 2-naphthylhydrazine hydrochloride With acetic acid for 0.5h; Stage #2: 2-Pentanone Reflux;

: 55970-05-3
2,3-dimethylbenz<4,5>indole

: 591-87-7
Allyl acetate

: 3-allyl-1,2-dimethyl-3H-benzo[e]indole

Conditions

Conditions	Yield
With palladium(II) trifluoroacetate; trifuran-2-yl-phosphane In water for 2h; Reflux; Inert atmosphere; Green chemistry;	98%

: 55970-05-3
2,3-dimethylbenz<4,5>indole

: 591-87-7
Allyl acetate

A: 3-allyl-1,2-dimethyl-3H-benzo[e]indole

B: 1-allyl-1,2-dimethyl-1H-benzo[e]indole

Conditions

Conditions	Yield
With platinum(II) 2,4-pentanedionate; tri(4-chlorophenyl)phosphine In water for 2h; Inert atmosphere; Reflux; regioselective reaction;	A 96% B 3%

...Expand

: 100-42-5
styrene

: 55970-05-3
2,3-dimethylbenz<4,5>indole

: 5-(cyano)dibenzothiophenium triflate

: C23H20N2

Conditions

Conditions	Yield
Stage #1: 2,3-dimethylbenz<4,5>indole; 5-(cyano)dibenzothiophenium triflate In dichloromethane at 20℃; for 0.166667h; Inert atmosphere; Stage #2: styrene In dichloromethane at 20℃; for 11h; Inert atmosphere;	89%

...Expand

: 55970-05-3
2,3-dimethylbenz<4,5>indole

: 5-(cyano)dibenzothiophenium triflate

: C15H12N2

Conditions

Conditions	Yield
In acetonitrile at 20℃; Inert atmosphere;	86%

: 55970-05-3
2,3-dimethylbenz<4,5>indole

: 42900-57-2
N-(1-formylnaphthalen-2-yl)acetamide

Conditions

Conditions	Yield
With potassium phosphate; oxygen; Rose Bengal lactone In water; N,N-dimethyl-formamide for 46h; Inert atmosphere; Irradiation;	73%

: 55970-05-3
2,3-dimethylbenz<4,5>indole

: 95-92-1
oxalic acid diethyl ester

: 114570-15-9
(1,2-Dimethyl-benzo[e]indol-3-yl)-oxo-acetic acid ethyl ester

Conditions

Conditions	Yield
With ethylmagnesium bromide In ethanol for 2h;	72%

: 673-32-5
1-Phenylprop-1-yne

: 55970-05-3
2,3-dimethylbenz<4,5>indole

: 1-cinnamyl-1,2-dimethyl-1H-benzo[e]indole

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); 4-Fluorobenzoic acid; tricyclohexylphosphine In toluene at 100℃; for 24h; Sealed tube; Inert atmosphere;	56%

: 55970-05-3
2,3-dimethylbenz<4,5>indole

: 61358-25-6
bis(4-tert-butylphenyl)iodonium hexafluorophosphate

: 1,2-dimethyl-1-(4-tert-butylphenyl)-1H-benzo[e]indole

Conditions

Conditions	Yield
Stage #1: 2,3-dimethylbenz<4,5>indole With potassium tert-butylate In toluene at 50℃; for 0.166667h; Inert atmosphere; Stage #2: bis(4-tert-butylphenyl)iodonium hexafluorophosphate In toluene at 50℃; for 18h; Inert atmosphere;	45%

: 55970-05-3
2,3-dimethylbenz<4,5>indole

: 63160-33-8
methyl 3-[[(methoxycarbonyl)imino]amino]but-2-enoate

: (7aS*,10aR*)-methyl 8-((methoxycarbonyl)amino)-7a,9,10a-trimethyl-7,7a,8,10a-tetrahydrobenzo[e]pyrrolo[2,3-b]indole-10-carboxylate

Conditions

Conditions	Yield
With zinc(II) chloride In dichloromethane at 25℃; diastereoselective reaction;	38%

: 55970-05-3
2,3-dimethylbenz<4,5>indole

: 108-24-7
acetic anhydride

: 55993-18-5
3,5-diacetyl-1,2-dimethyl-3H-benzo[e]indole

Conditions

Conditions	Yield
unter Zusatz von wenig Phosphorsaeure oder Sulfanilsaeure;

: 55970-05-3
2,3-dimethylbenz<4,5>indole

: 55970-09-7
3-acetyl-1,2-dimethyl-3H-benzo[e]indole

Conditions

Conditions	Yield
With ethyl bromide; diethyl ether; magnesium und Erwaermen der Reaktionsloesung mit Acetylchlorid;

: 7647-01-0
hydrogenchloride

: 55970-05-3
2,3-dimethylbenz<4,5>indole

: 64-17-5
ethanol

zinc dust: zinc dust

2.3-dimethyl-2.3-dihydro-4.5-benzo-indole: 2.3-dimethyl-2.3-dihydro-4.5-benzo-indole

...Expand

: 55970-05-3
2,3-dimethylbenz<4,5>indole

: 74-88-4
methyl iodide

hydriodide of 2.3.3-trimethyl-4.5-benzo-indolenine: hydriodide of 2.3.3-trimethyl-4.5-benzo-indolenine

Conditions

Conditions	Yield
at 100℃;

: 55970-05-3
2,3-dimethylbenz<4,5>indole

: 114570-23-9
1,2-Dimethyl-5,5-diphenyl-5H-benzo[e]pyrrolo[3,2,1-hi]indol-4-one

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 72 percent / ethylmagnesium bromide / ethanol / 2 h 2: 68 percent / diethyl ether 3: 92 percent / H2SO4 / acetic acid / Heating View Scheme

: 55970-05-3
2,3-dimethylbenz<4,5>indole

: 114570-22-8
1-(1,2-Dimethyl-benzo[e]indol-3-yl)-2-hydroxy-2,2-diphenyl-ethanone

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 72 percent / ethylmagnesium bromide / ethanol / 2 h 2: 68 percent / diethyl ether View Scheme

: 55970-05-3
2,3-dimethylbenz<4,5>indole

: 3-acetyl-5-bromo-1,2-dimethyl-3H-benz[e]indole

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: magnesium; ethyl bromide; diethyl ether / und Erwaermen der Reaktionsloesung mit Acetylchlorid 2: acetic acid; bromine View Scheme

: 55970-05-3
2,3-dimethylbenz<4,5>indole

: 55993-18-5
3,5-diacetyl-1,2-dimethyl-3H-benzo[e]indole

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: magnesium; ethyl bromide; diethyl ether / und Erwaermen der Reaktionsloesung mit Acetylchlorid 2: aluminium chloride; carbon disulfide View Scheme

: 55970-05-3
2,3-dimethylbenz<4,5>indole

: N-(1-acetyl-[2]naphthyl)-diacetamide

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: magnesium; ethyl bromide; diethyl ether / und Erwaermen der Reaktionsloesung mit Acetylchlorid 2: CrO3; acetic acid View Scheme

: 55970-05-3
2,3-dimethylbenz<4,5>indole

: 1,4-diacetyl-[2]naphthylamine

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: unter Zusatz von wenig Phosphorsaeure oder Sulfanilsaeure 2: aqueous acetic acid; CrO3 3: aqueous HCl 4: aqueous HCl View Scheme
Multi-step reaction with 5 steps 1: magnesium; ethyl bromide; diethyl ether / und Erwaermen der Reaktionsloesung mit Acetylchlorid 2: aluminium chloride; carbon disulfide 3: aqueous acetic acid; CrO3 4: aqueous HCl 5: aqueous HCl View Scheme

: 55970-05-3
2,3-dimethylbenz<4,5>indole

: 861055-13-2
N-(1,4-diacetyl-[2]naphthyl)-acetamide

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: unter Zusatz von wenig Phosphorsaeure oder Sulfanilsaeure 2: aqueous acetic acid; CrO3 3: aqueous HCl View Scheme
Multi-step reaction with 4 steps 1: magnesium; ethyl bromide; diethyl ether / und Erwaermen der Reaktionsloesung mit Acetylchlorid 2: aluminium chloride; carbon disulfide 3: aqueous acetic acid; CrO3 4: aqueous HCl View Scheme

: 55970-05-3
2,3-dimethylbenz<4,5>indole

: 666840-45-5
N-(1,4-diacetyl-[2]naphthyl)-diacetamide

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: unter Zusatz von wenig Phosphorsaeure oder Sulfanilsaeure 2: aqueous acetic acid; CrO3 View Scheme
Multi-step reaction with 3 steps 1: magnesium; ethyl bromide; diethyl ether / und Erwaermen der Reaktionsloesung mit Acetylchlorid 2: aluminium chloride; carbon disulfide 3: aqueous acetic acid; CrO3 View Scheme

: 55970-05-3
2,3-dimethylbenz<4,5>indole

: 4289-20-7
1-phenyl-4-penten-1-yne

A: 1,2-dimethyl-1-((2E,4E)-5-phenylpenta-2,4-dien-1-yl)-1H-benzo[e]indole

B: 1,2-dimethyl-1-(5-phenylpenta-2,4-dien-1-yl)-1H-benzo[e]indole

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); mesitylenecarboxylic acid; tricyclohexylphosphine In toluene at 100℃; for 24h; Sealed tube; Inert atmosphere; Overall yield = 55 %; Overall yield = 37.1 mg; chemoselective reaction;	A n/a B n/a
With tetrakis(triphenylphosphine) palladium(0); mesitylenecarboxylic acid; tricyclohexylphosphine In toluene at 100℃; for 24h; Sealed tube; Inert atmosphere; Overall yield = 55 percent; Overall yield = 37.1 mg;	A n/a B n/a

...Expand

2,3-Dimethyl-1H-benzo[e]indole Specification

The 2,3-Dimethyl-1H-benzo[e]indole with its cas register number is 55970-05-3. It also can be called as 1,2-Dimethyl-3H-benz[e]indole and the Systematic name about this chemical is 2,3-dimethyl-2,3-dihydro-1H-benzo[e]indole. It belongs to the Indole.

Physical properties about 2,3-Dimethyl-1H-benzo[e]indole are: (1)ACD/LogP: 3.89; (2)ACD/LogD (pH 5.5): 3.28; (3)ACD/LogD (pH 7.4): 3.88; (4)ACD/BCF (pH 5.5): 131.96; (5)ACD/BCF (pH 7.4): 515.01; (6)ACD/KOC (pH 5.5): 770.28; (7)ACD/KOC (pH 7.4): 3006.19; (8)#H bond acceptors: 1; (10)Index of Refraction: 1.621; (11)Molar Refractivity: 64.64 cm³; (12)Molar Volume: 183.6 cm³; (13)Polarizability: 25.62x10^-24cm³; (14)Surface Tension: 39.9 dyne/cm; (15)Enthalpy of Vaporization: 58.55 kJ/mol; (16)Vapour Pressure: 7.86E-05 mmHg at 25°C.

You can still convert the following datas into molecular structure:
(1)SMILES: CC3Cc2c(ccc1ccccc12)N3C
(2)InChI: InChI=1/C14H15N/c1-10-9-13-12-6-4-3-5-11(12)7-8-14(13)15(10)2/h3-8,10H,9H2,1-2H3
(3)InChIKey: UAMHYXAJSDOMEY-UHFFFAOYAX
(4)Std. InChI: InChI=1S/C14H15N/c1-10-9-13-12-6-4-3-5-11(12)7-8-14(13)15(10)2/h3-8,10H,9H2,1-2H3
(5)Std. InChIKey: UAMHYXAJSDOMEY-UHFFFAOYSA-N

Product Name

2,3-Dimethyl-1H-benzo[e]indole

Synthetic route

2,3-Dimethyl-1H-benzo[e]indole Specification

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