• Name

  7-Chloroindole

• EINECS 258-865-7
• CAS No. 53924-05-3
• Article Data20
• CAS DataBase
• Density 1.331 g/cm³
• Solubility
• Melting Point 55-58 °C(lit.)
• Formula C₈H₆ClN
• Boiling Point 293 °C at 760 mmHg
• Molecular Weight 151.595
• Flash Point 158.9 °C
• Transport Information
• Appearance Beige-yellowish powder
• Safety 26-36
• Risk Codes 36/37/38
• Molecular Structure
• Hazard Symbols Xi
• Synonyms 7-Chloro-1H-indole;
• PSA 15.79000
• LogP 2.82130

Synthetic route

methyl 7-chloro-indole-1-carboxylate

53924-05-3

7-chloro-1H-indole

Conditions

Conditions	Yield
With potassium hydroxide In methanol for 1h; Reflux;	98%

114144-22-8

2,3-dihydro-7-chloro-1H-indole

53924-05-3

7-chloro-1H-indole

Conditions

Conditions	Yield
With salcomine; oxygen In methanol at 20℃; for 24h;	94%
With salcomine In methanol for 4h; Ambient temperature;	70%
With palladium on activated charcoal In toluene at 135℃; for 15h;	66%
With oxygen In methanol at 120℃; under 3800.26 Torr; for 12h;	79 %Chromat.

127-17-3

2-oxo-propionic acid

10449-07-7

(2-chlorophenyl)hydrazine

53924-05-3

7-chloro-1H-indole

Conditions

Conditions	Yield
With phosphorus pentachloride; zinc(II) chloride for 0.0833333h; microwave irradiation;	80%

642494-37-9

7-(4,4,5,5-tetramethyl-1,3,2-dioxaborolane-2-yl)-1H-indole

53924-05-3

7-chloro-1H-indole

Conditions

Conditions	Yield
With copper dichloride In methanol; water at 80℃; for 4h;	75%
With copper dichloride In methanol; water at 80℃; for 4.5h; Inert atmosphere; Schlenk technique;	42%

7477-63-6

7-chloroisatin

53924-05-3

7-chloro-1H-indole

Conditions

Conditions	Yield
With potassium borohydride; boron trifluoride diethyl etherate In tetrahydrofuran at -10 - -5℃; Inert atmosphere;	71%

5367-26-0

3-chloro-2-nitrotoluene

4637-24-5

N,N-dimethyl-formamide dimethyl acetal

53924-05-3

7-chloro-1H-indole

Conditions

Conditions	Yield
Stage #1: 3-chloro-2-nitrotoluene; N,N-dimethyl-formamide dimethyl acetal With pyrrolidine In 1,4-dioxane at 102℃; for 9h; Leimgruber-Batcho Indole Synthesis; Reflux; Inert atmosphere; Stage #2: With hydrazine hydrate In 1,4-dioxane at 45℃; for 1h; Leimgruber-Batcho Indole Synthesis;	70%

1826-67-1

vinyl magnesium bromide

88-73-3

2-Chloronitrobenzene

A

59-48-3

2-oxoindole

B

53924-05-3

7-chloro-1H-indole

Conditions

Conditions	Yield
In tetrahydrofuran at -40℃;	A 33% B 63%

...Expand

1826-67-1

vinyl magnesium bromide

88-73-3

2-Chloronitrobenzene

53924-05-3

7-chloro-1H-indole

Conditions

Conditions	Yield
Stage #1: vinyl magnesium bromide; 2-Chloronitrobenzene In tetrahydrofuran at -40 - 0℃; for 2.5h; Bartoli Indole Synthesis; Stage #2: With ammonium chloride In tetrahydrofuran at 0℃; for 0.5h; Bartoli Indole Synthesis;	60%
In tetrahydrofuran at -40℃; for 1h;	56%

1826-67-1

vinyl magnesium bromide

88-73-3

2-Chloronitrobenzene

A

53924-05-3

7-chloro-1H-indole

B

1445721-16-3

3,3’-ethane-1,1-diylbis(7-chloro-1H-indole)

Conditions

Conditions	Yield
Stage #1: vinyl magnesium bromide; 2-Chloronitrobenzene In tetrahydrofuran at -40 - 0℃; for 2.5h; Stage #2: With potassium hydrogensulfate In tetrahydrofuran; water at 0℃; for 0.5h; Reagent/catalyst;	A 8% B 34%

...Expand

7-Chloroindole Chemical Properties

7-Chloroindole Safety Profile

7-Chloroindole Specification