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Basic Information
| CAS No.: | 25235-85-2 |
|---|---|
| Name: | 4-Chloroindole |
| Article Data: | 35 |
| Molecular Structure: | |
|
|
|
| Formula: | C8H6ClN |
| Molecular Weight: | 151.595 |
| Synonyms: | 4-chloro-1H-indole;4-Choroindole; |
| EINECS: | 246-747-8 |
| Density: | 1.331 g/cm3 |
| Boiling Point: | 293 °C at 760 mmHg |
| Flash Point: | 158.9 °C |
| Solubility: | Insoluble in water |
| Appearance: | Light-yellow liquid |
| Hazard Symbols: |
 Xn,  Xi
|
| Risk Codes: | 36/37/38-20/21/22 |
| Safety: | 26-36-36/37/39 |
| PSA: | 15.79000 |
| LogP: | 2.82130 |
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Synthetic route
- 81038-36-0
methyl 4-chloro-indole-1-carboxylate
- 25235-85-2
4-chloro-1H-indole
Conditions
| Conditions | Yield |
|---|---|
| With potassium hydroxide In methanol for 1h; Reflux; | 99% |
| With sodium hydroxide In methanol for 0.25h; Heating; | 79% |
- 100376-53-2
2-(2-amino-6-chlorophenyl)ethyl alcohol
- 25235-85-2
4-chloro-1H-indole
Conditions
| Conditions | Yield |
|---|---|
| tris(triphenylphosphine)ruthenium(II) chloride In toluene for 6h; Heating; | 92% |
| tris(triphenylphosphine)ruthenium(II) chloride In toluene for 6h; Rate constant; Heating; | 92% |
| tris(triphenylphosphine)ruthenium(II) chloride In toluene Heating; | 80% |
- 102493-68-5
2-(2-chloro-6-nitrophenyl)-ethanol
- 25235-85-2
4-chloro-1H-indole
Conditions
| Conditions | Yield |
|---|---|
| With hydrogen In o-xylene under 760.051 Torr; for 12h; Reflux; | 75% |
| Multi-step reaction with 2 steps 1: H2 / 5percent Pd-C / ethyl acetate 2: 80 percent / RuCl2(PPh3)3 / toluene / Heating View Scheme | |
| Multi-step reaction with 2 steps 1: 45 percent / Zn/CaCl2/H2O / ethanol / 8 h / Heating 2: 92 percent / RuCl2(PPh3)3 / toluene / 6 h / Heating View Scheme | |
| Multi-step reaction with 6 steps 1: triethylamine / dichloromethane / 0 - 25 °C 2: 1,4-diaza-bicyclo[2.2.2]octane / N,N-dimethyl acetamide / 12 h / 75 °C 3: zinc; acetic acid / 24 h / 70 °C 4: pyridine / dichloromethane / 0 - 25 °C 5: bis(benzonitrile)palladium(II) dichloride; tert.-butylnitrite; oxygen / tert-butyl alcohol / 16 h / 70 °C / 760.05 Torr / Schlenk technique 6: potassium hydroxide / methanol / 1 h / Reflux View Scheme |
- 32991-06-3
3-chloro-trans-2-[β-(dimethylamino)vinyl]-nitrobenzene
- 25235-85-2
4-chloro-1H-indole
Conditions
| Conditions | Yield |
|---|---|
| With acetic acid; zinc In methanol; dichloromethane Heating; | 74% |
| With hydrazine hydrate In tetrahydrofuran; methanol at 10 - 20℃; Reduction; cyclization; | 243.3 g |
| In benzene |
- 89892-65-9
2,β-Dinitro-6-chlor-styrol
- 25235-85-2
4-chloro-1H-indole
Conditions
| Conditions | Yield |
|---|---|
| With indium; acetic acid In benzene at 80℃; for 1h; Inert atmosphere; | 74% |
- 1244651-54-4
N-(3-chloro-2-(2-(trimethylsilyl)ethynyl)phenyl)-2-hydroxy-2-methylpropanamide
- 25235-85-2
4-chloro-1H-indole
Conditions
| Conditions | Yield |
|---|---|
| With sodium hydroxide In N,N-dimethyl-formamide at 140℃; for 4h; Inert atmosphere; | 73% |
| With sodium hydroxide In N,N-dimethyl-formamide at 140℃; for 4h; Inert atmosphere; | 73% |
- 41910-64-9
4-chloroindoline
- 25235-85-2
4-chloro-1H-indole
Conditions
| Conditions | Yield |
|---|---|
| With oxygen; sodium t-butanolate In dimethyl sulfoxide at 60℃; under 760.051 Torr; for 4h; | 63% |
| With monoamine oxidase D11 In aq. phosphate buffer; dimethyl sulfoxide at 37℃; for 168h; pH=7.8; Enzymatic reaction; | 44% |
- 101909-42-6
methyl 4-chloro-3-indolecarboxylate
- 25235-85-2
4-chloro-1H-indole
Conditions
| Conditions | Yield |
|---|---|
| With sodium hydroxide In methanol for 1.5h; Heating; | 61.7% |
- 83-42-1
6-chloro-2-nitrotoluene
- 4637-24-5
N,N-dimethyl-formamide dimethyl acetal
- 25235-85-2
4-chloro-1H-indole
Conditions
| Conditions | Yield |
|---|---|
| Stage #1: 6-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; | 55% |
| Stage #1: 6-chloro-2-nitrotoluene; N,N-dimethyl-formamide dimethyl acetal With pyrrolidine In N,N-dimethyl-formamide at 110℃; for 8h; Leimgruber-Batcho indole synthesis; Inert atmosphere; Stage #2: With iron(III) chloride hexahydrate; pyrographite; hydrazine hydrate In ethanol at 75℃; for 5h; Leimgruber-Batcho indole synthesis; |
- 91523-33-0
4-Chloro-1-methoxy-1,3-dihydro-indol-2-one
- 25235-85-2
4-chloro-1H-indole
Conditions
| Conditions | Yield |
|---|---|
| With lithium aluminium tetrahydride In diethyl ether for 3h; Heating; | 40% |
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4-Chloroindole
Chemistry
Synonyms: 4-CHLOROINDOLE;4-CHLORO-1H-INDOLE;TIMTEC-BB SBB004057;Indole, 4-chloro-;NSC 88141;1H-Indole,4-chloro-(9CI);4-CHLOROINDOLE 99%;4-chloroindole 25235-85-2
Molecular formula:C8H6ClN
Molecular Weight: 151.59
EINECS: 246-747-8
Boiling point : 129-130 °C4 mm Hg(lit.)
Density : 1.259 g/mL at 25 °C(lit.)
Refractive index : n20/D 1.628(lit.)
Flash point : >230 °F
Storage temp. : 2-8°C
Appearance:Light-Yellow Liquid
Molecular formula:C8H6ClN
Molecular Weight: 151.59
EINECS: 246-747-8
Boiling point : 129-130 °C4 mm Hg(lit.)
Density : 1.259 g/mL at 25 °C(lit.)
Refractive index : n20/D 1.628(lit.)
Flash point : >230 °F
Storage temp. : 2-8°C
Appearance:Light-Yellow Liquid
Safety Profile
Hazard Codes : 
Xi,Xn
The Risk Statements information of 4-Chloroindole:
R36/37/38:Irritating to eyes, respiratory system and skin.;
The Safety Statements information of 4-Chloroindole:
S26:In case of contact with eyes, rinse immediately with plenty of WATER and seek medical advice.;
S37/39:Wear suitable gloves and eye/face protection.;
WGK Germany : 3
F : 10
Hazard Note : Irritant
Xi,Xn The Risk Statements information of 4-Chloroindole:
R36/37/38:Irritating to eyes, respiratory system and skin.;
The Safety Statements information of 4-Chloroindole:
S26:In case of contact with eyes, rinse immediately with plenty of WATER and seek medical advice.;
S37/39:Wear suitable gloves and eye/face protection.;
WGK Germany : 3
F : 10
Hazard Note : Irritant