1H-Indole, 1-pentyl- supplier

Name
1-pentyl-1H-indole
EINECS
CAS No. 59529-21-4
Article Data14
CAS DataBase
Density 0.96 g/cm³
Solubility
Melting Point
Formula C₁₃H₁₇N
Boiling Point 302.2 °C at 760 mmHg
Molecular Weight 187.285
Flash Point 136.6 °C
Transport Information
Appearance
Safety
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms 1-Pentyl-1H-indole;
PSA 4.93000
LogP 3.83150

Synthetic route

: 120-72-9
indole

: 110-53-2
1-Bromopentane

: 59529-21-4
1-pentyl-1H-indole

Conditions

Conditions	Yield
Stage #1: indole With sodium hydride In N,N-dimethyl-formamide; mineral oil at 0 - 20℃; for 0.5h; Stage #2: 1-Bromopentane In N,N-dimethyl-formamide; mineral oil at 0 - 20℃;	100%
Stage #1: indole With sodium hydride In N,N-dimethyl-formamide; mineral oil at 5 - 20℃; Inert atmosphere; Stage #2: 1-Bromopentane In N,N-dimethyl-formamide; mineral oil at 5 - 20℃; for 16h; Inert atmosphere;	95%
With potassium hydroxide; tetrabutylammomium bromide; potassium carbonate for 0.0075h; microwave irradiation (300 W);	86%

: N-<1-(benzotriazol-1-yl)pentyl>indole

: 59529-21-4
1-pentyl-1H-indole

Conditions

Conditions	Yield
With lithium aluminium tetrahydride In toluene for 5.5h; Heating;	92%

: 496-15-1
1-indoline

: 71-41-0
pentan-1-ol

: 59529-21-4
1-pentyl-1H-indole

Conditions

Conditions	Yield
With chloro-(pentamethylcyclopentadienyl)-{5-methoxy-2-{1-[(4-methoxyphenyl)imino-N]ethyl}phenyl-C}-iridium(lll); potassium carbonate In 2,2,2-trifluoroethanol at 100℃; for 12h;	77%

: 120-72-9
indole

: 628-17-1
amyl iodide

: 59529-21-4
1-pentyl-1H-indole

Conditions

Conditions	Yield
With triethylamine In acetonitrile at 80℃; for 16h;	75%

: 693-03-8
n-butyl magnesium bromide

: 124337-33-3
1-(1H-benzotriazol-1-yl-methyl)-1H-indole

: 59529-21-4
1-pentyl-1H-indole

Conditions

Conditions	Yield
In benzene for 25h; Heating;	37%

: 169891-05-8
1-(5-Iodopentyl)-2-(phenylsulfanyl)-1H-indole

A: 59529-21-4
1-pentyl-1H-indole

B: 1-Pentyl-2-phenylsulfanyl-1H-indole

Conditions

Conditions	Yield
With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride In toluene for 4h; Yield given. Yields of byproduct given;

: 59529-21-4
1-pentyl-1H-indole

: 6011-14-9
2-aminoacetonitrile hydrochloride

: 2-(1-pentyl-1H-indol-3-yl)acetonitrile

Conditions

Conditions	Yield
Stage #1: 2-aminoacetonitrile hydrochloride With sodium nitrite In water at 55℃; Stage #2: 1-pentyl-1H-indole With meso-tetraphenylporphyrin iron(III) chloride In dichloromethane; water at 20℃; for 2.16h; Inert atmosphere;	96%

: 59529-21-4
1-pentyl-1H-indole

: 13652-07-8
phenyltrifluorodiazoethane

: 3-(2,2-difluoro-1-phenylvinyl)-1-pentyl-1H-indole

Conditions

Conditions	Yield
With o-phenylenebis(diphenylphosphine); palladium diacetate; sodium tetrakis[(3,5-di-trifluoromethyl)phenyl]borate In dichloromethane at 20℃;	94%

: 59529-21-4
1-pentyl-1H-indole

: 144008-12-8
ethyl 3,3,3-trifluoro-2-((4-methoxyphenyl)imino)propanoate

: ethyl 2-amino-3,3,3-trifluoro-2-(1-pentyl-1H-indol-3-yl)propanoate

Conditions

Conditions	Yield
With copper(II) trifluoroacetate In dichloromethane at 25℃; for 12h; Friedel-Crafts Alkylation;	93%

: 59529-21-4
1-pentyl-1H-indole

: 3-hydroxy-2-(hydroxy(phenyl)methyl)-6-(hydroxymethyl)- 4H-pyran-4-one

: 5-hydroxy-2-(hydroxymethyl)-3-((1-pentyl-1H-indol-3-yl)(phenyl)methyl)-4H-pyran-4-one

Conditions

Conditions	Yield
With silica-gel-supported sulfuric acid In acetonitrile at 80℃; for 2h;	89%

: 59529-21-4
1-pentyl-1H-indole

: 14002-52-9
o-phenylbenzoyl chloride

: 1338925-07-7
[1,1'-biphenyl]-2-yl(1-pentyl-1H-indol-3-yl)methanone

Conditions

Conditions	Yield
Stage #1: 1-pentyl-1H-indole With diethyl aluminiumcholoride In hexane; dichloromethane at -10℃; for 0.75h; Inert atmosphere; Stage #2: o-phenylbenzoyl chloride In hexane; dichloromethane at -10 - 0℃; Friedel Crafts acylation; Inert atmosphere;	88%

: 59529-21-4
1-pentyl-1H-indole

: 42498-44-2
3-phenylbenzoyl chloride

: 1338925-06-6
[1,1'-biphenyl]-3-yl(1-pentyl-1H-indol-3-yl)methanone

Conditions

Conditions	Yield
Stage #1: 1-pentyl-1H-indole With diethyl aluminiumcholoride In hexane; dichloromethane at -10℃; for 0.75h; Inert atmosphere; Stage #2: 3-phenylbenzoyl chloride In hexane; dichloromethane at -10 - 0℃; Friedel Crafts acylation; Inert atmosphere;	87%

: 59529-21-4
1-pentyl-1H-indole

: 2094-72-6
1-Adamantanecarbonyl chloride

: 1345973-49-0
1-pentyl-N-tricyclo[3.3.1.1]dec-1-yl-1H-indole-3-carboxamide

Conditions

Conditions	Yield
Stage #1: 1-pentyl-1H-indole With dimethylaluminum chloride In hexane; dichloromethane at 0℃; Inert atmosphere; Stage #2: 1-Adamantanecarbonyl chloride In hexane; dichloromethane for 2h; Inert atmosphere;	86%

: 59529-21-4
1-pentyl-1H-indole

: 36112-61-5
6-methoxy-1-naphthoic acid

: JWH-166

Conditions

Conditions	Yield
Stage #1: 6-methoxy-1-naphthoic acid With oxalyl dichloride In dichloromethane for 1h; Heating; Stage #2: 1-pentyl-1H-indole With ethylaluminum dichloride In toluene for 18h; Friedel-Crafts reaction;	81%

: 59529-21-4
1-pentyl-1H-indole

: 354-08-5
bromodifluoroacetic acid

: 2-bromo-2,2-difluoro-1-(1-pentyl-1H-indol-3-yl)ethan-1-one

Conditions

Conditions	Yield
In 1,2-dichloro-ethane at 100℃; Friedel-Crafts Acylation;	80%

: 59529-21-4
1-pentyl-1H-indole

: 613-94-5
benzoic acid hydrazide

: (E)-N'-(3-oxo-1-pentylindolin-2-ylidene)benzohydrazide

Conditions

Conditions	Yield
With (4,4'-di-tert-butyl-2,2'-dipyridyl)-bis-(2-phenylpyridine(-1H))-iridium(III) hexafluorophosphate; oxygen; tetra-(n-butyl)ammonium iodide In acetonitrile at 20℃; for 24h; Irradiation; regioselective reaction;	80%

: 59529-21-4
1-pentyl-1H-indole

: 56268-44-1
8-bromo-1-naphthoyl chloride

: 1366068-04-3
JWH-424

Conditions

Conditions	Yield
Stage #1: 1-pentyl-1H-indole With dimethylaluminum chloride In hexane; dichloromethane at 0℃; for 0.5h; Friedel-Crafts reaction; Inert atmosphere; Stage #2: 8-bromo-1-naphthoyl chloride In hexane; dichloromethane at 0 - 20℃; Friedel-Crafts reaction; Inert atmosphere;	78%

: 59529-21-4
1-pentyl-1H-indole

: potassiumhexacyanoferrate(II) trihydrate

: 1367828-68-9
1,1'-dipentyl-1H,1'H-2,3'-biindole-3-carbonitrile

Conditions

Conditions	Yield
With copper diacetate; palladium diacetate In dimethyl sulfoxide at 80℃; for 24h; Inert atmosphere; Sealed vial; regioselective reaction;	77%

: 50-00-0
formaldehyd

: 59529-21-4
1-pentyl-1H-indole

: 124-40-3
dimethyl amine

: 3-(N,N-dimethylaminomethyl)-N-pentylindole

Conditions

Conditions	Yield
Stage #1: formaldehyd; dimethyl amine With acetic acid In water for 0.5h; Stage #2: 1-pentyl-1H-indole In dichloromethane; water for 16h;	76%

...Expand

: 59529-21-4
1-pentyl-1H-indole

: 587-04-2
3-Chlorobenzaldehyde

: 1379899-54-3
(3-chlorophenyl)(1-pentyl-1H-indol-3-yl)methanone

Conditions

Conditions	Yield
With tert.-butylhydroperoxide; palladium diacetate In chlorobenzene at 140℃; for 24h; Inert atmosphere; Sealed tube;	73%

: 59529-21-4
1-pentyl-1H-indole

: 14002-51-8
4-biphenyl-carboxylic acid chloride

: 1338925-05-5
[1,1'-biphenyl]-4-yl(1-pentyl-1H-indol-3-yl)methanone

Conditions

Conditions	Yield
Stage #1: 1-pentyl-1H-indole With diethyl aluminiumcholoride In hexane; dichloromethane at -15℃; for 0.5h; Inert atmosphere; Stage #2: 4-biphenyl-carboxylic acid chloride In hexane; dichloromethane at -15 - 0℃; Friedel Crafts acylation; Inert atmosphere;	72%

: 59529-21-4
1-pentyl-1H-indole

: 879-18-5
naphthalene-1-carbonic acid chloride

: 1-pentyl-3-(1-naphthoyl)indole

Conditions

Conditions	Yield
Stage #1: 1-pentyl-1H-indole With diethylaluminium chloride In hexane; dichloromethane at 0℃; for 1h; Stage #2: naphthalene-1-carbonic acid chloride In hexane; dichloromethane at 0℃; for 16h;	72%

: 59529-21-4
1-pentyl-1H-indole

: 1273320-49-2
C20H18BrNO6S

: 1273320-60-7
1-pentyl-7-(phenylsulfonyl)-indolo[3,2-b]carbazole

Conditions

Conditions	Yield
With zinc dibromide In 1,2-dichloro-ethane at 20℃; for 4h; Inert atmosphere;	70%

: 59529-21-4
1-pentyl-1H-indole

: 2-(2,2-bis[1-pentyl-1H-indol-3-yl]ethyl)-N-pentylaniline

Conditions

Conditions	Yield
With 1-methyl-3-(4-sulfobutyl)-1H-imidazol-3-ium 4-methylbenzene-1-sulfonate In neat (no solvent) at 80℃; for 4h;	67%

: 59529-21-4
1-pentyl-1H-indole

: 7498-58-0
7-methoxynaphthalene-1-carboxylic acid

: JWH-164

Conditions

Conditions	Yield
Stage #1: 7-methoxynaphthalene-1-carboxylic acid With oxalyl dichloride In dichloromethane for 1h; Heating; Stage #2: 1-pentyl-1H-indole With ethylaluminum dichloride In toluene for 18h; Friedel-Crafts reaction;	66%

: 59529-21-4
1-pentyl-1H-indole

: 1829-26-1
1-acetoxy-1,2-benziodoxol-3-one

: 1-(3-1-pentyl-1H-indole)-1H-1λ3-benzo[b]iodo-3(2H)-one

Conditions

Conditions	Yield
With zinc trifluoromethanesulfonate In dichloromethane at 20℃;	60%

: 59529-21-4
1-pentyl-1H-indole

: 148875-99-4
2-Acetoxymethyl-benzyliden-diacetat

: 1273320-76-5
C21H21N

Conditions

Conditions	Yield
With zinc dibromide In 1,2-dichloro-ethane at 20℃; Inert atmosphere; Reflux;	58%

: 59529-21-4
1-pentyl-1H-indole

: 1-phenylsulfonyl-1,3-dimethyl-5-((2-bromomethyl-1H-indol-3-yl)methylene)pyrimidine-2,4,6(1H,3H,5H)-trione

: 1273320-60-7
1-pentyl-7-(phenylsulfonyl)-indolo[3,2-b]carbazole

Conditions

Conditions	Yield
With zinc dibromide In 1,2-dichloro-ethane at 20℃; for 1h; Inert atmosphere;	55%

: 59529-21-4
1-pentyl-1H-indole

: 87700-65-0
4-bromo-1-naphthoic acid chloride

: 1366067-59-5
JWH-387

Conditions

Conditions	Yield
Stage #1: 1-pentyl-1H-indole With dimethylaluminum chloride In hexane; dichloromethane at 0℃; for 0.5h; Friedel-Crafts reaction; Inert atmosphere; Stage #2: 4-bromo-1-naphthoic acid chloride In hexane; dichloromethane at 0 - 20℃; Friedel-Crafts reaction; Inert atmosphere;	53%

: 59529-21-4
1-pentyl-1H-indole

: 19835-38-2
1-adamantylacetyl chloride

: 1430634-79-9
2-(adamantan-1-yl)-1-(1-pentyl-1H-indol-3-yl)ethanone

Conditions

Conditions	Yield
Stage #1: 1-pentyl-1H-indole With dimethylaluminum chloride In hexane; dichloromethane at 0℃; Inert atmosphere; Stage #2: 1-adamantylacetyl chloride In hexane; dichloromethane for 2h; Inert atmosphere;	35%

: 59529-21-4
1-pentyl-1H-indole

: 73399-94-7
C11H6Cl2O

: 1366067-88-0
JWH-457

Conditions

Conditions	Yield
Stage #1: 1-pentyl-1H-indole With dimethylaluminum chloride In hexane; dichloromethane at 0℃; for 1h; Friedel-Crafts reaction; Inert atmosphere; Stage #2: C11H6Cl2O In hexane; dichloromethane at 0 - 20℃; for 6h; Friedel-Crafts reaction; Inert atmosphere;	33%

1H-Indole, 1-pentyl- Specification

The chemical with CAS registry number of 59529-21-4 is also known as 1H-Indole, 1-pentyl-. The systematic name is 1-Pentyl-1H-indole. In addition, the formula is C₁₃H₁₇N and the molecular weight is 187.28.

Physical properties about 1H-Indole, 1-pentyl- are: (1)ACD/LogP: 4.67; (2)# of Rule of 5 Violations: 0; (3)#H bond acceptors: 1; (4)#H bond donors: 0; (5)#Freely Rotating Bonds: 4; (6)Polar Surface Area: 4.93Å²; (7)Index of Refraction: 1.54; (8)Molar Refractivity: 61.12 cm³; (9)Molar Volume: 194.7 cm³; (10)Polarizability: 24.23×10^-24cm³; (11)Surface Tension: 34.9 dyne/cm; (12)Density: 0.96 g/cm³; (13)Flash Point: 136.6 °C; (14)Enthalpy of Vaporization: 52.07 kJ/mol; (15)Boiling Point: 302.2 °C at 760 mmHg; (16)Vapour Pressure: 0.0018 mmHg at 25 °C.

You can still convert the following datas into molecular structure:
1. SMILES: c1cccc2c1ccn2CCCCC
2. InChI: InChI=1/C13H17N/c1-2-3-6-10-14-11-9-12-7-4-5-8-13(12)14/h4-5,7-9,11H,2-3,6,10H2,1H3
3. InChIKey: QWLCOOAYMQWDPR-UHFFFAOYAL
4. Std. InChI: InChI=1S/C13H17N/c1-2-3-6-10-14-11-9-12-7-4-5-8-13(12)14/h4-5,7-9,11H,2-3,6,10H2,1H3
5. Std. InChIKey: QWLCOOAYMQWDPR-UHFFFAOYSA-N

Product Name

1-pentyl-1H-indole

Synthetic route

1H-Indole, 1-pentyl- Specification

Related Products

Hot Products