ChemicalBook > CAS DataBase List > 5-Methoxyindole

5-Methoxyindole

Product Name
5-Methoxyindole
CAS No.
1006-94-6
Chemical Name
5-Methoxyindole
Synonyms
5-METHOXY-1H-INDOLE;Methoxyindole 99% indol-5-yl methyl ether;5-methoxy-indol;Femedol;NSC 521752;AKOS JY2082918;5-METHOXYINDOLE;methoxy-5indole;5-MethoxyindoleF;Methoxy-5 indole
CBNumber
CB4223553
Molecular Formula
C9H9NO
Formula Weight
147.17
MOL File
1006-94-6.mol
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5-Methoxyindole Property

Melting point:
52-55 °C (lit.)
Boiling point:
176-178 °C/17 mmHg (lit.)
Density 
1.1135 (rough estimate)
refractive index 
1.5310 (estimate)
Flash point:
176-178°C/17mm
storage temp. 
Keep in dark place,Sealed in dry,Room Temperature
solubility 
Chloroform, Methanol
form 
Crystalline Powder
pka
16.70±0.30(Predicted)
color 
White to light brownish
Water Solubility 
insoluble
Sensitive 
Light Sensitive
BRN 
116722
InChIKey
DWAQDRSOVMLGRQ-UHFFFAOYSA-N
CAS DataBase Reference
1006-94-6(CAS DataBase Reference)
NIST Chemistry Reference
1H-Indole, 5-methoxy-(1006-94-6)
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36-24/25-37/39
WGK Germany 
3
RTECS 
NL9500000
8
Hazard Note 
Irritant
HazardClass 
IRRITANT, KEEP COLD, LIGHT SENSITIVE
HS Code 
29339900
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
M14900
Product name
5-Methoxyindole
Purity
99%
Packaging
1g
Price
$26
Updated
2024/03/01
Sigma-Aldrich
Product number
M14900
Product name
5-Methoxyindole
Purity
99%
Packaging
5g
Price
$35.4
Updated
2024/03/01
TCI Chemical
Product number
M0731
Product name
5-Methoxyindole
Purity
>99.0%(GC)
Packaging
1g
Price
$42
Updated
2024/03/01
TCI Chemical
Product number
M0731
Product name
5-Methoxyindole
Purity
>99.0%(GC)
Packaging
5g
Price
$72
Updated
2024/03/01
Alfa Aesar
Product number
B25290
Product name
5-Methoxyindole, 99%
Packaging
1g
Price
$36.65
Updated
2024/03/01
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5-Methoxyindole Chemical Properties,Usage,Production

Chemical Properties

white to light brownish crystalline powder

Uses

5-Methoxyindole (cas# 1006-94-6) is a compound useful in organic synthesis. It can be used to synthesis 1-(Phenylsulfonyl)-5-methoxy-1H-indole.

Preparation

The synthesis of 5-methoxyindole from 5-methoxy-2-oxindole: Conversion of 5-methoxy-2-oxindole to 5-methoxyindole was accomplishedby the chlorination of 5-methoxy-2-oxindole with triphenylphosphine-carbontetrachloride in acetonitrile followed by the catalytic reduction of a chlorine atom in 66% total yield.

Definition

ChEBI: 5-methoxyindole is a member of indoles.

Reactions

5-methoxyindole was treated with sodium hydroxide and phenylsulfonyl chloride in the presence of a catalytic amount of tetrabutylammonium bromide to afford 1-(phenylsulfonyl)indole and 5-methoxy-1-(phenylsufonyl)indole in excellent yields of 100%.

Synthesis Reference(s)

Journal of Heterocyclic Chemistry, 26, p. 1405, 1989 DOI: 10.1002/jhet.5570260533
The Journal of Organic Chemistry, 58, p. 5558, 1993 DOI: 10.1021/jo00072a052
Tetrahedron Letters, 27, p. 837, 1986 DOI: 10.1016/S0040-4039(00)84114-3

Purification Methods

Crystallise 5-methoxyindole from cyclohexane pet ether or pet ether/Et2O. [Saito & Kikugawa J Heterocycl Chem 16 1325 1979, Beilstein 21 III/IV 765, 21/3 V 18.]

5-Methoxyindole Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from 5-Methoxyindole manufacturers

Hebei Yanxi Chemical Co., Ltd.
Product
5-Methoxyindole 1006-94-6
Price
US $40.00-35.00/kg
Min. Order
25kg
Purity
99.9(%)
Supply Ability
5000kg/month
Release date
2024-03-29
Shanghai UCHEM Inc.
Product
5-Methoxyindole 1006-94-6
Price
US $129.00-645.00/g
Min. Order
1g
Purity
0.99
Supply Ability
25kg
Release date
2023-11-16
Shaanxi Dideu Medichem Co. Ltd
Product
5-Methoxyindole 1006-94-6
Price
US $0.00-0.00/KG
Min. Order
5mg
Purity
99%HPLC
Supply Ability
2000tons
Release date
2020-01-06

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