CAS No.5192-03-0,5-Aminoindole Suppliers

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Basic Information

Molecular Structure:
CAS No.:	5192-03-0
Name:	5-Aminoindole
Article Data:	109

Formula:	C₈H₈N₂
Molecular Weight:	132.165
Synonyms:	Indol-5-ylamine;Indole, 5-amino-;1H-Indol-5-amine;5-Amino indole;5-Amino-1H-indole;
EINECS:	225-977-2
Density:	1.268 g/cm³
Melting Point:	131-133 °C (dec.)(lit.)
Boiling Point:	354 °C at 760 mmHg
Flash Point:	195 °C
Solubility:	insoluble in water
Appearance:	Grey Crystals
Hazard Symbols:	Xn,Xi
Risk Codes:	22-36/37/38-68
Safety:	26-45-36/37
PSA:	41.81000
LogP:	2.33130

Synthetic route

: 6146-52-7
5-nitroindole

: 5192-03-0
5-amino-1H-indole

Conditions

Conditions	Yield
With hydrazine hydrate at 90℃; for 1.5h; chemoselective reaction;	99%
With C20H32Cl4Cu2N4O4 In water at 60℃; for 2h; Inert atmosphere; Schlenk technique;	99%
With ammonia borane; cetyltrimethylammonim bromide; [Ru(p-cymene)(2,6-bis(1-methylimidazole-2-thione)pyridine)](PF6)2 In water; acetonitrile at 79.84℃; for 24h; Inert atmosphere; Schlenk technique;	99%

: 1953-54-4
indol-5-ol

: 5192-03-0
5-amino-1H-indole

Conditions

Conditions	Yield
With sodium tetrahydroborate; 5%-palladium/activated carbon; hydrazine hydrate; lithium hydroxide In 1,4-dioxane at 170℃; for 16h; Molecular sieve; Inert atmosphere;	90%

: 166104-20-7
5-aminoindole-1-carboxylic acid tert-butyl ester

: 5192-03-0
5-amino-1H-indole

Conditions

Conditions	Yield
With potassium carbonate In methanol; water for 4h; Heating;	85%
In 2,2,2-trifluoroethanol at 150℃; for 0.25h; microwave irradiation;	81%
With 2,2,2-trifluoroethanol at 150℃; for 0.25h; Product distribution / selectivity; Microwave irradiation;	81%
With 2,2,2-trifluoroethanol at 150℃; for 0.25h; Product distribution / selectivity; Microwave irradiation;	81%
With 1,1,1,3',3',3'-hexafluoro-propanol at 150℃; for 0.25h; Product distribution / selectivity; Microwave irradiation;	70%

: 32692-19-6
5-nitro-2,3-dihydro-1H-indole

: 5192-03-0
5-amino-1H-indole

Conditions

Conditions	Yield
With 1,10-Phenanthroline; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; potassium tert-butylate; oxygen; nickel dibromide In tert-Amyl alcohol at 95℃; for 48h;	85%
Multi-step reaction with 3 steps 1: 91 percent / Br2 / acetic acid 2: 91 percent / 2,3-dichloro-5,6-dicyanobenzoquinone / benzene / 6 h / Heating 3: 54 percent / hydrogen, NaOAc*3H2O / Raney nickel / ethanol / 1 h / 2327.2 Torr / Ambient temperature View Scheme
Multi-step reaction with 2 steps 1: tetrachloro-<1,4>benzoquinone; xylene 2: N2H4+H2O; Raney nickel; ethanol View Scheme

: 10075-50-0
5-bromo-1H-indole

: 5192-03-0
5-amino-1H-indole

Conditions

Conditions	Yield
With ammonium hydroxide; copper(I) iodide; 1-ethylacetoacetate-3-methyl imidazolium hydroxide In acetonitrile at 80℃; for 12h; Inert atmosphere;	82%

: 6146-52-7
5-nitroindole

: 75-08-1
ethanethiol

A: 5192-03-0
5-amino-1H-indole

B: 4-thioethoxy-5-aminoindole

Conditions

Conditions	Yield
With potassium hydroxide In methanol at 25℃; Substitution; Electrolysis;	A 15% B 70%

...Expand

: 33632-27-8
1-(5-nitro-2,3-dihydroindol-1-yl)ethanone

: 5192-03-0
5-amino-1H-indole

Conditions

Conditions	Yield
With sodium hydroxide; aluminium-nickel alloy In water for 1.5h;	56%
Multi-step reaction with 3 steps 1: aq.-ethanolic hydrochloric acid 2: tetrachloro-<1,4>benzoquinone; xylene 3: N2H4+H2O; Raney nickel; ethanol View Scheme

: 87240-07-1
7-bromo-5-nitro-1H-indole

: 5192-03-0
5-amino-1H-indole

Conditions

Conditions	Yield
With hydrogen; sodium acetate; nickel In ethanol under 2327.2 Torr; for 1h; Ambient temperature;	54%

: 37877-90-0
5-phenylazoindole

: 5192-03-0
5-amino-1H-indole

Conditions

Conditions	Yield
With tin(ll) chloride

: 67-56-1
methanol

: 6146-52-7
5-nitroindole

A: 5192-03-0
5-amino-1H-indole

B: 4-methoxy-5-aminoindole

Conditions

Conditions	Yield
With sulfuric acid In water at 25℃; Product distribution; Further Variations:; Reagents; Reduction; substitution; Electrolysis;	A 12 % Chromat. B 14 % Chromat.

...Expand

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Specification

The CAS register number of 5-Aminoindole is 5192-03-0. It also can be called as Indole, 5-amino- and the IUPAC name about this chemical is 1H-indol-5-amine. The molecular formula about this chemical is C₈H₈N₂and the molecular weight is 132.16. It belongs to the following product categories, such as Indole Derivative; Indoles and derivatives; IndoleDerivative; Indoles; Indole Derivatives; Simple Indoles and so on. This chemical is stable under normal temperature and pressure. If you want to store it, the storage temperature must be at 0-6 °C, and it need keep in a dark, cool and dry place.

Physical properties about 5-Aminoindole are: (1)ACD/LogP: 0.70; (2)ACD/LogD (pH 5.5): 0.58; (3)ACD/LogD (pH 7.4): 0.7; (4)ACD/BCF (pH 5.5): 1.53; (5)ACD/BCF (pH 7.4): 2; (6)ACD/KOC (pH 5.5): 43.67; (7)ACD/KOC (pH 7.4): 57.06; (8)#H bond acceptors: 2; (9)#H bond donors: 3; (10)#Freely Rotating Bonds: 1; (11)Polar Surface Area: 8.17Å²; (12)Index of Refraction: 1.757; (13)Molar Refractivity: 42.76 cm³; (14)Molar Volume: 104.1 cm³; (15)Polarizability: 16.95x10^-24cm³; (16)Surface Tension: 65.7 dyne/cm; (17)Enthalpy of Vaporization: 59.89 kJ/mol; (18)Boiling Point: 354 °C at 760 mmHg; (19)Vapour Pressure: 3.46E-05 mmHg at 25°C.

Preparation: this chemical can be prepared by 5-nitro-indole. This reaction will need reagent N₂H₄+H₂O, Raney nickel and ethanol.

Uses of 5-Aminoindole: it can be used to produce N-indol-5-yl-benzamide with benzoyl chloride. This reaction will need reagent aqueous alkali and benzene.

When you are using this chemical, please be cautious about it as the following:
This chemical is harmful if swallowed and it is irritating to eyes, respiratory system and skin, it has possible risk of irreversible effects. When you are using it, wear suitable protective clothing and gloves. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice and in case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)

You can still convert the following datas into molecular structure:
(1)SMILES: c1cc2c(cc[nH]2)cc1N
(2)InChI: InChI=1/C8H8N2/c9-7-1-2-8-6(5-7)3-4-10-8/h1-5,10H,9H2
(3)InChIKey: ZCBIFHNDZBSCEP-UHFFFAOYAC
(4)Std. InChI: InChI=1S/C8H8N2/c9-7-1-2-8-6(5-7)3-4-10-8/h1-5,10H,9H2
(5)Std. InChIKey: ZCBIFHNDZBSCEP-UHFFFAOYSA-N