ChemicalBook--->CAS DataBase List--->2380-86-1

2380-86-1

2380-86-1 Structure

2380-86-1 Structure
IdentificationMore
[Name]

6-Hydroxyindole
[CAS]

2380-86-1
[Synonyms]

1H-INDOL-6-OL
6-HYDROXYINDOLE
6-INDOLOL
INDOLOL
5.7-dichloroindole 2380-86-1
6-Hydroyindole
Indolol,6-Hydroxyindole
6-Hydroxyindole ,98%
[EINECS(EC#)]

417-020-4
[Molecular Formula]

C8H7NO
[MDL Number]

MFCD00152101
[Molecular Weight]

133.15
[MOL File]

2380-86-1.mol
Chemical PropertiesBack Directory
[Appearance]

White to off-white shiny crystalline powder
[Melting point ]

125-128 °C
[Boiling point ]

343.2±15.0 °C(Predicted)
[density ]

1.327±0.06 g/cm3(Predicted)
[storage temp. ]

Keep Cold
[solubility ]

Chloroform (Slightly, Heated), Methanol (Slightly)
[form ]

Shiny Crystalline Powder
[pka]

10.07±0.40(Predicted)
[color ]

White to off-white
[Detection Methods]

HPLC
[Cosmetics Ingredients Functions]

HAIR DYEING
[Cosmetic Ingredient Review (CIR)]

6-Hydroxyindole (2380-86-1)
[InChI]

InChI=1S/C8H7NO/c10-7-2-1-6-3-4-9-8(6)5-7/h1-5,9-10H
[InChIKey]

XAWPKHNOFIWWNZ-UHFFFAOYSA-N
[SMILES]

N1C2=C(C=CC(O)=C2)C=C1
[CAS DataBase Reference]

2380-86-1(CAS DataBase Reference)
[Storage Precautions]

Store under nitrogen
Safety DataBack Directory
[Symbol(GHS) ]

Corrosion (GHS05)Exclamation Mark (GHS07)Environment (GHS09)
GHS05,GHS07,GHS09
[Signal word ]

Danger
[Hazard statements ]

H302-H317-H318-H411
[Precautionary statements ]

P273-P280-P305+P351+P338
[Hazard Codes ]

Xi,N,Xn
[Risk Statements ]

R36/37/38:Irritating to eyes, respiratory system and skin .
R51/53:Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment .
R43:May cause sensitization by skin contact.
R41:Risk of serious damage to eyes.
R22:Harmful if swallowed.
[Safety Statements ]

S37/39:Wear suitable gloves and eye/face protection .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S61:Avoid release to the environment. Refer to special instructions safety data sheet .
S24:Avoid contact with skin .
S2:Keep out of the reach of children .
[RIDADR ]

UN 3077
[WGK Germany ]

3
[Hazard Note ]

Irritant
[REACH Registrations]

Active
[HazardClass ]

9
[HazardClass ]

IRRITANT, KEEP COLD
[PackingGroup ]

[HS Code ]

29339900
[Storage Class]

11 - Combustible Solids
[Hazard Classifications]

Acute Tox. 4 Oral
Aquatic Chronic 2
Eye Dam. 1
Skin Sens. 1
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Ethanol-->Tetrahydrofuran-->N,N-Dimethylformamide-->Potassium carbonate-->Acetone-->Palladium-->Hydrazine hydrate-->Benzyl chloride-->N,N-Dimethylformamide dimethyl acetal-->Pyrrolidine-->Palladium chloride-->Aluminium-nickel-->4-Methyl-3-nitrophenol-->NICKEL BORIDE
[Preparation Products]

6-Methoxyindole
Hazard InformationBack Directory
[Chemical Properties]

White to off-white shiny crystalline powder
[Uses]

  • Reactant for preparation of tryptophan dioxygenase inhibitors pyridyl-ethenyl-indoles as potential anticancer immunomodulators
  • Reactant for asymmetrical synthesis of notoamide J as a potential biosynthetic precursor of prenylated indole alkaloids
  • Reactant for preparation of (quinolinyloxymethyl)isoxazolecarboxylate esters antituberculosis agents
  • Reactant for preparation of indolyl(propanolamine) derivatives as HIV inhibitors
  • Reactant for preparation of indoleoxyacetic acid derivatives as peroxisome proliferator-activated receptor agonists
  • Reactant for preparation of 1-aroylindole 3-aroylindoles combretastatin A-4 analogs as antitumor agents and tubulin polymerization inhibitors
[Synthesis Reference(s)]

Journal of Medicinal Chemistry, 35, p. 2419, 1992 DOI: 10.1021/jm00091a010
[Synthesis]

Regioselective chloroacetylation of 1-pivaloylindole followed by Baeyer-Villiger oxidation offers introduction of an oxygen function into the 6-position of the indole ring. Deacylation of 6-chloroacetyl-1-pivaloylindole gives 6-hydroxyindole. The overall yield of 6-hydroxyindole from indole is 54%.
synthesis of 6-Hydroxyindole
[1] K. TERANISHI; T. G; S I NAKATSUKA. ChemInform Abstract: Facile Synthesis of 6-Hydroxyindole (VII) and 6-Methoxyindole (IX) via Regioselective Friedel-Crafts Acylation and Baeyer-Villiger Oxidation.[J]. ChemInform, 1995, 26 9. DOI:10.1002/chin.199509120.
Spectrum DetailBack Directory
[Spectrum Detail]

6-Hydroxyindole(2380-86-1)1HNMR
6-Hydroxyindole(2380-86-1)FT-IR
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

6-Hydroxyindole, 97%(2380-86-1)
[Sigma Aldrich]

2380-86-1(sigmaaldrich)
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