5-Benzyloxyindole Chemical Properties

Melting point:

100-104 °C (lit.)

Boiling point:

364.56°C (rough estimate)

Density 

1.0707 (rough estimate)

refractive index 

1.5500 (estimate)

storage temp. 

2-8°C

solubility 

ethanol: may be hazy yellow

form 

powder

pka

16.63±0.30(Predicted)

color 

white to light yellow

BRN 

173532

Exposure limits

ACGIH: TWA 20 ppm
OSHA: Ceiling 300 ppm; TWA 200 ppm
NIOSH: IDLH 500 ppm; TWA 100 ppm(375 mg/m3); STEL 150 ppm(560 mg/m3)

CAS DataBase Reference

1215-59-4(CAS DataBase Reference)

NIST Chemistry Reference

1H-indole, 5-(phenylmethoxy)-(1215-59-4)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-24/25-22

WGK Germany 

3

RTECS 

NL4850000

F 

8-10

HazardClass 

IRRITANT

HS Code 

29339990

MSDS

• Language:English Provider:5-(Benzyloxy)-1H-indole
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

5-Benzyloxyindole Usage And Synthesis

Chemical Properties

Off-white to beige powder

Uses

Reactant in regio- and stereoselective morpholine-catalyzed direct C-3 alkenylation with α,β-unsaturated aldehydes Reactant in selective debenzylation of protective groups using SiliaCat-palladium under mild reaction conditions Reactant in metal-free Friedel-Crafts alkylation reactions Reactant in preparation of protein kinase (PKC) inhibitors Reactant in preparation of indole/quinoline carbothioic acid amide derivatives.

Uses

• Reactant in regio- and stereoselective morpholine-catalyzed direct C-3 alkenylation with α,β-unsaturated aldehydes
• Reactant in selective debenzylation of protective groups using SiliaCat-palladium under mild reaction conditions
• Reactant in metal-free Friedel-Crafts alkylation reactions
• Reactant in preparation of protein kinase (PKC) inhibitors
• Reactant in preparation of indole/quinoline carbothioic acid amide derivatives

Uses

5-Benzyloxyindole is used as reagent/reactant in regioselective preparation of CF3-β-tryptamine derivatives via base-free thermal ring-opening reaction of N-nosyl-2-CF3-aziridine with indoles.

Purification Methods

It is recrystallised from *C6H6/pet ether or pet ether. The picrate forms red crystals from *C6H6 and has m 142-143o. [Burton & Leong Chem Ind (London) 1035 1953, Ek & Witkop J Am Chem Soc 76 5579 1954, fluorescence: Bridges & Williams Biochem J 107 225 1968, Beilstein 27 III/IV 1758.]

5-Benzyloxyindole(1215-59-4)Related Product Information

• Benzyloxyacetyl chloride
• Indole-3-butyric acid
• Indometacin
• Indole
• 4-Methoxybenzyl alcohol
• 4-Methoxybenzylchloride
• Indole-3-acetic acid
• 4-Benzyloxyindole ,98%,4-BENZYLOXYINDOLE 98%
• 5-Benzyloxyindole-3-acetate
• 5-Benzyloxyindole-3-acelonitril
• 5-BENZYLOXYINDOLE-3-ACETIC ACID
• 5-Benzyloxyindole-3-acetic methyl ester,METHYL 5-BENZYLOXYINDOLE-3-ACETATE,5-Benzyloxyindole-3-acetic acid methyl ester, Methyl 5-benzyloxyindole-3-acetate, 98%
• 5-BENZYLOXYINDOLE-2-CARBOXYLIC ACID
• 3-(2-AMINOETHYL)-5-BENZYLOXYINDOLE
• 5-Benzyloxyindole-3-carboxaldehyde ,98%
• ETHYL 5-BENZYLOXYINDOLE-3-GLYOXYLATE
• 5-BENZYLOXY-DL-TRYPTOPHAN
• 5-BENZYLOXYGRAMINE