5-Benzyloxyindole
- Product Name
- 5-Benzyloxyindole
- CAS No.
- 1215-59-4
- Chemical Name
- 5-Benzyloxyindole
- Synonyms
- NSC 62895;bredreck`s;5-Benzyindole;5-BENZYLOXYINDOLE;5-benzyloxy-indol;Benzyloxy-5 indole;BENZYLOXYINDOLE(5-);TIMTEC-BB SBB003331;5-BENZYLOXY-1H-INDOLE;5-Benzyloxyindole,95%
- CBNumber
- CB0772987
- Molecular Formula
- C15H13NO
- Formula Weight
- 223.27
- MOL File
- 1215-59-4.mol
5-Benzyloxyindole Property
- 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) - InChI
- InChI=1S/C15H13NO/c1-2-4-12(5-3-1)11-17-14-6-7-15-13(10-14)8-9-16-15/h1-10,16H,11H2
- InChIKey
- JCQLPDZCNSVBMS-UHFFFAOYSA-N
- SMILES
- N1C2=C(C=C(OCC3=CC=CC=C3)C=C2)C=C1
- CAS DataBase Reference
- 1215-59-4(CAS DataBase Reference)
- NIST Chemistry Reference
- 1H-indole, 5-(phenylmethoxy)-(1215-59-4)
Safety
- 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
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
H333May be harmful if inhaled
H335May cause respiratory irritation
H361Suspected of damaging fertility or the unborn child
- Precautionary statements
-
P201Obtain special instructions before use.
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P405Store locked up.
N-Bromosuccinimide Price
- Product number
- B27803
- Product name
- 5-(Benzyloxy)indole
- Purity
- 95%
- Packaging
- 5g
- Price
- $34.7
- Updated
- 2025/07/31
- Product number
- B27803
- Product name
- 5-(Benzyloxy)indole
- Purity
- 95%
- Packaging
- 25g
- Price
- $93.7
- Updated
- 2025/07/31
- Product number
- B1833
- Product name
- 5-Benzyloxyindole
- Purity
- >98.0%(HPLC)(N)
- Packaging
- 5g
- Price
- $114
- Updated
- 2025/07/31
- Product number
- B285949
- Product name
- 5-Benzyloxyindole
- Packaging
- 2.5g
- Price
- $80
- Updated
- 2021/12/16
- Product number
- B285949
- Product name
- 5-Benzyloxyindole
- Packaging
- 10g
- Price
- $205
- Updated
- 2021/12/16
5-Benzyloxyindole Chemical Properties,Usage,Production
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.
Synthesis
153805-85-7
1953-54-4
1215-59-4
The reduction reaction of 4-benzyloxy-2-(2-pyrrolidinylvinyl)nitrobenzene was carried out using (E)-1-(5-(benzyloxy)-2-nitrophenylvinyl)pyrrolidine as a starting material, with reference to the method of Example 32, in the presence of 5% rhodium/carbon powder and a metal compound such as ferrous acetate (II), nickel nitrate (II) or cobalt acetylacetonate (III) as a catalyst. The results of the experiments are listed in Table 5 and show that in the presence of the reducing agent of the present invention, the yield of 5-benzyloxyindole was significantly increased while the yield of 5-hydroxyindole as a by-product was decreased as compared to the counterpart 4.
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.]
References
[1] Patent: EP1541582, 2005, A1. Location in patent: Page/Page column 39
[2] Patent: EP1541582, 2005, A1. Location in patent: Page/Page column 39
[3] Patent: EP1541582, 2005, A1. Location in patent: Page/Page column 39
[4] Patent: EP1541582, 2005, A1. Location in patent: Page/Page column 39
[5] Tetrahedron Letters, 2006, vol. 47, # 6, p. 969 - 972
5-Benzyloxyindole Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from 5-Benzyloxyindole manufacturers
- Product
- 5-Benzyloxyindole 1215-59-4
- Price
- US $0.00/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- 10000KGS
- Release date
- 2025-02-22
- Product
- 5-Benzyloxyindole 1215-59-4
- Price
- US $10.00-2.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- g-kg-tons, free sample is available
- Release date
- 2024-04-28
- Product
- 5-Benzyloxyindole 1215-59-4
- Price
- US $15.00-10.00/KG
- Min. Order
- 1KG
- Purity
- 99%+ HPLC
- Supply Ability
- Monthly supply of 1 ton
- Release date
- 2021-08-11