5-Benzyloxyindole

HCID 14624CAS 1215-59-4
Substructure searchFind similar structures

Basic information

Standard SMILES
c1ccc(COc2ccc3[nH]ccc3c2)cc1
InChIKey
JCQLPDZCNSVBMS-UHFFFAOYSA-N
Molecular formula
C15H13NO
Average molar mass
223.27 g/mol
Monoisotopic mass
223.09971404

Names & identifiers

Preferred name
5-Benzyloxyindole
IUPAC
5-phenylmethoxy-1H-indole
English name
5-Benzyloxyindole
Molecular formula
C15H13NO
Molecular weight
223.27

Names & synonyms

5-Benzyloxyindole1215-59-45-(Benzyloxy)-1H-indole1H-Indole, 5-(phenylmethoxy)-Benzyloxy-5 indoleINDOLE, 5-BENZYLOXY-Indole, 5-(benzyloxy)-5-(phenylmethoxy)indoleBenzyloxy-5 indole [French]5-(Phenylmethoxy)-1H-indoleNSC 62895UNII-YCI4Z02E1C
Show more names
bredreck`s5-Benzyindole5-benzyloxy-indolBENZYLOXYINDOLE(5-)TIMTEC-BB SBB0033315-BENZYLOXY-1H-INDOLE5-Benzyloxyindole,95%
EINECS 214-930-1YCI4Z02E1CBRN 0173532NSC-62895DTXSID801532855-21-03-00019 (Beilstein Handbook Reference)BENZYL 1H-INDOL-5-YL ETHERRefChem:102057

Database identifiers

CAS
1215-59-4
PubChem CID
14624
DTXSID
DTXSID80153285
ChEMBL
CHEMBL1288719
UNII
YCI4Z02E1C
EC Number
214-930-1
Nikkaji
J40.604J

Properties

Computed structural properties

XLogP
3.6
Topological polar surface area
25 Ų
Hydrogen bond donors
1
Hydrogen bond acceptors
1
Rotatable bonds
3
Heavy atoms
17

Physicochemical properties

Melting point
100 · 100-104 °C (lit.)
Boiling point
364.56 °C · 364.56°C (rough estimate)
Density
1.0707 · 1.0707 (rough estimate)
refractive index
1.55 · 1.5500 (estimate)
storage temp.
2 · 2-8°C
solubility
ethanol: may be hazy yellow

Safety & regulation

GHS classification

GHS Classification · 4 items

Danger

H228 (10%): Flammable solid [Danger Flammable solids]

P210, P240, P241, P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P317, P319, P321, P330, P332+P317, P337+P317, P362+P364, P370+P378, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 10 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Hazard Classes and CategoriesFlam. Sol. 1 (10%)

Safety data

F
8-10
wgk
3
rtecs
NL4850000
hs_code
29339990
risk_code
36/37/38
Signal word
Warning

Chemistry & industry

Applications · 3 items

UsesReactant 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.

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

Uses5-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.

Upstream & downstream products

Suppliers50 total

国药集团化学试剂有限公司86-21-63210123 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
成都彼样生物科技有限公司18108052721 · [email protected]
INTATRADE GmbH+49 3493/605464 · [email protected]

Related reactions

104 records
New reaction record

Linked notes

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