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2-Phenylindole

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Name

2-Phenylindole

EINECS 213-436-3
CAS No. 948-65-2 Density 1.156 g/cm3
PSA 15.79000 LogP 3.83490
Solubility N/A Melting Point 188-190 °C(lit.)
Formula C14H11N Boiling Point 419.9 °C at 760 mmHg
Molecular Weight 193.248 Flash Point 176.6 °C
Transport Information N/A Appearance off-white to beige or slightly green powder
Safety 26-39 Risk Codes 37/38-41
Molecular Structure Molecular Structure of 948-65-2 (2-Phenylindole) Hazard Symbols IrritantXi
Synonyms

alpha-Phenylindole;2-Phenyl-1H-indole;5-20-08-00232 (Beilstein Handbook Reference);BRN 0132356;NSC 15776;Stabilizer I;

Article Data 599

2-Phenylindole Specification

The 2-Phenylindole, with the CAS registry number 948-65-2, is also known as alpha-Phenylindole. It belongs to the product categories of Indole; Heterocyclic Compounds; Indoles; Simple Indoles; Building Blocks; Heterocyclic Building Blocks. Its EINECS registry number is 213-436-3. This chemical's molecular formula is C14H11N and molecular weight is 193.24. Its IUPAC name is called 2-phenyl-1H-indole.

Physical properties of 2-Phenylindole: (1)ACD/LogP: 4.68; (2)ACD/LogD (pH 5.5): 4.68; (3)ACD/LogD (pH 7.4): 4.68; (4)ACD/BCF (pH 5.5): 2106.3; (5)ACD/BCF (pH 7.4): 2106.3; (6)ACD/KOC (pH 5.5): 8328.61; (7)ACD/KOC (pH 7.4): 8328.61; (8)#H bond acceptors: 1; (9)#H bond donors: 1; (10)#Freely Rotating Bonds: 1; (11)Index of Refraction: 1.679; (12)Molar Refractivity: 63.12 cm3; (13)Molar Volume: 167.1 cm3; (14)Surface Tension: 49.8 dyne/cm; (15)Density: 1.156 g/cm3; (16)Flash Point: 176.6 °C; (17)Enthalpy of Vaporization: 64.75 kJ/mol; (18)Boiling Point: 419.9 °C at 760 mmHg; (19)Vapour Pressure: 7.18E-07 mmHg at 25°C.

Preparation of 2-Phenylindole: this chemical can be prepared by benzene hydrazine and acetophenone via Fisher reaction. This reaction will need reagent ZnCl2.

2-Phenylindole can be prepared by benzene hydrazine and acetophenone

Uses of 2-Phenylindole: it can be used to produce 3-(2-nitro-1-phenyl-ethyl)-2-phenyl-indole with (2-nitro-vinyl)-benzene at temperature of 20 °C. This reaction is a kind of Michael addition. It will need reagent InBr3 and solvents H2O, tetrahydrofuran with reaction time of 16 hours. The yield is about 75%.

2-Phenylindole can be used to produce 3-(2-nitro-1-phenyl-ethyl)-2-phenyl-indole with (2-nitro-vinyl)-benzene

When you are using this chemical, please be cautious about it as the following:
This chemical may cause inflammation to the skin or other mucous membranes. It is irritating to respiratory system and skin. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. Whenever you will contact it, please wear suitable eye/face protection.

You can still convert the following datas into molecular structure:
(1)Canonical SMILES: C1=CC=C(C=C1)C2=CC3=CC=CC=C3N2
(2)InChI: InChI=1S/C14H11N/c1-2-6-11(7-3-1)14-10-12-8-4-5-9-13(12)15-14/h1-10,15H
(3)InChIKey: KLLLJCACIRKBDT-UHFFFAOYSA-N

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
rat LD50 oral > 6gm/kg (6000mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 10, Pg. 44, 1960.

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