2-Phenylindole

HCID 13698CAS 948-65-2
Substructure searchFind similar structures

Basic information

Standard SMILES
c1ccc(-c2cc3ccccc3[nH]2)cc1
InChIKey
KLLLJCACIRKBDT-UHFFFAOYSA-N
Molecular formula
C14H11N
Average molar mass
193.24 g/mol
Monoisotopic mass
193.08914935

Overview

2-phenyl-1H-indole is a phenylindole.

Names & identifiers

Preferred name
2-Phenylindole
IUPAC
2-phenyl-1H-indole
English name
2-Phenylindole
Molecular formula
C14H11N
Molecular weight
193.24

Names & synonyms

2-Phenylindole2-PHENYL-1H-INDOLE948-65-21H-Indole, 2-phenyl-Indole, 2-phenyl-Stabilizer Ialpha-PhenylindoleMQD44HV3P1NSC-15776DTXSID80613431H-Indole, 2-phenylRefChem:89089
Show more names
1H-Indole,2-phenyl-NSC 15776stabilizeri-PhenylindoleA-PHENYLINDOLa-Phenylindole2-phenyl-indol
DTXCID3048940213-436-32-PHENYL INDOLEMFCD00005608.alpha.-PhenylindolePhenylindoleMLS002638448F1918-0028

Database identifiers

CAS
948-65-2
PubChem CID
13698
DTXSID
DTXSID8061343
ChEMBL
CHEMBL75756
ChEBI
CHEBI:113541
UNII
MQD44HV3P1
EC Number
213-436-3
Nikkaji
J36.864D

Properties

Computed structural properties

XLogP
3.8
Topological polar surface area
15.8 Ų
Hydrogen bond donors
1
Hydrogen bond acceptors
0
Rotatable bonds
1
Heavy atoms
15

Experimental & physicochemical properties

Chemical ClassesNitrogen Compounds -> Indoles
SpringerMaterials PropertiesLuminescence
Solubility0.7 [ug/mL] (The mean of the results at pH 7.4)
Physical DescriptionPowder; [Alfa Aesar MSDS]

Physicochemical properties

Melting point
188 · 188-190 °C (lit.)
Boiling point
250 °C/10 · 250 °C/10 mmHg (lit.)
Density
1.1061 · 1.1061 (rough estimate)
refractive index
1.585 · 1.5850 (estimate)
Flash point
250 °C/10mm · 250°C/10mm
storage temp.
Sealed in dry,Room Temperature

Safety & regulation

GHS classification

GHS Classification · 5 items

This chemical does not meet GHS hazard criteria for 2.2% (1 of 45) of reports.

Danger

H315 (93.3%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P273, P280, P302+P352, P304+P340, P305+P354+P338, P317, P319, P321, P332+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 45 reports by companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory InformationChemical: 1H-Indole, 2-phenyl-
Hazards SummaryMay cause irritation; [Alfa Aesar MSDS] See 3-Methylindole.
Hazard Classes and CategoriesSkin Irrit. 2 (93.3%)

Safety data

PPE
dust mask type N95 (US), Eyeshields, Gloves
wgk
3
tsca
TSCA listed
rtecs
NM1272500
hs_code
29309090
risk_code
37/38-41

Chemistry & industry

Uses & manufacturing

General Manufacturing Information1H-Indole, 2-phenyl-: ACTIVE
Applications · 3 items

UsesReactant for preparation of: • ;Oxopyrrolidine analogs via iodine-catalyzed Markovnikov addition1• ;Tryptophan dioxygenase inhibitors pyridyl-ethenyl-indoles as potential anticancer immunomodulators2• ;Organic light emitting diodes (OLEDs)3• ;Anti inflammatory agents4• ;Potential cyclooxygenase-1 (COX-1)/cyclooxygenase-2 (COX-2) inhibitors5• ;Agents for cancer and malaria therapy6• ;Antifungal and antibacterial agents7• ;Fluorescent probes8Reactant in:• ;Difluorohydroxylation reactions†• ;Mannich-type reactions†

UsesPhenylindole is a stabilizer in PVC-plastic products (α-phenylindole).

UsesReactant for preparation of: Oxopyrrolidine analogs via iodine-catalyzed Markovnikov additionTryptophan dioxygenase inhibitors pyridyl-ethenyl-indoles as potential anticancer immunomodulatorsOrganic light emitting diodes (OLEDs)Anti inflammatory agentsPotential cyclooxygenase-1 (COX-1)/cyclooxygenase-2 (COX-2) inhibitorsAgents for cancer and malaria therapyAntifungal and antibacterial agentsFluorescent probesReactant in:Difluorohydroxylation reactionsMannich-type reactions

Preparation methods · 1 item

Preparation2-phenylindole is prepared by condensing phenylhydrazine and acetophenone, and then closing the ring in the presence of zinc chloride. or it can be prepared by heating bromoacetophenone with excess aniline, or heating N-(2-methylphenyl)benzamide and sodium ethoxide at 360-380℃ in isolation from air.

Upstream & downstream products

Suppliers50 total

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]
INTATRADE GmbH+49 3493/605464 · [email protected]
河北创海生物科技有限公司+86-86-13131129325 · [email protected]
河北展药生物科技有限公司15369953316 +8615369953316 · [email protected]

Additional notes

DefinitionChEBI: 2-phenyl-1H-indole is a phenylindole.

Related reactions

70 records
New reaction record

Linked notes

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