1,3-Cyclohexanedione, 5-phenyl-

HCID 568962

Notes Reactions

Substructure search Find similar structures

Basic information

CAS: 493-72-1
Standard SMILES: O=C1CC(=O)CC(c2ccccc2)C1
InChIKey: UPPYKNLSSLIIAZ-UHFFFAOYSA-N
Molecular formula: C12H12O2
Average molar mass: 188.22 g/mol
Monoisotopic mass: 188.08372962

Names & identifiers

Preferred name: 1,3-Cyclohexanedione, 5-phenyl-
IUPAC: 5-phenylcyclohexane-1,3-dione
English name: 5-Phenylcyclohexane-1,3-dione
Molecular formula: C12H12O2
Molecular weight: 188.22

Names & synonyms

5-Phenylcyclohexane-1,3-dione493-72-11,3-Cyclohexanedione, 5-phenyl-DTXSID50876772RefChem:414180DTXCID101014865639-396-05-Phenyl-1,3-cyclohexanedioneMFCD00051846Bionet2_0010375-phenyl-cyclohexane-1,3-dione5-phenylcyclohexan-1,3-dione

Show more names

ASISCHEM C66298RARECHEM AR PA 00395-phenyl-1,3-cyclohexyldione1,3-Dioxo-5-phenylcyclohexane1,3-Cyclohexanedione,5-phenyl-5-Phenylcyclohexane-1,3-dione98%5-Phenyl-1,3-cyclohexanedione,96%5-Phenyl-1,3-cyclohexanedione 96%

5phenylcyclohexane-1, 3-dione5-phenyl-cyclohexane-1, 3-dioneHMS1366P03HMS2600G08CS-W004743SMR000312170EN300-11316212H-914

Database identifiers

CAS: 493-72-1
PubChem CID: 568962
DTXSID: DTXSID50876772
ChEMBL: CHEMBL1448118
EC Number: 639-396-0
Nikkaji: J502.186C

Properties

Computed structural properties

XLogP: 1.4
Topological polar surface area: 34.1 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 2
Rotatable bonds: 1
Heavy atoms: 14
Formal charge: 0
Complexity: 223

Physicochemical properties

Melting point: 188 °C · 188 °C (lit.)
Boiling point: 283.23 °C · 283.23°C (rough estimate)
Density: 1.075 · 1.0750 (rough estimate)
refractive index: 1.601 · 1.6010 (estimate)
storage temp.: Sealed in dry,Room Temperature
form: powder
pka: 4.92 · 4.92±0.20(Predicted)
color: Faint yellow to light yellow
BRN: 1103470 · 1103470
InChI: 1S/C12H12O2/c13-11-6-10(7-12(14)8-11)9-4-2-1-3-5-9/h1-5,10H,6-8H2
InChIKey: UPPYKNLSSLIIAZ-UHFFFAOYSA-N
SMILES: O=C1CC(CC(=O)C1)c2ccccc2
CAS DataBase Reference: 493 · 493-72-1(CAS DataBase Reference)
EPA Substance Registry System: 1 · 1,3-Cyclohexanedione, 5-phenyl- (493-72-1)
UNSPSC Code: 12352100 · 12352100
NACRES: 22 · NA.22
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 315 · H315-H319-H335
Precautionary statements: 261 · P261-P271-P280
PPE: 95 · Eyeshields, Gloves, type N95 (US)
Safety Statements: 24 · 24/25
WGK Germany: 3 · 3
HS Code: 29143990 · 29143990
Storage Class: 11 · 11 - Combustible Solids

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H302 (50%): Harmful if swallowed [Warning Acute toxicity, oral]

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, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 2 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Hazard Classes and CategoriesAcute Tox. 4 (50%)

Safety data

PPE: Eyeshields, Gloves, type N95 (US)
wgk: 3
hs_code: 29143990
Signal word: Warning
Symbol(GHS): GHS07
safety_code: 24/25
Storage Class: 11 - Combustible Solids
Hazard statements: H315-H319-H335
Precautionary statements: P261-P271-P280

Chemistry & industry

Applications · 2 items

Uses5-Phenyl-1,3-cyclohexanedione may be used:in the synthesis of hexahydrobenzo[a]phenanthridin-4-one derivatives via condensation with N-arylmethylene-2-naphthylaminesin the preparation of benzophenanthridine derivatives in the preparation of iodonium betaine in the synthesis of various 2H-pyrans by iodine-catalyzed reactions

General Description5-Phenyl-1,3-cyclohexanedione is a 1,3-diketone. Reaction of 5-phenyl-1,3-cyclohexanedione with N-substituted isatins in pyrindine has been investigated.