4-Phenylcyclohexanone (HCID 78605)

Names & identifiers

Preferred name: 4-Phenylcyclohexanone
IUPAC: 4-phenylcyclohexan-1-one
English name: 4-Phenylcyclohexanone
Molecular formula: C12H14O
Molecular weight: 174.24

Names & synonyms

4-Phenylcyclohexanone4894-75-1Cyclohexanone, 4-phenyl-EINECS 225-517-0DTXSID80197644NSC 28473RefChem:526418DTXCID40120135225-517-04-phenylcyclohexan-1-one4-phenyl-1-cyclohexanone4-phenyl-cyclohexanone

Show more names

TIMTEC-BB SBB008578Phenylcyclohexanone4-Phenylcyclohexanone>4-Phenylcyclohexanone 98%4-Phenylcyclohexane-1-one4-Phenylcyclohexanone, 99%+4-PHENYLCYCLOHEXANONE, 98+%

MFCD000016414-phenylcyclo-hexanone4-Phenylcyclohexanone; NSC 284734-Phenyl-1-cyclohexanone; 4-Phenylcyclohexanone; NSC 28473;NSC28473Enamine_0054964-phenyl-cyclohexan-1-oneSCHEMBL76840

Database identifiers

CAS: 4894-75-1
PubChem CID: 78605
DTXSID: DTXSID80197644
EC Number: 225-517-0
Nikkaji: J80.919E

Properties

Computed structural properties

XLogP: 2.1
Topological polar surface area: 17.1 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 1
Rotatable bonds: 1
Heavy atoms: 13
Formal charge: 0
Complexity: 170

Experimental & physicochemical properties

Chemical ClassesOther Classes -> Aromatic Ketones

SpringerMaterials PropertiesChemical structure

Vapor Pressure0.00233 [mmHg]

Physical DescriptionWhite or cream powder; [Alfa Aesar MSDS]

Physicochemical properties

Melting point: 73 · 73-77 °C (lit.)
Boiling point: 158 · 158-160°C 16mm
Density: 0.97 g/cm3 · 0.97 g/cm3 (25℃)
refractive index: 1.5363 · 1.5363 (estimate)
Flash point: 100 °C · 100°C
storage temp.: Sealed in dry,Room Temperature
solubility: Chloroform, Methanol
form: Crystalline Powder
color: White to off-white
Water Solubility: slightly soluble
BRN: 2045904 · 2045904
InChI: InChI=1S/C12H14O/c13-12-8-6-11(7-9-12)10-4-2-1-3-5-10/h1-5,11H,6-9H2
InChIKey: YKAYMASDSHFOGI-UHFFFAOYSA-N
SMILES: C1(=O)CCC(C2=CC=CC=C2)CC1
CAS DataBase Reference: 4894 · 4894-75-1(CAS DataBase Reference)
UNSPSC Code: 12352100 · 12352100
NACRES: 22 · NA.22
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 302 · H302-H315-H319-H335
Precautionary statements: 261 · P261-P305+P351+P338
PPE: 95 · Eyeshields, Gloves, type N95 (US)
Hazard Codes: Xi
Safety Statements: 22 · 22-24/25
WGK Germany: 3 · 3
Hazard Note: Irritant
HS Code: 29143900 · 29143900
Storage Class: 11 · 11 - Combustible Solids

Safety & regulation

GHS classification

GHS Classification · 5 items

This chemical does not meet GHS hazard criteria for 33.3% (1 of 3) of reports.

Warning

H315 (66.7%): Causes skin irritation [Warning Skin corrosion/irritation]

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

Aggregated GHS information provided per 3 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory InformationCyclohexanone, 4-phenyl-: Does not have an individual approval but may be used under an appropriate group standard

Hazards SummaryMay cause irritation; [Alfa Aesar MSDS] See Cyclohexanone.

Hazard Classes and CategoriesSkin Irrit. 2 (66.7%)

Safety data

PPE: Eyeshields, Gloves, type N95 (US)
wgk: 3
hs_code: 29143900
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xi
hazard_note: Irritant
safety_code: 22-24/25
Storage Class: 11 - Combustible Solids
Hazard statements: H302-H315-H319-H335
Precautionary statements: P261-P305+P351+P338

Chemistry & industry

Applications · 3 items

Uses4-Phenylcyclohexanone is used in the synthesis of CCR2 antagonists for the treatment of rheumatoid arthritis, atherosclerosis and other disease states. Also used in the preparation of coumarins via dehydrogenation and Heck coupling reactions.

Uses4-Phenylcyclohexanone was used in the preparation of new cardo diamine monomer, 1,1-bis[4-(4-aminophenoxy)phenyl]-4-phenylcyclohexane bearing a 4-phenylcyclohexylidene unit.

General Description4-Phenylcyclohexanone undergoes Ruthenium-catalyzed reaction with tributylamine to yield 2-butyl-4-phenylcyclohexanone and 2,6-dibutyl-4-phenylcyclohexanone. Wittig reaction of 4-phenylcyclohexanone with (carbethoxymethylene)triphenylphosphorane under microwave irradiation has been investigated.