Basic information
- CAS
38861-78-8- Standard SMILES
CC(=O)c1ccc(CC(C)C)cc1- InChIKey
KEAGRYYGYWZVPC-UHFFFAOYSA-N- Molecular formula
- C12H16O
- Average molar mass
- 176.25 g/mol
- Monoisotopic mass
- 176.12011513
Names & identifiers
- Preferred name
- 4'-Isobutylacetophenone
- IUPAC
- 1-[4-(2-methylpropyl)phenyl]ethanone
- English name
- 4'-(2-Methylpropyl)acetophenone
- Molecular formula
- C12H16O
- Molecular weight
- 176.25
Names & synonyms
4'-Isobutylacetophenone38861-78-84-Isobutylacetophenonep-IsobutylacetophenoneEthanone, 1-[4-(2-methylpropyl)phenyl]-AML715RD20Ethanone, 1-(4-(2-methylpropyl)phenyl)-NSC-173015DTXSID6068147RefChem:506156DTXCID9039571254-159-8
Show more names
IBUPROFEN IMPURITY E4-Isobutylacetaphenone4’-Isobutylacetophenone4-IBAPNsc173015
1-(4-Isobutylphenyl)ethanonep-iso-Butylacetophenone1-[4-(2-methylpropyl)phenyl]ethanoneIbuprofen EP Impurity E1-[4-(2-methylpropyl)phenyl]ethan-1-one1-(4-Isobutylphenyl)ethan-1-oneAcetophenone, 4-isobutyl-MFCD00027393
Database identifiers
- CAS
38861-78-8- PubChem CID
- 93214
- DTXSID
DTXSID6068147- UNII
- AML715RD20
- EC Number
- 254-159-8
- Nikkaji
- J71.683I
Properties
Computed structural properties
- XLogP
- 3.3
- Topological polar surface area
- 17.1 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 1
- Rotatable bonds
- 3
- Heavy atoms
- 13
- Formal charge
- 0
- Complexity
- 164
Experimental & physicochemical properties
Kovats Retention Index1411
Physicochemical properties
- Boiling point
- 134 · 134-135°C 16mm
- Density
- 0 · 0,952 g/cm3
- vapor pressure
- 0.75 Pa · 0.75Pa at 20℃
- refractive index
- 1.518 · 1.5180
- Flash point
- 54 °C · 54°C
- storage temp.
- Keep in dark place,Inert atmosphere,Room temperature
- solubility
- soluble in Dichloromethane; Diethyl Ether; Ethyl Acetate; THF
- form
- liquid
- color
- Colorless to Yellow
- Water Solubility
- Miscible with chloroform and methanol. Slightly miscible with water.
- BRN
- 1935275 · 1935275
- Major Application
- pharmaceutical (small molecule)
Safety & regulation
GHS classification
GHS Classification
Warning
H226 (27.8%): Flammable liquid and vapor [Warning Flammable liquids]；H315 (72.2%): Causes skin irritation [Warning Skin corrosion/irritation]；H317 (98.7%): May cause an allergic skin reaction [Warning Sensitization, Skin]；H411 (99.3%): Toxic to aquatic life with long lasting effects [Hazardous to the aquatic environment, long-term hazard]
P210, P233, P240, P241, P242, P243, P261, P264, P272, P273, P280, P302+P352, P303+P361+P353, P321, P332+P317, P333+P317, P362+P364, P370+P378, P391, P403+P235, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 151 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.；Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.
Hazard information
Regulatory InformationStatus: Active Update: 22-05-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/25415
Hazard Classes and CategoriesFlam. Liq. 3 (27.8%)；Skin Irrit. 2 (72.2%)；Skin Sens. 1 (98.7%)；Aquatic Chronic 2 (99.3%)
Regulatory information
Regulatory InformationStatus: Active Update: 22-05-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/25415
Safety data
- wgk
- 3
- tsca
- TSCA listed
Chemistry & industry
Uses & manufacturing
General Manufacturing InformationEthanone, 1-[4-(2-methylpropyl)phenyl]-: ACTIVE
Applications
Uses4'-isobutylacetophenone is an important starting material employed in the production of pharmaceuticals such as ibuprofen. It is also utilized in proteomics research. It is used as an intermediate in organic synthesis.
UsesA degradation product of Ibuprofen in tablets, which is a known toxin. Ibuprofen (I140000) impuritiy.
General Description4'-(2-Methylpropyl)acetophenone, also known as Ibuprofen EP Impurity E, is an impurity of ibuprofen. Ibuprofen is a nonsteroidal anti-inflammatory drug (NSAID). It works by blocking your body's production of certain natural substances that cause inflammation.
Preparation methods
PreparationSynthesis of 4-isobutylacetophenone: toluene and propylene are reacted with the participation of metal potassium, sodium carbonate and graphite, Alkylation on methyl to generate isobutylbenzene, Then with acetyl chloride in the participation of anhydrous aluminum trichloride to obtain the product.
Upstream & downstream products
Upstream raw materials
Related reactions
13 records
Compound notes
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