Isobutyrophenone (HCID 69144)

Names & identifiers

Preferred name: Isobutyrophenone
IUPAC: 2-methyl-1-phenylpropan-1-one
English name: Isobutyrophenone
Molecular formula: C10H12O
Molecular weight: 148.2

Names & synonyms

Isobutyrophenone611-70-12-methyl-1-phenylpropan-1-oneIsopropyl phenyl ketone1-Propanone, 2-methyl-1-phenyl-Isopropyl phenyl ketonUNII-8L53972NTZDTXSID6048202iso-ButyrophenoneEINECS 210-275-01-PHENYL-2-METHYL-1-PROPANONEAI3-11204

Show more names

2-MethylpropiophenoneisobutyrophenonPHENYL ISOPROPYL KETONEISOBUTROPHENONEsobutyrophenonelsobutyrophenoneISOBUTYRYLBENZENE

8L53972NTZNSC 6552NSC-6552DTXCID4028177EC 210-275-02-METHYL-1-PHENYLPROPANONERefChem:1491242040-14-4

Database identifiers

CAS: 611-70-1
PubChem CID: 69144
DTXSID: DTXSID6048202
ChEMBL: CHEMBL3187314
UNII: 8L53972NTZ
EC Number: 210-275-0
Nikkaji: J47.812A

Properties

Computed structural properties

XLogP: 2.7
Topological polar surface area: 17.1 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 1
Rotatable bonds: 2
Heavy atoms: 11
Formal charge: 0
Complexity: 132

Experimental & physicochemical properties

SpringerMaterials Properties13C nuclear magnetic resonance spectrum

LogP2.59

Physicochemical properties

Melting point: 1 °C · 1 °C
Boiling point: 217 °C · 217 °C (lit.)
Density: 0.988 g/mL · 0.988 g/mL at 25 °C (lit.)
vapor pressure: 1 mm · 1 mm Hg ( 50 °C)
refractive index: 20 · n20/D 1.517(lit.)
Flash point: 184 °F · 184 °F
storage temp.: Sealed in dry,Room Temperature
solubility: Chloroform (Sparingly), Methanol (Slightly)
form: Oil
color: Colourless
Water Solubility: immiscible
BRN: 774499 · 774499
Henry's Law Constant: 5.7 · 5.7×10-1 mol/(m3Pa) at 25℃, Zhang et al. (2010)
InChI: 1S/C10H12O/c1-8(2)10(11)9-6-4-3-5-7-9/h3-8H,1-2H3
InChIKey: BSMGLVDZZMBWQB-UHFFFAOYSA-N
SMILES: CC(C)C(=O)c1ccccc1
LogP: 2.73 · 2.73
CAS DataBase Reference: 611 · 611-70-1(CAS DataBase Reference)
FDA UNII: 8 L53972NTZ · 8L53972NTZ
NIST Chemistry Reference: Isopropyl phenyl ketone(611-70-1)
EPA Substance Registry System: 1 · 1-Propanone, 2-methyl-1-phenyl- (611-70-1)
UNSPSC Code: 12352100 · 12352100
NACRES: 22 · NA.22
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 302 · H302
Precautionary statements: 264 · P264-P270-P301+P312-P501
PPE: Eyeshields, Gloves, type ABEK (EN14387) respirator filter
Hazard Codes: Xi
Risk Statements: 36 · 36/37/38
Safety Statements: 26 · 26-36
WGK Germany: 3 · 3
TSCA: TSCA listed
HS Code: 29143900 · 29143900
Storage Class: 10 · 10 - Combustible liquids
Hazard Classifications: 4 Oral · Acute Tox. 4 Oral
REACH Registrations: Active

Safety & regulation

GHS classification

GHS Classification · 5 items

This chemical does not meet GHS hazard criteria for 70.4% (107 of 152) of all reports.

Warning

H315 (28.9%): 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 152 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory Information · 2 items

Status: Active Update: 18-11-2019 https://echa.europa.eu/registration-dossier/-/registered-dossier/1890

1-Propanone, 2-methyl-1-phenyl-: Does not have an individual approval but may be used under an appropriate group standard

Hazard Classes and CategoriesSkin Irrit. 2 (28.9%)

Safety data

PPE: Eyeshields, Gloves, type ABEK (EN14387) respirator filter
wgk: 3
tsca: TSCA listed
hs_code: 29143900
risk_code: 36/37/38
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xi
safety_code: 26-36
Storage Class: 10 - Combustible liquids
Hazard statements: H302
REACH Registrations: Active
Hazard Classifications: Acute Tox. 4 Oral
Precautionary statements: P264-P270-P301+P312-P501

Chemistry & industry

Uses & manufacturing

General Manufacturing Information1-Propanone, 2-methyl-1-phenyl-: ACTIVE

Applications · 1 item

UsesIsobutyrophenone is used as an internal standard in the determination of hydroxyzine hydrochloride and benzyl alcohol in injection solutions. It is also used in the preparation of alpha-hydroxyisobutyrophenone. Isobutyrophenone is employed as photosensitizer intermediate. It can react with bromoacetic acid ethyl ester to get 3-hydroxy-4-methyl-3-phenyl-valeric acid ethyl ester.

Preparation methods · 1 item

PreparationIsobutyrophenone synthesis: Benzene underwent a Friedel–Crafts acylation with isobutyryl chloride to synthesize isobutyrophenone. The reaction was performed using excess benzene as a replacement for a typical solvent and heat to reflux (88 °C) for a period of 3 hours. Any unreacted benzene was recovered after the reaction during the distillation process. A 66 % yield of isobutyrophenone was obtained from the solar synthesis, compared to a 44 % yield from an in-lab, electrical heating analysis.