Isobutyrophenone

Base Information

• Chemical Name: Isobutyrophenone
• CAS No.: 611-70-1
• Molecular Formula: C10H12O
• Molecular Weight: 148.205
• Hs Code.: 29143900
• European Community (EC) Number: 210-275-0
• NSC Number: 6552
• UNII: 8L53972NTZ
• DSSTox Substance ID: DTXSID6048202
• Nikkaji Number: J47.812A
• Wikidata: Q27270703
• Metabolomics Workbench ID: 130672
• ChEMBL ID: CHEMBL3187314
• Mol file: 611-70-1.mol

Synonyms:Isobutyrophenone;611-70-1;2-methyl-1-phenylpropan-1-one;Isopropyl phenyl ketone;1-Propanone, 2-methyl-1-phenyl-;Phenyl isopropyl ketone;2-Methylpropiophenone;Isopropyl phenyl keton;alpha-Methylpropiophenone;2-Methyl-1-phenyl-1-propanone;.alpha.-Methylpropiophenone;UNII-8L53972NTZ;DTXSID6048202;8L53972NTZ;NSC 6552;NSC-6552;EINECS 210-275-0;AI3-11204;EC 210-275-0;Isobutyrylbenzene;iso-Butyrophenone;2-methyl-1-phenyl-propan-1-one;MFCD00008917;2-methyl-propiophenone;Isobutyrophenone, 97%;2,2-dimethylacetophenone;beta-Estradiol17-acetate;(i-propyl)(phenyl)methanone;SCHEMBL163939;CHEMBL3187314;DTXCID4028177;NSC6552;2-METHYL-1-PHENYLPROPANONE;Tox21_303431;STL280299;AKOS009156534;CS-W016333;1-PHENYL-2-METHYL-1-PROPANONE;NCGC00257259-01;AC-18371;AS-59733;CAS-611-70-1;A8494;FT-0693424;I0113;EN300-36429;D78212;Q27270703

Chemical Property of Isobutyrophenone

Chemical Property:

• Appearance/Colour: clear colorless to very slightly yellow liquid
• Vapor Pressure: 1 mm Hg ( 50 °C)
• Melting Point: 1 °C
• Refractive Index: n20/D 1.517(lit.)
• Boiling Point: 221 °C at 760 mmHg
• Flash Point: 79.3 °C
• PSA: 17.07000
• Density: 0.96 g/cm³
• LogP: 2.52530
• Storage Temp.: Store below +30°C.
• Solubility.: Chloroform (Sparingly), Methanol (Slightly)
• Water Solubility.: immiscible
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 148.088815002
• Heavy Atom Count: 11
• Complexity: 132

Purity/Quality:

99% ^*data from raw suppliers

Isobutyrophenone ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(C)C(=O)C1=CC=CC=C1
• Uses: Isobutyrophenone 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.

Technology Process of Isobutyrophenone

There total 397 articles about Isobutyrophenone which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

2-methyl-1-phenylprop-2-en-1-one (769-60-8) → phenyl isopropyl ketone (611-70-1)

Guidance literature:

With methanol; cobalt(II) tetrafluoroborate hexahydrate; tris(2-diphenylphosphinoethyl)phosphine; at 100 ℃; for 24h;

DOI:10.1021/acs.orglett.7b02462

Reference yield: 98.0%

rac-2-methyl-1-phenylpropan-1-ol (611-69-8) → phenyl isopropyl ketone (611-70-1)

Guidance literature:

With C₁₂H₇N₂O₇V^(1-)*H⁽¹⁺⁾; oxygen; In ethanol; at 120 ℃; for 12h; under 7500.75 Torr; Autoclave;

DOI:10.1039/b913823d

Reference yield: 96.0%

2-bromo-2-methyl-1-phenyl-propan-1-one (10409-54-8) → phenyl isopropyl ketone (611-70-1)

Guidance literature:

With sodium dithionite; potassium carbonate; 1,1′-dioctyl-4,4′-bipyridinium; In water; toluene; at 35 ℃; for 3h;

upstream raw materials:

diethyl ether

2,2-dimethyl-1,3-diphenylpropane-1,3-dione

ethanol

α,α-dimethyl-β-dimethylaminopropiophenone

Downstream raw materials:

(E)-4-methyl-3-phenyl-2-pentenoic acid

4-methyl-3-phenyl-3-penten-1-oic acid

(+/-)-Ethyl 3-hydroxy-4-methyl-3-phenylpentanoate

isopropyl benzoate

Refernces

• 1、 Lund,E. et al.. "-". . p. 136 - 137. Retrieved 1972.
• 2、 Soai, Kenso,Watanabe, Masami,Koyano, Masashi. "Synthesis of Hydroxy Ketones by Chemoselective Alkylation of Keto Aldehydes with Dialkylzincs Catalyzed by Amino Alcohol, Diamine, or Dilithium Salt of Piperazine". . p. 2124 - 2125. Retrieved 1989.
• 3、 Li,Harpp, David N.. "Bis(triphenylstannyl)telluride. A mild and efficient reductive dehalogenation reagent for α-haloketones". . p. 1545 - 1548. Retrieved 1991.
• 4、 Guo, Lin,Xia, Raymond Yang,Xia, Wujiong,Yang, Chao,Zhang, Haoxiang,Zhou, Xiao. "Nickel-Catalyzed Reductive Acylation of Carboxylic Acids with Alkyl Halides and N-Hydroxyphthalimide Esters Enabled by Electrochemical Process". supporting information. . Retrieved 2022/03/31.
• 5、 Uraguchi, Daisuke,Kato, Kohsuke,Ooi, Takashi. "o-Quinone methide with overcrowded olefin component as a dehydridation catalyst under aerobic photoirradiation conditions". . p. 2778 - 2783. Retrieved 2021/03/14.