4'-Isopropylacetophenone

Base Information

• Chemical Name: 4'-Isopropylacetophenone
• CAS No.: 645-13-6
• Molecular Formula: C11H14O
• Molecular Weight: 162.232
• Hs Code.: 29143900
• European Community (EC) Number: 211-433-1
• NSC Number: 9165
• UNII: 742ZKZ2A6D
• DSSTox Substance ID: DTXSID0052330
• Nikkaji Number: J30.873K
• Wikidata: Q27266227
• Metabolomics Workbench ID: 45217
• Mol file: 645-13-6.mol

Synonyms:4'-Isopropylacetophenone;645-13-6;4-ISOPROPYLACETOPHENONE;Cuminone;p-Isopropylacetophenone;1-(4-Isopropylphenyl)ethanone;Ethanone, 1-[4-(1-methylethyl)phenyl]-;1-(4-propan-2-ylphenyl)ethanone;Acetophenone, 4'-isopropyl-;Methyl p-isopropylphenyl ketone;Acetylcumene, p-;FEMA No. 2927;Isopropylacetylbenzene, p-;1-(4-(1-Methylethyl)phenyl)ethanone;(4-Isopropylphenyl)ethanone;UNII-742ZKZ2A6D;1-[4-(propan-2-yl)phenyl]ethan-1-one;1-(4-(1-Methylethyl)phenyl)ethan-1-one;Ethanone, 1-(4-(1-methylethyl)phenyl)-;742ZKZ2A6D;NSC 9165;NSC-9165;EINECS 211-433-1;1-[4-(propan-2-yl)phenyl]ethanone;1-[4-(1-Methylethyl)phenyl]ethan-1-one;AI3-15527;1-(4-Isopropylphenyl)ethanone (4-Isopropylacetophenone);1-(4-(1-Methylethyl)phenyl)-Ethanone;1-[4-(1-Methylethyl)phenyl]-Ethanone;p-Acetylcumene;NSC9165;MFCD00048297;4-isopropylacetophenon;Methyl p-cumyl ketone;p-Isopropylacetylbenzene;p-iso-propylacetophenone;4\'-Isopropylacetophenone;4'-Isopropyl-Acetophenone;para-isopropyl acetophenone;SCHEMBL182327;P-ISOPROPYL ACETOPHENONE;DTXSID0052330;FEMA 2927;1-(4-isopropyl-phenyl)-ethanone;1-(4-Isopropylphenyl)ethanone #;STR06928;STK397403;4'-Isopropylacetophenone, AldrichCPR;Acetophenone, 4'-isopropyl- (8CI);P-ISOPROPYLACETOPHENONE [FHFI];AKOS000296233;PS-4575;1-[4-(1-Methylethyl)phenyl]ethanone, 9CI;AM20040950;FT-0618827;I0570;EN300-07967;H11892;A834794;SR-01000944848;SR-01000944848-1;Q27266227;Z56963407;1 - (4 - (1 - methylethyl)phenyl)ethan - 1 - one;F0001-1746;1-[4-(Prop-2-yl)phenyl]ethan-1-one, 4'-(Prop-2-yl)acetophenone

Chemical Property of 4'-Isopropylacetophenone

Chemical Property:

• Appearance/Colour: clear almost colorless to yellow liquid
• Vapor Pressure: 0.0171mmHg at 25°C
• Melting Point: 254 °C
• Refractive Index: 1.522-1.524
• Boiling Point: 254.6 °C at 760 mmHg
• Flash Point: 101.5 °C
• PSA: 17.07000
• Density: 0.948 g/cm³
• LogP: 3.01260
• Storage Temp.: Store below +30°C.
• Solubility.: Chloroform (Slightly), Methanol (Sparingly)
• Water Solubility.: Soluble in alcohol. Insoluble in water.
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 162.104465066
• Heavy Atom Count: 12
• Complexity: 152

Purity/Quality:

99% ^*data from raw suppliers

4''-Isopropylacetophenone ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,F
• Hazard Codes: Xi,F,Xn
• Statements: 10-36/37/38-52-43-22
• Safety Statements: 24/25-36-26-36/37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)C1=CC=C(C=C1)C(=O)C
• Description: p-Isopropylacetophenone has an odor reminiscent of orris and basil. It has a warm, spicy flavor. May be synthesized by condensing cymene with acetyl chloride in the presence of AlCl3; also from benzol, acetyl chloride, and isopropyl chloride via Friedel Crafts.
• Uses: 4'-Isopropylacetophenone is used as perfuming agents. It is also used as flavoring and fragrance agent. Indenes are yielded from the derivatives if this compound in one step synthesis using a heterogeneous catalyst.

Technology Process of 4'-Isopropylacetophenone

There total 40 articles about 4'-Isopropylacetophenone 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%

4-methoxycarbonylphenyl bromide (619-42-1) + isopropyl zinc bromide (77047-87-1) → 4-isopropylacetophenone (645-13-6)

Guidance literature:

With dichloro(1,3-bis(2,6-bis(3-pentyl)phenyl)imidazolin-2-ylidene)(3-chloropyridyl)palladium(II); In tetrahydrofuran; toluene; at 0 - 20 ℃; for 3h; Inert atmosphere;

DOI:10.1039/c0cc04835f

Reference yield: 98.0%

para-bromoacetophenone (99-90-1) + isopropyl zinc bromide (77047-87-1) → 4-isopropylacetophenone (645-13-6)

Guidance literature:

With dichloro(1,3-bis(2,6-bis(3-pentyl)phenyl)imidazolin-2-ylidene)(3-chloropyridyl)palladium(II); In tetrahydrofuran; toluene; at 0 - 20 ℃; for 3h; Inert atmosphere;

DOI:10.1039/c0cc04835f

Reference yield: 98.0%

isopropyllithium (1888-75-1) + para-bromoacetophenone (99-90-1) → 4-isopropylacetophenone (645-13-6)

Guidance literature:

para-bromoacetophenone; With bis(tri-tert-butylphosphine)palladium⁽⁰⁾; sodium chloride; In water; at 20 ℃; for 0.166667h; Schlenk technique;

isopropyllithium; With zinc(II) chloride; In 2-methyltetrahydrofuran; water; at 10 ℃; for 0.00555556h; chemoselective reaction; Schlenk technique;

DOI:10.1002/anie.202101571

upstream raw materials:

Isopropylbenzene

acetic anhydride

1,3-diisopropylbenzene

acetyl chloride

Downstream raw materials:

1-ethyl-4-isopropylbenzene

1-(4-isopropylphenyl)ethanol

α,α-dimethyl-p-isopropylbenzyl alcohol

1-(4-isopropyl-3-nitrophenyl)ethan-1-one

Refernces

• 1、 Zhong, Jing,Zhou, Wuxin,Yan, Xufei,Xia, Ying,Xiang, Haifeng,Zhou, Xiangge. "Selective Activation of Unstrained C(O)-C Bond in Ketone Suzuki-Miyaura Coupling Reaction Enabled by Hydride-Transfer Strategy". supporting information. p. 1372 - 1377. Retrieved 2022/02/23.
• 2、 Dilauro, Giuseppe,Azzollini, Claudia S.,Vitale, Paola,Salomone, Antonio,Perna, Filippo M.,Capriati, Vito. "Scalable Negishi Coupling between Organozinc Compounds and (Hetero)Aryl Bromides under Aerobic Conditions when using Bulk Water or Deep Eutectic Solvents with no Additional Ligands". supporting information. p. 10632 - 10636. Retrieved 2021/04/09.