Dimethylbenzylcarbinyl acetate

Base Information

• Chemical Name: Dimethylbenzylcarbinyl acetate
• CAS No.: 151-05-3
• Molecular Formula: C12H16O2
• Molecular Weight: 192.258
• Hs Code.: 29153900
• European Community (EC) Number: 205-781-3
• NSC Number: 46123
• UNII: 6Y9488RL8H
• DSSTox Substance ID: DTXSID3041877
• Nikkaji Number: J53.740C
• Wikidata: Q27265714
• Metabolomics Workbench ID: 44962
• ChEMBL ID: CHEMBL3561182
• Mol file: 151-05-3.mol

Synonyms:1,1-dimethyl-2-phenylethyl acetate

Chemical Property of Dimethylbenzylcarbinyl acetate

Chemical Property:

• Appearance/Colour: Colorless and transparent
• Vapor Pressure: 1.9-2.9Pa at 20-25℃
• Melting Point: 31.0 to 35.0 °C
• Refractive Index: n20/D 1.4925(lit.)
• Boiling Point: 258.2 °C at 760 mmHg
• Flash Point: 101.8 °C
• PSA: 26.30000
• Density: 1.002 g/cm³
• LogP: 2.57080
• Storage Temp.: -20°C
• Water Solubility.: 774.88mg/L at 20℃
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 192.115029749
• Heavy Atom Count: 14
• Complexity: 191

Purity/Quality:

99% ^*data from raw suppliers

1,1-Dimethyl-2-phenylethyl Acetate >99.0%(GC) ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)OC(C)(C)CC1=CC=CC=C1

Technology Process of Dimethylbenzylcarbinyl acetate

There total 9 articles about Dimethylbenzylcarbinyl acetate 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: 95.0%

2-Methyl-1-phenyl-2-propanol (100-86-7) + acetic anhydride (108-24-7) → 1,1-dimethyl-2-phenylethyl acetate (151-05-3)

Guidance literature:

With polyvinylpolypyrrolidone-bound boron trifluoride; In acetonitrile; at 20 ℃; for 2.5h;

DOI:10.1016/j.crci.2012.01.011

Reference yield: 85.0%

1-ethoxyvinyl acetate (5177-66-2) + 2-Methyl-1-phenyl-2-propanol (100-86-7) → 1,1-dimethyl-2-phenylethyl acetate (151-05-3)

Guidance literature:

With toluene-4-sulfonic acid; In dichloromethane; for 5h; Ambient temperature;

Reference yield: 82.0%

[bis(acetoxy)iodo]benzene (3240-34-4) + (2-iodo-2-methylpropyl)benzene → 1,1-dimethyl-2-phenylethyl acetate (151-05-3)

Guidance literature:

In dichloromethane; acetic acid; at 20 ℃; for 0.5h; Inert atmosphere;

DOI:10.3762/bjoc.14.92

upstream raw materials:

acetic anhydride

acetone

benzylmagnesium chloride

1-ethoxyvinyl acetate

Downstream raw materials:

2-methyl-1-phenyl-2-propene

1-phenyl-2-methylpropane

(2-methyl-1-propenyl)-benzene

2-Methyl-1-phenyl-2-propanol

Refernces

• 1、 Kiyokawa, Kensuke,Okumatsu, Daichi,Minakata, Satoshi. "Hypervalent iodine(III)-mediated decarboxylative acetoxylation at tertiary and benzylic carbon centers". supporting information. p. 1046 - 1050. Retrieved 2019/11/11.
• 2、 Mokhtary, Masoud,Qandalee, Mohammad,Najafizadeh, Faranak. "Polyvinylpolypyrrolidone-bound boron trifluoride: A highly efficient catalyst for acylation of alcohols, phenols and trimethylsilyl ethers by acetic anhydride". experimental part. p. 389 - 393. Retrieved 2012/08/28.