Methyl 4-tert-butylbenzoate

Base Information

• Chemical Name: Methyl 4-tert-butylbenzoate
• CAS No.: 26537-19-9
• Molecular Formula: C12H16O2
• Molecular Weight: 192.258
• Hs Code.: 29163990
• European Community (EC) Number: 247-768-5
• NSC Number: 122690
• UNII: 8VK4O27JMT
• DSSTox Substance ID: DTXSID10885360
• Nikkaji Number: J47.347B
• Wikidata: Q27271080
• Mol file: 26537-19-9.mol

Synonyms:Benzoicacid, p-tert-butyl-, methyl ester (6CI,8CI);4-(1,1-Dimethylethyl)benzoic acidmethyl ester;Methyl 4-(1,1-dimethylethyl)benzoate;Methyl p-tert-butylbenzoate;NSC 122690;p-tert-Butylbenzoic acid methyl ester;

Chemical Property of Methyl 4-tert-butylbenzoate

Chemical Property:

• Appearance/Colour: Clear colourless to yellow liquid
• Vapor Pressure: 0.0144mmHg at 25°C
• Refractive Index: n20/D 1.51(lit.)
• Boiling Point: 257.6 °C at 760 mmHg
• Flash Point: 114.1 °C
• PSA: 26.30000
• Density: 0.995 g/cm³
• LogP: 2.77070
• Storage Temp.: Sealed in dry,Room Temperature
• Water Solubility.: 35mg/L at 20℃
• XLogP3: 4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 192.115029749
• Heavy Atom Count: 14
• Complexity: 195

Purity/Quality:

99% ^*data from raw suppliers

Methyl 4-tert-Butylbenzoate >98.0%(GC) ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Benzoic Acid Derivatives
• Canonical SMILES: CC(C)(C)C1=CC=C(C=C1)C(=O)OC
• Uses: Methyl 4-tert-butylbenzoate was used in the synthesis of tris(4-tert-butylphenyl)methyl chloride.

Technology Process of Methyl 4-tert-butylbenzoate

There total 60 articles about Methyl 4-tert-butylbenzoate 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: 100.0%

methanol (67-56-1) + 4-(1,1-dimethylethyl)benzoic acid (98-73-7) → methyl 4-tert-butylbenzoate (26537-19-9)

Guidance literature:

With sulfuric acid; for 4h; Reflux;

DOI:10.2174/157018012799129882

Reference yield: 95.0%

methanol (67-56-1) + p-tert-butylbenzyl alcohol (877-65-6) → methyl 4-tert-butylbenzoate (26537-19-9)

Guidance literature:

With bismuth(lll) trifluoromethanesulfonate; dichloro bis(acetonitrile) palladium(II); oxygen; potassium carbonate; at 60 ℃; for 3h; Schlenk technique;

DOI:10.1016/j.tet.2017.11.025

Reference yield: 71.0%

methanol (67-56-1) + 4-tert-butyltoluene (98-51-1) → 4-tert-Butylbenzaldehyde (939-97-9) + methyl 4-tert-butylbenzoate (26537-19-9) + 4-t-butylbenzaldehyde dimethyl acetal (3395-82-2)

Guidance literature:

With sodium perchlorate; Tris(2,4-dibromophenyl)amine; In dichloromethane; Yields of byproduct given; indirect electrochemical oxidation;

DOI:10.1016/S0040-4020(01)87454-8

upstream raw materials:

diazomethane

tert-butylbenzene

carbon dioxide

4-(1,1-dimethylethyl)benzoic acid

Downstream raw materials:

4-tert-butylbenzoic acid hydrazide

2-(4-tert-butylphenyl)propene

4-tert-butylbenzyl chloride

Bis-{5-[bis-(4-tert-butyl-phenyl)-methoxy-methyl]-2,4-dimethyl-phenyl}-(4-tert-butyl-phenyl)-methanol

Refernces

• 1、 Bazhenova, T. A.,Chukanova, O. M.,Kornev, A. B.,Manakin, Yu. V.,Sedov, I. V.,Sheverdenkina, O. G.,Yakushev, I. A.. "Activity of a New Chromium(III) Complex with a Pentadentate (N3O2) Schiff-Base Ligand in the Reaction of Carbon Dioxide with Propylene Oxide". . p. 428 - 435. Retrieved 2021/06/14.
• 2、 Dorsheimer, Julia R.,Ashley, Melissa A.,Rovis, Tomislav. "Dual Nickel/Photoredox-Catalyzed Deaminative Cross-Coupling of Sterically Hindered Primary Amines". supporting information. p. 19294 - 19299. Retrieved 2021/11/23.