4-tert-BUTOXYPHENYLACETIC ACID

Base Information

• Chemical Name: 4-tert-BUTOXYPHENYLACETIC ACID
• CAS No.: 135066-21-6
• Molecular Formula: C12H16O3
• Molecular Weight: 208.25
• Hs Code.: 2918990090
• DSSTox Substance ID: DTXSID00565260
• Wikidata: Q82450260
• Mol file: 135066-21-6.mol

Synonyms:135066-21-6;4-tert-BUTOXYPHENYLACETIC ACID;(4-tert-butoxyphenyl)acetic acid;2-(4-(tert-Butoxy)phenyl)acetic acid;2-[4-(tert-butoxy)phenyl]acetic acid;2-[4-[(2-methylpropan-2-yl)oxy]phenyl]acetic acid;MFCD03411042;Benzeneacetic acid,4-(1,1-dimethylethoxy)-;SCHEMBL482856;DTXSID00565260;2-(4-tert-butoxyphenyl)acetic acid;2-[4-(t-Butoxy)phenyl]acetic acid;2-(4-(tert-Butoxy)phenyl)aceticacid;AKOS000296331;2R-0026

Chemical Property of 4-tert-BUTOXYPHENYLACETIC ACID

Chemical Property:

• Boiling Point: 331.686 °C at 760 mmHg
• Flash Point: 123.81 °C
• PSA: 46.53000
• Density: 1.093 g/cm³
• LogP: 2.49100
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 208.109944368
• Heavy Atom Count: 15
• Complexity: 209

Purity/Quality:

98%min ^*data from raw suppliers

2-[4-(tert-butoxy)phenyl]aceticacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC1=CC=C(C=C1)CC(=O)O

Technology Process of 4-tert-BUTOXYPHENYLACETIC ACID

There total 4 articles about 4-tert-BUTOXYPHENYLACETIC ACID 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: 97.0%

methyl (p-tert-butoxy-phenyl)acetate (87100-56-9) → p-(tert-butoxyphenyl)acetic acid (135066-21-6)

Guidance literature:

With sodium hydroxide; In 1,4-dioxane; for 3h; Ambient temperature;

DOI:10.1021/jm00068a008

Reference yield:

t-butyl phenylperacetate (3377-89-7) → 2-tert-butoxy-(2-phenyl)acetic acid (66667-02-5) + p-(tert-butoxyphenyl)acetic acid (135066-21-6) + o-(tert-butoxyphenyl)acetic acid

Guidance literature:

With potassium tert-butylate; In N,N-dimethyl-formamide; pentane; at -78 - -60 ℃; for 4h; Yields of byproduct given. Title compound not separated from byproducts;

DOI:10.1021/jo00169a016

Reference yield:

Methyl 4-hydroxyphenylacetate (14199-15-6) → p-(tert-butoxyphenyl)acetic acid (135066-21-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 96 percent / trifluoromethanesulfonic acid / CH₂Cl₂ / 1.) -78 deg C, 15 min, 2.) -20 deg C 45 min

2: 97 percent / aq. 1N NaOH / dioxane / 3 h / Ambient temperature

With sodium hydroxide; trifluorormethanesulfonic acid; In 1,4-dioxane; dichloromethane;

DOI:10.1021/jm00068a008

upstream raw materials:

t-butyl phenylperacetate

methyl (p-tert-butoxy-phenyl)acetate

Methyl 4-hydroxyphenylacetate

phenylacetyl chloride

Downstream raw materials:

1(S)-(4-tert-butoxyphenyl)-1-ethylamine

N-(carbobenzyloxy)-1(S)-(4-tert-butoxyphenyl)-1-ethylamine

2(S)-(4-tert-butoxyphenyl)propionic acid

4-tert-butoxyphenylacetyl fluoride

Refernces

• 1、 Nishinaga, Akira,Nakamura, Koichi,Matsuura, Teruo. "Peroxy Esters. 8. Base-Catalyzed Rearrangement of Peroxy Esters: Formation of Alkoxyacetic Acid Derivatives". . p. 3696 - 3700. Retrieved 2007/10/02.