tert-Butyl 4-hydroxybenzoate

Base Information

• Chemical Name: tert-Butyl 4-hydroxybenzoate
• CAS No.: 25804-49-3
• Molecular Formula: C11H14O3
• Molecular Weight: 194.23
• Hs Code.: 2918290000
• European Community (EC) Number: 247-272-9
• UNII: B8SS68TDWJ
• DSSTox Substance ID: DTXSID7044895
• Nikkaji Number: J287.339G
• Wikidata: Q27274512
• ChEMBL ID: CHEMBL3185248
• Mol file: 25804-49-3.mol

Synonyms:tert-Butyl 4-hydroxybenzoate;25804-49-3;Tert-butyl-4-hydroxybenzoate;UNII-B8SS68TDWJ;B8SS68TDWJ;4-hydroxy-benzoic acid tert-butyl ester;Benzoic acid, 4-hydroxy-, 1,1-dimethylethyl ester;DTXSID7044895;EINECS 247-272-9;MFCD09953072;4-Hydroxybenzoic acid tert-butyl ester;4-hydroxybenzoic acid 1,1-dimethylethyl ester;tert-Butyl p-hydroxybenzoate;SCHEMBL38810;CHEMBL3185248;DTXCID5024895;1,1-dimethylethyl 4-hydroxybenzoate;Tox21_301248;AB3413;4-(TERT-BUTOXYCARBONYL)PHENOL;AKOS013211449;2-Methyl-2-propanyl 4-hydroxybenzoate;4-Hydroxybenzoic acid tert butyl ester;CS-W023012;NCGC00256248-01;AS-19931;SY022982;CAS-25804-49-3;FT-0769943;P-HYDROXYBENZOIC ACID TERT-BUTYL ESTER;EN300-7404314;(4-Hydroxyphenyl)-carboxylic acid-tert-butyl ester;A856712;BENZOIC ACID, P-HYDROXY-, TERT-BUTYL ESTER;Q27274512

Chemical Property of tert-Butyl 4-hydroxybenzoate

Chemical Property:

• Vapor Pressure: 0.000858mmHg at 25°C
• Melting Point: 130-132 °C(Solv: ethyl ether (60-29-7); ligroine (8032-32-4))
• Refractive Index: 1.525
• Boiling Point: 295.573 °C at 760 mmHg
• PKA: 8.25±0.15(Predicted)
• Flash Point: 121.533 °C
• PSA: 46.53000
• Density: 1.108 g/cm³
• LogP: 2.34750
• Storage Temp.: 2-8°C
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 194.094294304
• Heavy Atom Count: 14
• Complexity: 197

Purity/Quality:

99%, ^*data from raw suppliers

tert-Butyl4-Hydroxybenzoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of tert-Butyl 4-hydroxybenzoate

There total 13 articles about tert-Butyl 4-hydroxybenzoate 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%

tert-butyl alcohol (75-65-0) + 4-hydroxy-benzoic acid (99-96-7) → tert-butyl 4-hydroxybenzoate (25804-49-3)

Guidance literature:

With dmap; dicyclohexyl-carbodiimide; In tetrahydrofuran; at 20 ℃; for 22.5h; Inert atmosphere;

DOI:10.1039/b712687e

Reference yield: 95.0%

tert.-butylhydroperoxide (75-91-2) + 4-cyanomethylphenol (14191-95-8) → tert-butyl 4-hydroxybenzoate (25804-49-3)

Guidance literature:

With Zr₆(μ₃-O)₄(μ₃-OH)₄(OH)₆(H₂O)₆(IDA)₃; potassium hydroxide; In acetonitrile; at 80 ℃; for 10h;

DOI:10.1002/cplu.201900349

Reference yield: 95.0%

→ tert-butyl 4-hydroxybenzoate (25804-49-3)

Guidance literature:

upstream raw materials:

tert-butyl 4-acetoxybenzoate

p-pivaloyloxyphenyl benzyl ether

isobutene

4-hydroxy-benzoic acid

Downstream raw materials:

3,3-diethyl-4-<<4-<(1,1-dimethylethoxy)carbonyl>phenyl>oxy>-2-azetidinone

tert-butyl 4-<4-(hexadecylamino)benzoyl>oxybenzoate

4-(3,3-Dimethyl-4-oxo-azetidin-2-yloxy)-benzoic acid tert-butyl ester

(4-benzyl-1-piperazinyl)(phenyl)methanone

Refernces

• 1、 Acker, Sophie,Kaufmann, Dieter E.,Namyslo, Jan C.,Plarre, Rudy,S?ftje, Martin. "Novel nicotinoid structures for covalent modification of wood: An environmentally friendly way for its protection against insects". . p. 15726 - 15733. Retrieved 2020/05/13.
• 2、 Day, Craig,Jia, Xin,Wei, Lanfeng,Xu, Liang,Zu, Weisai. "Dual aminoquinolate diarylboron and nickel catalysed metallaphotoredox platform for carbon-oxygen bond construction". supporting information. p. 8273 - 8276. Retrieved 2020/08/17.