5-tert-Butyl-2-hydroxybenzoic acid

Base Information

• Chemical Name: 5-tert-Butyl-2-hydroxybenzoic acid
• CAS No.: 16094-31-8
• Molecular Formula: C11H14 O3
• Molecular Weight: 194.23
• Hs Code.: 2918290000
• European Community (EC) Number: 240-258-3
• NSC Number: 94402,53153
• DSSTox Substance ID: DTXSID60167042
• Nikkaji Number: J26.983B
• ChEMBL ID: CHEMBL189544
• Mol file: 16094-31-8.mol

Synonyms:5-tert-Butyl-2-hydroxybenzoic acid;16094-31-8;5-(tert-butyl)-2-hydroxybenzoic acid;Benzoic acid, 5-(1,1-dimethylethyl)-2-hydroxy-;5-(1,1-Dimethylethyl)salicylic acid;5-tert-butylsalicylic acid;CHEMBL189544;EINECS 240-258-3;MFCD00156971;AI3-25423;5-tert-Butyl-2-hydroxybenzoicAcid;NSC53153;5-tert.-Butylsalicylsaure;5-tert-butyl-salicyclic acid;SCHEMBL134234;DTXSID60167042;NSC94402;5-(1,1-Dimethylethyl)salicylicacid;5-tert-Butyl-2-hydroxy-benzoic acid;BBL018912;BDBM50475374;NSC 53153;NSC 94402;NSC-53153;NSC-94402;STL138424;5-tert-Butyl-2-hydroxybenzoic acid #;AKOS005150607;MB00786;5-[(1,1-Dimethyl)ethyl]salicylic acid;AS-31316;SY015700;CS-0130465;FT-0711698;EN300-371082;A883162;Z367679238

Chemical Property of 5-tert-Butyl-2-hydroxybenzoic acid

Chemical Property:

• Vapor Pressure: 0.000101mmHg at 25°C
• Melting Point: 151 °C
• Boiling Point: 324.4°Cat760mmHg
• PKA: 3.34±0.10(Predicted)
• Flash Point: 164.2°C
• PSA: 57.53000
• Density: 1.162g/cm³
• LogP: 2.38790
• Storage Temp.: Inert atmosphere,Room Temperature
• XLogP3: 4.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 194.094294304
• Heavy Atom Count: 14
• Complexity: 217

Purity/Quality:

99% ,99.9%, ^*data from raw suppliers

5-tert-Butyl-2-hydroxybenzoicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 5-tert-Butyl-2-hydroxybenzoic acid

There total 16 articles about 5-tert-Butyl-2-hydroxybenzoic 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: 77.4%

2-hydroxy-5-t-butylbenzaldehyde (2725-53-3) → 5-tert-butylsalicylic acid (16094-31-8)

Guidance literature:

2-hydroxy-5-t-butylbenzaldehyde; With sodium chlorite; sodium dihydrogenphosphate; aminosulfonic acid; In 1,4-dioxane; water; at 0 ℃; for 1h;

With sodium sulfite; In 1,4-dioxane; water; for 0.5h;

Reference yield: 53.15%

carbon dioxide (124-38-9,18923-20-1) + 2-bromo-4-tert-butylphenol (2198-66-5) → 5-tert-butylsalicylic acid (16094-31-8)

Guidance literature:

2-bromo-4-tert-butylphenol; With n-butyllithium; In hexane; tert-butyl methyl ether; at -20 ℃; for 0.25h;

carbon dioxide; In hexane; tert-butyl methyl ether; at 0 - 20 ℃; for 0.75h;

Reference yield: 50.0%

tert-butyl methyl ether (1634-04-4) + salicylic acid (69-72-7,25496-36-0,8052-31-1) → 5-tert-butylsalicylic acid (16094-31-8)

Guidance literature:

With sulfuric acid; at 50 ℃; for 3h; Inert atmosphere;

DOI:10.1021/ic5002286

upstream raw materials:

tetrachloromethane

para-tert-butylphenol

5-(tert-butyl)-2-hydroxybenzoic acid methyl ester

2-methyl-propan-1-ol

Downstream raw materials:

5-(tert-butyl)-2-hydroxybenzoic acid methyl ester

5-tert-butyl-2-hydroxy-benzoic acid ethyl ester

5-tert-butyl-2-hydroxy-benzoic acid phenyl ester

5-tert-Butyl-2-hydroxy-N-(1H-tetrazol-5-yl)-benzamide

Refernces

• 1、 Wang, Yang,Gevorgyan, Vladimir. "General method for the synthesis of salicylic acids from phenols through palladium-catalyzed silanol-directed C-H carboxylation". supporting information. p. 2255 - 2259. Retrieved 2015/02/19.
• 2、 -. "THERMOCHROMIC COMPOSITIONS FROM TRISUBSTITUTED PYRIDINE LEUCO DYES". Paragraph 0041. . Retrieved 2013/04/13.