5-(1-ADAMANTYL)-2-HYDROXYBENZOIC ACID

Base Information

• Chemical Name: 5-(1-ADAMANTYL)-2-HYDROXYBENZOIC ACID
• CAS No.: 126145-51-5
• Molecular Formula: C17H20 O3
• Molecular Weight: 272.344
• Mol file: 126145-51-5.mol

Synonyms:5-(Adamantyl-1)salicylic acid;5-adamantanyl-2-hydroxybenzoic acid;2-Hydroxy-5-tricyclo(3.3.1.1(sup 3,7))dec-1-ylbenzoic acid;Benzoic acid,2-hydroxy-5-tricyclo(3.3.1.1(sup 3,7))dec-1-yl;5-(adamantan-1-yl)-2-hydroxybenzoic acid;Benzoic acid,2-hydroxy-5-tricyclo[3.3.1.13,7]dec-1-yl;F0020-1576;

Chemical Property of 5-(1-ADAMANTYL)-2-HYDROXYBENZOIC ACID

Chemical Property:

• Vapor Pressure: 9.36E-09mmHg at 25°C
• Melting Point: 263.5-264.5 °C(Solv: 1,4-dioxane (123-91-1))
• Boiling Point: 446.5°Cat760mmHg
• PKA: 3.27±0.10(Predicted)
• Flash Point: 238°C
• PSA: 57.53000
• Density: 1.3g/cm³
• LogP: 3.55820

Purity/Quality:

97% ^*data from raw suppliers

5-Adamantan-1-yl-2-hydroxy-benzoic acid 95%+ ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 5-(1-ADAMANTYL)-2-HYDROXYBENZOIC ACID

There total 2 articles about 5-(1-ADAMANTYL)-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: 87.41%

1-Adamantyl bromide (768-90-1) + salicylic acid (69-72-7,25496-36-0,8052-31-1) → 5-(adamantan-1-yl)-2-hydroxybenzoic acid (126145-51-5)

Guidance literature:

With water; at 160 - 170 ℃; for 0.25h;

DOI:10.1007/BF00764444

Reference yield: 76.0%

1-adamanthanol (768-95-6) + salicylic acid (69-72-7,25496-36-0,8052-31-1) → 5-(adamantan-1-yl)-2-hydroxybenzoic acid (126145-51-5)

Guidance literature:

With trifluoroacetic acid; at 90 ℃; for 6h;

DOI:10.1134/S1070428021070095

Reference yield: 96.0%

morpholine (110-91-8,99108-56-2) + 5-(adamantan-1-yl)-2-hydroxybenzoic acid (126145-51-5) → [5-(adamantan-1-yl)-2-hydroxyphenyl](morpholin-4-yl)methanone

Guidance literature:

5-(adamantan-1-yl)-2-hydroxybenzoic acid; With thionyl chloride; for 1h; Reflux;

morpholine; In benzene; at 20 ℃; for 12h;

DOI:10.1134/S1070428021070095

upstream raw materials:

1-Adamantyl bromide

salicylic acid

1-adamanthanol

Downstream raw materials:

methyl 5-(adamantan-1-yl)-2-hydroxybenzoate

5-(adamant-1-yl)salicylic acid hydrazide

5-(adamant-1-yl)salicylic acid 2,6-dichlorophenylamide

2-acetoxy-5-(adamantan-1-yl)benzoic acid

Refernces

• 1、 Safonova,Korsakova,Ageeva,Shvedov,Syubaev,Shvarts,Silin. "Synthesis and biological activity of 5-(adamant-1-yl)salicylic acid, 3-(4-hydroxyphenyl)adamantanecarboxylic acid and some of their derivatives". . p. 760 - 765. Retrieved 2007/10/02.