2-Hydroxy-3-isopropylbenzoic acid

Base Information

• Chemical Name: 2-Hydroxy-3-isopropylbenzoic acid
• CAS No.: 7053-88-5
• Molecular Formula: C10H12 O3
• Molecular Weight: 180.203
• Hs Code.: 2918290000
• European Community (EC) Number: 625-384-2
• DSSTox Substance ID: DTXSID30220799
• Nikkaji Number: J408.460H
• Wikidata: Q83098240
• ChEMBL ID: CHEMBL54049
• Mol file: 7053-88-5.mol

Synonyms:3-isopropylsalicylic acid

Chemical Property of 2-Hydroxy-3-isopropylbenzoic acid

Chemical Property:

• Vapor Pressure: 0.000463mmHg at 25°C
• Melting Point: 73-75 °C(lit.)
• Boiling Point: 301.6°C at 760 mmHg
• PKA: 3.03±0.10(Predicted)
• Flash Point: 150.4°C
• PSA: 57.53000
• Density: 1.197g/cm³
• LogP: 2.21380
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 180.078644241
• Heavy Atom Count: 13
• Complexity: 189

Purity/Quality:

98%,99%, ^*data from raw suppliers

2-Hydroxy-3-isopropylbenzoic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(C)C1=C(C(=CC=C1)C(=O)O)O
• Uses: 2-Hydroxy-3-isopropylbenzoic acid may be used in the preparation of 3-isopropylgentisic acid.

Technology Process of 2-Hydroxy-3-isopropylbenzoic acid

There total 11 articles about 2-Hydroxy-3-isopropylbenzoic 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: 66.0%

2-(1-methylethyl)phenol (88-69-7) + carbon dioxide (124-38-9,18923-20-1) → 2-Hydroxy-3-isopropylbenzoic acid (7053-88-5)

Guidance literature:

2-(1-methylethyl)phenol; With sodium methylate; In methanol; at 180 ℃; for 4h; γ-IrradiationSimultaneous removal of methanol by distillation;

carbon dioxide; at 200 ℃; for 2h; under 4413.43 Torr;

With sulfuric acid; In water;

Reference yield:

isopropyl salicylate (607-85-2) + boron trifluoride (7637-07-2) + benzene (71-43-2,26181-88-4,54682-86-9,13967-78-7,174973-66-1) → Isopropylbenzene (98-82-8) + 2-Hydroxy-3-isopropylbenzoic acid (7053-88-5) + salicylic acid (69-72-7,25496-36-0,8052-31-1)

Guidance literature:

DOI:10.1021/jo01226a007

Reference yield:

3-isopropylsalicylaldehyde (67372-96-7) → 2-Hydroxy-3-isopropylbenzoic acid (7053-88-5)

Guidance literature:

3-isopropylsalicylaldehyde; With silver nitrate; sodium hydroxide; In ethanol; at 20 ℃;

With hydrogenchloride; In water; at 10 - 15 ℃; pH=2;

upstream raw materials:

3-Isopropylsalicylic acid methyl ester

2-hydroxy-3-isopropyl-benzoic acid isopropyl ester

2-(1-methylethyl)phenol

carbon dioxide

Downstream raw materials:

1-(2-hydroxy-3-isopropylphenyl)ethanone

2-ethoxycarbonyl-6-isopropylphenol

2-(1-ethylprop-1-enyl)-6-isopropylphenol

2-(1-ethylpropyl)-6-isopropylphenol

Refernces

• 1、 -. "ANALOGS OF PROPOFOL, PREPARATION THEREOF AND USE AS ANESTHETICS". . . Retrieved 2009/12/23.
• 2、 Gnaim, Jallal M.,Green, Bernard S.,Arad-Yellin, Rina,Keehn, Philip M.. "Improved Preparation of the Clathrate Host Compound Tri-o-thymotide and Related Trisalicylide Derivatives". . p. 4525 - 4529. Retrieved 2007/10/02.