2-Propoxybenzoic acid

Base Information

• Chemical Name: 2-Propoxybenzoic acid
• CAS No.: 2100-31-4
• Molecular Formula: C10H12O3
• Molecular Weight: 180.203
• Hs Code.: 29189900
• European Community (EC) Number: 606-685-8,924-972-9
• DSSTox Substance ID: DTXSID70337153
• Nikkaji Number: J136.973C
• Wikidata: Q72502506
• Mol file: 2100-31-4.mol

Synonyms:2-Propoxybenzoic acid;2100-31-4;2-n-propoxybenzoic acid;BENZOIC ACID, 2-PROPOXY-;MFCD01075687;2-Propoxy-benzoic Acid;propyloxybenzoic acid;2-Propoxybenzoic acid #;2-(propyloxy)benzoic acid;Salicylic acid, propyl ether;SCHEMBL124950;DTXSID70337153;2-N-Propoxybenzoic acid, AldrichCPR;AKOS000103128;AC-1276;CS-W017201;GS-6769;SY005091;FT-0613380;P1694;EN300-56136;A815072;J-510292

Chemical Property of 2-Propoxybenzoic acid

Chemical Property:

• Vapor Pressure: 0.00034mmHg at 25°C
• Melting Point: 35-37 °C
• Boiling Point: 306.3 °C at 760 mmHg
• PKA: pK1:4.24 (20°C)
• Flash Point: 120 °C
• PSA: 46.53000
• Density: 1.133 g/cm³
• LogP: 2.17360
• Storage Temp.: 2-8°C
• Solubility.: DMSO, Methanol
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 180.078644241
• Heavy Atom Count: 13
• Complexity: 168

Purity/Quality:

99% ^*data from raw suppliers

2-Propoxybenzoic Acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R36/37/38:
• Hazard Codes: Xn
• Statements: 36/37/38-22
• Safety Statements: 26-36-37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCOC1=CC=CC=C1C(=O)O
• Chemical Composition and Structure: 2-Propoxybenzoic acid, also known as o-Propoxybenzoic acid, is a chemical compound consists of a benzene ring substituted with a propoxy (C3H7O) group at the ortho position relative to the carboxylic acid group.
• Uses and Mechanism of Action: Pharmaceutical Applications: ; 2-Propoxybenzoic acid serves as an important pharmaceutical intermediate with anti-inflammatory and analgesic properties. It is utilized in the synthesis of drugs such as tyrosinase or hyaluronidase inhibitors and sildenafil (Viagra), the first oral drug for treating male erectile dysfunction.; ; Antiplatelet Activity: ; 2-Propoxybenzoic acid exhibits potent inhibition of collagen-induced human platelet aggregation, making it valuable in the development of antiplatelet drugs.; ; Synthetic Raw Material: ; It is employed as a synthetic raw material for dyes and other organic compounds.
• Production Methods: 2-Propoxybenzoic acid is synthesized through various chemical reactions, including the reaction of benzyl alcohol with propyl bromide followed by alkaline hydrolysis. It can also be obtained using methyl salicylate as a starting material in different synthetic pathways.

Technology Process of 2-Propoxybenzoic acid

There total 9 articles about 2-Propoxybenzoic 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: 95.0%

2-propoxybenzoic acid propyl ester (92156-43-9) → 2-propoxybenzoic acid (2100-31-4)

Guidance literature:

With potassium tert-butylate; In dimethyl sulfoxide; at 0 - 30 ℃;

Reference yield: 90.0%

2-allyloxybenzoic acid (59086-52-1) → 2-propoxybenzoic acid (2100-31-4)

Guidance literature:

2-allyloxybenzoic acid; With sodium hydroxide; In water; for 0.25h;

With sodium tetrahydroborate; In water; at 20 - 60 ℃;

DOI:10.1080/00397911.2010.533239

Reference yield:

methyl-2-propoxybenzoic acid (18167-33-4) → 2-propoxybenzoic acid (2100-31-4)

Guidance literature:

With sodium hydroxide;

DOI:10.1021/ja01259a062

upstream raw materials:

methyl-2-propoxybenzoic acid

2-propoxy-benzoic acid ethyl ester

1-iodo-propane

salicylic acid

Downstream raw materials:

2-propoxybenzoyl chloride

2-propoxy-benzoic acid N'-(5-methyl-5H-1,2,4-triazino[5,6-b]indol-3-yl)-hydrazide

methyl-2-propoxybenzoic acid

1-methyl-3-(2-propoxybenzamido)-4-propyl-1H-pyrrole-2-carboxamide

Refernces

• 1、 Rao, Gopal Krishna,Gowda, Narendra B.,Ramakrishna, Ramesha A.. "Raney nickel-catalyzed hydrogenation of unsaturated carboxylic acids with sodium borohydride in water". experimental part. p. 893 - 904. Retrieved 2012/02/01.
• 2、 -. "Modulators (inhibitors/ activators) of histone acetyltransferases". Page/Page column 4. . Retrieved 2008/06/13.