2,6-Cresotic acid, 3-ethyl-

Base Information

• Chemical Name: 2,6-Cresotic acid, 3-ethyl-
• CAS No.: 20717-15-1
• Molecular Formula: C10H12O3
• Molecular Weight: 180.2005
• DSSTox Substance ID: DTXSID80174778
• Nikkaji Number: J408.459D
• Wikidata: Q83044917
• Mol file: 20717-15-1.mol

Synonyms:3-Ethyl-2,6-cresotic acid;2,6-CRESOTIC ACID, 3-ETHYL-;BRN 2834150;2-Methyl-5-ethylsalicylic acid;20717-15-1;SCHEMBL1649463;DTXSID80174778;YZEVAVNJHBUZFP-UHFFFAOYSA-N;ethyl 2-hydroxy-6-methylbenzoic acid;2-Hydroxy-3-ethyl-6-methylbenzoic acid;LS-55459

Chemical Property of 2,6-Cresotic acid, 3-ethyl-

Chemical Property:

• Vapor Pressure: 0.000186mmHg at 25°C
• Boiling Point: 315.3°Cat760mmHg
• Flash Point: 158.7°C
• Density: 1.205g/cm³
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 180.078644241
• Heavy Atom Count: 13
• Complexity: 191

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC1=C(C(=C(C=C1)C)C(=O)O)O

Technology Process of 2,6-Cresotic acid, 3-ethyl-

There total 3 articles about 2,6-Cresotic acid, 3-ethyl- 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: 38.0%

Lithium; 3-ethyl-2-methoxymethoxy-6-methyl-benzoate (112404-73-6) → 3-ethyl-6-methyl-2-hydroxybenzoic acid (20717-15-1)

Guidance literature:

With hydrogenchloride; toluene-4-sulfonic acid; In methanol; water; Ambient temperature; 1.) 0.5 h, room temp.; 2.) reflux, 3 h;

DOI:10.1016/S0040-4020(01)90268-6

Reference yield:

2-ethyl-5-methyl-phenol (1687-61-2) → 3-ethyl-6-methyl-2-hydroxybenzoic acid (20717-15-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) NaH / 1.) DMF, 30 deg C, 2-3 h; 2.) hexane, room temp., 2 h

2: 1.) n-BuLi, TMEDA / 1.) hexane, 0 - 4 deg C, 1 h; 2.) 1 h

3: 38 percent / HCl, p-toluenesulfonic acid / methanol; H₂O / Ambient temperature; 1.) 0.5 h, room temp.; 2.) reflux, 3 h

With hydrogenchloride; n-butyllithium; N,N,N,N,-tetramethylethylenediamine; sodium hydride; toluene-4-sulfonic acid; In methanol; water;

DOI:10.1016/S0040-4020(01)90268-6

Reference yield:

(2-ethyl-5-methylphenyl) methoxymethyl ether (112404-72-5) → 3-ethyl-6-methyl-2-hydroxybenzoic acid (20717-15-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) n-BuLi, TMEDA / 1.) hexane, 0 - 4 deg C, 1 h; 2.) 1 h

2: 38 percent / HCl, p-toluenesulfonic acid / methanol; H₂O / Ambient temperature; 1.) 0.5 h, room temp.; 2.) reflux, 3 h

With hydrogenchloride; n-butyllithium; N,N,N,N,-tetramethylethylenediamine; toluene-4-sulfonic acid; In methanol; water;

DOI:10.1016/S0040-4020(01)90268-6

upstream raw materials:

Lithium; 3-ethyl-2-methoxymethoxy-6-methyl-benzoate

2-ethyl-5-methyl-phenol

(2-ethyl-5-methylphenyl) methoxymethyl ether

Downstream raw materials:

phenacyl-3-ethyl-6-methyl salicylate

6-(benzenesulphonylmethyl)-2-methoxy-3-propylbenzoic acid

ethyl 6-(benzenesulphonylmethyl)-2-methoxy-3-propylbenzoate

6-(benzenesulphonylmethyl)-2-[2-(t-butoxycarbonyl)aminoethoxy]-3-(furan-3-yl)benzoic acid

Refernces