4-(2-Carboxylatoethyl)benzoate

Base Information

• Chemical Name: 4-(2-Carboxylatoethyl)benzoate
• CAS No.: 70170-91-1
• Molecular Formula: C10H10O4
• Molecular Weight: 194.187
• DSSTox Substance ID: DTXSID70990409
• Wikidata: Q82979886
• Mol file: 70170-91-1.mol

Synonyms:4-(2-carboxylatoethyl)benzoate;DTXSID70990409;AKOS002723077

Chemical Property of 4-(2-Carboxylatoethyl)benzoate

Chemical Property:

• Vapor Pressure: 2.53E-07mmHg at 25°C
• Melting Point: 289-293 °C(lit.)
• Refractive Index: 1.5430 (estimate)
• Boiling Point: 406.1 °C at 760 mmHg
• Flash Point: 213.6 °C
• PSA: 63.60000
• Density: 1.33 g/cm³
• LogP: 1.35260
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 192.04225873
• Heavy Atom Count: 14
• Complexity: 205

Purity/Quality:

99% ^*data from raw suppliers

3-(4-formylphenoxy)propanoicAcid ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1CCC(=O)[O-])C(=O)[O-]

Technology Process of 4-(2-Carboxylatoethyl)benzoate

There total 5 articles about 4-(2-Carboxylatoethyl)benzoate 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%

4-(3-oxopropoxy)benzaldehyde (1044161-89-8) → 3-(4-formylphenoxy)propanoic acid (70170-91-1)

Guidance literature:

With 4-acetylamino-2,2,6,6-tetramethylpiperidine-1-oxoammonium tetrafluoroborate; In water; acetonitrile; at 20 ℃; for 6h;

DOI:10.1021/ol203096f

Reference yield:

chloropropionic acid (107-94-8) + 4-hydroxy-benzaldehyde (123-08-0,65581-83-1) → 3-(4-formylphenoxy)propanoic acid (70170-91-1)

Guidance literature:

With sodium hydroxide; In water; for 3h; Reflux;

DOI:10.1016/j.saa.2012.09.046

Reference yield:

4-(3-hydroxypropoxy)benzaldehyde (99186-35-3) → 3-(4-formylphenoxy)propanoic acid (70170-91-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 4-acetylamino-2,2,6,6-tetramethylpiperidine-1-oxoammonium tetrafluoroborate / dichloromethane / 96 h

2: 4-acetylamino-2,2,6,6-tetramethylpiperidine-1-oxoammonium tetrafluoroborate / water; acetonitrile / 6 h / 20 °C

With 4-acetylamino-2,2,6,6-tetramethylpiperidine-1-oxoammonium tetrafluoroborate; In dichloromethane; water; acetonitrile;

DOI:10.1021/ol203096f

upstream raw materials:

4-hydroxy-benzaldehyde

4-(3-oxopropoxy)benzaldehyde

4-(3-hydroxypropoxy)benzaldehyde

chloropropionic acid

Downstream raw materials:

ethyl 3-[4-{bis(2-methyl-1H-indol-3-yl)methyl}phenoxy]propionate

ethyl 3-[4-{bis(1H-indol-3-yl)methyl}phenoxy]propionate

3-{4-[(2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-ylidene)methyl]phenoxy}propanoic acid

C₈H₁₀N₄O₂*C₁₀H₁₀O₄

Refernces

• 1、 Qiu, Joseph C.,Pradhan, Priya P.,Blanck, Nyle B.,Bobbitt, James M.,Bailey, William F.. "Selective oxoammonium salt oxidations of alcohols to aldehydes and aldehydes to carboxylic acids". supporting information; experimental part. p. 350 - 353. Retrieved 2012/03/09.