3-(2-FORMYLPHENYL)PROPANOIC ACID

Base Information

• Chemical Name: 3-(2-FORMYLPHENYL)PROPANOIC ACID
• CAS No.: 27916-44-5
• Molecular Formula: C10H10 O3
• Molecular Weight: 178.188
• Hs Code.: 2918300090
• Mol file: 27916-44-5.mol

Synonyms:Hydrocinnamicacid, o-formyl- (8CI)

Chemical Property of 3-(2-FORMYLPHENYL)PROPANOIC ACID

Chemical Property:

• Melting Point: 60-65 °C
• Boiling Point: 343.5±17.0 °C(Predicted)
• PKA: 4.55±0.10(Predicted)
• PSA: 54.37000
• Density: 1.228±0.06 g/cm3(Predicted)
• LogP: 1.51630

Purity/Quality:

98% ^*data from raw suppliers

3-(2-FORMYLPHENYL)PROPANOIC ACID 98.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3-(2-FORMYLPHENYL)PROPANOIC ACID

There total 7 articles about 3-(2-FORMYLPHENYL)PROPANOIC 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: 79.0%

2-trimethylsilyloxy-3,4-dihydronaphthalene (50629-48-6) → 3-(2-formylphenyl)propanoic acid (27916-44-5)

Guidance literature:

With ozone; In dichloromethane; at -60 ℃;

DOI:10.1021/jo972227r

Reference yield: 36.0%

1,2,3,4-tetrahydronaphthalen-2-one (530-93-8) → 3-(2-formylphenyl)propanoic acid (27916-44-5)

Guidance literature:

With iron(III) chloride; water; In dimethyl sulfoxide; at 110 ℃; for 20h; High pressure;

Reference yield:

(Z)-3-(2-cyanophenyl)prop-2-enoic acid (27510-48-1) → 3-(2-formylphenyl)propanoic acid (27916-44-5)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂ / Pd-C / methanol

2: aq. NaH₂PO₂ / Raney-Ni / aq. acetic acid; pyridine

With sodium hypophosphite; hydrogen; palladium on activated charcoal; nickel; In pyridine; methanol; acetic acid;

upstream raw materials:

3-(2-cyanophenyl)propionic acid

2-trimethylsilyloxy-3,4-dihydronaphthalene

1,2,3,4-tetrahydronaphthalen-2-one

(Z)-3-(2-cyanophenyl)prop-2-enoic acid

Downstream raw materials:

(4aR, 9aR)-3-(4-methylphenyl)-9,9a-dihydroindeno[2,1-c]pyran-1(4aH)-one

(1R,2R)-N-isopropyl-1-(2-oxo-2-(p-tolyl)ethyl)-2,3-dihydro-1H-indene-2-carboxamide

(E)-3-(2-(3-oxo-3-phenylprop-1-en-yl)phenyl)propanoic acid

(E)-3-(2-(3-oxo-3-(4-methylphenyl)prop-1-en-1-yl)phenyl)propanoic acid

Refernces

• 1、 Xing, Qi,Lv, Hui,Xia, Chungu,Li, Fuwei. "Iron-catalyzed aerobic oxidative cleavage of the C-C σ-bond using air as the oxidant: Chemoselective synthesis of carbon chain-shortened aldehydes, ketones and 1,2-dicarbonyl compounds". supporting information. p. 489 - 492. Retrieved 2016/01/12.
• 2、 Belmessieri, Dorine,Morrill, Louis C.,Simal, Carmen,Slawin, Alexandra M. Z.,Smith, Andrew D.. "Organocatalytic Functionalization of carboxylic acids: Isothiourea- catalyzed asymmetric intra- and intermolecular Michael addition-lactonizations". supporting information; experimental part. p. 2714 - 2720. Retrieved 2011/04/23.