3-(4-Chlorophenyl)propanal

Base Information

• Chemical Name: 3-(4-Chlorophenyl)propanal
• CAS No.: 75677-02-0
• Molecular Formula: C9H9 Cl O
• Molecular Weight: 168.623
• Hs Code.: 2913000090
• European Community (EC) Number: 817-512-2
• DSSTox Substance ID: DTXSID20468163
• Nikkaji Number: J1.684.471C
• Wikidata: Q82295278
• Mol file: 75677-02-0.mol

Synonyms:3-(4-chlorophenyl)propanal;75677-02-0;BENZENEPROPANAL, 4-CHLORO-;3-(4-CHLOROPHENYL)PROPIONALDEHYDE;3-(4-CHLORO-PHENYL)-PROPIONALDEHYDE;MFCD07772912;Benzenepropanal,4-chloro-;p-chlorodihydrocinnamaldehyde;SCHEMBL896217;DTXSID20468163;UXIFTAZOVKVCBX-UHFFFAOYSA-N;3-(4-chlorophenyl)-propionaldehyde;AB6893;AKOS011896098;AB42276;AS-44806;EN300-372944;Z993017742

Chemical Property of 3-(4-Chlorophenyl)propanal

Chemical Property:

• Vapor Pressure: 0.042mmHg at 25°C
• Refractive Index: 1.527
• Boiling Point: 238.573°C at 760 mmHg
• Flash Point: 117.087°C
• PSA: 17.07000
• Density: 1.139g/cm³
• LogP: 2.47150
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 168.0341926
• Heavy Atom Count: 11
• Complexity: 117

Purity/Quality:

98%min ^*data from raw suppliers

3-(4-Chlorophenyl)propionaldehyde 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1CCC=O)Cl

Technology Process of 3-(4-Chlorophenyl)propanal

There total 43 articles about 3-(4-Chlorophenyl)propanal 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: 96.0%

4-vinylbenzyl chloride (1073-67-2,24991-47-7) + carbon monoxide (201230-82-2) → 2-(4-chlorophenyl)propanal (286964-62-3) + 3-(4-chlorophenyl)propionaldehyde (75677-02-0)

Guidance literature:

With chloro(1,5-cyclooctadiene)rhodium(I) dimer; hydrogen; sodium 4-dodecylbenzenesulfonate; Sodium; 2-[bis-(2-diphenylphosphanyl-ethyl)-carbamoyl]-benzenesulfonate; In water; toluene; at 60 ℃; under 30003 Torr;

DOI:10.1016/j.cclet.2021.07.068

Reference yield: 87.0%

4-Chlorophenylboronic acid (1679-18-1) + allyl alcohol (107-18-6) → 3-(4-chlorophenyl)propionaldehyde (75677-02-0)

Guidance literature:

With 2.9-dimethyl-1,10-phenanthroline; palladium diacetate; copper(l) chloride; In dimethyl sulfoxide; at 50 ℃; for 12h; under 760.051 Torr;

DOI:10.1039/c3gc42504e

Reference yield: 85.0%

1-Chloro-4-iodobenzene (637-87-6) + allyl alcohol (107-18-6) → 3-(4-chlorophenyl)propionaldehyde (75677-02-0)

Guidance literature:

With tetrabutyl-ammonium chloride; sodium hydrogencarbonate; palladium diacetate; In N,N-dimethyl-formamide; at 25 ℃; for 24h;

DOI:10.1039/c39840001287

upstream raw materials:

4-chlorocinnamaldehyde

1-Chloro-4-iodobenzene

allyl alcohol

4-vinylbenzyl chloride

Downstream raw materials:

ethyl-5-(4-chlorophenyl)pent-2-enoate

5H-r,7-(p-chlorophenyl)-cis-3-hydroxy-trans-3-methylheptan-5-olide

ethyl 7-(p-chlorophenyl)-3-hydroxy-3-methyl-trans-4-heptenoate

5H-r,cis-4-bromo-7-(p-chlorophenyl)-cis-3-hydroxy-trans-3-methylheptan-5-olide

Refernces

• 1、 Chen, Fen-Er,Gao, Peng,Ke, Miaolin,Liang, Guanfeng,Ru, Tong. "Synthesis of rac-ɑ-aryl propionaldehydes via branched-selective hydroformylation of terminal arylalkenes using water-soluble Rh-PNP catalyst". . . Retrieved 2021/08/26.
• 2、 Santi, Nicolò,Morrill, Louis C.,?widerek, Katarzyna,Moliner, Vicent,Luk, Louis Y. P.. "Transfer hydrogenations catalyzed by streptavidin-hosted secondary amine organocatalysts". supporting information. p. 1919 - 1922. Retrieved 2021/03/02.