p-Chlorocinnamaldehyde

Base Information

• Chemical Name: p-Chlorocinnamaldehyde
• CAS No.: 1075-77-0
• Molecular Formula: C9H7ClO
• Molecular Weight: 166.607
• Hs Code.: 2913000090
• Mol file: 1075-77-0.mol

Synonyms:4-chloro-cinnamaldehyde;para-chlorocinnamaldehyde;2-Propenal, 3-(4-chlorophenyl)-;

Chemical Property of p-Chlorocinnamaldehyde

Chemical Property:

• Vapor Pressure: 0.00208mmHg at 25°C
• Melting Point: 100-101℃
• Boiling Point: 290.4oC at 760 mmHg
• Flash Point: 134.6oC
• PSA: 17.07000
• Density: 1.192g/cm3
• LogP: 2.55210

Purity/Quality:

98%,99%, ^*data from raw suppliers

3-(4-Chlorophenyl)acrylaldehyde 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of p-Chlorocinnamaldehyde

There total 86 articles about p-Chlorocinnamaldehyde 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: 100.0%

(E)-3-(p-chlorophenyl)prop-2-en-1-ol (24583-70-8) → (E)-4-chlorocinnamic aldehyde (1075-77-0)

Guidance literature:

With oxalyl dichloride; dimethyl sulfoxide; triethylamine; In dichloromethane; at -60 ℃; Inert atmosphere;

DOI:10.1055/s-0030-1258298

Reference yield: 97.0%

3-(4-chlorophenyl)-2-propene-1-ol (24583-70-8) → 4-chlorocinnamaldehyde (1075-77-0)

Guidance literature:

With sodium hypochlorite; sodium tetraborate decahydrate; PIPO; In Isopropyl acetate; at 0 ℃; for 2h; pH=9.5;

DOI:10.1039/c0gc00684j

Reference yield: 92.0%

3-(4-chlorophenyl)propionaldehyde (75677-02-0) → 4-chlorocinnamaldehyde (1075-77-0)

Guidance literature:

With bis(benzonitrile)palladium(II) dichloride; tert.-butylnitrite; oxygen; toluene-4-sulfonic acid; 1,3,5-trimethyl-benzene; In tert-butyl alcohol; at 25 ℃; for 7h; under 760.051 Torr;

DOI:10.1021/acscatal.7b01008

upstream raw materials:

4-chlorobenzaldehyde

acetaldehyde

(Z)-3-(4-Chloro-phenyl)-1-(2-thioxo-thiazolidin-3-yl)-propenone

1-Chloro-4-(1,3,3-triethoxy-propyl)-benzene

Downstream raw materials:

5-(4-chlorophenyl)penta-(2E,4E)-dienoic acid

1,5-bis-(4-chloro-phenyl)-penta-2,4-dien-1-one

(+/-)-1,3t-bis-(4-chloro-phenyl)-allyl alcohol

5-(4-chloro-phenyl)-1-(4-methoxy-phenyl)-penta-2,4-dien-1-one

Refernces

• 1、 Cadierno, Victorio,Francos, Javier,Gimeno, José. "Microwave-assisted InCl3-catalyzed Meyer-Schuster rearrangement of propargylic aryl carbinols in aqueous media: a green approach to α,β-unsaturated carbonyl compounds". . p. 4773 - 4776. Retrieved 2009.
• 2、 Wang, Teng,Xiang, Shi-Kai,Qin, Chong,Ma, Jun-An,Zhang, Li-He,Jiao, Ning. "Iron-facilitated direct oxidative C-H transformation of allyl arenes to alkenyl aldehydes". . p. 3208 - 3211. Retrieved 2011.
• 3、 Park, Jungmin,Yun, Jihee,Kim, Jaehyun,Jang, Dong-Jin,Park, Cheol Ho,Lee, Kooyeon. "Br?nsted acid-catalyzed meyer-schuster rearrangement for the synthesis of α, β -unsaturated carbonyl compounds". . p. 1924 - 1929. Retrieved 2014.
• 4、 Meazza, Marta,Ceban, Victor,Pitak, Mateusz B.,Coles, Simon J.,Rios, Ramon. "Synergistic catalysis: Enantioselective addition of Alkylbenzoxazoles to Enals". . p. 16853 - 16857. Retrieved 2014.
• 5、 Mcnulty, James,Zepeda-Velazquez, Carlos,McLeod, David. "Development of a robust reagent for the two-carbon homologation of aldehydes to (E)-α,β-unsaturated aldehydes in water". . p. 3146 - 3149. Retrieved 2013.
• 6、 Azeez, Sadaf,Kandasamy, Jeyakumar,Sabiah, Shahulhameed,Sureshbabu, Popuri. "Controlled reduction of activated primary and secondary amides into aldehydes with diisobutylaluminum hydride". supporting information. p. 2048 - 2053. Retrieved 2022/03/31.
• 7、 Byeon, Huimyoung,Ryu, Sunghyeon,Yoo, Eun Jeong,Yang, Jung Woon. "Substrate-Controlled Chemo-/Enantioselective Synthesis of α-Benzylated Enals and Chiral Cyclopropane-Fused 2-Chromanone Derivatives". supporting information. p. 5085 - 5091. Retrieved 2021/09/20.