trans-<α,β-2H2>cinnamic acid

Base Information

• Chemical Name: trans-<α,β-2H2>cinnamic acid
• CAS No.: 122570-76-7
• Molecular Formula: C₉H₈O₂
• Molecular Weight: 150.145
• Mol file: 122570-76-7.mol

Synonyms:

Chemical Property of trans-<α,β-2H2>cinnamic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of trans-<α,β-2H2>cinnamic acid

There total 6 articles about trans-<α,β-2H2>cinnamic 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: 90.0%

trisodium tris(3-sulfophenyl)phosphine (63995-70-0) + phenylpropyolic acid (637-44-5) → tris(natrium-m-sulfonatophenyl)phosphanoxid (98511-67-2) + trans-<α,β-2H2>cinnamic acid (122570-76-7)

Guidance literature:

In water-d2; for 2h; Ambient temperature;

DOI:10.1016/S0040-4020(01)96009-0

Reference yield:

phenylpropynoic acid ethyl ester (2216-94-6) → α,β-Dideuterio-cis-cinnamic acid (112486-68-7,122570-76-7)

Guidance literature:

Multi-step reaction with 2 steps

1: D₂, quinoline / Lindlar catalyst / hexane / 7 h / 50 °C

2: 10percent aq. NaOH / aq. ethanol / 2 h / Heating

With quinoline; sodium hydroxide; deuterium; Lindlar's catalyst; In ethanol; hexane;

DOI:10.1021/jo00075a034

Reference yield:

(E)-3-phenylacrylic acid (140-10-3) → trans-<α,β-2H2>cinnamic acid (122570-76-7)

Guidance literature:

With tris(acetonitrile)(η5-pentamethylcyclopentadienyl)rhodium(III) hexafluoroantimonate; water-d2; sodium acetate; at 90 ℃; for 24h; Reagent/catalyst;

DOI:10.1021/acs.orglett.9b02618

upstream raw materials:

phenylpropynoic acid ethyl ester

Benzaldehyde-d

Acetic anhydride-d6

trisodium tris(3-sulfophenyl)phosphine

Refernces

• 1、 Reed, Gregg A.,Dimmel, Donald R.,Malcolm, Earl W.. "Influence of Nucleophiles on the High Temperature Aqueous Isomerization of cis- to trans-Cinnamic Acid". . p. 6364 - 6371. Retrieved 2007/10/02.