cinnamyl 4-nitrobenzoate

Base Information

• Chemical Name: cinnamyl 4-nitrobenzoate
• CAS No.: 34994-60-0
• Molecular Formula: C16H13 N O4
• Molecular Weight: 283.284
• Hs Code.: 2916399090
• Mol file: 34994-60-0.mol

Synonyms:2-Propen-1-ol,3-phenyl-, 4-nitrobenzoate (9CI); Cinnamic alcohol, p-nitrobenzoate (3CI);Cinnamyl alcohol, p-nitrobenzoate (6CI); 3-Phenylallyl p-nitrobenzoate;Cinnamyl 4-nitrobenzoate; NSC 23575

Chemical Property of cinnamyl 4-nitrobenzoate

Chemical Property:

• Vapor Pressure: 1.32E-08mmHg at 25°C
• Boiling Point: 458.9°Cat760mmHg
• Flash Point: 199.3°C
• PSA: 72.12000
• Density: 1.261g/cm³
• LogP: 3.98820

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of cinnamyl 4-nitrobenzoate

There total 25 articles about cinnamyl 4-nitrobenzoate 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-nitro-benzoyl chloride (122-04-3) + (2E)-3-phenyl-2-propen-1-ol (4407-36-7) → (2E)-3-phenylprop-2-en-1-yl 4-nitrobenzoate (34994-60-0)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1002/anie.201007307

Reference yield: 79.0%

(2,3-dibromopropyl)benzene (1586-98-7) + 4-nitro-benzoic acid (62-23-7) → (2E)-3-phenylprop-2-en-1-yl 4-nitrobenzoate (34994-60-0)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In dimethyl sulfoxide; at 20 ℃; for 4h; chemoselective reaction;

DOI:10.1021/acs.orglett.5b00862

Reference yield: 62.0%

4-nitrobenzaldehdye (555-16-8) + (2E)-3-phenyl-2-propen-1-ol (4407-36-7) → (2E)-3-phenylprop-2-en-1-yl 4-nitrobenzoate (34994-60-0)

Guidance literature:

With 1,4-diaza-bicyclo[2.2.2]octane; vitamin B₁; In acetone; at 60 ℃; for 24h;

DOI:10.1039/d1ra05134b

upstream raw materials:

tetrachloromethane

1-phenylallyl p-nitrobenzoate

acetic anhydride

diethyl ether

Downstream raw materials:

[18F]cinnamyl fluoride

[(1E)-3-fluoroprop-1-en-1-yl]benzene

Refernces

• 1、 Huang, Xiaojun,Fulton, Brandon,White, Kana,Bugarin, Alejandro. "Metal-free, regio- and stereoselective synthesis of linear (E)-allylic compounds using C, N, O, and S nucleophiles". supporting information. p. 2594 - 2597. Retrieved 2015/06/16.
• 2、 Hollingworth, Charlotte,Hazari, Amaruka,Hopkinson, Matthew N.,Tredwell, Matthew,Benedetto, Elena,Huiban, Mickael,Gee, Antony D.,Brown, John M.,Gouverneur, Veronique. "Palladium-catalyzed allylic fluorination". supporting information; experimental part. p. 2613 - 2617. Retrieved 2011/05/03.