trans-4-Nitrocinnamoyl chloride

Base Information

• Chemical Name: trans-4-Nitrocinnamoyl chloride
• CAS No.: 61921-33-3
• Molecular Formula: C₉H₆ClNO₃
• Molecular Weight: 211.605
• Hs Code.: 2916399090
• European Community (EC) Number: 634-711-8
• Nikkaji Number: J689.472K
• Wikidata: Q76313602
• Mol file: 61921-33-3.mol

Synonyms:trans-4-Nitrocinnamoyl chloride;61921-33-3;(2E)-3-(4-nitrophenyl)acryloyl chloride;(E)-3-(4-Nitrophenyl)acryloyl chloride;(2E)-3-(4-nitrophenyl)prop-2-enoyl chloride;(E)-3-(4-nitrophenyl)prop-2-enoyl chloride;4-nitrocinnamoyl chloride;TRANS-4-NITROCINNAMOYLCHLORIDE;p-nitrocinnamoyl chloride;SCHEMBL737052;RUPXNPWALFDXJD-ZZXKWVIFSA-N;BBL015039;MFCD00082549;STL197448;AKOS005173519;AKOS040758237;trans-4-Nitrocinnamoyl chloride, 97%;(E)-3-(4-Nitrophenyl)acryloylchloride;VS-04812;HY-131125;CS-0128996;Cyclohexanecarboxaldehyde,4,4-difluoro-(9CI);F21275

Chemical Property of trans-4-Nitrocinnamoyl chloride

Chemical Property:

• Vapor Pressure: 0.000336mmHg at 25°C
• Melting Point: 150-153oC(lit.)
• Boiling Point: 319.6oC at 760 mmHg
• Flash Point: 147.1oC
• PSA: 62.89000
• Density: 1.403g/cm3
• LogP: 2.89660
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 211.0036207
• Heavy Atom Count: 14
• Complexity: 251

Purity/Quality:

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

trans-4-Nitrocinnamoyl chloride 97% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=CC=C1C=CC(=O)Cl)[N+](=O)[O-]
• Isomeric SMILES: C1=CC(=CC=C1/C=C/C(=O)Cl)[N+](=O)[O-]
• Uses: trans-4-Nitrocinnamoyl chloride may be used as derivatization reagent for the analysis of perhexiline and its monohydroxy metabolite in plasma by HPLC. It may be used as derivatization reagent to investigate the in vitro enzyme kinetics and CYP isoform selectivity of perhexiline monohydroxylation using human liver microsomes.

Technology Process of trans-4-Nitrocinnamoyl chloride

There total 8 articles about trans-4-Nitrocinnamoyl chloride 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%

4-nitro-trans-cinnamic acid (882-06-4) → (E)-4-nitrocinnamic acid chloride (22440-58-0,61921-33-3)

Guidance literature:

With oxalyl dichloride; N,N-dimethyl-formamide; In dichloromethane; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1016/j.tet.2009.08.047

Reference yield: 96.0%

p-nitrocinnamic acid (619-89-6) → p-nitrocinnamoyl chloride (61921-33-3,22440-58-0)

Guidance literature:

With phosgene; In water; at 20 ℃; for 4h;

DOI:10.1016/j.ejmech.2019.02.074

Reference yield:

4-nitrobenzaldehdye (555-16-8) → p-nitrocinnamoyl chloride (61921-33-3,22440-58-0)

Guidance literature:

Multi-step reaction with 2 steps

1: piperidine; pyridine / Heating

2: SOCl₂ / 2 h / Heating

With piperidine; pyridine; thionyl chloride; 1: Condensation / 2: Substitution;

DOI:10.1016/S0014-827X(00)00063-X

upstream raw materials:

p-nitrocinnamic acid

4-nitrobenzaldehdye

4-nitro-trans-cinnamic acid

Downstream raw materials:

N-(4-methoxyphenyl)-3-(4-nitrophenyl)prop-(2E)-enamide

4-nitro-trans-cinnamic acid-(4-dimethylamino-anilide)

(E)-3-(4-nitrophenyl)-N-phenylacrylamide

4-nitro-trans-cinnamic acid-(4-hydroxy-phenyl ester)

Refernces

• 1、 Abdelgawad, Mohamed A.,Amin, Elham,Dev, Sanal,Gambacorta, Nicola,George, Ginson,Khames, Ahmed,Kim, Hoon,Mathew, Bijo,Nicolotti, Orazio,Oh, Jong Min,Rasheed, Shebina P.,Vengamthodi, Ajeesh,Venkidath, Anusree. "Selected class of enamides bearing nitro functionality as dual-acting with highly selective monoamine oxidase-b and bace1 inhibitors". . . Retrieved 2021/10/12.
• 2、 Baruch, Yifat,Gopas, Jacob,Kadosh, Yael,Kumar, Rajendran Saravana,Kushmaro, Ariel,Muthuraman, Subramani,Yaniv, Karin. "Quorum sensing and nf-κb inhibition of synthetic coumaperine derivatives from piper nigrum". supporting information. . Retrieved 2021/05/28.