(2E)-3-(3-Nitrophenyl)acryloyl chloride

Base Information

• Chemical Name: (2E)-3-(3-Nitrophenyl)acryloyl chloride
• CAS No.: 141236-48-8
• Molecular Formula: C₉H₆ClNO₃
• Molecular Weight: 211.605
• Hs Code.: 2916399090
• DSSTox Substance ID: DTXSID901263690
• Nikkaji Number: J2.136.214J
• Mol file: 141236-48-8.mol

Synonyms:(2E)-3-(3-NITROPHENYL)ACRYLOYL CHLORIDE;3-nitrocinnamoyl chloride;141236-48-8;35418-05-4;(E)-3-(3-nitrophenyl)prop-2-enoyl Chloride;(2E)-3-(3-nitrophenyl)prop-2-enoyl chloride;SCHEMBL1136435;SCHEMBL1136437;ORIBWNWUGUWUKV-SNAWJCMRSA-N;DTXSID901263690;BBL015040;MFCD00171563;STL197449;AKOS005173520;VS-04813;(E)-3-(3-nitro-phenyl)-acryloyl chloride;(2E)-3-(3-Nitrophenyl)-2-propenoyl chloride

Chemical Property of (2E)-3-(3-Nitrophenyl)acryloyl chloride

Chemical Property:

• PSA: 62.89000
• LogP: 2.89660
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 211.0036207
• Heavy Atom Count: 14
• Complexity: 259

Purity/Quality:

98%min ^*data from raw suppliers

(2E)-3-(3-nitrophenyl)acryloylchloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC(=C1)[N+](=O)[O-])C=CC(=O)Cl
• Isomeric SMILES: C1=CC(=CC(=C1)[N+](=O)[O-])/C=C/C(=O)Cl

Technology Process of (2E)-3-(3-Nitrophenyl)acryloyl chloride

There total 5 articles about (2E)-3-(3-Nitrophenyl)acryloyl 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%

m-Nitrocinnamic Acid (555-68-0,1772-76-5) → 3-nitrocinnamoyl chloride (141236-48-8,35418-05-4)

Guidance literature:

With oxalyl dichloride; N,N-dimethyl-formamide; In toluene; for 3h; Heating / reflux;

Reference yield: 91.0%

(E)-3-Nitrocinnamic acid (555-68-0,1772-76-5) → (E)-3-nitrocinnamic acid chloride (35418-05-4,141236-48-8)

Guidance literature:

With thionyl chloride; In benzene;

Reference yield:

3-nitro-benzaldehyde (99-61-6) → 3-nitrocinnamoyl chloride (141236-48-8,35418-05-4)

Guidance literature:

Multi-step reaction with 2 steps

1: piperidine / 3 h / Reflux

2: triethylamine; 1,3,5-trichloro-2,4,6-triazine / acetonitrile / 1 h / 20 °C

With piperidine; 1,3,5-trichloro-2,4,6-triazine; triethylamine; In acetonitrile; 1: |Knoevenagel Condensation;

DOI:10.1016/j.ejmech.2014.03.015

upstream raw materials:

m-Nitrocinnamic Acid

3-nitro-benzaldehyde

(E)-3-Nitrocinnamic acid

Downstream raw materials:

1-(3-Nitrophenyl)-7-methoxy-hepta-1,6-dien-4-in-3-on

N-(3-Nitrocinnamoyl)-N-(2-chlorophenyl)hydroxylamine

N-(3-Nitrocinnamoyl)-N-(2,5-dibromophenyl)hydroxylamine

2,2-bis(bromomethyl)-1,3-(m-nitrocinnamoyloxy)propane