(2Z)-3-(2-Methoxyphenyl)-2-propenoyl chloride

Base Information

• Chemical Name: (2Z)-3-(2-Methoxyphenyl)-2-propenoyl chloride
• CAS No.: 118652-92-9
• Molecular Formula: C₁₀H₉ClO₂
• Molecular Weight: 196.633
• DSSTox Substance ID: DTXSID901253168

Synonyms:(2Z)-3-(2-Methoxyphenyl)-2-propenoyl chloride;SCHEMBL7068436;DTXSID901253168;118652-92-9

Chemical Property of (2Z)-3-(2-Methoxyphenyl)-2-propenoyl chloride

Chemical Property:

• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 196.0291072
• Heavy Atom Count: 13
• Complexity: 201

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC1=CC=CC=C1C=CC(=O)Cl
• Isomeric SMILES: COC1=CC=CC=C1/C=C\C(=O)Cl

Technology Process of (2Z)-3-(2-Methoxyphenyl)-2-propenoyl chloride

There total 5 articles about (2Z)-3-(2-Methoxyphenyl)-2-propenoyl 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: 93.0%

3-(2'-methoxyphenyl)propenoic acid (6099-03-2) → 2-methoxycinnamoyl chloride (15851-91-9,118652-92-9,118652-93-0)

Guidance literature:

With oxalyl dichloride; N,N-dimethyl-formamide; In benzene; at 10 ℃; for 2h;

Reference yield:

ortho-anisaldehyde (135-02-4) → 2-methoxycinnamoyl chloride (15851-91-9,118652-92-9,118652-93-0)

Guidance literature:

Multi-step reaction with 2 steps

2: oxalyl dichloride / dichloromethane / 0 °C

With oxalyl dichloride; In dichloromethane; 1: Knoevenagel condensation;

DOI:10.1016/j.bmcl.2011.11.078

Reference yield:

(Z)-o-methoxycinnamic acid (14737-91-8) → (Z)-3-(2-methoxyphenyl)prop-2-enoyl chloride (118652-92-9)

Guidance literature:

With oxalyl dichloride; N,N-dimethyl-formamide; In dichloromethane; at 20 ℃; for 1h;

DOI:10.1021/jo049893u

upstream raw materials:

3-(2'-methoxyphenyl)propenoic acid

ortho-anisaldehyde

(Z)-o-methoxycinnamic acid

Downstream raw materials:

1-[3-(2-methoxy-phenyl)-acryloyl]-4-(4-oxo-5-phenyl-4,5-dihydro-oxazol-2-yl)-piperazine

(Z)-5-(2-Methoxy-phenyl)-3-oxo-2-(triphenyl-λ⁵-phosphanylidene)-pent-4-enoic acid tert-butyl ester

(Z)-5-(2-Methoxy-phenyl)-3-oxo-2-(triphenyl-λ⁵-phosphanylidene)-pent-4-enoic acid benzyl ester

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