2-[3-(Trifluoromethyl)-3H-diazirin-3-yl]-4-methoxybenzaldehyde

Base Information

• Chemical Name: 2-[3-(Trifluoromethyl)-3H-diazirin-3-yl]-4-methoxybenzaldehyde
• CAS No.: 205485-26-3
• Molecular Formula: C₁₀H₇F₃N₂O₂
• Molecular Weight: 244.173
• DSSTox Substance ID: DTXSID601179727
• Nikkaji Number: J929.122I
• Mol file: 205485-26-3.mol

Synonyms:205485-26-3;4-methoxy-2-[3-(trifluoromethyl)diazirin-3-yl]benzaldehyde;2-[3-(Trifluoromethyl)-3H-diazirin-3-yl]-4-methoxybenzaldehyde;4-METHOXY-2-[3-(TRIFLUOROMETHYL)-3H-DIAZIRIN-3-YL]BENZALDEHYDE;4-Methoxy-2-(3-(trifluoromethyl)-3H-diazirin-3-yl)benzaldehyde;Benzaldehyde, 4-methoxy-2-[3-(trifluoromethyl)-3H-diazirin-3-yl]-;DTXSID601179727;D84781;EN300-23014274

Chemical Property of 2-[3-(Trifluoromethyl)-3H-diazirin-3-yl]-4-methoxybenzaldehyde

Chemical Property:

• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 3
• Exact Mass: 244.04596196
• Heavy Atom Count: 17
• Complexity: 337

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC1=CC(=C(C=C1)C=O)C2(N=N2)C(F)(F)F

Technology Process of 2-[3-(Trifluoromethyl)-3H-diazirin-3-yl]-4-methoxybenzaldehyde

There total 6 articles about 2-[3-(Trifluoromethyl)-3H-diazirin-3-yl]-4-methoxybenzaldehyde 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: 65.0%

Dichloromethyl methyl ether (4885-02-3) + 3-(3-methoxyphenyl)-3-(trifluoromethyl)-3H-diazirine (205485-24-1) → 4-methoxy-2-[3-(trifluoromethyl)-3H-diazirin-3-yl]benzaldehyde (205485-26-3) + 2-methoxy-4-<3-trifluoromethyl-3H-diazirin-3-yl>benzaldehyde (205485-25-2)

Guidance literature:

With titanium tetrachloride; In dichloromethane; for 1h; Ambient temperature;

Reference yield:

C16H14F3NO5S → 4-methoxy-2-[3-(trifluoromethyl)-3H-diazirin-3-yl]benzaldehyde (205485-26-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 88 percent / NH₃

2: 73 percent / I₂; Et₃N / methanol

3: 16 percent / TiCl₄ / CH₂Cl₂

With ammonia; iodine; titanium tetrachloride; triethylamine; In methanol; dichloromethane; 3: Friedel-Crafts alkylation;

DOI:10.1055/s-2005-923595

Reference yield:

3-methoxyphenyl bromide (2398-37-0) → 4-methoxy-2-[3-(trifluoromethyl)-3H-diazirin-3-yl]benzaldehyde (205485-26-3)

Guidance literature:

Multi-step reaction with 6 steps

1: 77 percent / n-BuLi

2: 92 percent / NH₂OH*HCl; C₅H₅N

3: 93 percent / C₅H₅N

4: 88 percent / NH₃

5: 73 percent / I₂; Et₃N / methanol

6: 16 percent / TiCl₄ / CH₂Cl₂

With pyridine; n-butyllithium; hydroxylamine hydrochloride; ammonia; iodine; titanium tetrachloride; triethylamine; In methanol; dichloromethane; 6: Friedel-Crafts alkylation;

DOI:10.1055/s-2005-923595

upstream raw materials:

Dichloromethyl methyl ether

3-(3-methoxyphenyl)-3-(trifluoromethyl)-3H-diazirine

3-methoxyphenyl bromide

2,2,2-trifluoro-1-(3-methoxyphenyl)ethanone