trans-1,4-Bis(difluoromethyl)-1,4-cyclohexanedicarboxaldehyde

Base Information

Chemical Name:trans-1,4-Bis(difluoromethyl)-1,4-cyclohexanedicarboxaldehyde
CAS No.:153032-59-8
Molecular Formula:C₁₀H₁₂F₄O₂
Molecular Weight:240.198
Hs Code.:

Synonyms:trans-1,4-Bis(difluoromethyl)-1,4-cyclohexanedicarboxaldehyde

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of trans-1,4-Bis(difluoromethyl)-1,4-cyclohexanedicarboxaldehyde

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Technology Process of trans-1,4-Bis(difluoromethyl)-1,4-cyclohexanedicarboxaldehyde

There total 6 articles about trans-1,4-Bis(difluoromethyl)-1,4-cyclohexanedicarboxaldehyde 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: 85.0%

: 153032-56-5
trans-1,4-Bis(difluoromethyl)-1,4-cyclohexanedimethanol

: 153032-59-8
trans-1,4-Bis(difluoromethyl)-1,4-cyclohexanedicarboxaldehyde

Guidance literature:: With oxalyl dichloride; dimethyl sulfoxide; In dichloromethane; at -50 ℃; for 0.333333h;
DOI:10.1021/jo00076a055

Reference yield:

: 94-60-0
dimethyl 1,4-cyclohexane dicarboxylate

: 153032-59-8
trans-1,4-Bis(difluoromethyl)-1,4-cyclohexanedicarboxaldehyde

Guidance literature:: Multi-step reaction with 6 steps

1: 87 percent / diisopropylamine, n-BuLi / tetrahydrofuran; hexane / 1.) -78 deg C, 1 h, 2.) -68 deg C -> r.t.

2: 85 percent / 2,2,6,6-tetramethylpiperidine, n-BuLi / tetrahydrofuran; hexane / 1.) -78 deg C, 1 h, 2.) -70 deg C

3: 63 percent / DIBALH / CH₂Cl₂ / 3 h / -78 °C

4: (diethylamido)sulfur trifluoride / CH₂Cl₂ / 10 h / Ambient temperature

5: 91 percent / LiAlH₄ / diethyl ether / 8 h / Ambient temperature

6: 85 percent / oxalyl chloride, DMSO / CH₂Cl₂ / 0.33 h / -50 °C

With 2,2,6,6-tetramethyl-piperidine; lithium aluminium tetrahydride; n-butyllithium; oxalyl dichloride; (diethylamido)sulfur trifluoride; diisobutylaluminium hydride; dimethyl sulfoxide; diisopropylamine; In tetrahydrofuran; diethyl ether; hexane; dichloromethane;
DOI:10.1021/jo00076a055

Reference yield:

: 153032-50-9
Trimethyl 1,1,4-cyclohexanetricarboxylate

: 153032-59-8
trans-1,4-Bis(difluoromethyl)-1,4-cyclohexanedicarboxaldehyde

Guidance literature:: Multi-step reaction with 5 steps

1: 85 percent / 2,2,6,6-tetramethylpiperidine, n-BuLi / tetrahydrofuran; hexane / 1.) -78 deg C, 1 h, 2.) -70 deg C

2: 63 percent / DIBALH / CH₂Cl₂ / 3 h / -78 °C

3: (diethylamido)sulfur trifluoride / CH₂Cl₂ / 10 h / Ambient temperature

4: 91 percent / LiAlH₄ / diethyl ether / 8 h / Ambient temperature

5: 85 percent / oxalyl chloride, DMSO / CH₂Cl₂ / 0.33 h / -50 °C

With 2,2,6,6-tetramethyl-piperidine; lithium aluminium tetrahydride; n-butyllithium; oxalyl dichloride; (diethylamido)sulfur trifluoride; diisobutylaluminium hydride; dimethyl sulfoxide; In tetrahydrofuran; diethyl ether; hexane; dichloromethane;
DOI:10.1021/jo00076a055