1,4-DIOXANE-2-CARBOXALDEHYDE

Base Information

• Chemical Name: 1,4-DIOXANE-2-CARBOXALDEHYDE
• CAS No.: 56217-56-2
• Molecular Formula: C5H8O3
• Molecular Weight: 116.11522
• Mol file: 56217-56-2.mol

Synonyms:1,4-DIOXANE-2-CARBOXALDEHYDE

Chemical Property of 1,4-DIOXANE-2-CARBOXALDEHYDE

Chemical Property:

• Boiling Point: 194.1±25.0 °C(Predicted)
• PSA: 35.53000
• Density: 1.220±0.06 g/cm3(Predicted)
• LogP: -0.39930

Purity/Quality:

99%min ^*data from raw suppliers

1,4-DIOXANE-2-CARBOXALDEHYDE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1,4-DIOXANE-2-CARBOXALDEHYDE

There total 8 articles about 1,4-DIOXANE-2-CARBOXALDEHYDE 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: 86.22%

[(2S)-1,4-dioxan-2-yl]methanol (406913-93-7,143669-41-4) → (R)-1,4-dioxane-2-carboxaldehyde (934346-74-4,56217-56-2)

Guidance literature:

With 3-isobutyl-1-methylxanthine; In acetonitrile; at 70 ℃; for 4h;

Reference yield: 78.0%

(+/-)-2-(hydroxymethyl)-1,4-dioxane (29908-11-0,143669-41-4) → 1,4-dioxane-2-carbaldehyde (56217-56-2)

Guidance literature:

With 4-acetylamino-2,2,6,6-tetramethylpiperidine-1-oxoammonium tetrafluoroborate; In dichloromethane; at 20 ℃; for 6h;

DOI:10.1142/S108842462150070X

Reference yield:

(R)-1-(2-chloroethoxy)-3-chloropropan-2-ol (934346-53-9) → (R)-1,4-dioxane-2-carboxaldehyde (934346-74-4,56217-56-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 81 percent / NaOH / H₂O / 2 h / 20 °C

2: 36 percent / NaOH / H₂O / 2 h / 90 °C

3: 35 percent / oxalyl chloride; dimethyl sulfoxide; triethylamine / CH₂Cl₂ / 5 h / -78 - 20 °C

With sodium hydroxide; oxalyl dichloride; dimethyl sulfoxide; triethylamine; In dichloromethane; water; 3: Swern oxidation;

DOI:10.1016/j.bmc.2007.01.040

upstream raw materials:

[(2S)-1,4-dioxan-2-yl]methanol

(S)-2-((2-chloroethoxy)methyl)oxirane

(R)-1-(2-chloroethoxy)-3-chloropropan-2-ol

(2R)-2-[(2-chloroethoxy)methyl]oxirane

Refernces

• 1、 -. "1H-PYRROLO[2,3-B]PYRIDINE DERIVATIVES AS BCL-2 INHIBITORS FOR THE TREATMENT OF NEOPLASTIC AND AUTOIMMUNE DISEASES". Page/Page column 201-202; 205. . Retrieved 2021/07/02.
• 2、 Brückner, Christian,Damunupola, DInusha,Jiang, Xu-Liang. "Meso-Tetra(dioxanyl)porphyrins: Neutral, low molecular weight, and chiral porphyrins with solubility in aqueous solutions". . p. 734 - 740. Retrieved 2021/07/02.