2-(4-Nitrophenyl)-1,3-oxathiolane

Base Information

• Chemical Name: 2-(4-Nitrophenyl)-1,3-oxathiolane
• CAS No.: 22391-06-6
• Molecular Formula: C9H9 N O3 S
• Molecular Weight: 211.241
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID40945047
• Nikkaji Number: J78.518K
• Mol file: 22391-06-6.mol

Synonyms:1,3-oxathiolane-4-nitrobenzene;4-nitrophenyl-1,3-oxathiolane

Chemical Property of 2-(4-Nitrophenyl)-1,3-oxathiolane

Chemical Property:

• Vapor Pressure: 7.7E-06mmHg at 25°C
• Melting Point: 78 °C
• Boiling Point: 386.8°Cat760mmHg
• Flash Point: 187.7°C
• PSA: 80.35000
• Density: 1.36g/cm³
• LogP: 2.88000
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 211.03031432
• Heavy Atom Count: 14
• Complexity: 211

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1CSC(O1)C2=CC=C(C=C2)[N+](=O)[O-]

Technology Process of 2-(4-Nitrophenyl)-1,3-oxathiolane

There total 4 articles about 2-(4-Nitrophenyl)-1,3-oxathiolane 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: 99.0%

4-nitrobenzaldehdye (555-16-8) + 2-hydroxyethanethiol (60-24-2) → 2-(4-nitrophenyl)-1,3-oxathiolane (22391-06-6)

Guidance literature:

With iodine; In water; at 20 ℃; for 0.416667h;

Reference yield: 97.0%

2,2-diphenyl-1,3-oxathiolane (33735-40-9) + 4-nitrobenzaldehdye (555-16-8) → 2-(4-nitrophenyl)-1,3-oxathiolane (22391-06-6)

Guidance literature:

trimethylsilyl trifluoromethanesulfonate; In dichloromethane; for 0.0833333h; Product distribution; Ambient temperature; deprotection of carbonyl compounds by -SCH₂CH₂O- uptake;

DOI:10.1039/c39940001937

Reference yield: 90.0%

p-nitrobenzaldehyde diethyl acetal (2403-62-5) + 2-hydroxyethanethiol (60-24-2) → 2-(4-nitrophenyl)-1,3-oxathiolane (22391-06-6)

Guidance literature:

With 2,4,4,6-Tetrabromo-2,5-cyclohexadien-1-one; In chloroform; for 0.583333h; Heating;

DOI:10.1080/10426500211712

upstream raw materials:

4-nitrobenzaldehdye

2-hydroxyethanethiol

2,2-diphenyl-1,3-oxathiolane

p-nitrobenzaldehyde diethyl acetal

Downstream raw materials:

4-nitrobenzaldehdye

4-nitro-benzoic acid

2-(4-nitrophenyl)-1,3-dithiolane

2-(p-nitrophenyl)-1,3-dioxane

Refernces

• 1、 Ren, Yi-Ming,Shao, Juan-Juan,Wu, Zhi-Chuan,Zhang, Shuai,Tao, Ting-Xian. "Facile protection of carbonyl compounds as oxathiolanes and thioacetals promoted by PEG1000-based dicationic acidic ionic liquid as chemoselective and recyclable catalyst". . p. 392 - 394. Retrieved 2014/06/09.
• 2、 Alinezhad, Heshmatollah,Fallahi, Shahrouz. "An efficient method for the oxathioacetalization of carbonyl compounds using N-bromosaccharin as a catalyst". experimental part. p. 927 - 929. Retrieved 2012/08/28.