2-(4-Chlorophenyl)-1,3-dithiane

Base Information

• Chemical Name: 2-(4-Chlorophenyl)-1,3-dithiane
• CAS No.: 10359-09-8
• Molecular Formula: C10H11 Cl S2
• Molecular Weight: 230.782
• DSSTox Substance ID: DTXSID80145923
• Nikkaji Number: J711.178I
• Wikidata: Q83010627
• Mol file: 10359-09-8.mol

Synonyms:2-(4-chlorophenyl)-1,3-dithiane;10359-09-8;m-DITHIANE, 2-(p-CHLOROPHENYL)-;1,3-Dithiane, 2-(4-chlorophenyl)-;BRN 1310714;2-(p-Chlorophenyl)-m-dithiane;5-19-01-00463 (Beilstein Handbook Reference);SCHEMBL5434824;2-(4-chlorophenyl)-m-dithiane;DTXSID80145923;MFCD01729776;LS-63113;C3649;E85539;10.14272/DMMIKGLVFJCJDY-UHFFFAOYSA-N.1;doi:10.14272/DMMIKGLVFJCJDY-UHFFFAOYSA-N.1

Chemical Property of 2-(4-Chlorophenyl)-1,3-dithiane

Chemical Property:

• Vapor Pressure: 6.4E-05mmHg at 25°C
• Boiling Point: 355.5°Cat760mmHg
• Flash Point: 158.7°C
• Density: 1.271g/cm³
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 229.9990704
• Heavy Atom Count: 13
• Complexity: 149

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CSC(SC1)C2=CC=C(C=C2)Cl

Technology Process of 2-(4-Chlorophenyl)-1,3-dithiane

There total 20 articles about 2-(4-Chlorophenyl)-1,3-dithiane 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: 100.0%

1.3-propanedithiol (109-80-8) + 4-chlorobenzaldehyde (104-88-1) → 2-(4-chlorophenyl)-1,3-dithiane (10359-09-8)

Guidance literature:

With lithium tetrafluoroborate; at 25 ℃; for 3h;

DOI:10.1055/s-2004-829084

Reference yield: 99.0%

1.3-propanedithiol (109-80-8) + 2-(4-chloro-phenyl)-[1,3]dioxane (6413-52-1) → 2-(4-chlorophenyl)-1,3-dithiane (10359-09-8)

Guidance literature:

With tetra-N-butylammonium tribromide; In tetrahydrofuran; at 20 ℃; for 0.08h;

DOI:10.1039/b402648a

Reference yield: 98.5%

4-chlorobenzaldehyde (104-88-1) + 2-(1,3-dithian-2-ylidene)-3-oxobutanoic acid (682360-46-9) → 2-(4-chlorophenyl)-1,3-dithiane (10359-09-8)

Guidance literature:

With methanol; acetyl chloride; at 20 ℃; for 2h;

DOI:10.1139/v05-184

upstream raw materials:

1.3-propanedithiol

4-chlorobenzaldehyde

Cyclohepta-1,3,5-triene

2-(4-Chlorphenyl)-1,3-dithian-2-ylium-tetrafluoroborat

Downstream raw materials:

4-chlorobenzaldehyde

2-(2-bromobenzyl)-2-(4-chlorophenyl)-1,3-dithiane

C₁₅H₁₉ClOS₂

1-chloro-4-(trimethoxymethyl)benzene

Refernces

• 1、 Rudrawar, Santosh,Besra, Ram C.,Chakraborti, Asit K.. "Perchloric acid adsorbed on silica gel (HClO4-SiO2) as an extremely efficient and reusable catalyst for 1,3-dithiolane/dithiane formation". . p. 2767 - 2771. Retrieved 2006.
• 2、 Firouzabadi, Habib,Karimi, Babak,Eslami, Shahram. "Lithium trifluoromethanesulfonate (LiOTf) as a highly efficient catalyst for chemoselective dithioacetalization of carbonyl compounds under neutral and solvent-free conditions". . p. 4055 - 4058. Retrieved 1999.
• 3、 Veisi, Hojat,Amiri, Mostafa,Hamidian, Amir Hossein,Malakootikhah, Javad,Fatolahi, Leila,Faraji, Alireza,Sedrpoushan, Alireza,Maleki, Behrooz,Saremi, Shokufe Ghahri,Noroozi, Mohammad,Bahadoori, Fatemeh,Veisi, Somayeh. "1,3-dibromo-5,5-dimethylhydantoin (DBH) as a mild and efficient catalyst for chemoselective thioacetalization of carbonyl compounds and dethioacetalization under mild conditions". . p. 689 - 696. Retrieved 2010.
• 4、 Ranu, Brindaban C.,Das, Arijit,Samanta, Sampak. "Highly efficient transthioacetalization of O,O-acetals catalyzed by indium(III) chloride". . p. 727 - 730. Retrieved 2002.
• 5、 Yu, Hai-Feng. "Chemoselective and odorless transthioacetalization of acetals using α-oxo-ketene dithioacetals as thiol equivalents". . p. 1280 - 1286. Retrieved 2013.
• 6、 Firouzabadi, Habib,Iranpoor, Nasser,Karimi, Babak. "Zirconium tetrachloride (ZrCl4) catalyzed highly chemoselective and efficient transthioacetalization of acetals". . p. 319 - 320. Retrieved 1999.
• 7、 De, Surya Kanta. "Yttrium triflate as an efficient and useful catalyst for chemoselective protection of carbonyl compounds". . p. 2339 - 2341. Retrieved 2004.
• 8、 Dong, Dewen,Ouyang, Yan,Yu, Haifeng,Liu, Qun,Liu, Jun,Wang, Mang,Zhu, Jing. "Chemoselective thioacetalization in water: 3-(1,3-dithian-2-ylidene) pentane-2,4-dione as an odorless, efficient, and practical thioacetalization reagent". . p. 4535 - 4537. Retrieved 2005.
• 9、 Firouzabadi,Iranpoor,Hazarkhani. "Iodine catalyzes efficient and chemoselective thioacetalization of carbonyl functions, transthioacetalization of O,O- and S,O-acetals and acylals". . p. 7527 - 7529. Retrieved 2001.
• 10、 Ouyang, Yan,Dong, Dewen,Liang, Yongjiu,Chai, Yanyan,Liu, Qun. "Acid-promoted thioacetalization in water using 2-(1,3-dithian-2-ylidene) malonic acid as an odorless and efficient thioacetalization reagent". . p. 993 - 1000. Retrieved 2007.