1,2,3,4-Tetrachloro-5,5-dimethoxycyclopenta-1,3-diene

Base Information

• Chemical Name: 1,2,3,4-Tetrachloro-5,5-dimethoxycyclopenta-1,3-diene
• CAS No.: 2207-27-4
• Molecular Formula: C7H6Cl4O2
• Molecular Weight: 263.935
• Hs Code.: 29110000
• European Community (EC) Number: 218-623-3
• NSC Number: 5584
• DSSTox Substance ID: DTXSID20176559
• Nikkaji Number: J149.981E
• Wikidata: Q72504762
• ChEMBL ID: CHEMBL4072829
• Mol file: 2207-27-4.mol

Synonyms:2207-27-4;5,5-Dimethoxy-1,2,3,4-tetrachlorocyclopentadiene;1,2,3,4-Tetrachloro-5,5-dimethoxycyclopentadiene;1,2,3,4-Tetrachloro-5,5-dimethoxycyclopenta-1,3-diene;1,3-Cyclopentadiene, 1,2,3,4-tetrachloro-5,5-dimethoxy-;5,5-Dimethyl-1,2,3,4-tetrachlorocyclopentadiene;2,3,4,5-Tetrachlorocyclopentadienone dimethyl acetal;NSC5584;5,5-Dimethoxytetrachlorocyclopentadiene;Cyclopentadienone, tetrachloro-, dimethyl acetal;1,1-Dimethoxy-2,3,4,5-tetrachlorocyclopentadiene;2,3,4,5-Tetrachloro-1,1-dimethoxycyclopentadiene;SCHEMBL819195;CHEMBL4072829;DTXSID20176559;NSC 5584;NSC-5584;EINECS 218-623-3;2,4-Cyclopentadien-1-one, 2,3,4,5-tetrachloro-, dimethyl acetal;MFCD00001353;AKOS015913442;Tetrachlorocyclopentadienone dimethyl ketal;Tetrachlorocyclopentadienone dimethyl acetal;AI3-23893;1, 1,2,3,4-tetrachloro-5,5-dimethoxy-;A4749;CS-0450016;FT-0619775;T0928;D92419;Q-102034;1,2,3,4-Tetrachloro-5,5-dimethoxy-1,3-cyclopentadiene;5,5-dimethoxy-1,2,3,4-tetrachlorocyclopenta-1,3-diene;5,5-Dimethoxy-1,2,3,4-tetrachlorocyclopentadiene, 96%;1, 2, 3, 4-Tetrachloro-5, 5-dimethoxy-1,3-cyclopentadiene

Chemical Property of 1,2,3,4-Tetrachloro-5,5-dimethoxycyclopenta-1,3-diene

Chemical Property:

• Vapor Pressure: 0.0614mmHg at 25°C
• Melting Point: 26-28 °C
• Refractive Index: n20/D 1.525
• Boiling Point: 239.6 °C at 760 mmHg
• Flash Point: 66.7 °C
• PSA: 18.46000
• Density: 1.501g/cm³
• LogP: 3.36750
• Storage Temp.: 2-8°C
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 263.909240
• Heavy Atom Count: 13
• Complexity: 265

Purity/Quality:

98%,99%, ^*data from raw suppliers

5,5-Dimethoxy-1,2,3,4-tetrachlorocyclopentadiene ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: COC1(C(=C(C(=C1Cl)Cl)Cl)Cl)OC
• Uses: 5,5-Dimethoxy-1,2,3,4-tetrachlorocyclopentadiene, can form endo-adduct with 1,3-cyclopentadiene.

Technology Process of 1,2,3,4-Tetrachloro-5,5-dimethoxycyclopenta-1,3-diene

There total 5 articles about 1,2,3,4-Tetrachloro-5,5-dimethoxycyclopenta-1,3-diene 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: 87.0%

methanol (67-56-1) + hexachlorocyclopentadiene (77-47-4) → 5,5-dimethoxy-1,2,3,4-tetrachlorocyclopentadiene (2207-27-4)

Guidance literature:

With potassium hydroxide; at 20 ℃; for 4.5h; Inert atmosphere;

DOI:10.1021/jo302467w

Reference yield: 22.0%

methanol (67-56-1) + hexachlorocyclopentadiene (77-47-4) → (2Z)-2,3,4,5,5-pentachloropenta-2,4-dienic acid (82172-05-2) + 5,5-dimethoxy-1,2,3,4-tetrachlorocyclopentadiene (2207-27-4)

Guidance literature:

With potassium hydroxide; at 20 - 50 ℃; for 12h;

DOI:10.1007/s11172-019-2650-9

Reference yield:

hexachlorocyclopentadiene (77-47-4) → 5,5-dimethoxy-1,2,3,4-tetrachlorocyclopentadiene (2207-27-4)

Guidance literature:

With potassium hydroxide; at 48 - 60 ℃;

upstream raw materials:

hexachlorocyclopentadiene

methanol

sodium methylate

Downstream raw materials:

1-(3-chloropropyl)-2,3,4,5-tetrachlorobenzene

3,5,5-Trimethoxy-1,2,4-trichlorocyclopentadiene

Refernces

• 1、 Egorov,Khalilov,Gimalova,Miftakhov. "(2Z)-2,3,4,5,5-Pentachloropenta-2,4-dienic acid as a minor product in the synthesis of 5,5-dimetoxytetrachlorocyclopentadiene from hexachlorocyclopentadiene". . p. 1940 - 1943. Retrieved 2019.
• 2、 Lee, Jihye,Shi, Yijiang,Vega, Mario,Yang, Yonghui,Gera, Joseph,Jung, Michael E.,Lichtenstein, Alan. "Structure-activity relationship study of small molecule inhibitors of the DEPTOR-mTOR interaction". . p. 4714 - 4724. Retrieved 2017/09/29.