Bicyclo[2.2.2]octane-1-carbonyl chloride, 4-fluoro-(9CI)

Base Information

Chemical Name:Bicyclo[2.2.2]octane-1-carbonyl chloride, 4-fluoro-(9CI)
CAS No.:81687-78-7
Molecular Formula:C₉H₁₂ClFO
Molecular Weight:190.645
Hs Code.:
DSSTox Substance ID:DTXSID20509343
Wikidata:Q82366821
Mol file:81687-78-7.mol

Synonyms:81687-78-7;Bicyclo[2.2.2]octane-1-carbonyl chloride, 4-fluoro- (9CI);4-Fluorobicyclo[2.2.2]octane-1-carbonyl chloride;DTXSID20509343

Suppliers and Price of Bicyclo[2.2.2]octane-1-carbonyl chloride, 4-fluoro-(9CI)

Supply Marketing:

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

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 2 raw suppliers

Chemical Property of Bicyclo[2.2.2]octane-1-carbonyl chloride, 4-fluoro-(9CI)

Chemical Property:

PSA：17.07000
LogP:2.81430
XLogP3:2.5
Hydrogen Bond Donor Count:0
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:1
Exact Mass:190.0560709
Heavy Atom Count:12
Complexity:202

Purity/Quality:: 99%+ ^*data from raw suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:C1CC2(CCC1(CC2)C(=O)Cl)F

Technology Process of Bicyclo[2.2.2]octane-1-carbonyl chloride, 4-fluoro-(9CI)

There total 13 articles about Bicyclo[2.2.2]octane-1-carbonyl chloride, 4-fluoro-(9CI) 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:

: 72653-21-5
ethyl 1-acetyl-4-oxocyclohexane-1-carboxylate

: 81687-78-7
4-Fluoro-bicyclo[2.2.2]octane-1-carbonyl chloride

Guidance literature:: Multi-step reaction with 9 steps

1: methanol

2: H₂O/KOH / ethanol / 16 h / Ambient temperature

3: hydrazine hydrate, KOH / bis-(2-hydroxy-ethyl) ether / 10 h / Heating

4: 91 percent / concn H₂SO₄ / 1,2-dichloro-ethane / 20 h / Heating

5: 92 percent / BF₃*OEt₂ / Ambient temperature

6: 94 percent / NaOMe / methanol / 2 h / Heating

7: 92 percent / SF₄ / 24 h / Ambient temperature

8: 96 percent / H₂O/KOH / ethanol / 16 h / Ambient temperature

9: thionyl chloride

With potassium hydroxide; thionyl chloride; sulfuric acid; sulfur tetrafluoride; boron trifluoride diethyl etherate; water; sodium methylate; hydrazine hydrate; In methanol; ethanol; 1,2-dichloro-ethane; diethylene glycol;
DOI:10.1021/jo00136a028

Reference yield:

: 72653-14-6
1,5-di-tert-butyl 3-ethyl 3-acetylpentane-1,3,5-tricarboxylate

: 81687-78-7
4-Fluoro-bicyclo[2.2.2]octane-1-carbonyl chloride

Guidance literature:: Multi-step reaction with 11 steps

1: KOAc/Ac₂O / 2 h / Heating

2: 250 - 260 °C / 10 Torr

3: methanol

4: H₂O/KOH / ethanol / 16 h / Ambient temperature

5: hydrazine hydrate, KOH / bis-(2-hydroxy-ethyl) ether / 10 h / Heating

6: 91 percent / concn H₂SO₄ / 1,2-dichloro-ethane / 20 h / Heating

7: 92 percent / BF₃*OEt₂ / Ambient temperature

8: 94 percent / NaOMe / methanol / 2 h / Heating

9: 92 percent / SF₄ / 24 h / Ambient temperature

10: 96 percent / H₂O/KOH / ethanol / 16 h / Ambient temperature

11: thionyl chloride

With potassium hydroxide; thionyl chloride; sulfuric acid; sulfur tetrafluoride; boron trifluoride diethyl etherate; water; sodium methylate; potassium acetate; acetic anhydride; hydrazine hydrate; In methanol; ethanol; 1,2-dichloro-ethane; diethylene glycol;
DOI:10.1021/jo00136a028

Reference yield:

: 5-Acetyl-2,8-dioxo-oxocane-5-carboxylic acid ethyl ester

: 81687-78-7
4-Fluoro-bicyclo[2.2.2]octane-1-carbonyl chloride

Guidance literature:: Multi-step reaction with 10 steps

1: 250 - 260 °C / 10 Torr

2: methanol

3: H₂O/KOH / ethanol / 16 h / Ambient temperature

4: hydrazine hydrate, KOH / bis-(2-hydroxy-ethyl) ether / 10 h / Heating

5: 91 percent / concn H₂SO₄ / 1,2-dichloro-ethane / 20 h / Heating

6: 92 percent / BF₃*OEt₂ / Ambient temperature

7: 94 percent / NaOMe / methanol / 2 h / Heating

8: 92 percent / SF₄ / 24 h / Ambient temperature

9: 96 percent / H₂O/KOH / ethanol / 16 h / Ambient temperature

10: thionyl chloride

With potassium hydroxide; thionyl chloride; sulfuric acid; sulfur tetrafluoride; boron trifluoride diethyl etherate; water; sodium methylate; hydrazine hydrate; In methanol; ethanol; 1,2-dichloro-ethane; diethylene glycol;
DOI:10.1021/jo00136a028