1-Ethenyl-2-oxabicyclo[2.2.2]octane-4-carboxylic acid

Base Information

Chemical Name:1-Ethenyl-2-oxabicyclo[2.2.2]octane-4-carboxylic acid
CAS No.:340023-04-3
Molecular Formula:C₁₀H₁₄O₃
Molecular Weight:182.219
Hs Code.:
DSSTox Substance ID:DTXSID801214545

Synonyms:340023-04-3;1-ethenyl-2-oxabicyclo[2.2.2]octane-4-carboxylic acid;1-Vinyl-2-oxabicyclo[2.2.2]octane-4-carboxylic acid;MFCD20658989;SCHEMBL1566353;DTXSID801214545;AKOS025289980;AB91805;AS-51507;SY233987;CS-0058907;P12820;1-Vinyl-2-oxabicyclo[2.2.2]octane-4-carboxylicacid

Suppliers and Price of 1-Ethenyl-2-oxabicyclo[2.2.2]octane-4-carboxylic acid

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 5 raw suppliers

Chemical Property of 1-Ethenyl-2-oxabicyclo[2.2.2]octane-4-carboxylic acid

Chemical Property:

XLogP3:0.9
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:2
Exact Mass:182.094294304
Heavy Atom Count:13
Complexity:249

Purity/Quality:: 97% ^*data from raw suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Canonical SMILES:C=CC12CCC(CC1)(CO2)C(=O)O

Technology Process of 1-Ethenyl-2-oxabicyclo[2.2.2]octane-4-carboxylic acid

There total 11 articles about 1-Ethenyl-2-oxabicyclo[2.2.2]octane-4-carboxylic acid 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: 74.0%

: 340023-03-2
(1-vinyl-2-oxabicyclo[2.2.2]octan-4-yl)methanol

: 340023-04-3
1-vinyl-2-oxabicyclo[2.2.2]octane-4-carboxylic acid

Guidance literature:: With pyridinium dichromate; In N,N-dimethyl-formamide; at 25 - 40 ℃; for 3.5h;
DOI:10.1021/ml500069w

Reference yield:

: 57899-62-4
triethyl 4-oxocyclohexane-1,1,3-tricarboxylate

: 340023-04-3
1-vinyl-2-oxabicyclo[2.2.2]octane-4-carboxylic acid

Guidance literature:: Multi-step reaction with 10 steps

1: sodium chloride / water; dimethyl sulfoxide / 1.7 h / 160 °C

2: toluene-4-sulfonic acid / toluene / 4 h / Reflux

3: lithium aluminium tetrahydride / diethyl ether / 3 h / -20 - 0 °C

4: pyridine / 20 °C / Cooling with ice

5: hydrogenchloride / tetrahydrofuran / 5 h / Reflux

6: tetrahydrofuran / 5.25 h / -78 °C

7: sodium hydride / mineral oil; 1,2-dimethoxyethane / 3 h / Cooling with ice; Reflux

8: N,N-dimethyl-formamide / 100 °C

9: potassium carbonate; water / methanol / 2 h / 20 °C / Cooling with ice

10: dipyridinium dichromate / N,N-dimethyl-formamide / 3.5 h / 40 °C / Cooling with ice

With pyridine; hydrogenchloride; lithium aluminium tetrahydride; dipyridinium dichromate; water; sodium hydride; potassium carbonate; toluene-4-sulfonic acid; sodium chloride; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; diethyl ether; water; dimethyl sulfoxide; N,N-dimethyl-formamide; toluene; mineral oil;

Reference yield:

: 55704-60-4
4-oxo-cyclohexane-1,1-dicarboxylic acid diethyl ester

: 340023-04-3
1-vinyl-2-oxabicyclo[2.2.2]octane-4-carboxylic acid

Guidance literature:: Multi-step reaction with 9 steps

1: toluene-4-sulfonic acid / toluene / 4 h / Reflux

2: lithium aluminium tetrahydride / diethyl ether / 3 h / -20 - 0 °C

3: pyridine / 20 °C / Cooling with ice

4: hydrogenchloride / tetrahydrofuran / 5 h / Reflux

5: tetrahydrofuran / 5.25 h / -78 °C

6: sodium hydride / mineral oil; 1,2-dimethoxyethane / 3 h / Cooling with ice; Reflux

7: N,N-dimethyl-formamide / 100 °C

8: potassium carbonate; water / methanol / 2 h / 20 °C / Cooling with ice

9: dipyridinium dichromate / N,N-dimethyl-formamide / 3.5 h / 40 °C / Cooling with ice

With pyridine; hydrogenchloride; lithium aluminium tetrahydride; dipyridinium dichromate; water; sodium hydride; potassium carbonate; toluene-4-sulfonic acid; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; diethyl ether; N,N-dimethyl-formamide; toluene; mineral oil;