1-Pentalenecarboxylicacid,1,3a,4,6a-tetrahydro-,(1alpha,3aalpha,6aalpha)-(9CI)

Base Information

• Chemical Name: 1-Pentalenecarboxylicacid,1,3a,4,6a-tetrahydro-,(1alpha,3aalpha,6aalpha)-(9CI)
• CAS No.: 153879-99-3
• Molecular Formula: C₉H₁₀O₂
• Molecular Weight: 150.177
• Mol file: 153879-99-3.mol

Synonyms:1-Pentalenecarboxylicacid, 1,3a,4,6a-tetrahydro-, (1a,3aa,6aa)- (9CI); 1-Pentalenecarboxylic acid,1,3a,4,6a-tetrahydro-, (1a,3aa,6aa)-(?à)-

Chemical Property of 1-Pentalenecarboxylicacid,1,3a,4,6a-tetrahydro-,(1alpha,3aalpha,6aalpha)-(9CI)

Chemical Property:

• Boiling Point: 307.6±11.0 °C(Predicted)
• PKA: 4.17±0.20(Predicted)
• PSA: 37.30000
• Density: 1.233±0.06 g/cm3(Predicted)
• LogP: 1.44930

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-Pentalenecarboxylicacid,1,3a,4,6a-tetrahydro-,(1alpha,3aalpha,6aalpha)-(9CI)

There total 3 articles about 1-Pentalenecarboxylicacid,1,3a,4,6a-tetrahydro-,(1alpha,3aalpha,6aalpha)-(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: 92.0%

8-(Methylsulfonyl)tricyclo<3.3.1.03,7>non-4-en-2-one (153879-98-2,154002-36-5) → cis-Bicyclo<3.3.01,5>-3,7-octadien-2-endo-carboxylic acid (153879-99-3)

Guidance literature:

With potassium hydroxide; In tetrahydrofuran; for 4h; Heating;

DOI:10.1021/jo00086a049

Reference yield:

8-Hydroxytricyclo<3.3.1.03,7>non-4-en-2-one (153879-97-1,154002-35-4) → cis-Bicyclo<3.3.01,5>-3,7-octadien-2-endo-carboxylic acid (153879-99-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 70 percent / pyridine / 2 h / Ambient temperature

2: 92 percent / aq. KOH / tetrahydrofuran / 4 h / Heating

With pyridine; potassium hydroxide; In tetrahydrofuran;

DOI:10.1021/jo00086a049

Reference yield:

(1S,5R,8R)-8-Dimethoxymethyl-bicyclo[3.2.1]oct-6-en-2-one → cis-Bicyclo<3.3.01,5>-3,7-octadien-2-endo-carboxylic acid (153879-99-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 84 percent / 1 N aq. HCl / tetrahydrofuran / 8 h / Heating

2: 70 percent / pyridine / 2 h / Ambient temperature

3: 92 percent / aq. KOH / tetrahydrofuran / 4 h / Heating

With pyridine; hydrogenchloride; potassium hydroxide; In tetrahydrofuran;

DOI:10.1021/jo00086a049

upstream raw materials:

8-(Methylsulfonyl)tricyclo<3.3.1.0^3,7>non-4-en-2-one

8-Hydroxytricyclo<3.3.1.0^3,7>non-4-en-2-one