rac-trans Jasmonic Acid

Base Information

• Chemical Name: rac-trans Jasmonic Acid
• CAS No.: 903510-51-0
• Molecular Formula: C₁₃H₂₀O₃
• Molecular Weight: 227.276
• Mol file: 903510-51-0.mol

Synonyms:rac-trans Jasmonic Acid;rac-trans JasMonic Acid-d3

Chemical Property of rac-trans Jasmonic Acid

Chemical Property:

• PSA: 54.37000
• LogP: 2.41270

Purity/Quality:

97% ^*data from raw suppliers

rac-transJasmonicAcid-d3 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Labelled Jasmonic Acid. A major constituent of essential oil of Jasmine, rac-trans JasMonic Acid-d3 can be used by the fragrance industry. This product is a clear, colorless to very light yellow oil that adheres to the surface of the vial. Labelled Jasmonic Acid. A major constituent of essential oil of Jasmine. Used by the fragrance industry. This product is a clear, colorless to very light yellow oil that adheres to the surface of the vial.

Technology Process of rac-trans Jasmonic Acid

There total 4 articles about rac-trans Jasmonic 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: 60.0%

methyl (1-[(2Z)-5,5,5-2H3-pent-2-en-1-yl]-6,10-dioxa-8,8-dimethylspiro[4.5]dec-2-yl)acetate → methyl (1-[(2Z)-5,5,5-2H3-pent-2-en-1-yl]-6,10-dioxa-8,8-dimethylspiro[4.5]dec-2-yl)acetate (903510-51-0)

Guidance literature:

With hydrogenchloride; In water; acetone; at 20 ℃; for 0.5h;

DOI:10.1002/jlcr.994

Reference yield:

methyl [1-(2-oxoethyl)-6,10-dioxa-8,8-dimethylspiro[4.5]dec-2-yl]acetate → methyl (1-[(2Z)-5,5,5-2H3-pent-2-en-1-yl]-6,10-dioxa-8,8-dimethylspiro[4.5]dec-2-yl)acetate (903510-51-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: potassium bis(trimethylsilyl)amide / tetrahydrofuran; toluene / 1 h / 20 °C

1.2: 61 percent / toluene; tetrahydrofuran / 1.5 h / -40 °C

2.1: 60 percent / HCl / H₂O; acetone / 0.5 h / 20 °C

With hydrogenchloride; potassium hexamethylsilazane; In tetrahydrofuran; water; acetone; toluene; 1.1: Wittig reaction;

DOI:10.1002/jlcr.994

Reference yield:

methyl (1-[(2Z)-pent-2-en-1-yl]-6,10-dioxa-8,8-dimethylspiro[4.5]dec-2-yl)acetate → methyl (1-[(2Z)-5,5,5-2H3-pent-2-en-1-yl]-6,10-dioxa-8,8-dimethylspiro[4.5]dec-2-yl)acetate (903510-51-0)

Guidance literature:

Multi-step reaction with 3 steps

1.1: ozone / methanol / 2 h

1.2: 71 percent / dimethyl sulfide / 1.5 h / 20 °C

2.1: potassium bis(trimethylsilyl)amide / tetrahydrofuran; toluene / 1 h / 20 °C

2.2: 61 percent / toluene; tetrahydrofuran / 1.5 h / -40 °C

3.1: 60 percent / HCl / H₂O; acetone / 0.5 h / 20 °C

With hydrogenchloride; potassium hexamethylsilazane; ozone; In tetrahydrofuran; methanol; water; acetone; toluene; 2.1: Wittig reaction;

DOI:10.1002/jlcr.994

upstream raw materials:

methyl jasmonate

Refernces