SERRICORNIN

Base Information

• Chemical Name: SERRICORNIN
• CAS No.: 72522-40-8
• Molecular Formula: C₁₁H₂₂O₂
• Molecular Weight: 186.294
• Mol file: 72522-40-8.mol

Synonyms:4,6-Dimethyl-7-hydroxy-3-nonanone

Chemical Property of SERRICORNIN

Chemical Property:

• Vapor Pressure: 0.000209mmHg at 25°C
• Boiling Point: 291.5°C at 760 mmHg
• PKA: 15.01±0.20(Predicted)
• Flash Point: 122.6°C
• PSA: 37.30000
• Density: 0.904g/cm³
• LogP: 2.39870
• Storage Temp.: Refrigerator
• Solubility.: Benzene (Slightly), Chloroform (Slightly), Methanol (Slightly)

Purity/Quality:

97% ^*data from raw suppliers

Serricornin ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: The sex pheromone of Cigarette Beetle The sex pheromone of Cigarette Beetle.

Technology Process of SERRICORNIN

There total 99 articles about SERRICORNIN 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: 83.0%

(-)-(E)-(6S,7S)-4,6-dimethyl-7-hydroxy-4-nonen-3-one (131026-16-9) → (4RS,6SR,7SR)-Serricornin (72522-40-8,72598-35-7,78479-17-1,84277-58-7,84823-59-6,84823-60-9,86421-21-8,91739-31-0,91739-32-1,91739-33-2,91739-34-3,92999-14-9,94731-15-4,94731-16-5,94731-17-6,94731-18-7,99945-27-4,99945-28-5,99945-29-6)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; for 24h; Ambient temperature;

DOI:10.1016/S0040-4020(01)96030-2

Reference yield: 43.0%

(4RS,6S,7S)-7-t-butyldimethylsilyloxy-4,6-dimethyl-3-nonanone (78433-62-2,80658-01-1,84277-56-5,84277-57-6) → (4R,6S,7S)-7-hydroxy-4,6-dimethyl-3-nonanone (72522-40-8,72598-35-7,78479-17-1,84823-59-6,84823-60-9,86421-21-8,91739-31-0,91739-32-1,91739-33-2,91739-34-3,92999-14-9,94731-15-4,94731-16-5,94731-17-6,94731-18-7,99945-27-4,99945-28-5,99945-29-6,84277-58-7) + (-)-serricornin (72598-35-7)

Guidance literature:

With water; acetic acid; In tetrahydrofuran; at 40 ℃; for 24h;

DOI:10.1016/S0040-4020(01)96694-3

Reference yield: 11.0%

(4RS,6SR,7SR)-Serricornin (72522-40-8,72598-35-7,78479-17-1,84277-58-7,84823-59-6,84823-60-9,86421-21-8,91739-31-0,91739-32-1,91739-33-2,91739-34-3,92999-14-9,94731-15-4,94731-16-5,94731-17-6,94731-18-7,99945-27-4,99945-28-5,99945-29-6) → (4R,6S,7S)-7-hydroxy-4,6-dimethyl-3-nonanone (72522-40-8,72598-35-7,78479-17-1,84823-59-6,84823-60-9,86421-21-8,91739-31-0,91739-32-1,91739-33-2,91739-34-3,92999-14-9,94731-15-4,94731-16-5,94731-17-6,94731-18-7,99945-27-4,99945-28-5,99945-29-6,84277-58-7) + (-)-serricornin (72598-35-7) + (4S,6S,7S)-Serricornin (91660-58-1,91739-35-4,93218-38-3,129707-00-2,129707-01-3,129707-02-4,129707-03-5,129707-04-6,129707-05-7,129707-06-8)

Guidance literature:

With toluene-4-sulfonic acid; In tetrahydrofuran; water; at 50 ℃; for 5h; Yields of byproduct given;

DOI:10.1016/S0040-4020(01)96030-2

upstream raw materials:

(-)-(E)-(6S,7S)-4,6-dimethyl-7-hydroxy-4-nonen-3-one

(-)-serricornin

(4RS,6S,7S)-7-t-butyldimethylsilyloxy-4,6-dimethyl-3-nonanone

(4RS,6SR,7SR)-Serricornin

Downstream raw materials:

(4R,6S,7S)-7-hydroxy-4,6-dimethyl-3-nonanone

(-)-serricornin

(4S,6S,7S)-Serricornin

(4R^*,6R^*,7S^*)-7-acetyloxy-4,6-dimethyl-3-nonanone