(Z)-2-Decen-1-ol

Base Information

• Chemical Name: (Z)-2-Decen-1-ol
• CAS No.: 4194-71-2
• Molecular Formula: C10H20O
• Molecular Weight: 156.268
• Mol file: 4194-71-2.mol

Synonyms:cis-2-decen-1-ol;2(Z)-decen-1-ol;(Z)-2-decenol;cis-Δ2-Decenol-(1);(Z)-Dec-2-en-1-ol;dec-2c-en-1-ol;

Chemical Property of (Z)-2-Decen-1-ol

Chemical Property:

• Boiling Point: 70 °C(Press: 0.01 Torr)
• PKA: 14.46±0.10(Predicted)
• PSA: 20.23000
• Density: 0.845±0.06 g/cm3(Predicted)
• LogP: 2.89540

Purity/Quality:

cis-2-Decen-1-ol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: cis-2-Decen-1-ol is an intermediate in the synthesis of Falcarinol which is a covalent cannabinoid CB1 receptor antagonist and induces pro-allergic effects in skin. A natural pesticide produced by carrots and red ginseng, protecting hosts roots from various fungal diseases. It has been shown to have nutritional benefits, reducing the risk of developing specific forms of cancer.

Technology Process of (Z)-2-Decen-1-ol

There total 8 articles about (Z)-2-Decen-1-ol 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: 100.0%

2-decyn-1-ol (4117-14-0) → (Z)-2-decen-1-ol (4194-71-2)

Guidance literature:

With sodium tetrahydroborate; hydrogen; nickel(II) acetate tetrahydrate; ethylenediamine; In methanol; at 20 ℃; for 3h; Reagent/catalyst; Solvent; Temperature; Time;

DOI:10.1021/acs.jnatprod.8b00439

Reference yield: 96.0%

(Z)-2-(dec-2-en-1-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (1187817-22-6) → (Z)-2-decen-1-ol (4194-71-2)

Guidance literature:

With dihydrogen peroxide; sodium hydroxide; In tetrahydrofuran; water; at 0 - 20 ℃;

DOI:10.15227/orgsyn.088.0342

Reference yield:

1-nonyne (3452-09-3) → (Z)-2-decen-1-ol (4194-71-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: n-BuLi / tetrahydrofuran; hexane / 0.67 h / -78 °C

1.2: 85 percent / tetrahydrofuran; hexane / 20 °C

2.1: 92 percent / NaBH₄; 1,2-diaminoethane; hydrogen / Ni(OAc)2*4H₂O / methanol / 5 h / 20 °C

With sodium tetrahydroborate; n-butyllithium; hydrogen; ethylenediamine; nickel diacetate; In tetrahydrofuran; methanol; hexane;

DOI:10.1021/ja0686211

upstream raw materials:

2-decyn-1-ol

1-nonyne

1-Bromoheptane

(Z)-2-(dec-2-en-1-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Downstream raw materials:

[(2S,3R)-3-heptyloxiran-2-yl]methanol

(2R,3S)-3-heptyloxirane methanol

(Z)-2-decenyl 1-diphenylphosphate

(2S,3R)-2,3-epoxy-1-decanol tosylate

Refernces

• 1、 -. "CONTROLLING BIOFILMS WITH CYCLOPROPANATED FATTY ACIDS". Paragraph 0098-0099. . Retrieved 2020/05/29.
• 2、 Szamosvári, Dávid,B?ttcher, Thomas. "An Unsaturated Quinolone N-Oxide of Pseudomonas aeruginosa Modulates Growth and Virulence of Staphylococcus aureus". supporting information. p. 7271 - 7275. Retrieved 2017/06/13.