3-Penten-2-ol, (3Z)-

Base Information

• Chemical Name: 3-Penten-2-ol, (3Z)-
• CAS No.: 24652-50-4
• Molecular Formula: C5H10O
• Molecular Weight: 86.1338
• Mol file: 24652-50-4.mol

Synonyms:

Chemical Property of 3-Penten-2-ol, (3Z)-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3-Penten-2-ol, (3Z)-

There total 31 articles about 3-Penten-2-ol, (3Z)- 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: 99.0%

Pent-3-yn-2-ol (57984-70-0,58072-60-9,90242-65-2,27301-54-8) → (+/-)-2-pentanol (6032-29-7,13403-73-1) + (Z)-pent-3-en-2-ol (24652-50-4)

Guidance literature:

With hydrogen; copper-palladium; silica gel; In ethanol; at 25 ℃; under 760 Torr; Kinetics;

DOI:10.1021/jo001246p

Reference yield: 90.0%

(S,E)-carbonic acid pent-2-enyl methyl ester (288145-69-7) → (2S,3E)-pent-3-en-2-ol (1569-50-2,3899-34-1,24652-50-4,31001-81-7,35666-69-4,42569-15-3,42569-16-4,60102-79-6,60102-80-9,79646-46-1,95782-14-2,926-58-9)

Guidance literature:

With sodium hydroxide; at 20 ℃; for 48h;

DOI:10.1002/chem.200204657

Reference yield: 45.0%

vinyl acetate (108-05-4,9003-20-7) + 3-penten-2-ol (1569-50-2) → (2S,3E)-pent-3-en-2-ol (1569-50-2,3899-34-1,24652-50-4,31001-81-7,35666-69-4,42569-15-3,42569-16-4,60102-79-6,60102-80-9,79646-46-1,95782-14-2,926-58-9) + (R,E)-pent-3-en-2-yl acetate (19248-95-4)

Guidance literature:

With Novozyme 435 (lipase acrylic resin from Candida antarctica); In pentane; at 20 ℃; for 3h; optical yield given as %ee; Molecular sieve; Enzymatic reaction;

DOI:10.1021/ja304872j

upstream raw materials:

Pent-3-yn-2-ol

Pent-4-en-2-ol

phthalic acid mono-((S)-1-methyl-but-2t-enyl ester)

tert-Butyl-dimethyl-((E)-(S)-1-methyl-but-2-enyloxy)-silane

Downstream raw materials:

D-4-phenoxy-pent-2t-ene

(S)-(-)-Z-3-penten-2-ol

(R)-(-)-(Z)-pent-3-en-2-ol

1-(3-methyloxiran-2-yl)ethanol

Refernces

• 1、 Barker, Graeme,Johnson, David G.,Young, Paul C.,Macgregor, Stuart A.,Lee, Ai-Lan. "Chirality Transfer in Gold(I)-Catalysed Direct Allylic Etherifications of Unactivated Alcohols: Experimental and Computational Study". supporting information. p. 13748 - 13757. Retrieved 2015/09/22.
• 2、 Pulis, Alexander P.,Aggarwal, Varinder K.. "Erratum: Synthesis of enantioenriched tertiary boronic esters from secondary allylic carbamates. Application to the synthesis of C30 botryococcene (Journal of the American Chemical Society (2012) 134 (7570-7575) DOI: 10.1021/ja303022d)". supporting information; experimental part. p. 11298 - 11298. Retrieved 2012/08/28.