3-Penten-2-OL

Base Information

• Chemical Name: 3-Penten-2-OL
• CAS No.: 3899-34-1
• Deprecated CAS: 42569-16-4
• Molecular Formula: C₅H₁₀O
• Molecular Weight: 86.1338
• European Community (EC) Number: 216-376-6,609-603-9
• DSSTox Substance ID: DTXSID501316091
• Nikkaji Number: J138D,J432.479J
• Mol file: 3899-34-1.mol

Synonyms:3-PENTEN-2-OL;trans-3-Penten-2-ol;3899-34-1;(E)-pent-3-en-2-ol;1569-50-2;(3E)-3-Penten-2-ol;3-Penten-2-ol, predominantly trans;Methyl 1-propenyl carbinol;EINECS 216-376-6;.alpha.,.gamma.-Dimethylallyl alcohol;AI3-28607;3-Penten-2-ol,predominantly trans;Methyl propenyl carbinol;3-pentene-2-ol;(E)-3-Penten-2-ol;3-Penten-2-ol (trans);3-Penten-2-ol,cis+trans;(3E)-3-Penten-2-ol #;GJYMQFMQRRNLCY-ONEGZZNKSA-N;DTXSID501316091;MFCD00004544;AKOS015841186;3-Penten-2-ol, predominantly trans, 96%;CS-0187943

Chemical Property of 3-Penten-2-OL

Chemical Property:

• Vapor Pressure: 8.18mmHg at 25°C
• Melting Point: 14.19°C (estimate)
• Refractive Index: n20/D 1.428(lit.)
• Boiling Point: 119-121 °C(lit.)
• PKA: 14.77±0.20(Predicted)
• Flash Point: 82 °F
• PSA: 20.23000
• Density: 0.843 g/mL at 25 °C(lit.)
• LogP: 0.94330
• Storage Temp.: 2-8°C
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 86.073164938
• Heavy Atom Count: 6
• Complexity: 47.9

Purity/Quality:

98%,99%, ^*data from raw suppliers

3-Penten-2-ol, predominantly trans 96% ^*data from reagent suppliers

Safty Information:

• Statements: 10
• Safety Statements: 23-24/25

MSDS Files:

Useful:

• Chemical Classes: Other Classes -> Alcohols and Polyols, Other
• Canonical SMILES: CC=CC(C)O
• Isomeric SMILES: C/C=C/C(C)O
• Uses: 3-Penten-2-ol is a constituent of the kiwi fruit that can be analysed by multidimensional gas chromatography-olfactometry (GC-O).

Technology Process of 3-Penten-2-OL

There total 27 articles about 3-Penten-2-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: 91.0%

→ amino acid R + (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:

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: 70.0%

(S)-(+)-pent-3-yn-2-ol (27301-54-8,57984-70-0,58072-60-9,90242-65-2) → (S)-(-)-Z-3-penten-2-ol (926-58-9,1569-50-2,3899-34-1,24652-50-4,35666-69-4,42569-15-3,42569-16-4,60102-79-6,60102-80-9,79646-46-1,95782-14-2,31001-81-7)

Guidance literature:

With quinoline; hydrogen; Lindlar's catalyst; under 760 Torr;

DOI:10.1021/jo9906274

upstream raw materials:

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

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

(E)-(R)-1-((R)-Toluene-4-sulfinyl)-pent-3-en-2-ol

3-penten-2-ol

Downstream raw materials:

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

biphenyl

(S)-4-phenylpentan-2-one

4-phenyl-(Z)-2-pentene

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.