1-Penten-3-OL

Base Information

• Chemical Name: 1-Penten-3-OL
• CAS No.: 616-25-1
• Deprecated CAS: 67928-92-1
• Molecular Formula: C5H10O
• Molecular Weight: 86.1338
• Hs Code.: 29052900
• European Community (EC) Number: 210-472-1
• NSC Number: 65446
• UNII: DYU6Q1758M
• DSSTox Substance ID: DTXSID70862293
• Nikkaji Number: J77I
• Wikidata: Q27162126
• Metabolomics Workbench ID: 44981
• ChEMBL ID: CHEMBL2269086
• Mol file: 616-25-1.mol

Synonyms:1-penten-3-ol;1-pentene-3-ol

Chemical Property of 1-Penten-3-OL

Chemical Property:

• Appearance/Colour: colourless liquid
• Vapor Pressure: 11.2mmHg at 25°C
• Melting Point: 14.19°C (estimate)
• Refractive Index: n20/D 1.424(lit.)
• Boiling Point: 112.5 °C at 760 mmHg
• PKA: 14.49±0.20(Predicted)
• Flash Point: 25 °C
• PSA: 20.23000
• Density: 0.827 g/cm³
• LogP: 0.94330
• Storage Temp.: Flammables area
• Solubility.: 90.1g/l
• Water Solubility.: Slightly soluble in water
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 86.073164938
• Heavy Atom Count: 6
• Complexity: 41.2

Purity/Quality:

99% ^*data from raw suppliers

1-Penten-3-ol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 10-37-20
• Safety Statements: 23-24/25-16

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Alcohols and Polyols, Other
• Canonical SMILES: CCC(C=C)O
• Description: 1-Penten-3-ol is a volatile organic compound belonging to the family of unsaturated alcohols. It has a bitter, fruity, and green taste.
• Sources: Naturally emitted from vegetation, particularly in response to injuries or wounds. Also found in marine products such as sardines.
• Categories: Classified as an unsaturated alcohol and a biogenic volatile organic compound (BVOC).
• Uses: Utilized for lift in cucumber, melon, berry, and vegetable accords for fragrances.
• References: [1] Temperature dependent kinetic study of the gas phase reaction of ozone with 1-penten-3-ol, cis-2-penten-1-ol and trans-3-hexen-1-ol: Experimental and theoretical data; DOI 10.1016/j.atmosenv.2020.117306; [2] Product investigation of the gas phase ozonolysis of 1-penten-3-ol, cis-2-penten-1-ol and trans-3-hexen-1-ol; DOI 10.1016/j.atmosenv.2020.117732

Technology Process of 1-Penten-3-OL

There total 39 articles about 1-Penten-3-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%

vinyl magnesium bromide (1826-67-1) + propionaldehyde (123-38-6) → 1-Penten-3-ol (616-25-1)

Guidance literature:

In tetrahydrofuran; diethyl ether; at -78 - 20 ℃; for 1h; Inert atmosphere; Schlenk technique;

DOI:10.1002/anie.201904256

Reference yield: 89.1%

2,3-epoxypentane (4016-15-3) → 1-Penten-3-ol (616-25-1) + pentan-3-one (96-22-0)

Guidance literature:

With magnesium bromide; In N,N-dimethyl-formamide; at 130 ℃; for 1.16667h;

Reference yield: 84.0%

4-penten-3-one (1629-58-9) → 1-Penten-3-ol (616-25-1)

Guidance literature:

With C₃₆H₄₂Cu₆N₁₂S₆; isopropyl alcohol; sodium hydroxide; In isopropyl alcohol; at 100 ℃; for 24h; chemoselective reaction; Sealed tube; Inert atmosphere;

DOI:10.1021/acs.joc.7b02676

upstream raw materials:

diethylzinc

acrolein

ethylmagnesium bromide

divinylcarbinol

Downstream raw materials:

(E)-1-bromo-2-pentene

penta-1,3-diene

penta-1,2-diene

2-bromopent-1-ene

Refernces

• 1、 Zhang, Meng Juan,Young, David James,Ma, Ji Long,Shao, Guo Quan. "Copper(i) pyrimidine-2-thiolate cluster-based polymers as bifunctional visible-light-photocatalysts for chemoselective transfer hydrogenation of α,β-unsaturated carbonyls". . p. 14899 - 14904. Retrieved 2021/05/19.
• 2、 Peil, Sebastian,Guthertz, Alexandre,Biberger, Tobias,Fürstner, Alois. "Hydrogenative Cyclopropanation and Hydrogenative Metathesis". supporting information. p. 8851 - 8856. Retrieved 2019/05/28.