1-Pentyn-3-ol

Base Information

• Chemical Name: 1-Pentyn-3-ol
• CAS No.: 4187-86-4
• Molecular Formula: C5H8 O
• Molecular Weight: 84.1179
• Hs Code.: 2905290000
• European Community (EC) Number: 224-063-0
• NSC Number: 60556
• DSSTox Substance ID: DTXSID50871060
• Nikkaji Number: J147.969E
• Mol file: 4187-86-4.mol

Synonyms:1-pentyn-3-ol

Chemical Property of 1-Pentyn-3-ol

Chemical Property:

• Appearance/Colour: CLEAR YELLOW LIQUID
• Vapor Pressure: 5.24mmHg at 25°C
• Melting Point: -24.1°C (estimate)
• Refractive Index: n20/D 1.434(lit.)
• Boiling Point: 126.9°Cat760mmHg
• PKA: 13.28±0.20(Predicted)
• Flash Point: 29 ºC
• PSA: 20.23000
• Density: 0.975
• LogP: 0.39050
• Storage Temp.: Flammables area
• Water Solubility.: Slightly soluble in water.
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 84.057514874
• Heavy Atom Count: 6
• Complexity: 67.3

Purity/Quality:

99% ^*data from raw suppliers

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

Safty Information:

• Hazard Codes: T
• Statements: 10-23/24/25
• Safety Statements: 16-36/37/39-45

MSDS Files:

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCC(C#C)O
• Uses: 1-Pentyn-3-ol is used as a pharmaceutical intermediate.

Technology Process of 1-Pentyn-3-ol

There total 15 articles about 1-Pentyn-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: 87.0%

propionaldehyde (123-38-6) + acetylene (74-86-2,25067-58-7) → pent-1-yn-3-ol (4187-86-4)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; at -78 ℃;

DOI:10.1016/S0040-4039(00)61686-6

Reference yield: 60.0%

propionaldehyde (123-38-6) + acetylenemagnesium bromide (4301-14-8) → pent-1-yn-3-ol (4187-86-4)

Guidance literature:

In tetrahydrofuran; at 0 ℃; for 2h;

DOI:10.1039/c7ob02609a

Reference yield: 42.5%

Propargylic aldehyde (624-67-9) + ethyl bromide (74-96-4) → pent-1-yn-3-ol (4187-86-4)

Guidance literature:

With magnesium; In tetrahydrofuran; diethyl ether;

DOI:10.1134/S1070363214030086

upstream raw materials:

Propargylic aldehyde

ethylmagnesium bromide

2-bromo-1-penten-3-ol

ethynyldimagnesium dibromide

Downstream raw materials:

1-phenyl-octa-1,3,5-triyne

3-Chloro-1-pentyne

pent-1-yn-3-one

1-phenyl-3,4-heptadiene

Refernces

• 1、 Gao, Xing,Cheng, Ran,Xiao, Yu-Lan,Wan, Xiao-Long,Zhang, Xingang. "Copper-Catalyzed Highly Enantioselective Difluoroalkylation of Secondary Propargyl Sulfonates with Difluoroenoxysilanes". supporting information. p. 2987 - 2999. Retrieved 2019/11/14.
• 2、 Gharibyan,Makaryan,Hovhannisyan,Kinoyan,Chobanyan. "Some special features of hydroalumination-iodination of alkyne-1,4-diols". . p. 457 - 464. Retrieved 2014/05/20.