Propiolic acid

Base Information

• Chemical Name: Propiolic acid
• CAS No.: 471-25-0
• Molecular Formula: C3H2O2
• Molecular Weight: 70.0477
• Hs Code.: 29161980
• European Community (EC) Number: 207-437-8
• NSC Number: 16152
• UNII: P2QW39G9LZ
• DSSTox Substance ID: DTXSID6060050
• Nikkaji Number: J5.941B
• Wikipedia: Propiolic_acid
• Wikidata: Q257590
• Metabolomics Workbench ID: 39044
• ChEMBL ID: CHEMBL1213530
• Mol file: 471-25-0.mol

Synonyms:propiolic acid;propiolic acid, monosodium salt;propynoic acid

Chemical Property of Propiolic acid

Chemical Property:

• Appearance/Colour: viscous yellow liquid
• Vapor Pressure: 3.65mmHg at 25°C
• Melting Point: 16-18 °C(lit.)
• Refractive Index: n20/D 1.431(lit.)
• Boiling Point: 139.7 °C at 760 mmHg
• PKA: 1.84(at 25℃)
• Flash Point: 58.9 °C
• PSA: 37.30000
• Density: 1.241 g/cm³
• LogP: -0.29580
• Storage Temp.: 2-8°C
• Water Solubility.: miscible
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 70.005479302
• Heavy Atom Count: 5
• Complexity: 84.3

Purity/Quality:

98.0% ^*data from raw suppliers

Propiolic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T
• Statements: 24/25-34-25-23/24/25
• Safety Statements: 26-36/37/39-45-24/25-7/9

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Organic Acids
• Canonical SMILES: C#CC(=O)O
• Uses: Propiolic acid is an intermediate in monohalogenated acetylene synthesis and a corrosion inhibitor for steel. Propiolic acid is a reagent used in the preparation of transition metal complexes, haloalkyl propiolates and halopropenoates. Reagent employed in the synthesis of transition metal complexes, haloalkyl propiolates, and halopropenoates.

Technology Process of Propiolic acid

There total 38 articles about Propiolic acid 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: 94.0%

Propargylamine (2450-71-7) → Propiolic acid (471-25-0)

Guidance literature:

Propargylamine; With sodium nitrate; at 30 - 45 ℃; for 3.33h;

With diethyleneglycol diacetate; antimonypentachloride; at 56 ℃; for 0.833333h; Temperature;

Reference yield: 93.0%

propargyl alcohol (107-19-7) → Propiolic acid (471-25-0)

Guidance literature:

With tert.-butylhydroperoxide; copper(l) chloride; In decane; acetonitrile; at 20 ℃; for 5h;

DOI:10.1016/j.tetlet.2008.02.031

Reference yield: 1.3%

propargyl alcohol (107-19-7) → Propiolsaeure-(2-propinyl)ester (4383-39-5) + Propiolic acid (471-25-0)

Guidance literature:

With sodium hydroxide; sodium hypochlorite; sulfuric acid; TEMPOL; In water; at 5 - 10 ℃; pH=8 - 10;

upstream raw materials:

trans-2-bromobutenedioic acid

cis-2-bromobutenedioic acid

sodium acetylide

methylammonium carbonate

Downstream raw materials:

bicyclo<2.2.2>octa-2,5-diene-2-carboxylic acid

3-phenylisoxazole-5-carboxylic acid

3-(Z)-(benzylsulfanyl)propenoic acid

3-(benzylthio)acrylic acid

Refernces

• 1、 -. "Environment-friendly preparation method of propiolic acid derivatives". Paragraph 0025-0026. . Retrieved 2020/02/14.
• 2、 -. "Synthetic method for flavonoid glycoside drug intermediate propiolic acid". Paragraph 0017-0020; 0022-0024; 0025-0028. . Retrieved 2018/07/30.