(R)-(+)-2-Propyl-4-pentynoic acid

Base Information

• Chemical Name: (R)-(+)-2-Propyl-4-pentynoic acid
• CAS No.: 136378-13-7
• Molecular Formula: C8H12O2
• Molecular Weight: 140.1797
• DSSTox Substance ID: DTXSID20929360
• Nikkaji Number: J415.766D
• Wikidata: Q82904222
• Mol file: 136378-13-7.mol

Synonyms:136378-13-7;(R)-4-yn-VPA;R(+)-4-Yn-valproic acid;R-2-n-Propyl-4-pentynoic acid;(R)-(+)-2-Propyl-4-pentynoic acid;4-Pentynoic acid, 2-propyl-, (2R)-;DTXSID20929360

Chemical Property of (R)-(+)-2-Propyl-4-pentynoic acid

Chemical Property:

• Vapor Pressure: 0.0179mmHg at 25°C
• Boiling Point: 234.8°C at 760 mmHg
• Flash Point: 110.7°C
• Density: 1.005g/cm³
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 140.083729621
• Heavy Atom Count: 10
• Complexity: 152

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCC(CC#C)C(=O)O
• Isomeric SMILES: CCC[C@H](CC#C)C(=O)O

Technology Process of (R)-(+)-2-Propyl-4-pentynoic acid

There total 7 articles about (R)-(+)-2-Propyl-4-pentynoic 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:

diethyl propylmalonate (2163-48-6) → (+/-)-2-n-propyl-4-pentynoic acid (24102-11-2,136378-13-7,136378-14-8)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium ethanolate / ethanol / 78 °C

2: KOH / H₂O; ethanol / Heating

3: 120 - 180 °C / Heating

With potassium hydroxide; sodium ethanolate; In ethanol; water; 1: Alkylation / 2: Hydrolysis / 3: Decarboxylation;

DOI:10.1021/tx950216s

Reference yield:

2-propyl-2-prop-2-ynyl-malonic acid diethyl ester (245079-02-1) → (+/-)-2-n-propyl-4-pentynoic acid (24102-11-2,136378-13-7,136378-14-8)

Guidance literature:

Multi-step reaction with 2 steps

1: KOH / H₂O; ethanol / Heating

2: 120 - 180 °C / Heating

With potassium hydroxide; In ethanol; water; 1: Hydrolysis / 2: Decarboxylation;

DOI:10.1021/tx950216s

Reference yield:

2-propyl-2-prop-2-ynyl-malonic acid → (+/-)-2-n-propyl-4-pentynoic acid (24102-11-2,136378-13-7,136378-14-8)

Guidance literature:

at 120 - 180 ℃; Heating;

DOI:10.1021/tx950216s

upstream raw materials:

α-Propyl-α-propargylacetoacetat-ethylester

diethyl propylmalonate

propargyl bromide

2-propyl-2-prop-2-ynyl-malonic acid diethyl ester

Downstream raw materials:

(+/-)-2-n-propyl-4-oxo-pentanoic acid