2,4-Pentanedione, 3-(2-propenyl)-

Base Information

• Chemical Name: 2,4-Pentanedione, 3-(2-propenyl)-
• CAS No.: 3508-78-9
• Molecular Formula: C8H12O2
• Molecular Weight: 140.182
• Hs Code.: 2914190090
• DSSTox Substance ID: DTXSID00188579
• Nikkaji Number: J110.540J
• Wikidata: Q83060387
• Mol file: 3508-78-9.mol

Synonyms:3-ALLYLPENTANE-2,4-DIONE;3508-78-9;2,4-Pentanedione, 3-(2-propenyl)-;3-prop-2-enylpentane-2,4-dione;2,4-Pentanedione, 3-allyl-;3-(prop-2-en-1-yl)pentane-2,4-dione;3-ALLYL-2,4-PENTANEDIONE;3-Allyl-pentane-2,4-dione;3-Allylacetylacetone;SCHEMBL1973010;DTXSID00188579;2-Allyl-1-mehtylbutandione-1,3;MFCD02090061;AKOS005198988;CS-0272294;EN300-101468;[3-(1-METHYLETHYL)-1H-INDAZOL-4-YL]BORONICACID

Chemical Property of 2,4-Pentanedione, 3-(2-propenyl)-

Chemical Property:

• Vapor Pressure: 0.349mmHg at 25°C
• Refractive Index: 1.43
• Boiling Point: 199 °C at 760 mmHg
• Flash Point: 76.8 °C
• PSA: 34.14000
• Density: 0.932 g/cm³
• LogP: 1.35670
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 140.083729621
• Heavy Atom Count: 10
• Complexity: 145

Purity/Quality:

99%, ^*data from raw suppliers

3-ALLYL PENTANE-2,4-DIONE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)C(CC=C)C(=O)C

Technology Process of 2,4-Pentanedione, 3-(2-propenyl)-

There total 33 articles about 2,4-Pentanedione, 3-(2-propenyl)- 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: 97.0%

allyl methyl carbonate (35466-83-2) + acetylacetone (123-54-6,81235-32-7) → 3-allyl-2,4-pentanedione (3508-78-9)

Guidance literature:

With chloro(1,5-cyclooctadiene)rhodium(I) dimer; (1,3,5-triaza-7-phosphaadamantane); In water; ethyl acetate; at 20 ℃; for 3.5h; Inert atmosphere;

DOI:10.1016/j.jorganchem.2010.10.037

Reference yield: 94.0%

allyl bromide (106-95-6) + acetylacetone (123-54-6,81235-32-7) → 3-allyl-2,4-pentanedione (3508-78-9)

Guidance literature:

With P(MeNCH₂CH₂)3N; In hexane; acetonitrile; at 25 ℃; for 0.5h;

DOI:10.1021/jo972350i

Reference yield: 89.0%

allyl methyl carbonate (35466-83-2) + acetylacetone (123-54-6,81235-32-7) → 3-allyl-2,4-pentanedione (3508-78-9) + 3,3-diallylpentane-2,4-dione (3508-79-0)

Guidance literature:

chloro(1,5-cyclooctadiene)(pentamethylcyclopentadiene)ruthenium(II); In 1,2-dichloro-ethane; at 90 ℃; for 6h;

DOI:10.1002/chem.200305340

upstream raw materials:

allyl bromide

acetylacetone

1,1'-(2-methyl-cyclopropane-1,1-diyl)-bis-ethanone

sodium acetylacetonate

Downstream raw materials:

acetylacetone

3,3-diallylpentane-2,4-dione

2-bromo-4,4-diacetylhepta-1,6-diene

(1E,6E)-4-Allyl-1,7-bis-(3,4-dimethoxy-phenyl)-hepta-1,6-diene-3,5-dione

Refernces

• 1、 Takahashi,Y. et al.. "-". . p. 1092 - 1093. Retrieved 1967.
• 2、 Zhang, Yang,Raines, Andrew J.,Flowers II, Robert A.. "Solvent-dependent chemoselectivities in Ce(IV)-mediated oxidative coupling reactions". . p. 2363 - 2365. Retrieved 2003.
• 3、 Hilker, Simon,Posevins, Daniels,Unelius, C. Rikard,B?ckvall, Jan-E.. "Chemoenzymatic Dynamic Kinetic Asymmetric Transformations of β-Hydroxyketones". supporting information. p. 15623 - 15627. Retrieved 2021/10/07.
• 4、 Motokura, Ken,Ikeda, Marika,Kim, Minjune,Nakajima, Kiyotaka,Kawashima, Sae,Nambo, Masayuki,Chun, Wang-Jae,Tanaka, Shinji. "Silica Support-Enhanced Pd-Catalyzed Allylation Using Allylic Alcohols". . p. 4536 - 4544. Retrieved 2018/09/21.