3-Tert-butylpentane-2,4-dione

Base Information

• Chemical Name: 3-Tert-butylpentane-2,4-dione
• CAS No.: 13221-94-8
• Molecular Formula: C₉H₁₆O₂
• Molecular Weight: 156.225
• Hs Code.: 2914190090
• NSC Number: 103095
• DSSTox Substance ID: DTXSID30295563
• Nikkaji Number: J328.151E
• Wikidata: Q82035549
• Mol file: 13221-94-8.mol

Synonyms:3-tert-butylpentane-2,4-dione;13221-94-8;3-(tert-butyl)pentane-2,4-dione;3-(tert-Butyl)-2,4-pentanedione;NSC103095;3-t-butyl-acetylacetone;SCHEMBL2914550;3-tert-butyl-pentane-2,4-dione;DTXSID30295563;YTSTYSFZVKPLAT-UHFFFAOYSA-N;MFCD01846256;AKOS004907993;NSC-103095;CS-0324551;7Y-0608;J-511000

Chemical Property of 3-Tert-butylpentane-2,4-dione

Chemical Property:

• Vapor Pressure: 0.247mmHg at 25°C
• Boiling Point: 205.7°Cat760mmHg
• PKA: 11.44±0.46(Predicted)
• Flash Point: 73.2°C
• PSA: 34.14000
• Density: 0.909g/cm³
• LogP: 1.82670
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 156.115029749
• Heavy Atom Count: 11
• Complexity: 161

Purity/Quality:

98%min ^*data from raw suppliers

3-(tert-Butyl)pentane-2,4-dione, tech grade ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 3-Tert-butylpentane-2,4-dione

There total 9 articles about 3-Tert-butylpentane-2,4-dione 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: 33.0%

acetylacetone (123-54-6,81235-32-7) + tert-butyl alcohol (75-65-0) → 3-(tert-butyl)pentane-2,4-dione (13221-94-8)

Guidance literature:

With sulfuric acid; In dichloromethane; at 23 ℃; for 16h;

DOI:10.1002/ejoc.200600061

Reference yield: 15.0%

cobalt(II) aceylacetonate + tert-Butyl iodide (558-17-8) → 3-(tert-butyl)pentane-2,4-dione (13221-94-8)

Guidance literature:

In chloroform; at 100 ℃; for 4h;

DOI:10.1016/S0040-4020(01)86578-9

Reference yield:

(RS)-3-((SR)-1-hydroxy-ethyl)-4,4-dimethyl-pentan-2-one (54008-24-1,54019-74-8,55999-05-8) → 3-(tert-butyl)pentane-2,4-dione (13221-94-8)

Guidance literature:

With manganese(IV) oxide; In benzene;

DOI:10.1016/0040-4020(79)80083-6

upstream raw materials:

t-butyl bromide

tert-Butyl iodide

acetylacetone

(RS)-3-((SR)-1-hydroxy-ethyl)-4,4-dimethyl-pentan-2-one

Downstream raw materials:

ethyl 4-tert-butyl-3,5-dimethyl-1H-pyrrole-2-carboxylate

2,5-bis(5-benzyloxycarbonyl-3-tert-butyl-4-methyl-2-pyrrolylmethyl)-3,4-diethyl-1H-pyrrole

benzyl 5-acetoxymethyl-4-tert-butyl-3-methyl-1H-pyrrole-2-carboxylate

benzyl 4-tert-butyl-3,5-dimethyl-1H-pyrrole-2-carboxylate

Refernces

• 1、 Christoffers, Jens,Kauf, Thomas,Werner, Thomas,Roessle, Michael. "Cerium-catalyzed α-hydroxylation reactions of α-cyclopropyl β-dicarbonyl compounds with molecular oxygen". . p. 2601 - 2608. Retrieved 2007/10/03.
• 2、 Moreno-Manas, M.,Gonzalez, A.,Jaime, C.,Lloris, M. E.,Marquet, J.,et al.. "PREPARATION AND CONFORMATIONAL ANALYSIS OF SEVERELY HINDERED β-DIKETONES. DIPOLE MOMENT DETERMINATIONS AND THEORETICAL CALCULATIONS.". . p. 6511 - 6520. Retrieved 2007/10/02.