2,4-Dimethyl-1,3-pentadiene

Base Information

• Chemical Name: 2,4-Dimethyl-1,3-pentadiene
• CAS No.: 1000-86-8
• Molecular Formula: C7H12
• Molecular Weight: 96.1723
• Hs Code.: 29012900
• European Community (EC) Number: 213-677-4
• NSC Number: 123451
• UNII: 6CJ16Y4NXU
• DSSTox Substance ID: DTXSID60142854
• Nikkaji Number: J102.043I
• Mol file: 1000-86-8.mol

Synonyms:2,4-Dimethyl-1,3-pentadiene;1000-86-8;2,4-Dimethylpenta-1,3-diene;1,3-Pentadiene, 2,4-dimethyl-;1,1,3-Trimethylbutadiene;6CJ16Y4NXU;EINECS 213-677-4;NSC 123451;NSC-123451;1,3-Trimethylbutadiene;UNII-6CJ16Y4NXU;CMSUNVGIWAFNBG-UHFFFAOYSA-;DTXSID60142854;(CH3)2C=CHC(CH3)=CH2;MFCD00008903;NSC123451;AKOS015912479;2,4-Dimethyl-1,3-pentadiene, 98%;2,4-DIMETHYLPENTA-2,4-DIENE;AS-0193;1,3-, 2PENTADIENE,4-DIMETHYL-;FT-0690767;J-000033

Chemical Property of 2,4-Dimethyl-1,3-pentadiene

Chemical Property:

• Appearance/Colour: clear colorless to light yellow liquid
• Vapor Pressure: 67 mm Hg ( 37.7 °C)
• Melting Point: -114℃
• Refractive Index: n20/D 1.441(lit.)
• Boiling Point: 93.2 °C at 760 mmHg
• Flash Point: 10 °C
• PSA: 0.00000
• Density: 0.726 g/cm³
• LogP: 2.52870
• Storage Temp.: Flammables area
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 96.093900383
• Heavy Atom Count: 7
• Complexity: 92.6

Purity/Quality:

98%,99%, ^*data from raw suppliers

2,4-Dimethyl-1,3-pentadiene 98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F; Xi
• Hazard Codes: F,Xi
• Statements: 11-36/37/38
• Safety Statements: 16-26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=CC(=C)C)C
• Uses: 2,4-Dimethyl-1,3-pentadiene has been used to study the structure of its various conformational isomers and their vibrational spectra.

Technology Process of 2,4-Dimethyl-1,3-pentadiene

There total 31 articles about 2,4-Dimethyl-1,3-pentadiene 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: 62.0%

5-Bromo-4-methoxy-2-methyl-1-pentene (133291-81-3) → 2,4-Dimethyl-1,3-pentadiene (1000-86-8)

Guidance literature:

With zinc(II) chloride; zinc; In butan-1-ol; at 90 - 95 ℃; for 12h;

DOI:10.1016/S0040-4020(01)80918-2

Reference yield: 35.0%

2,4-dimethyl-2,3-pentadiene (1000-87-9) → 2,4-Dimethyl-1,3-pentadiene (1000-86-8)

Guidance literature:

With C₂₆H₄₂AuNP⁽¹⁺⁾; N,N-dimethyl-aniline; In 1,4-dioxane; at 60 ℃; for 16h; Reagent/catalyst;

DOI:10.1016/j.jorganchem.2014.01.030

Reference yield:

methyl magnesium iodide (917-64-6) + 4-methyl-pent-3-en-2-one (141-79-7) → 2,4-Dimethyl-1,3-pentadiene (1000-86-8)

Guidance literature:

With diethyl ether; zersetzt mit saeurehaltigem Wasser und destilliert das Reaktionsprodukt unter vermindertem Druck;

upstream raw materials:

methyl magnesium iodide

4-methyl-pent-3-en-2-one

ethyl 3-methylbut-2-enoate

methylmagnesium bromide

Downstream raw materials:

methyl 2,2,4-trimethylcyclohex-3-enecarboxylate

4-cyclohexyl-2,4-dimethyl-pent-2-ene

5-methylhex-4-en-2-one

4'-methoxy-2,4,6,6-tetramethyl-1,2,3,6-tetrahydro-1,1'-biphenyl

Refernces

• 1、 Fieser,Wieghard. "". . p. 153. Retrieved 1940.
• 2、 Baudry, Denise,Bulot, Emmanuelle,Charpin, Pierrette,Ephritkhine, Michel,Lance, Monique,et al.. "Pentadienyluranium borohydride complexes and their cyclopentadienyl analogues; crystal structures of (η-2,4-Me2C5H5)U(BH4)3 and (η-C5H5)U(BH4)3". . p. 163 - 174. Retrieved 1989.
• 3、 Garst, John F.,Bockman, T. Michael,Batlaw, Rajnish. "Tetramethylallene and 2,4-Dimethyl-1,3-pentadiene as Hydrogen Atom Acceptors in Reactions with HMn(CO)5 and HCo(CO)4". . p. 1689 - 1691. Retrieved 1986.
• 4、 Elliott,Frey. "-". . p. 345,346. Retrieved 1965.
• 5、 De Montigny, Frederic,Macias, Ramon,Noll, Bruce C.,Fehlner, Thomas P.,Costuas, Karine,Saillard, Jean-Yves,Halet, Jean-Francois. "Metallaborane reactivity. A stoichiometric mechanism for the insertion of two alkynes into an iridaborane framework via a disposable molybdenum chaperone". . p. 3392 - 3401. Retrieved 2007/10/03.