1,4-Pentadiene

Base Information

• Chemical Name: 1,4-Pentadiene
• CAS No.: 591-93-5
• Deprecated CAS: 39610-14-5,4264-99-7,4264-99-7
• Molecular Formula: C5H8
• Molecular Weight: 68.1185
• Hs Code.: 29012900
• European Community (EC) Number: 209-736-9
• NSC Number: 73902
• UN Number: 3295
• UNII: A5IF861OQ5
• DSSTox Substance ID: DTXSID8060456
• Nikkaji Number: J43.498A
• Wikidata: Q161535
• Mol file: 591-93-5.mol

Synonyms:1,4-PENTADIENE;Penta-1,4-diene;591-93-5;Pentadiene-1,4;UNII-A5IF861OQ5;A5IF861OQ5;EINECS 209-736-9;NSC 73902;NSC-73902;allylethylene;1,4-pentadieno;NSC73902;MFCD00008665;PDN (CHRIS Code);CH2=CHCH2CH=CH2;1,4-Pentadiene, 99%;DTXSID8060456;AKOS025295503;FT-0606920;P0038;D91889;A832205;Q161535

Chemical Property of 1,4-Pentadiene

Chemical Property:

• Appearance/Colour: colourless liquid
• Vapor Pressure: 11.91 psi ( 20 °C)
• Melting Point: -148 °C
• Refractive Index: n20/D 1.389(lit.)
• Boiling Point: 26 °C(lit.)
• PKA: >14 (Schwarzenbach et al., 1993)
• Flash Point: 4.4°C
• PSA: 0.00000
• Density: 0.672g/cm³
• LogP: 1.74850
• Storage Temp.: 0-6°C
• Solubility.: Soluble in acetone, alcohol, benzene, and ether (Weast, 1986)
• Water Solubility.: 558 mg/kg at 25 °C (shake flask-GC, McAuliffe, 1966)
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 2
• Exact Mass: 68.062600255
• Heavy Atom Count: 5
• Complexity: 29.3
• Transport DOT Label: Flammable Liquid

Purity/Quality:

99.3% ^*data from raw suppliers

1,4-Pentadiene 99% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F
• Hazard Codes: F+,Xn
• Statements: 12-65
• Safety Statements: 16-23-62

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C=CCC=C
• Uses: 1,4-Pentadiene can be used to obtain bioinsecticidal composition.

Technology Process of 1,4-Pentadiene

There total 84 articles about 1,4-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: 26.0%

π-allyltricarbonyliron iodide → iron pentacarbonyl (13463-40-6,37220-42-1) + propene (187737-37-7,13987-01-4,15220-87-8,9003-07-0,676-63-1,25085-53-4) + 1,4-Pentadiene (591-93-5) + ferrous iodide (7783-86-0)

Guidance literature:

In ethanol; in boiling alcohol: with further six unidentified products;

Reference yield: 5.9%

penta-1,3-diene (504-60-9,17410-45-6,25212-15-1,64940-84-7) → 1,4-Pentadiene (591-93-5) + methane (34557-54-5,27936-85-2) + cyclopenta-1,3-diene (542-92-7,25568-84-7,7313-32-8) + buta-1,3-diene (106-99-0,130983-70-9,29406-96-0,9003-17-2) + cyclopentene (142-29-0)

Guidance literature:

BeO-MgO; at 575 ℃; for 1h; Product distribution; var. temp., other cat. systems;

Reference yield:

bis(η3-allyl)nickel(II) → 1,4-Pentadiene (591-93-5) + tetracarbonyl nickel (13463-39-3,71564-36-8)

Guidance literature:

between -40 and 20°C;

upstream raw materials:

1 ,5-pentanediol

N,N-dimethylpent-4-enylamine

1,5-diiodopentane

1,2,4,5-tetrabromo-pentane

Downstream raw materials:

1,4-pentadiene diepoxide

penta-1,3-diene

trans-2-pentenal

hexa-3,5-dienoic acid

Refernces

• 1、 Wiberg et al.. "". . p. 531. Retrieved 1964.
• 2、 Caratzoulas, Stavros,Chen, Tso-Hsuan,Dauenhauer, Paul,Dorneles de Mello, Matheus,Han, Songi-I,Jain, Sheetal K.,Kumar, Gaurav,Li, Xinyu,Scott, Susannah L.,Tabassum, Tarnuma,Tsapatsis, Michael,Vlachos, Dionisios G.. "Phosphonate-Modified UiO-66 Br?nsted Acid Catalyst and Its Use in Dehydra-Decyclization of 2-Methyltetrahydrofuran to Pentadienes". supporting information. p. 13260 - 13266. Retrieved 2020/06/08.
• 3、 Abe, Manabu,Hagiwara, Chihiro,Ishida, Kento,Kusama, Hiroyuki,Yamazaki, Hokuto. "Efficient Generation and Synthetic Applications of Alkyl-Substituted Siloxycarbenes: Suppression of Norrish-Type Fragmentations of Alkanoylsilanes by Triplet Energy Transfer". . p. 1249 - 1253. Retrieved 2020/02/04.