cis-1,3-Pentadiene

Base Information

• Chemical Name: cis-1,3-Pentadiene
• CAS No.: 1574-41-0
• Molecular Formula: C5H8
• Molecular Weight: 68.1185
• Hs Code.: 2901299090
• European Community (EC) Number: 216-401-0
• UNII: PT6373J6YO
• DSSTox Substance ID: DTXSID60858741
• Nikkaji Number: J7.518C
• Wikidata: Q27286734
• Mol file: 1574-41-0.mol

Synonyms:cis-1,3-Pentadiene;1574-41-0;1,3-Pentadiene, (3Z)-;cis-Piperylene;(3Z)-penta-1,3-diene;(Z)-1,3-Pentadiene;1,3-Pentadiene, (Z)-;(Z)-Penta-1,3-diene;CCRIS 8965;cis-1-Methylbutadiene;EINECS 216-401-0;(3Z)-1,3-Pentadiene;UNII-PT6373J6YO;PT6373J6YO;1,cis-3-Pentadiene;(Z)-PIPERYLENE;CIS-1,3-PENTADIENE (STABILIZED WITH TBC);Pentadiene-1,3, cis-;PIPERYLENE, CIS-;(3Z)-1,3-Pentadiene #;cis-1,3-Pentadiene, 98%;(Z)-CH2=CHCH=CHCH3;DTXSID60858741;CIS-1-METHYL-1,3-BUTADIENE;MFCD00063977;cis-1,3-Pentadiene, analytical standard;1,3-PENTADIENE (3Z)-FORM [MI];LS-101417;P0650;Q27286734

Chemical Property of cis-1,3-Pentadiene

Chemical Property:

• Appearance/Colour: colourless liquid
• Vapor Pressure: 380mmHg at 25°C
• Melting Point: -140 °C
• Refractive Index: n20/D 1.436
• Boiling Point: 44.1 °C at 760 mmHg
• Flash Point: -15 °C
• PSA: 0.00000
• Density: 0.682 g/cm³
• LogP: 1.74850
• Storage Temp.: Freezer
• Water Solubility.: Insoluble in water
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 68.062600255
• Heavy Atom Count: 5
• Complexity: 42

Purity/Quality:

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

cis-1,3-Pentadiene (stabilized with TBC) >97.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F,Xn
• Hazard Codes: F,Xn
• Statements: 11-65
• Safety Statements: 16-62

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Plastics & Rubber -> Other Monomers
• Canonical SMILES: CC=CC=C
• Isomeric SMILES: C/C=C\C=C

Technology Process of cis-1,3-Pentadiene

There total 48 articles about cis-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: 48.0%

bis(2,4-pentadienyl)magnesium THF complex → Z-piperylene (1574-41-0,17410-45-6,25212-15-1,64940-84-7) + 1-methylbuta-1,3-diene (2004-70-8,17410-45-6,25212-15-1,64940-84-7) + 1,4-Pentadiene (591-93-5)

Guidance literature:

With acetic acid; In benzene; at 10 ℃; Product distribution; other protonolysis agents, other bis(dienyl)magnesium complex;

DOI:10.1246/bcsj.53.1089

Reference yield: 0.73%

isobutene (115-11-7,15220-85-6) → 1-butylene (106-98-9,9003-28-5) + (Z)-2-Butene (590-18-1) + 2-methyl-but-2-ene (513-35-9) + Z-piperylene (1574-41-0,17410-45-6,25212-15-1,64940-84-7) + 1-methylbuta-1,3-diene (2004-70-8,17410-45-6,25212-15-1,64940-84-7) + propene (187737-37-7,13987-01-4,15220-87-8,9003-07-0,676-63-1,25085-53-4) + methane (34557-54-5,27936-85-2) + trans-2-Butene (624-64-6) + (Z)-pent-2-ene (627-20-3) + (E)-pent-2-ene (646-04-8) + ethane (74-84-0) + propane (74-98-6) + Isobutane (75-28-5,40921-86-6) + methylbutane (78-78-4) + ethene (74-85-1) + 1-penten (109-67-1) + Cyclopentane (287-92-3) + 2-Methyl-1-butene (563-46-2) + 3-Methyl-1-butene (563-45-1) + cyclopentene (142-29-0) + n-butane (106-97-8,9003-29-6,9021-92-5) + pentane (109-66-0,8031-35-4,9078-70-0)

Guidance literature:

CBV₁₅₀₂; at 579.84 ℃; under 900.09 Torr; Product distribution / selectivity;

Reference yield:

1-penten (109-67-1) → 2-pentyloxirane (1003-14-1) + Z-piperylene (1574-41-0,17410-45-6,25212-15-1,64940-84-7) + 1-methylbuta-1,3-diene (2004-70-8,17410-45-6,25212-15-1,64940-84-7) + propene (187737-37-7,13987-01-4,15220-87-8,9003-07-0,676-63-1,25085-53-4) + ethene (74-85-1) + buta-1,3-diene (106-99-0,130983-70-9,29406-96-0,9003-17-2)

Guidance literature:

With (per)acetylperoxyboric acid; hydrogen; oxygen; at 480 ℃; Mechanism;

DOI:10.1039/f19807602396

upstream raw materials:

penta-1,3-diene

1-methylbuta-1,3-diene

2,4-diacetoxy-pentane

trimethyl-pent-4-enyl-ammonium; hydroxide

Downstream raw materials:

2-methyl-6-(trifluoromethyl)pyridine

1-methylbuta-1,3-diene

3-methyl-hexa-3,5-dien-2-one

3-methyl-1,4-pentadiene

Refernces

• 1、 Liu,Edman. "". . p. 1492. Retrieved 1969.
• 2、 Closs,G.L.,Pfeffer,P.E.. "". . p. 2452 - 2453. Retrieved 1968.
• 3、 Liu,Gale. "". . p. 1897. Retrieved 1968.
• 4、 Ji, Hua,Li, Li,Xu, Xiaolian,Ham, Sihyun,Hammad, Loubna A.,Birney, David M.. "Multiphoton infrared initiated thermal reactions of esters: Pseudopericyclic eight-centered cis-elimination". . p. 528 - 537. Retrieved 2009.
• 5、 Kumar, Akshai,Hackenberg, Jason D.,Zhuo, Gao,Steffens, Andrew M.,Mironov, Oleg,Saxton, Robert J.,Goldman, Alan S.. "High yields of piperylene in the transfer dehydrogenation of pentane catalyzed by pincer-ligated iridium complexes". . p. 368 - 375. Retrieved 2016/12/16.
• 6、 -. "CATALYTIC DEHYDRATION OF ALCOHOLS AND ETHERS OVER A TERNARY MIXED OXIDE". Paragraph 0029; 0046. . Retrieved 2013/03/28.