Allylbenzene

Base Information

• Chemical Name: Allylbenzene
• CAS No.: 300-57-2
• Deprecated CAS: 128961-80-8,57807-91-7
• Molecular Formula: C9H10
• Molecular Weight: 118.178
• Hs Code.: 29029080
• European Community (EC) Number: 206-095-7
• NSC Number: 18609
• UNII: 3VT7C9MEQ9
• DSSTox Substance ID: DTXSID00861855
• Nikkaji Number: J24.323J
• Wikipedia: Phenylpropene
• Wikidata: Q56435819
• Metabolomics Workbench ID: 139696
• ChEMBL ID: CHEMBL501879
• Mol file: 300-57-2.mol

Synonyms:Benzene,2-propenyl- (9CI);Benzene, allyl- (8CI);1-Benzylethene;1-Phenyl-2-propene;1-Propene, 3-phenyl-;2-Propenylbenzene;3-Phenyl-1-propene;3-Phenylpropene;NSC 18609;

Chemical Property of Allylbenzene

Chemical Property:

• Appearance/Colour: colourless liquid
• Vapor Pressure: 2.24mmHg at 25°C
• Melting Point: 557 °C
• Refractive Index: n20/D 1.511(lit.)
• Boiling Point: 157.3 °C at 760 mmHg
• Flash Point: 33.3 °C
• PSA: 0.00000
• Density: 0.882 g/cm³
• LogP: 2.41510
• Storage Temp.: Flammables area
• Solubility.: 0.017g/l insoluble
• Water Solubility.: insoluble
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 2
• Exact Mass: 118.078250319
• Heavy Atom Count: 9
• Complexity: 78

Purity/Quality:

98% ^*data from raw suppliers

2-Propenylbenzene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 10-65
• Safety Statements: 23-24/25-62-16

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Aromatic Hydrocarbons
• Canonical SMILES: C=CCC1=CC=CC=C1
• Uses: Allylbenzene is used in organic synthesis.

Technology Process of Allylbenzene

There total 480 articles about Allylbenzene 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: 70.0%

3-chloroprop-1-ene (107-05-1) + benzene (71-43-2,26181-88-4,54682-86-9,13967-78-7,174973-66-1) → allylbenzene (300-57-2,57807-91-7) + 1-phenyl-2-chloropropane (10304-81-1) + 1,2-diphenylpropane (5814-85-7) + 1,1-diphenylpropane (1530-03-6)

Guidance literature:

With aluminum oxide; silica gel; potassium carbonate; zinc(II) chloride; at 30 ℃; for 1h; Product distribution; var. of reagents;

DOI:10.1039/c39950001895

Reference yield: 63.0%

(Z)-cinnamyl acetate (77134-01-1) → allylbenzene (300-57-2,57807-91-7) + 1-propenylbenzene (873-66-5) + Cinnamyl acetate (21040-45-9)

Guidance literature:

With tri-n-butyl-tin hydride; triethylamine; palladium diacetate; In dichloromethane; for 18h; Heating;

DOI:10.1021/jo0705263

Reference yield: 55.0%

trans-2,3-epoxy-3-phenylpropan-1-ol (40641-81-4) → allylbenzene (300-57-2,57807-91-7) + 1-phenylpropene (637-50-3) + (2E)-3-phenyl-2-propen-1-ol (4407-36-7)

Guidance literature:

With niobium pentachloride; zinc; In tetrahydrofuran; benzene; at 23 ℃; for 3h; Inert atmosphere;

DOI:10.1016/j.tet.2009.02.013

upstream raw materials:

1,4-dioxane

diethyl ether

allyl octyl ether

diphenylmagnesium

Downstream raw materials:

3-(3-phenylprop-2-enyl)dihydro-2,5-furandione

dichloro-methyl-(3-phenyl-propyl)-silane

dichloro-methyl-(1-methyl-2-phenyl-ethyl)-silane

2-benzylcyclopropanecarboxylic acid ethyl ester

Refernces

• 1、 Pasto,Gontarz. "". . p. 719. Retrieved 1969.
• 2、 Kwart, L. D.,Horgan, A. G.,Kwart, H.. "Structure of the Reaction Barrier in the Selenoxide-Mediated Formation of Olefins". . p. 1232 - 1234. Retrieved 1981.
• 3、 Paetzold, E.,Oehme, G.. "Water-soluble Palladium(II)phosphine Complexes as Catalysts in the Hydrodehalogenation of Allyl and Benzyl Halogenides under Biphasic and Phase Transfer Conditions". . p. 181 - 184. Retrieved 1993.
• 4、 Campbell,Young. "-". . p. 688. Retrieved 1947.
• 5、 Crociani, Bruno,Bianca, Francesca Di,Canovese, Luciano,Uguagliati, Paolo. "Phenylation of cationic allylpalladium(II) complexes by tetraphenylborate anion. A mechanistic study". . p. C17 - C20. Retrieved 1990.
• 6、 Gough,Dixon. "". . p. 2148. Retrieved 1968.
• 7、 Yu, Qiu-Ying,Su, Hui,Zhai, Guang-Yao,Zhang, Shi-Nan,Sun, Lu-Han,Chen, Jie-Sheng,Li, Xin-Hao. "Designed electron-deficient gold nanoparticles for a room-temperature Csp3-Csp3coupling reaction". supporting information. p. 741 - 744. Retrieved 2021/02/06.
• 8、 Brennan, Marshall R.,Darrow, William T.,Fout, Alison R.,Killion, Jack A.,Leahy, Clare A.. "Cobalt-Catalyzed Kumada Coupling Forming Sterically Encumbered C-C Bonds". . . Retrieved 2021/12/02.