5-Methyl-2-phenylhex-2-enal

Base Information

• Chemical Name: 5-Methyl-2-phenylhex-2-enal
• CAS No.: 21834-92-4
• Molecular Formula: C13H16O
• Molecular Weight: 188.269
• Hs Code.: 29122990
• European Community (EC) Number: 244-602-3
• UNII: 3ET4T99VQA
• Wikidata: Q27257130
• Mol file: 21834-92-4.mol

Synonyms:5-Methyl-2-phenyl-2-hexenal;5-Methyl-2-phenylhex-2-enal;21834-92-4;DTXSID9047419;3ET4T99VQA;SCHEMBL2432464;DTXCID7027419;STR04186;FEMA NO. 3199, Z-;Tox21_302458;AKOS015888400;(2Z)-5-methyl-2-phenyl-hex-2-enal;NCGC00256812-01;CAS-21834-92-4;(Z)-5-METHYL-2-PHENYL-HEX-2-ENAL;5-METHYL-2-PHENYL-HEX-2-ENAL, (2Z)-;Q27257130

Chemical Property of 5-Methyl-2-phenylhex-2-enal

Chemical Property:

• Vapor Pressure: 0.000587mmHg at 25°C
• Refractive Index: n20/D 1.534(lit.)
• Boiling Point: 310.8 °C at 760 mmHg
• Flash Point: 123.8 °C
• PSA: 17.07000
• Density: 0.953 g/cm³
• LogP: 3.31500
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C
• Sensitive.: Air Sensitive
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 4
• Exact Mass: 188.120115130
• Heavy Atom Count: 14
• Complexity: 197

Purity/Quality:

99% ^*data from raw suppliers

5-?Methyl-?2-?phenyl-?2-?hexenal ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)CC=C(C=O)C1=CC=CC=C1
• Isomeric SMILES: CC(C)C/C=C(\C=O)/C1=CC=CC=C1
• Description: 5-Methyl-2-phenyl-2-hexenal has a cocoa aroma. It is often used in chocolate and cocoα-type flavors. May be prepared from phenyl acetaldehyde and isopropyl acetaldehyde by aldolic condensation.
• Uses: 5-?Methyl-?2-?phenyl-?2-?hexenal is a major volatile compound found in fermented flour paste.

Technology Process of 5-Methyl-2-phenylhex-2-enal

There total 6 articles about 5-Methyl-2-phenylhex-2-enal 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:

((E)-1-Diethoxymethyl-4-methyl-pent-1-enyl)-benzene → (E)-5-methyl-2-phenyl-2-hexenal (21834-92-4) + (Z)-5-methyl-2-phenylhex-2-enal

Guidance literature:

With Amberlyst 15; water; In acetone; at 20 ℃; Title compound not separated from byproducts;

DOI:10.1039/b001977l

Reference yield:

2,2-diethoxyacetophenone (6175-45-7) → (E)-5-methyl-2-phenyl-2-hexenal (21834-92-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: tBuOK; 18-crown-6 / tetrahydrofuran / 20 °C

1.2: tetrahydrofuran / -78 °C

2.1: Amberlyst 15; H₂O / acetone / 20 °C

With Amberlyst 15; 18-crown-6 ether; potassium tert-butylate; water; In tetrahydrofuran; acetone; 1.1: Elimination / 1.2: Condensation / 2.1: Hydrolysis;

DOI:10.1039/b001977l

Reference yield:

isoamyltriphenylphosphonium bromide (28322-40-9) → (E)-5-methyl-2-phenyl-2-hexenal (21834-92-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: tBuOK; 18-crown-6 / tetrahydrofuran / 20 °C

1.2: tetrahydrofuran / -78 °C

2.1: Amberlyst 15; H₂O / acetone / 20 °C

With Amberlyst 15; 18-crown-6 ether; potassium tert-butylate; water; In tetrahydrofuran; acetone; 1.1: Elimination / 1.2: Condensation / 2.1: Hydrolysis;

DOI:10.1039/b001977l

upstream raw materials:

phenylacetylene

carbon monoxide

(4-methylpent-1-yn-1-yl)benzene

2,2-diethoxyacetophenone

Refernces

• 1、 Zhang, Yang,Torker, Sebastian,Sigrist, Michel,Bregovi?, Nikola,Dydio, Pawe?. "Binuclear Pd(I)-Pd(I) Catalysis Assisted by Iodide Ligands for Selective Hydroformylation of Alkenes and Alkynes". . p. 18251 - 18265. Retrieved 2020/11/02.