alpha-Hexylcinnamaldehyde

Base Information

• Chemical Name: alpha-Hexylcinnamaldehyde
• CAS No.: 101-86-0
• Molecular Formula: C15H20O
• Molecular Weight: 216.323
• Hs Code.: 29122990
• European Community (EC) Number: 639-566-4,202-983-3
• NSC Number: 406799,46150
• UNII: E9947QRR9O
• DSSTox Substance ID: DTXSID401020801
• Nikkaji Number: J33.985G
• Wikipedia: Hexyl_cinnamaldehyde
• Wikidata: Q412025
• RXCUI: 1311811
• Metabolomics Workbench ID: 45069
• ChEMBL ID: CHEMBL1449245
• Mol file: 101-86-0.mol

Synonyms:2-hexyl-3-phenyl-2-propenal;hexyl cinnamal;hexyl cinnamic aldehyde;hexyl cinnamylaldehyde

Chemical Property of alpha-Hexylcinnamaldehyde

Chemical Property:

• Vapor Pressure: 0.000697mmHg at 25°C
• Refractive Index: n20/D 1.55(lit.)
• Boiling Point: 308.1 °C at 760 mmHg
• Flash Point: 140.5 °C
• PSA: 17.07000
• Density: 0.95 g/cm³
• LogP: 4.23930
• Storage Temp.: 2-8°C
• Solubility.: water: soluble0.005g/L at 25°C
• XLogP3: 4.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 7
• Exact Mass: 216.151415257
• Heavy Atom Count: 16
• Complexity: 212

Purity/Quality:

98%, ^*data from raw suppliers

α-Hexylcinnamaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C,Xi
• Hazard Codes: C,Xi
• Statements: 36/37/38-34-43-52/53
• Safety Statements: 26-36/37/39-45-36-36/37-61

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCC(=CC1=CC=CC=C1)C=O
• Isomeric SMILES: CCCCCC/C(=C\C1=CC=CC=C1)/C=O
• Description: α-Hexylcinnamaldehyde has a jasmine-like odor, particularly on dilution. May be synthesized by condensation of octylaldehyde with benzaldehyde.
• Uses: hexyl cinnamal is also known as hexyl cinnamic aldehyde. It is a fragrance that provides a floral, jasmine-like scent. α-Hexylcinnamaldehyde is characterized by a typical floral scent, which makes them suitable to be used as fragrances in personal care (perfumes, creams, shampoos, etc.) and household products. It has been also used as flavouring additive in food and pharmaceutical industry.

Technology Process of alpha-Hexylcinnamaldehyde

There total 2 articles about alpha-Hexylcinnamaldehyde 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: 97.0%

Octanal (124-13-0) + benzaldehyde (100-52-7) → α-hexylcinnamaldehyde (101-86-0)

Guidance literature:

With benzoic acid; L-proline; In neat (no solvent); at 125 ℃; for 1h; Inert atmosphere;

Reference yield:

Octanal (124-13-0) + benzaldehyde (100-52-7) → 2-hexyldec-2-enal (13893-39-5) + α-hexylcinnamaldehyde (101-86-0)

Guidance literature:

With p-toluene sulfonic acid impregnated on MCM-41; In neat (no solvent); at 125 ℃; for 13h; Inert atmosphere; Green chemistry;

DOI:10.1016/j.molcata.2016.04.030

Reference yield: 98.0%

α-hexylcinnamaldehyde (101-86-0) → α-hexylcinnamyl alcohol (53892-67-4)

Guidance literature:

With tricarbonyl(η⁴-1,3-bis(trimethylsilyl)-4,5,6,7-tetrahydro-2H-inden-2-one)iron; hydrogen; potassium carbonate; In water; isopropyl alcohol; at 100 ℃; for 17h; under 22502.3 Torr; Inert atmosphere;

DOI:10.1002/anie.201301239

upstream raw materials:

Octanal

benzaldehyde

Downstream raw materials:

(1,5-Dimethyl-hexyl)-[2-[1-phenyl-meth-(E)-ylidene]-oct-(E)-ylidene]-amine

1-Phenyl-2-hexyl-1,5-hexadien-3-ol

(±)-2-benzyl-1-octanol

α-hexylcinnamyl alcohol

Refernces

• 1、 Ganga, Venkata Subba Rao,Abdi, Sayed H.R.,Kureshy, Rukhsana I.,Khan, Noor-Ul H.,Bajaj, Hari C.. "Bifunctional organocatalysts for the synthesis of jasminaldehyde and their derivatives". . p. 950 - 955. Retrieved 2017/08/04.
• 2、 Limnios, Dimitris,Kokotos, Christoforos G.. "Microwave-assisted organocatalytic cross-aldol condensation of aldehydes". . p. 4496 - 4499. Retrieved 2013/05/09.