Hexanal

Base Information

• Chemical Name: Hexanal
• CAS No.: 66-25-1
• Molecular Formula: C6H12O
• Molecular Weight: 100.161
• Hs Code.: 2912 19 00
• European Community (EC) Number: 200-624-5
• NSC Number: 2596
• UN Number: 1207
• UNII: 9DC2K31JJQ
• DSSTox Substance ID: DTXSID2021604
• Nikkaji Number: J1.409E
• Wikipedia: Hexanal
• Wikidata: Q420698
• Metabolomics Workbench ID: 3507
• ChEMBL ID: CHEMBL280331
• Mol file: 66-25-1.mol

Synonyms:Caproaldehyde;Caproic aldehyde;Capronaldehyde;Hexaldehyde;Hexanaldehyde;Hexylaldehyde;NSC 2596;n-Caproaldehyde;n-Capronaldehyde;n-Hexanal;n-Hexylaldehyde;

Chemical Property of Hexanal

Chemical Property:

• Appearance/Colour: liquid
• Vapor Pressure: 10 mm Hg ( 20 °C)
• Melting Point: -56 °C
• Refractive Index: n20/D 1.4035(lit.)
• Boiling Point: 127.9 °C at 760 mmHg
• Flash Point: 26.2 °C
• PSA: 17.07000
• Density: 0.801 g/cm³
• LogP: 1.76560
• Storage Temp.: 2-8°C
• Sensitive.: Air Sensitive
• Solubility.: 6g/l
• Water Solubility.: 4.8 g/L (20 ºC)
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 4
• Exact Mass: 100.088815002
• Heavy Atom Count: 7
• Complexity: 41.4
• Transport DOT Label: Flammable Liquid

Purity/Quality:

99% ^*data from raw suppliers

Hexanal ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 10-36-36/37/38
• Safety Statements: 37/39-26-16-9

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Aldehydes
• Canonical SMILES: CCCCCC=O
• Description: Hexanal has a characteristic fruity odor and taste (on dilution). May be prepared from the calcium salt of caproic acid and formic acid.
• Uses: Hexanal occurs naturally inmany foods, such as in ripening fruits, or because of addition as a flavorant; it has an apple taste. It can also be produced in foods because of lipid peroxidation during cooking. It is mainly used as a food flavorant, in fragrances, and in the manufacture of dyes, plasticizers, synthetic resins, and pesticides. It is released to air and water during production or use for the manufacture of other products or during the use of these products themselves. It undergoes oxidation and polymerization readily. Feron et al. identified hexanal in about 80 different types of food. Hexanal is used in the flavor industry to prepare fruity flavors. It is utilized as a flavoring agent in the food industry. It is also used in Witting and aldol reactions.

Technology Process of Hexanal

There total 398 articles about Hexanal 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: 81.0%

benzyl hexyl ether (61103-84-2) → 1-hexyl nitrite (638-51-7) + benzaldehyde (100-52-7) + hexanal (66-25-1) + hexan-1-ol (111-27-3)

Guidance literature:

With nitric acid; In dichloromethane; at 20 ℃; for 1h; Further byproducts given;

DOI:10.1002/ejoc.200390090

Reference yield:

(E)-2-Hexen-1-ol (928-95-0) → (E)-2-Hexenal (6728-26-3) + (E)-3-hexen-1-ol (928-97-2) + (E)-2-Hexenoic acid (13419-69-7) + hexanal (66-25-1) + 2-hexene (592-43-8)

Guidance literature:

In neat (no solvent); at 50 ℃; for 24h; under 750.075 Torr; Green chemistry;

DOI:10.1039/c3gc36828a

Reference yield:

5-Hexen-1-ol (821-41-0) + buta-1,3-diene (106-99-0,130983-70-9,29406-96-0,9003-17-2) → octa-1,3,7-triene (1002-35-3) + C14H24O + hexanal (66-25-1)

Guidance literature:

With (1,3-dimesitylimidazolin-2-ylidene)palladium(0)-η2,η2-1,1,3,3-tetramethyl-1,3-divinyldisiloxane; sodium hydroxide; at 80 ℃; for 4h; under 6000.6 Torr; Inert atmosphere; Autoclave;

DOI:10.1016/j.molcata.2016.05.002

upstream raw materials:

hexanenitrile

trans,trans-2,4-Hexadienal

2-methoxy-enanthic acid

2-acetoxy-heptanoic acid

Downstream raw materials:

2-pentyl-1,3-dioxolane

1,1-dimethoxyhexane

rac-3-octanol

3-hydroxy-2-phenyl-octanoic acid

Refernces

• 1、 Janout, Vaclav,Regen, Steven L.. "Polystyryl-Mercury Trifluoroacetate. A Convenient and Mild Reagent for Thioacetal and Thioketal Hydrolysis". . p. 2212 - 2213. Retrieved 1982.
• 2、 Rodenas, E.,Perez-Benito, E.. "Chromium(VI) Oxidation of Alkanol Components of Sodium Dodecyl Sulfate Reverse Micelles". . p. 9496 - 9500. Retrieved 1991.
• 3、 Sekiya, Jiro,Tanigawa, Satoru,Kajiwara, Tadahiko,Hatanaka, Akikazu. "FATTY ACID HYDROPEROXIDE LYASE IN TOBACCO CELLS CULTURED IN VITRO". . p. 2439 - 2444. Retrieved 1984.
• 4、 Chen, Hui,Tang, Tianhua,Malapit, Christian A.,Lee, Yoo Seok,Prater, Matthew B.,Weliwatte, N. Samali,Minteer, Shelley D.. "One-Pot Bioelectrocatalytic Conversion of Chemically Inert Hydrocarbons to Imines". . p. 4047 - 4056. Retrieved 2022/02/10.
• 5、 Shen, Yan-Ming,Xue, Yun,Yan, Mi,Mao, Hui-Ling,Cheng, Hu,Chen, Zhuo,Sui, Zhi-Wei,Zhu, Shao-Bin,Yu, Xiu-Jun,Zhuang, Jin-Liang. "Synthesis of TEMPO radical decorated hollow porous aromatic frameworks for selective oxidation of alcohols". supporting information. p. 907 - 910. Retrieved 2021/02/06.