cis-3-Hexenal

Base Information

• Chemical Name: cis-3-Hexenal
• CAS No.: 6789-80-6
• Molecular Formula: C6H10 O
• Molecular Weight: 98.1448
• Hs Code.: 38220090
• European Community (EC) Number: 224-659-0,229-854-4
• UNII: 6V54TKA96C
• DSSTox Substance ID: DTXSID30884335
• Nikkaji Number: J59.820H
• Wikipedia: Cis-3-Hexenal
• Wikidata: Q158587
• Metabolomics Workbench ID: 3508
• Mol file: 6789-80-6.mol

Synonyms:(E)-2-hexanal;(Z)-hex-3-enal;caproic aldehyde;capronaldehyde;E-2-hexanal;hexanal;hexanaldehyde;n-hexanal;(Z)-3-hexenal;3-hexenal

Chemical Property of cis-3-Hexenal

Chemical Property:

• Appearance/Colour: colorless liquid
• Vapor Pressure: 11.2mmHg at 25°C
• Melting Point: -78°C (estimate)
• Refractive Index: n20/D 1.44
• Boiling Point: 20 °C0.2 mm Hg
• Flash Point: 140 °F
• PSA: 17.07000
• Density: 0.982 g/mL at 25 °C
• LogP: 1.54160
• Storage Temp.: -20°C
• Solubility.: Chloroform, Methanol
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 98.073164938
• Heavy Atom Count: 7
• Complexity: 64.6

Purity/Quality:

99%, ^*data from raw suppliers

cis-3-HexenalSolution(~50%inTriacetin) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-36
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Aldehydes
• Canonical SMILES: CCC=CCC=O
• Isomeric SMILES: CC/C=C\CC=O
• Description: This substance may be prepared by the oxidation of cis-3-hexenol, or by other standard reactions.
• Uses: cis-3-Hexenal is an unsaturated aldehyde that has a green, leafy odour and flavour. It is a volatile flavour component of olive oil, tomatoes, cis-3-Hexenal is also a precursor of cis-2-Hexenol (H295005).

Technology Process of cis-3-Hexenal

There total 32 articles about cis-3-Hexenal 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: 89.0%

(Z)-3-Hexen-1-ol (928-96-1) → (3Z)-hexenal (6789-80-6)

Guidance literature:

With Dess-Martin periodane; In various solvent(s); for 18h; Ambient temperature;

DOI:10.1002/jlcr.2580360510

Reference yield: 84.0%

hept-4c-ene-1,2-diol (68000-82-8) → (3Z)-hexenal (6789-80-6)

Guidance literature:

With lead(IV) acetate; sodium carbonate; In dichloromethane; at -40 - -30 ℃; for 0.333333h;

DOI:10.1016/S0040-4039(99)01498-7

Reference yield: 80.97%

penta-1,3-diene (504-60-9,17410-45-6,25212-15-1,64940-84-7) + carbon monoxide (201230-82-2) → (3Z)-hexenal (6789-80-6)

Guidance literature:

With ruthenium(III) chloride trihydrate; 1-(2-piperidinyl)ethyl-3-methylimidazole hexafluorophosphate; In N,N-dimethyl-formamide; at 30 - 80 ℃; for 6h; under 15001.5 Torr; Reagent/catalyst; Solvent; Temperature; Pressure; Autoclave; Inert atmosphere;

upstream raw materials:

dodeca-3c,9c-diene-6,7-diol

hept-4c-ene-1,2-diol

1,1-dimethoxy-hex-3c-ene

(Z)-3-hexenal diethyl acetal

Downstream raw materials:

2-pentenal

1-(hex-2-enylidene)-2-(2,4-dinitrophenyl)hydrazine

1-(hex-3-enylidene)-2-(2,4-dinitrophenyl)hydrazine

(Z)-3-Hexen-1-ol

Refernces

• 1、 Winter. "". . p. 1749. Retrieved 1963.
• 2、 Jung, Hoimin,Schrader, Malte,Kim, Dongwook,Baik, Mu-Hyun,Park, Yoonsu,Chang, Sukbok. "Harnessing Secondary Coordination Sphere Interactions That Enable the Selective Amidation of Benzylic C-H Bonds". supporting information. p. 15356 - 15366. Retrieved 2019/10/22.
• 3、 Zhu, Zhu-Jun,Chen, Hai-Min,Chen, Juan-Juan,Yang, Rui,Yan, Xiao-Jun. "One-Step Bioconversion of Fatty Acids into C8-C9 Volatile Aroma Compounds by a Multifunctional Lipoxygenase Cloned from Pyropia haitanensis". . p. 1233 - 1241. Retrieved 2018/02/19.