Safranal

Base Information

• Chemical Name: Safranal
• CAS No.: 116-26-7
• Molecular Formula: C10H14O
• Molecular Weight: 150.221
• Hs Code.: 2912299000
• European Community (EC) Number: 204-133-7
• UNII: 4393FR07EA
• DSSTox Substance ID: DTXSID7049398
• Nikkaji Number: J5.278G
• Wikipedia: Safranal
• Wikidata: Q424919
• Metabolomics Workbench ID: 47170
• ChEMBL ID: CHEMBL3183495
• Mol file: 116-26-7.mol

Synonyms:2,6,6-trimethyl-1,3-cyclohexadiene-1-carboxaldehyde;safranal

Chemical Property of Safranal

Chemical Property:

• Appearance/Colour: Liquid
• Vapor Pressure: 0.134mmHg at 25°C
• Melting Point: <25 °C
• Refractive Index: n20/D 1.523(lit.)
• Boiling Point: 217.3 °C at 760 mmHg
• Flash Point: 80.4 °C
• PSA: 17.07000
• Density: 0.975 g/cm³
• LogP: 2.48790
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C
• Solubility.: Chloroform, Ethyl Acetate (Slightly), Methanol (Slightly)
• Water Solubility.: 514.9mg/L at 20℃
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 150.104465066
• Heavy Atom Count: 11
• Complexity: 231

Purity/Quality:

99.9% ^*data from raw suppliers

Safranal(>80%) ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C(CC=C1)(C)C)C=O
• Uses: Safranal, is isolated from Saffron, and is primarily responsible for the aroma of saffron. It has also been shown to have anticonvulsant properties, acting as agonist at GABAA receptors. It is also possessing anticancer and antidepressant properties.

Technology Process of Safranal

There total 43 articles about Safranal 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: 92.0%

2,6,6-trimethylcyclohexa-1,3-dienecarbonitrile (72152-84-2) → safranal (116-26-7)

Guidance literature:

2,6,6-trimethylcyclohexa-1,3-dienecarbonitrile; With diisobutylaluminium hydride; In hexane; Petroleum ether; at -60 - 20 ℃; for 0.5h;

With silica gel; In water; toluene; at -20 - 0 ℃; for 1h;

DOI:10.1002/ejoc.200390130

Reference yield: 62.0%

4,5-Dibromo-4,8,8-trimethyl-1-oxa-spiro[2.5]octane → safranal (116-26-7)

Guidance literature:

With lithium carbonate; In N,N-dimethyl-formamide; at 105 ℃; for 14h;

DOI:10.1016/S0040-4020(98)83010-X

Reference yield: 39.1%

safranal (73527-25-0) → safranal (116-26-7)

Guidance literature:

With pyridine; for 2.5h; Heating;

DOI:10.1248/cpb.29.105

upstream raw materials:

1-hydroxymethyl-2,6,6-trimethylcyclohexa-1,3-diene

2,6,6-trimethylcyclohexa-1,3-dienecarbonitrile

safranal

2,6,6-trimethylcyclohex-1-enecarbaldehyde

Downstream raw materials:

Damascenon

1-((2,6,6-trimethylcyclohexa-1,3-dien-1-yl)methyl)piperidine

(3E,4R,4aS,5S)-4a-allyl-4,4a,5,6,7,8-hexahydro-5-hydroxy-4-methyl-3-[(2,6,6-trimethyl-cyclohexa-1,3-dienyl)methylene]naphthalen-2(3H)-one

(3R)-3-hydroxy-β-ionone

Refernces

• 1、 Van Wijk, Arjan A. C.,Van de Weerd, Michiel B.,Lugtenburg, Johan. "Synthetic scheme for the preparation of 13C-labeled 3,4-didehydro-retinal, 3-hydroxyretinal, and 4-hydroxyretinal up to uniform 13C-enrichment". . p. 863 - 868. Retrieved 2003.
• 2、 Bennani,Boehm. "Syntheses of high specific activity 2,3- and 3,4-[3H]2-9-cis-retinoic acid". . p. 1195 - 1200. Retrieved 2007/10/02.