19317-11-4

Basic information

• Product Name: FARNESAL
• Synonyms: 10-dodecatrienal,3,7,11-trimethyl-6;3,7,11-trimethyl-dodeca-2,6,10-trienal;6,10-Dodecatrienal,3,7,11-trimethyl-2;farnesal,mixtureofisomers;TIMTEC-BB SBB007716;FARNESAL;3,7,11-TRIMETHYL-2,6,10-DODECATRIENAL;FARNESAL 85+% MIXTURE OF ISOMERS
• CAS NO: 19317-11-4
• Molecular Formula: C₁₅H₂₄O
• Molecular Weight: 220.35
• EINECS: 242-957-9
• Mol File: 19317-11-4.mol
• Article Data: 19

Chemical Properties

• Boiling Point: 126-129 °C3.5 mm Hg(lit.)
• Flash Point: >230 °F
• Appearance: /
• Density: 0.909 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.000187mmHg at 25°C
• Refractive Index: n20/D >1.4920(lit.)
• Storage Temp.: Amber Vial, Refrigerator
• Solubility: Chloroform (Sparingly), Methanol (Sparingly)
• Stability: Light Sensitive
• BRN: 1723427
• CAS DataBase Reference: FARNESAL(CAS DataBase Reference)
• NIST Chemistry Reference: FARNESAL(19317-11-4)
• EPA Substance Registry System: FARNESAL(19317-11-4)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 2
• F: 1-10
• Hazardous Substances Data: 19317-11-4(Hazardous Substances Data)

Usage

Occurrence

Reportedly present in tomato, ginger and cardamom.

Uses

Different sources of media describe the Uses of 19317-11-4 differently. You can refer to the following data:
1. Farnesone is s useful building block for organic synthesis
2. Farnesal was used in the synthesis of sesquiterpene nanaimoal.

Preparation

Reportedly prepared in a patented process by reaction of farnesol with diethyl ether in the presence of a catalyst.

Synthesis Reference(s)

Synthetic Communications, 20, p. 3125, 1990 DOI: 10.1080/00397919008051535

General Description

Farnesal has been reported as specific lipid substrate for aldo-keto reductase 1B10 (AKR1B10). The incubation of farnesol with the protoplast of Botryococcus braunii B race strain leads to the formation of farnesal and 3-hydroxy-2,3-dihydrofarnesal.

InChI:InChI=1/C15H24O/c1-13(2)7-5-8-14(3)9-6-10-15(4)11-12-16/h7,9,11-12H,5-6,8,10H2,1-4H3/b14-9+,15-11+

Upstream product

• 110-86-1 pyridine 
• 24163-93-7 farnesyl bromide 
• 67-66-3 chloroform 
• 4602-84-0 farnesol 
• 98-59-9 p-toluenesulfonyl chloride 
• 7212-44-4 (+/-)-nerolidol 
• 1066-30-4 chromium(lll) acetate 
• 106-28-5 Farnesol 
• 69405-35-2 homogeranyl bromide 
• 2270-59-9 1-bromo-4-methylpent-3-ene 
• 65017-88-1 2-cyclopropyl-6-methyl-hept-5-en-2-ol 
• 2387-68-0 3,7,11-trimethyl-6,10-dodecadien-1-yn-3-ol 
• 78804-15-6 N-cyclohexyl-N-farnesylbenzenesulfinamide 
• 78791-59-0 ((E)-7,11-Dimethyl-3-methylene-dodeca-6,10-diene-1-sulfinyl)-benzene 

Downstream Products

• 689-67-8 pseudo-ionone 
• 4602-84-0 farnesol 
• 75-07-0 acetaldehyde 
• 32480-08-3 3,7,11-Trimethyl-dodeca-6,10-dienal 
• 1660156-04-6 6a,7,8,9,10,10a-hexahydro-3,6,9-trimethyl-6-(4-methylpent-3-en-1-yl)-1,9-epoxy-6H-dibenzo[b,d]pyran 
• 1660156-04-6 6a,7,8,9,10,10a-hexahydro-3,6,9-trimethyl-6-(4-methylpent-3-en-1-yl)-1,9-epoxy-6H-dibenzo[b,d]pyran 
• 16106-95-9 (2Z,6Z)-farnesol 
• 3879-60-5 2E,6Z-farnesol 

Related news

Formation of FARNESAL (cas 19317-11-4) and 3-Hydroxy-2,3-dihydroFARNESAL (cas 19317-11-4) from Farnesol by Protoplasts of Botryococcus braunii08/03/2019

Farnesal and 3-hydroxy-2,3-dihydrofarnesal (3-hydroxy-3,7,11-trimcthyl-6,10-dodecadiene-1-al) were formed from farnesol when the alcohol was incubated with the protoplast of Botryococcus braunii B race strain. This fact suggests the existence of farnesal hydratase in the alga. Feeding experiment...detailed

Aldehyde dehydrogenase 3 converts FARNESAL (cas 19317-11-4) into farnesoic acid in the corpora allata of mosquitoes08/02/2019

The juvenile hormones (JHs) play a central role in insect reproduction, development and behavior. Interrupting JH biosynthesis has long been considered a promising strategy for the development of target-specific insecticides. Using a combination of RNAi, in vivo and in vitro studies we character...detailed

Relevant articles and documents

Identification of geranic acid, a tyrosinase inhibitor in lemongrass (Cymbopogon citratus)

Lemongrass is a popular Asian herb having a lemon-like flavor. Very recently, potent tyrosinase inhibitory activity has been found in lemongrass in addition to various biological activities reported in the literature. The aim of the present study is to identify the active compounds in the lemongrass. An assay-guided purification revealed that one of the active substances was geranic acid. Geranic acid has two stereoisomers, which are responsible for the trans and cis geometry on the conjugated double bond. Both isomers are present in the active ethyl acetate-soluble extract of the lemongrass, and their IC 50 values were calculated to be 0.14 and 2.3 mM, respectively. The structure requirement of geranic acid for the potent tyrosinase inhibitory activity was investigated using geranic acid-related compounds.

Preparation method of farnesal

The invention provides a preparation method of farnesal. The preparation method of farnesal comprises the step of carrying out Meyer-Schuster rearrangement reaction on dehydronerolidol under the effect of a catalyst to obtain the farnesal. In isomerous preparation of the farnesal from the dehydronerolidol by catalysis, the catalysis efficiency is high, reaction conditions are gentle, the preparedfarnesal is high in conversion ratio and selectivity, the preparation method is green and pollution-free, the preparation cost is low, and industrialized production can be realized. Experiments show that the yield of the farnesal prepared by the provided method is 93% or above, and the purity is 95% or above.

ADHESION PREVENTING AGENT

PROBLEM TO BE SOLVED: To provide a compound available as an easily applicable adhesion preventing agent. SOLUTION: The invention provides an amphipathic compound represented by the general formula (II) in the figure. (In the formula, X and Y either each denote a hydrogen atom or together denote an oxygen atom, n denotes an integer from 0 to 2, m denotes the integer 1 or 2, and R denotes a hydrophilic group obtained by removal of one hydroxyl group from any one selected from the group consisting of glycerol, erythritol, pentaerythritol, diglycerol, and glyceric acid.) SELECTED DRAWING: None COPYRIGHT: (C)2016,JPOandINPIT