762-29-8

Basic information

• Product Name: Farnesylacetone
• Synonyms: FARNESYLACETONE MIXTURE OF STEREO;5,9,13-Pentadecatriene-2-one, 6,10,14-trimethyl-;Pentadeca-5,9,13-triene-2-one, 6,10,14-trimethyl-;farnesylacetone, mixture of stereo isomers;6,10,14-trimethylpentadeca-5,9,13-trien-2-one;FARNESYLACETONE, MIXTURE OF ISOMERS, 97%;5,9,13-PENTADECATRIEN-2-ONE,6,10,14-TRIMETHYL-;6,10,-Trimethylpentadeca-5,9,-trien-2-on
• CAS NO: 762-29-8
• Molecular Formula: C₁₈H₃₀O
• Molecular Weight: 262.43
• EINECS: 212-097-9
• Product Categories: Building Blocks;C15 to C38;Carbonyl Compounds;Chemical Synthesis;Ketones;Organic Building Blocks
• Mol File: 762-29-8.mol
• Article Data: 7

Chemical Properties

• Melting Point: 80.5-81.5 °C
• Boiling Point: 372.8 °C at 760 mmHg
• Flash Point: 110°C
• Appearance: Colourless or pale straw-coloured oily liquid; intensely sweet, floral odour
• Density: 0.88 g/mL at 20 °C(lit.)
• Vapor Pressure: 9.39E-06mmHg at 25°C
• Refractive Index: n20/D 1.481
• BRN: 1781239
• CAS DataBase Reference: Farnesylacetone(CAS DataBase Reference)
• NIST Chemistry Reference: Farnesylacetone(762-29-8)
• EPA Substance Registry System: Farnesylacetone(762-29-8)

Safety Data

• Safety Statements: 24/25
• WGK Germany: 2
• TSCA: Yes
• Hazardous Substances Data: 762-29-8(Hazardous Substances Data)

Usage

Chemical Properties

2,6,10-Trimethyl-2,6,10-pentadecatrien-14-one has an intensely sweet, floral odor.

Occurrence

Reported found in tomato, grapefruit juice, melon, cardamom, rice, buckwheat, lemon balm and sweet grass oil.

Uses

Farnesalacetone is an intermediate in the synthesis of intermediates in the biosynthesis of carotenoids.

Preparation

By treating farnesyl bromide with sodium acetate, followed by treating with methanolic KOH.

InChI:InChI=1/C18H30O/c1-15(2)9-6-10-16(3)11-7-12-17(4)13-8-14-18(5)19/h9,11,13H,6-8,10,12,14H2,1-5H3/b16-11+,17-13-

Upstream product

• 24163-93-7 farnesyl bromide 
• 1007476-32-5 sodium ethyl acetylacetate enolate 
• 7212-44-4 (+/-)-nerolidol 
• 86948-99-4 (E)-7-(3,7-Dimethyl-octa-1,6-diene-3-sulfonyl)-6-methyl-hept-5-en-2-one 
• 59905-15-6 dehydronerolidol 
• 3796-70-1 trans geranyl acetone 
• 50994-69-9 potassium Z-2-methyl-1,3-butadienylsulfinate 
• 86948-89-2 (E)-2-Acetyl-6-(3,7-dimethyl-octa-1,6-diene-3-sulfonyl)-5-methyl-hex-4-enoic acid tert-butyl ester 
• 86948-98-3 3,7-Dimethyl-3-((Z)-2-methyl-buta-1,3-diene-1-sulfonyl)-octa-1,6-diene 
• 92747-33-6 methyl (E)-2-methyl-6-oxo-2-heptenyl carbonate 
• 53254-60-7 3,7-dimethyl-1-(p-toluenesulfonyl)-2(E),6-octadiene 
• 112162-99-9 3-Oxo-butyric acid (E)-1,5,9-trimethyl-1-vinyl-deca-4,8-dienyl ester 
• 105-45-3 acetoacetic acid methyl ester 
• 116-11-0 2-Methoxypropene 

Downstream Products

• 502-69-2 6,10,14-Trimethyl-2-pentadecanon 
• 1331771-17-5 (11E)-(4,8,12,16-tetramethylheptadeca-3,7,11,15-tetraenyl)benzene 
• 1182-68-9 2-Methyl-3-<3,7,11,15,19-pentamethyl-eicosapentaen-(2,6,10,14,18)-yl-(1)>-naphthochinon-(1,4) 
• 6809-52-5 geranylgeranylacetone 
• 50848-64-1 2E,6E,10E-geranylgeranyl bromide 
• 68931-30-6 1,6,10,14-hexadecatetraen-3-ol, 3,7,11,15-tetramethyl- 
• 5153-92-4 sclareol oxide 
• 1027-71-0 sclareol oxide 
• 60437-17-4 3,7,11,15-tetramethyl-hexadeca-2,6,10,14-tetraenoic acid ethyl ester 
• 2387-69-1 3,7,11,15-tetramethyl-hexadeca-6,10,14-trien-1-yn-3-ol 

Relevant articles and documents

Method for synthesizing farnesyl acetone

The invention discloses a method for synthesizing farnesyl acetone. The method comprises the following steps of: mixing nerolidol and aluminum oxide, heating, dropwise adding methyl acetoacetate, carrying out heat preservation reaction after dropwise adding, evaporating generated methanol in the reaction process, and collecting generated carbon dioxide gas; and after finishing the reaction, filtering and separating aluminum oxide, and carrying out reduced pressure distillation on filtrate to collect the product farnesyl acetone. According to the method, the reaction yield is high, a catalyst can be separated through filtration and can be reused, washing of the reaction materials is avoided; waste water and waste containing metal ions are not generated, so that pollution to the environment is avoided; and generated by-products including methanol and carbon dioxide can be recycled.

MANUFACTURE OF GAMMA-DELTA-UNSATURATED KETONES

A process for the manufacture of gamma-delta-unsaturated ketones of formula (R1)(R2)C = CH - CH2 - CH2 - CO - R3 (I), wherein R1 is methyl or ethyl; R2 is a saturated or unsaturated linear or cyclic hydrocarbon residue and R3 is methyl or ethyl, by reacting a tertiary vinyl carbinol of formula (R1)(R2)C(OH) - CH = CH2 (II) with an isopropenyl methyl or ethyl ether of formula H3C-C(OR3) = CH2 (III) in the presence of an ammonium salt as catalyst.

THE CARROLL REARRANGEMENT ON THE SURFACE OF CHROMATOGRAPHIC ABSORBENTS

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