2436-90-0

Basic information

• Product Name: Dihydromyrcene
• Synonyms: 3,7-DIMETHYL-1,6-OCTADIENE;(+)-BETA-CITRONELLENE;DIHYDROMYRCENE;(+)-β-citronellene;1,6-Octadiene, 3,7-dimethyl-;1,6-octadiene,3,7-dimethyl-,S(+)-;3,7-dimethyl-6-octadiene;3,7-Dimethyl-octa-1,6-diene
• CAS NO: 2436-90-0
• Molecular Formula: C₁₀H₁₈
• Molecular Weight: 138.25
• EINECS: 219-433-3
• Mol File: 2436-90-0.mol

Chemical Properties

• Melting Point: -69.6°C (estimate)
• Boiling Point: 154-155 °C(lit.)
• Flash Point: 38 °C
• Appearance: /
• Density: 0.760 g/mL at 20 °C(lit.)
• Vapor Pressure: 2.19mmHg at 25°C
• Refractive Index: n20/D 1.437
• Storage Temp.: 2-8°C
• Water Solubility: 2.24mg/L at 20℃
• CAS DataBase Reference: Dihydromyrcene(CAS DataBase Reference)
• NIST Chemistry Reference: Dihydromyrcene(2436-90-0)
• EPA Substance Registry System: Dihydromyrcene(2436-90-0)

Safety Data

• RIDADR: UN 2319 3/PG 3
• WGK Germany: 2
• RTECS: RG5340000
• F: 10
• Hazardous Substances Data: 2436-90-0(Hazardous Substances Data)

Usage

Uses

Used in Fragrance Industry:
Dihydromyrcene is used as a fragrance intermediate for its ability to enhance the scent of various products. It is often used in the production of perfumes, colognes, and other fragrances due to its pleasant aroma.
Used in Synthesis:
Dihydromyrcene can also be used to synthesize dihydromyrcenol, which is another compound used in the fragrance industry. This makes it a valuable starting material for the production of a variety of different scented products.

Synthesis Reference(s)

The Journal of Organic Chemistry, 51, p. 2126, 1986 DOI: 10.1021/jo00361a038

Safety Profile

A skin irritant. When heated to decomposition it emits acrid smoke and irritating fumes.

InChI:InChI=1/C10H18/c1-5-10(4)8-6-7-9(2)3/h5,7,10H,1,6,8H2,2-4H3/t10-/m1/s1

Upstream product

• 5392-40-5 (E/Z)-3,7-dimethyl-2,6-octadienal 
• 55816-07-4 citronellyl iodide 
• 65071-54-7 3,7-dimethyl-1,2,6-octatriene 
• 41273-34-1 (3,7-dimethyl-2,6-octadienyl)-triphenylphosphonium bromide 
• 85217-72-7 3,7-dimethylocta-2,6-dien-1-yl methyl carbonate 
• 85217-73-8 (Z)-3,7-dimethylocta-2,6-dien-1-yl methyl carbonate 
• 85217-72-7 geranyl methyl carbonate 
• 20536-36-1 neryl chloride 
• 5389-87-7 1-chloro-3,7-dimethylocta-2,6-diene 
• 126-91-0 linalool 
• 67-56-1 methanol 
• 18479-58-8 Dihydromyrcenol 
• 201230-82-2 carbon monoxide 
• 762-42-5 dimethyl acetylenedicarboxylate 

Downstream Products

• 6876-05-7 1r-Isopropenyl-2c,3c-dimethylcyclopentane 
• 6876-05-7 1r-Isopropenyl-2c,3t-dimethylcyclopentane 
• 6876-05-7 1r-Isopropenyl-2t,3t-dimethylcyclopentane 
• 53767-86-5 7-methoxy-3,7-dimethyloct-1-ene 
• 134600-30-9 S-(+)-7-methoxy-3,7-dimethyl-1-octene 
• 53767-93-4 2,6-dimethyl-7-octene-2-yl acetate 
• 80-26-2 terpinyl acetate 
• 183202-73-5 (5R,6R,7S,8R,9R,12S,13E,16S,18S,19S)-6,7,8,9,10,11,12,15,16,17,18,19-dodecahydro-4,7,19-trihydroxy-2,6,8,12,14,16,18-heptamethyl-1,19:5,9-diepoxybenzo[18]annulen-3(5H)-one 
• 887137-74-8 tert-Butyl-[2,4-dimethoxy-3-methyl-6-[(2R,5S,6R)-5-methyl-4-methylene-6-((S)-3-methyl-pent-4-enyl)-[1,3]dioxan-2-yl]-5-((3S,5S)-3,5,7-trimethyl-oct-7-en-1-ynyl)-phenoxy]-dimethyl-silane 
• 887137-73-7 (2R,5S,6R)-2-[2-(tert-Butyl-dimethyl-silanyloxy)-3,5-dimethoxy-4-methyl-6-((3S,5S)-3,5,7-trimethyl-oct-7-en-1-ynyl)-phenyl]-5-methyl-6-((S)-3-methyl-pent-4-enyl)-[1,3]dioxan-4-one 
• 853995-91-2 (3S,5S)-1-{3-(tert-Butyl-dimethyl-silanyloxy)-2-[(2R,3S,4S,5S,6R)-4-(tert-butyl-dimethyl-silanyloxy)-3,5-dimethyl-6-((S)-3-methyl-pent-4-enyl)-tetrahydro-pyran-2-yl]-4,6-dimethoxy-5-methyl-phenyl}-3,5,7-trimethyl-oct-7-en-2-ol 

Relevant articles and documents

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Samarium(II) iodide reduced allylic esters in the presence or the absence of palladium(0) catalyst to give α- and γ-protonated products in a regiodivergent fashion by tuning ester functionality and proton sources.

A chemoselective and regioselective catalytic way to a novel nine-membered lactone

Cyclocarbonylation of dihydromyrcenol into the corresponding lactone can be selectively performed in the presence of PdCl2(PPh3)2)/SnCl2·2H 2O and 4 A? molecular sieves.

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A hybrid terpyridine ligand was designed to functionalize a magnetic support constituted of magnetite cores surrounded by a silica shell with the aim of improving the stabilization of supported-palladium nanoparticles for the later application of the obtained composite nanomaterial in hydrogenation catalysis. The preparation of the nanomaterial was performed by direct decomposition of the organometallic complex [Pd2(dba)3] on the terpyridine-modified magnetic support providing well-dispersed Pd NPs of 2.5 ± 0.6 nm mean size. This new nanomaterial is a highly active catalyst for the hydrogenation of cyclohexene under mild conditions reaching turnover frequencies up to ca. 58000 h-1 or 129000 h-1 when corrected for surface Pd atoms. Furthermore, in the hydrogenation of β-myrcene, this nanocatalyst is highly selective for the formation of monohydrogenated compounds. When compared to a similar nanocatalyst consisting of palladium nanoparticles supported on an amino-modified magnetic support or on Pd/C, the activity and selectivity of the nanocatalyst are largely increased. These results show how the design of an appropriate hybrid ligand used to functionalize the support can strongly influence the catalytic properties of supported metal nanoparticles. The Royal Society of Chemistry 2013.

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