(R)-(-)-Citronellyl bromide

Base Information

• Chemical Name: (R)-(-)-Citronellyl bromide
• CAS No.: 10340-84-8
• Molecular Formula: C10H19 Br
• Molecular Weight: 219.165
• Hs Code.: 2903399090
• European Community (EC) Number: 626-607-6
• Nikkaji Number: J1.465.959E
• Mol file: 10340-84-8.mol

Synonyms:(R)-(-)-Citronellyl bromide;(R)-8-bromo-2,6-dimethyloct-2-ene;(6R)-8-BROMO-2,6-DIMETHYLOCT-2-ENE;8-Bromo-2,6-dimethyl-2-octene;(R)-citronellyl bromide;(R)(-)Citronellyl bromide;SCHEMBL4058560;QPKCDMXLSDFCQD-SNVBAGLBSA-N;(R)-(-)-Citronellyl bromide,97%;(R)-(-)-Citronellyl bromide, 97%;(R)-2,6-Dimethyl-8-bromo-2-octene;J-000959

Chemical Property of (R)-(-)-Citronellyl bromide

Chemical Property:

• Vapor Pressure: 0.076mmHg at 25°C
• Refractive Index: n20/D 1.474(lit.)
• Boiling Point: 235.7°Cat760mmHg
• Flash Point: 95°C
• PSA: 0.00000
• Density: 1.092g/cm³
• LogP: 4.15390
• Storage Temp.: 2-8°C
• XLogP3: 4.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 5
• Exact Mass: 218.06701
• Heavy Atom Count: 11
• Complexity: 112

Purity/Quality:

98%,99%, ^*data from raw suppliers

(R)-(?)-Citronellyl bromide 97% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(CCC=C(C)C)CCBr
• Isomeric SMILES: C[C@H](CCC=C(C)C)CCBr

Technology Process of (R)-(-)-Citronellyl bromide

There total 20 articles about (R)-(-)-Citronellyl bromide 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: 98.0%

(S)-3,7-dimethyl-6-octen-1-ol (7540-51-4) → (S)-citronellyl bromide (10340-84-8,4895-14-1,58800-75-2,143615-81-0)

Guidance literature:

With carbon tetrabromide; triphenylphosphine; In dichloromethane; at 0 - 20 ℃; for 20h;

DOI:10.1055/s-0040-1706025

Reference yield: 93.0%

(3R)-citronellol (1117-61-9) → (R)-8-bromo-2,6-dimethyloct-2-ene (10340-84-8)

Guidance literature:

With carbon tetrabromide; triphenylphosphine; In dichloromethane; for 1h;

DOI:10.1039/d0ob00862a

Reference yield: 89.0%

(R)-citronellyl tosylate (67214-54-4) → (R)-8-bromo-2,6-dimethyloct-2-ene (10340-84-8)

Guidance literature:

With lithium bromide; In acetone; at 56 ℃; for 15h;

DOI:10.1016/S0957-4166(99)00376-6

upstream raw materials:

(3R)-citronellol

(R)-citronellyl tosylate

(2S)-methylbuthyl-1-magnesium bromide

Citronellol

Downstream raw materials:

(S)-(+)-dihydromyrcene

(R)-1-citronellyl acetate

3-O-trityl-2-O-(R)-citronellyl-1-O-benzyl-sn-glycerol

3,4-bis[3,7-(S)-dimethyl-6-octenyloxy]benzonitrile

Refernces

• 1、 Odinokov, V. N.,Ishmuratov, G. Yu.,Kharisov, R. Ya.,Yakovleva, M. P.,Sultanov, R. M.,et al.. "INSECT PHEROMONES AND THEIR ANALOGUES XXXII. CHIRAL PHEROMONES BASED ON (S)-(+)-3,7-DIMETHYLOCTA-1,6-DIENE. 1. SYNTHESIS OF (4R,8RS)-4,8-DIMETHYLDECANAL". . p. 500 - 502. Retrieved 1991.
• 2、 Tosoni, Martin,Laschat, Sabine,Baro, Angelika. "Synthesis of novel chiral ionic liquids and their phase behavior in mixtures with smectic and nematic liquid crystals". . p. 2742 - 2749. Retrieved 2004.
• 3、 Dyrkheeva, Nadezhda S.,Filimonov, Aleksandr S.,Luzina, Olga A.,Zakharenko, Alexandra L.,Ilina, Ekaterina S.,Malakhova, Anastasia A.,Medvedev, Sergey P.,Reynisson, Jóhannes,Volcho, Konstantin P.,Zakian, Suren M.,Salakhutdinov, Nariman F.,Lavrik, Olga I.. "New hybrid compounds combining fragments of usnic acid and monoterpenoids for effective tyrosyl-dna phosphodiesterase 1 inhibition". . . Retrieved 2021.
• 4、 Jiménez-Romero, Carlos,Rode, Joanna E.,Rodríguez, Abimael D.. "Reassignment of the absolute configuration of plakinidone from the sponge consortium Plakortis halichondrioides-Xestospongia deweerdtae using a combination of synthesis and a chiroptical approach". . p. 410 - 419. Retrieved 2016.
• 5、 Minozzi, Clémentine,Grenier-Petel, Jean-Christophe,Parisien-Collette, Shawn,Collins, Shawn K.. "Photocatalyic Appel reaction enabled by copper-based complexes in continuous flow". . p. 2730 - 2736. Retrieved 2018.