20425-54-1

Basic information

• Product Name: (R)-3,7-dimethyloct-6-enyl acetate
• Synonyms: (R)-3,7-dimethyloct-6-enyl acetate;[R,(+)]-3,7-Dimethyl-6-octen-1-ol acetate;Acetic acid (3R)-3,7-dimethyl-6-octenyl ester;6-Octen-1-ol, 3,7-dimethyl-, acetate, (R)-;Ai3-00205;Einecs 243-812-2
• CAS NO: 20425-54-1
• Molecular Formula: C₁₂H₂₂O₂
• Molecular Weight: 198.30188
• EINECS: 243-812-2
• Mol File: 20425-54-1.mol
• Article Data: 24

Chemical Properties

• Boiling Point: 258.5°Cat760mmHg
• Flash Point: 88.2°C
• Appearance: /
• Density: 0.885g/cm³
• CAS DataBase Reference: (R)-3,7-dimethyloct-6-enyl acetate(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-3,7-dimethyloct-6-enyl acetate(20425-54-1)
• EPA Substance Registry System: (R)-3,7-dimethyloct-6-enyl acetate(20425-54-1)

Safety Data

• Hazardous Substances Data: 20425-54-1(Hazardous Substances Data)

Usage

General Description

(R)-3,7-dimethyloct-6-enyl acetate is a chemical compound with a molecular formula of C12H22O2. It is a colorless liquid with a fruity odor and is commonly used in the fragrance and flavor industries. It is a naturally occurring compound found in certain fruits and plants and is responsible for their characteristic scents. It is often used as a flavoring agent in food products, as well as a component in perfumes and other scented products. The compound has been studied for its potential pharmacological properties, including its antimicrobial and insecticidal effects. Overall, (R)-3,7-dimethyloct-6-enyl acetate is a versatile compound with a wide range of applications in various industries.

InChI:InChI=1/C12H22O2/c1-10(2)6-5-7-11(3)8-9-14-12(4)13/h6,11H,5,7-9H2,1-4H3

Upstream product

• 108-05-4 vinyl acetate 
• 106-22-9 Citronellol 
• 1117-61-9 (3R)-citronellol 
• 141-78-6 ethyl acetate 
• 2385-77-5 (R)-Citronellal 
• 18951-85-4 (R)-citronellic acid 
• 3396-11-0 cesium acetate 
• 10340-84-8 (S)-citronellyl bromide 
• 10281-56-8 (R)-3,7-dimethyl-1,6-octadiene 
• 75-36-5 acetyl chloride 
• 108-24-7 acetic anhydride 

Downstream Products

• 79517-78-5 (R)-(+)-6-acetoxy-4-methylhexanal 
• 82425-95-4 (R)-(+)-(4-methyl-6-(tetrahydropyranyloxy)hexane)-triphenylphosphonium iodide 
• 99493-42-2 (S)-(+)-14-Methyl-1-octadecene 
• 99582-18-0 (R)-3-Methyl-15-hexadecenyl tosylate 
• 99427-19-7 (R)-3-Methylheptyl tosylate 
• 99427-16-4 (R)-3-Methyl-6-(tosyloxy)hexyl acetate 
• 1070-32-2 (R)-(+)-3-Methyl-1-heptanol 
• 149710-28-1 Acetic acid (E)-(R)-8-(4-methoxy-benzyloxy)-3,7-dimethyl-oct-6-enyl ester 
• 149710-29-2 (E)-(R)-8-(4-Methoxy-benzyloxy)-3,7-dimethyl-oct-6-en-1-ol 
• 86423-93-0 (R)-3-methylhexyl tosylate 
• 86423-92-9 (3R)-3-Methylhexan-1-ol 
• 173864-64-7 (4S)-4-<(1S,2R)-5-(tert-butyldiphenylsiloxy)-1-<(1S)-1-hydroxy-2-(phenylselenyl)ethyl>-2-methylpentyl>dihydro-2(3H)-furanone 
• 173864-71-6 (3R)-6-(tert-butyldiphenylsiloxy)-3-methyl-1-hexanol acetate 
• 173864-60-3 (3R)-6-(tert-butyldiphenylsiloxy)-3-methylhexanoic acid 

Relevant articles and documents

A short stereoselective total synthesis of the fusarium toxin equisetin.

A short stereoselective synthesis of the fusarium toxin equisetin, an N-methylserine-derived acyl tetramic acid and potent inhibitor of HIV-1 integrase enzyme, is described using as the key step a stereoselective lithium perchlorate mediated intramolecular Diels-Alder reaction of a fully conjugated E,E,E-triene with a trisubstituted gamma,delta-unsaturated beta-ketothioester.

Total synthesis of the Fusarium toxin equisetin

A short stereoselective synthesis of the Fusarium toxin equisetin, a potent inhibitor of HIV-1 integrase enzyme is described, using as the key step a stereoselective intramolecular Diels-Alder reaction of a fully conjugated E,E,E-triene with a trisubstituted γ,δ-unsaturated β-ketothioester.

Relative stereochemical assignment of C-33 and C-35 in the antibiotic gladiolin

Gladiolin is a macrolide antibiotic isolated from Burkholderia gladioli BCC0238 with promising activity against Mycobacterium tuberculosis, including several multidrug resistant strains. The configuration of all but one of the stereogenic centers of gladiolin has previously been elucidated using a combination of NOESY NMR experiments and predictive sequence analysis of the polyketide synthase responsible for its assembly. However, it was not possible to assign the configuration of the C-35 methyl group using such methods. Here we report the synthesis of C-33/C-35-syn and C-33/C-35-anti mimics of the C-30 to C-38 fragment of gladiolin from (R) and (S)-citronellol, respectively. Comparison of HSQC NMR data for the mimics and the natural product showed that the C-35 methyl is anti to the C-33 hydroxyl group, indicating that gladiolin has the 35S configuration.

Amide/Iminium Zwitterionic Catalysts for (Trans)esterification: Application in Biodiesel Synthesis

A class of zwitterionic organocatalysts based on an amide anion/iminium cation charge pair has been developed. The zwitterions are easily prepared by reacting aziridines with aminopyridines. They are catalytically applicable to transesterifications and dehydrative esterifications. Mechanistic studies reveal that the amide anion and iminium cation work synergistically in activating the reaction partners, with the iminium cationic moiety interacting with the carbonyl substrates through nonclassical hydrogen bonding. The reaction can be applied to large-scale synthesis of biodiesel under mild conditions.

One-pot sequence for reductive-acetylation of carbonyl compounds with (N-methylimidazole)(tetrahydroborato)zinc complex

Reductive-acetylation of variety of aliphatic and aromatic aldehydes and ketones, α,β-unsaturated carbonyl compounds are examined efficiently with (N-methylimidazole)(tetrahydroborato)zinc complex, [Zn(BH4) 2(nmi)], under mild condition in THF at room temperature or reflux conditions. The corresponding acetates were obtained in excellent yields (90-98 %).