Neryl isobutyrate

Base Information

• Chemical Name: Neryl isobutyrate
• CAS No.: 2345-24-6
• Molecular Formula: C14H24 O2
• Molecular Weight: 224.343
• Hs Code.: 2915900090
• European Community (EC) Number: 219-061-1
• UNII: M9941BHL2O
• DSSTox Substance ID: DTXSID30883828
• Nikkaji Number: J213.201J
• Wikidata: Q27283713
• Metabolomics Workbench ID: 48132
• Mol file: 2345-24-6.mol

Synonyms:Neryl isobutyrate;2345-24-6;Geranyl 2-methylpropanoate;FEMA No. 2775;Propanoic acid, 2-methyl-, (2Z)-3,7-dimethyl-2,6-octadienyl ester;Neryl isobutyrate (natural);geranyl isobutanoate;Neryl 2-methylpropanoate, cis-;Propanoic acid, 2-methyl-, (2Z)-3,7-dimethyl-2,6-octadien-1-yl ester;EINECS 219-061-1;cis-3,7-Dimethyl-2,6-octadien-1-yl isobutyrate;UNII-M9941BHL2O;M9941BHL2O;3,7-Dimethyl-2,6-octadienyl isobutyrate, (Z)-;3,7-Dimethyl-2,6-octadienyl 2-methylpropanoate, cis-;3,7-Dimethyl-2,6-octadienyl 2-methylpropanoate, (Z)-;Isobutyric acid, 3,7-dimethyl-2,6-octadienyl ester, (Z)-;(Z)-2-Methylpropanoic acid 3,7-dimethyl-2,6-octadienyl ester;Propanoic acid, 2-methyl-, 3,7-dimethyl-2,6-octadienyl ester, (Z)-;(2Z)-3,7-dimethylocta-2,6-dien-1-yl 2-methylpropanoate;Isobutyric acid, (E)-3,7-dimethyl-2,6-octadienyl ester;Geraniol isobutyrate;3,7-Dimethyl-2,6-octadienyl isobutyrate;Neryl iso-butyrate;geranyl iso-butyrate;neryl methylpropanoate;GERANYLISOBUTYRATE;3,7-dimethylocta-2,6-dien-1-yl 2-methylpropanoate;Propanoic acid, 2-methyl-, (2E)-3,7-dimethyl-2,6-octadienyl ester;SCHEMBL1532475;[(2Z)-3,7-dimethylocta-2,6-dienyl] 2-methylpropanoate;NERYL ISOBUTYRATE [FHFI];FEMA 2513;DTXSID30883828;neryl isobutyrate, No Antioxidant;CHEBI:171784;OGJYXQFXLSCKTP-LCYFTJDESA-N;LMFA07010895;AKOS024319236;AS-75605;LS-121527;Neryl isobutyrate, >=97%, stabilized, FG;CS-0449872;(E)-3,7-Dimethyl-2,6-octadienyl isobutyrate;E79175;(Z)-3,7-dimethylocta-2,6-dien-1-yl isobutyrate;3,7-Dimethyl-isobutyratetrans-2,6-Octadien-1-ol;trans-3,7-dimethyl-2,6-octadien-1-yl isobutyrate;(2Z)-3,7-Dimethyl-2,6-octadienyl 2-methylpropanoate;(E)-3,7-Dimethyl-2,6-octadienyl 2-methylpropanoate;Q27283713;(2E)-3,7-Dimethyl-2,6-octadienyl 2-methylpropanoate #;3,7-Dimethyl-2,6-octadienyl estertrans-Isobutyric acid;Isobutyric acid (Z)-3,7-dimethyl-2,6-octadienyl ester;trans-3,7-Dimethyl-2,6-octadien-1-yl 2-methylpropanoate;Propanoic acid, 2-methyl-, 3,7-dimethyl-2,6-octadienyl ester, trans-;Propanoic acid,2-methyl-,(2Z)-3,7-dimethyl-2,6-octadien-1-yl ester;Propionic acid, 2-methyl-, 3,7-dimethyl-2,6-octadienyl ester, trans-

Chemical Property of Neryl isobutyrate

Chemical Property:

• Vapor Pressure: 0.00157mmHg at 25°C
• Refractive Index: n20/D 1.457(lit.)
• Boiling Point: 229 ºC(lit.)
• Flash Point: >230ºF
• PSA: 26.30000
• Density: 0.895 g/mL at 25 °C(lit.)
• LogP: 3.87830
• XLogP3: 4.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 7
• Exact Mass: 224.177630004
• Heavy Atom Count: 16
• Complexity: 269

Purity/Quality:

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

Neryl isobutyrate ≥97%, stabilized, FG ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(C)C(=O)OCC=C(C)CCC=C(C)C
• Isomeric SMILES: CC(C)C(=O)OC/C=C(/C)\CCC=C(C)C
• Description: Neryl isobutyrate has a delicate, sweet, rose-like fragrance with a slightly fruity undertone and a sweet, strawberry taste. May be prepared by esterification of nerol using isobutyric acid or the anhydride.

Technology Process of Neryl isobutyrate

There total 5 articles about Neryl isobutyrate 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: 4.0%

Geraniol (106-24-1) + isobutyric Acid (79-31-2) → geranyl 2-methylpropanoate (1188-06-3,2345-24-6,2345-26-8)

Guidance literature:

In hexane; at 30 ℃; for 72h; Corynebacterium sp. S-401;

Reference yield:

Geraniol (106-24-1) + isobutyryl chloride (79-30-1) → geranyl 2-methylpropanoate (1188-06-3,2345-24-6,2345-26-8)

Guidance literature:

With pyridine; In methylene chloride (CH₂ Cl₂);

Reference yield:

Geraniol (106-24-1) + Ethyl isobutyrate (97-62-1) → geranyl 2-methylpropanoate (1188-06-3,2345-24-6,2345-26-8)

Guidance literature:

With recombinant acyltransferase from Mycobacterium smegmatis; In aq. phosphate buffer; at 25 ℃; for 48h; pH=8; Green chemistry; Enzymatic reaction;

DOI:10.1021/acs.jafc.9b01790

upstream raw materials:

Nerol

isobutyric Acid

Geraniol

isobutyric acetic anhydride

Refernces

• 1、 Perdomo, Igor Chiarelli,Gianolio, Stefania,Pinto, Andrea,Romano, Diego,Contente, Martina Letizia,Paradisi, Francesca,Molinari, Francesco. "Efficient Enzymatic Preparation of Flavor Esters in Water". . p. 6517 - 6522. Retrieved 2019/06/20.
• 2、 Seo, Chull Won,Yamada, Yasuhiro,Okada, Hirosuke. "Synthesis of Fatty Acid Ester by Corynebacterium sp. S-401". . p. 405 - 410. Retrieved 2007/10/02.