Geranyl butyrate

Base Information

• Chemical Name: Geranyl butyrate
• CAS No.: 106-29-6
• Molecular Formula: C14H24O2
• Molecular Weight: 224.343
• Hs Code.: 2930200015
• European Community (EC) Number: 203-381-3,808-093-7
• NSC Number: 70177,46146
• UNII: 69AVH8L7KL
• DSSTox Substance ID: DTXSID1047152
• Nikkaji Number: J127.224A,J183.077E
• Wikidata: Q10864413
• Metabolomics Workbench ID: 4261
• ChEMBL ID: CHEMBL3187344
• Mol file: 106-29-6.mol

Synonyms:Geranyl butyrate;106-29-6;3,7-Dimethylocta-2,6-dien-1-yl butyrate;Geraniol butyrate;Geranyl butanoate;Geranyl n-butyrate;Butanoic acid, (2E)-3,7-dimethyl-2,6-octadienyl ester;FEMA No. 2512;Butyric acid geranyl ester;Geranyl butyrate (natural);Butanoic acid, 3,7-dimethyl-2,6-octadienyl ester, (E)-;3,7-Dimethyl-2,6-octadienyl Butyrate;BUTYRIC ACID, 3,7-DIMETHYL-2,6-OCTADIENYL ESTER, (E)-;AG 76;EINECS 203-381-3;NSC 46146;2173-82-2;UNII-69AVH8L7KL;69AVH8L7KL;2,6-Octadien-1-ol, 3,7-dimethyl-, butyrate, (E)-;AI3-15359;(E)-3,7-Dimethyl-2,6-octadienyl butyrate;DTXSID1047152;3,7-Dimethyl-2,6-octadienyl butyrate, (E)-;3,7-Dimethyl-2,6-octadienyl butanoate, (E)-;trans-3,7-Dimethyl-2,6-octadien-1-yl butyrate;3,7-Dimethyl-2,6-octadien-1-yl butanoate, trans-;NSC-46146;NSC-70177;WE(8:2(2E,6E)(3Me,7Me)/4:0);Butanoic acid, (2E)-3,7-dimethyl-2,6-octadien-1-yl ester;Butanoic acid,7-dimethyl-2,6-octadienyl ester, (E)-;Butyric acid,7-dimethyl-2,6-octadienyl ester, (E)-;geranylbutyrate;geranylbutyrat-;[(2E)-3,7-dimethylocta-2,6-dienyl] butanoate;n-Butyric acid, geranyl ester;SCHEMBL118465;SCHEMBL118466;GERANYL BUTYRATE [FCC];GERANYL BUTYRATE [FHFI];CHEMBL3187344;DTXCID9027152;Geranyl butyrate, >=95%, FCC;ZSBOMYJPSRFZAL-JLHYYAGUSA-N;NSC46146;NSC70177;Tox21_301108;LMFA07010616;MFCD00036538;3,7-Dimethyl-2,6-octadienylButyrate;AKOS015913959;LS-2767;Geranyl butyrate, natural, >=95%, FG;NCGC00248290-01;NCGC00255008-01;AS-64315;CAS-106-29-6;3,7-dimethyl-2,6-octadien-1-yl butyrate;(2E)-3,7-Dimethyl-2,6-octadienyl butyrate #;(2E)-3,7-dimethylocta-2,6-dien-1-yl butanoate;(2Z)-3,7-dimethyl-2,6-octadien-1-yl butyrate;A801412;J-001564;Q10864413

Chemical Property of Geranyl butyrate

Chemical Property:

• Appearance/Colour: colourless to pale yellow liquid/fruity, rose-like odour
• Vapor Pressure: 0.00116mmHg at 25°C
• Refractive Index: n20/D 1.461(lit.)
• Boiling Point: 299.906 °C at 760 mmHg
• Flash Point: 99.404 °C
• PSA: 26.30000
• Density: 0.898 g/cm³
• LogP: 4.02240
• Storage Temp.: Sealed in dry,Room Temperature
• Water Solubility.: 712.7μg/L at 25℃
• XLogP3: 4.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 8
• Exact Mass: 224.177630004
• Heavy Atom Count: 16
• Complexity: 258

Purity/Quality:

99%, ^*data from raw suppliers

Geranyl butyrate ≥95%, FCC ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi:Irritant
• Statements: R36/37/38:
• Safety Statements: S26:; S36:

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCC(=O)OCC=C(C)CCC=C(C)C
• Isomeric SMILES: CCCC(=O)OC/C=C(\C)/CCC=C(C)C
• Description: Geranyl butyrate has a characteristic fresh, fruity, rose-like odor and sweet apricot-like taste. Geranyl butyrate is synthesized by heating geraniol and butyryl chloride in the presence of pyridine, or from geraniol and butyric anhydride in the presence of camphor sulfonic acid.
• Uses: Geranyl Butyrate can be used for chemical characterization and antibacterial activity. It can also be used for banana oil essence in food additive. Perfumes and soaps, flavoring, synthetic attar of rose.

Technology Process of Geranyl butyrate

There total 9 articles about Geranyl butyrate 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: 99.9%

Geraniol (106-24-1) + butyric acid (107-92-6) → Geranyl butyrate (106-29-6)

Guidance literature:

With Candida antarctica lipase B; at 50 ℃; for 4h; Molecular sieve; Ionic liquid; Green chemistry; Enzymatic reaction;

DOI:10.1039/c2gc36081k

Reference yield: 63.0%

trans-Crotonaldehyde (123-73-9,4170-30-3) + Geraniol (106-24-1) → Geranyl butyrate (106-29-6)

Guidance literature:

With 2-mesityl-2,5,6,7-tetrahydropyrrolo[2,1-c][1,2,4]triazol-4-ium; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; at 60 ℃; for 24h;

DOI:10.1021/ol051269w

Reference yield:

butyraldehyde (123-72-8) → butyl butyrate (109-21-7) + Geranyl butyrate (106-29-6) + butan-1-ol (71-36-3)

Guidance literature:

Produkt₅:Geraniumsaeuregeranylester;

upstream raw materials:

butanoic acid anhydride

Geraniol

butyraldehyde

butyryl chloride

Refernces

• 1、 Widiyarti, Galuh,Megawati, Megawati,Hanafi, Muhammad. "The potential use of geraniol esters from citronella oil as anticancer agent". . p. 987 - 996. Retrieved 2019/07/12.
• 2、 Lozano, Pedro,Bernal, Juana M.,Navarro, Alicia. "A clean enzymatic process for producing flavour esters by direct esterification in switchable ionic liquid/solid phases". . p. 3026 - 3033. Retrieved 2013/01/15.