GERANIC ACID

Base Information

• Chemical Name: GERANIC ACID
• CAS No.: 459-80-3
• Molecular Formula: C10H16 O2
• Molecular Weight: 168.236
• Hs Code.: 2916190090
• DSSTox Substance ID: DTXSID0047115
• Wikidata: Q61738906
• ChEMBL ID: CHEMBL3182124
• Mol file: 459-80-3.mol

Synonyms:Geranicacid (6CI); 3,7-Dimethyl-2,6-octadienoic acid; NSC 229335

Chemical Property of GERANIC ACID

Chemical Property:

• Vapor Pressure: 0.000373mmHg at 25°C
• Melting Point: 185-186 °C (decomp)
• Refractive Index: n20/D 1.484(lit.)
• Boiling Point: 295.3°Cat760mmHg
• PKA: 5.17±0.33(Predicted)
• Flash Point: 201.1°C
• PSA: 37.30000
• Density: 0.96g/cm³
• LogP: 2.76370
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: H2O: insoluble
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 168.115029749
• Heavy Atom Count: 12
• Complexity: 208

Purity/Quality:

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

Geranic acid 85%,stabilised ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn,Xi
• Statements: 21-38
• Safety Statements: 36/37

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(=CCCC(=CC(=O)O)C)C
• Uses: Possible uses: orange, tea, mint, ripe fruit and melon notes.

Technology Process of GERANIC ACID

There total 18 articles about GERANIC ACID 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: 93.0%

3,7-dimethyl-2,6-octadienal (141-27-5,96680-15-8) → geranic acid (459-80-3)

Guidance literature:

With sodium hydroxide; silver(l) oxide; for 8h;

DOI:10.1080/00304949809355262

Reference yield: 92.0%

(E/Z)-3,7-dimethyl-2,6-octadienal (5392-40-5,96680-15-8) → geranic acid (459-80-3)

Guidance literature:

With sodium chlorite; sodium dihydrogenphosphate; In water; tert-butyl alcohol; Ambient temperature;

DOI:10.1016/S0040-4020(01)97963-3

Reference yield: 91.0%

geraniol (624-15-7) → geranic acid (459-80-3)

Guidance literature:

With [bis(acetoxy)iodo]benzene; iodine; In acetonitrile; at 20 ℃; for 3h;

DOI:10.1055/s-2005-871955

upstream raw materials:

(E/Z)-3,7-dimethyl-2,6-octadienal

(±)-3-hydroxy-3,7-dimethyloct-6-enoic acid

acetic anhydride

ethyl 3,7-dimethyl-2,6-octadienoate

Downstream raw materials:

racemic citronellic acid

2,6-dimethyl-hepta-1,5-diene

3,7-dimethyloctanoic acid

2,6-dimethyl-octa-2,6-dienedioic acid

Refernces

• 1、 -. "Method for synthesizing beta-damascenone". Paragraph 0048; 0049; 0050. . Retrieved 2019/01/14.
• 2、 Winkler, Till,Groeger, Harald,Hummel, Werner. "Enantioselective rearrangement coupled with water addition: Direct synthesis of enantiomerically pure saturated carboxylic acids from α,β-unsaturated aldehydes". . p. 961 - 964. Retrieved 2014/05/06.