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(R)-(-)-2-Propyloctanoic acid
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Name

(R)-(-)-2-Propyloctanoic acid

 EINECS N/A
CAS No. 185517-21-9 Density 0.908 g/cm3
PSA 37.30000 LogP 3.45770
Solubility N/A Melting Point N/A
Formula C11H22O2 Boiling Point 289.3 °C at 760mmHg
Molecular Weight 186.294 Flash Point 154.2 °C
Transport Information N/A Appearance N/A
Safety Risk Codes N/A
Molecular Structure Molecular Structure of 185517-21-9 ((R)-2-PROPYLOCTANOIC ACID) Hazard Symbols N/A
Synonyms

Acide arundique [INN-French];Acidum arundicum [INN-Latin];Arundic acid [INN];Acido ar?ndico [INN-Spanish];(2R)-2-Propyloctanoic acid;

Article Data 19

(R)-(-)-2-Propyloctanoic acid Synthetic route

213914-70-6

(2S)-2-(2-propenyl)octanoic acid

185517-21-9

(R)-(-)-arundic acid

Conditions
ConditionsYield
With hydrogen; platinum on activated charcoal In isopropyl alcohol under 7600 Torr; for 1.5h; Catalytic hydrogenation;99%
With hydrogenchloride; sodium chloride; hydrogen; platinum In hexane; ethyl acetate; isopropyl alcohol
With hydrogen; palladium 10% on activated carbon In methanol; ethyl acetate at 20℃; for 1h;n/a
With platinum on carbon; hydrogen In isopropyl alcohol at 30℃; under 3750.38 Torr; for 3.5h; Autoclave; Large scale;1045 g
1333204-12-8

(R)-2-propyloctan-1-ol

185517-21-9

(R)-(-)-arundic acid

Conditions
ConditionsYield
Stage #1: (R)-2-propyloctan-1-ol With sodium hypochlorite; sodium chlorite; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical In water; acetonitrile at 35℃; for 7h; pH=6.7; Inert atmosphere; aq. phosphate buffer;
Stage #2: With sodium hydrogencarbonate; sodium sulfite In water; acetonitrile at 0℃; pH=8; Inert atmosphere;
Stage #3: With hydrogenchloride In water pH=2; Inert atmosphere;		98%
With sodium hypochlorite solution; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; sodium chlorite In aq. phosphate buffer; acetonitrile at 35℃; for 7h; Inert atmosphere;98%
With sodium hypochlorite; sodium chlorite; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical In aq. phosphate buffer; acetonitrile at 35℃; for 7h; pH=6.7;95%
With sodium hypochlorite; sodium chlorite; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical In aq. phosphate buffer; water; acetonitrile at 35℃; for 7h; pH=6.7;95%

(2R)-2-propyloctanoic acid dibenzylamine salt

185517-21-9

(R)-(-)-arundic acid

Conditions
ConditionsYield
With potassium hydroxide In water at 20℃; for 0.166667h;97.1%
185463-37-0

(2S)-2-(2-propynyl)octanoic acid

185517-21-9

(R)-(-)-arundic acid

Conditions
ConditionsYield
With hydrogen; palladium on activated charcoal In ethyl acetate at 20℃; for 7305h;97%
With hydrogen; platinum on activated charcoal In isopropyl alcohol under 3800 Torr; for 2.5h; Catalytic hydrogenation;94.6%
With hydrogen; 5%-palladium/activated carbon In monoethylene glycol diethyl ether; water under 3800.26 Torr; for 5h;89%
palladium In methanol; ethyl acetate
With hydrogenchloride; sodium chloride; hydrogen; palladium In 1,2-dimethoxyethane; hexane; ethyl acetate

C11H18O2

185517-21-9

(R)-(-)-arundic acid

Conditions
ConditionsYield
With palladium on activated charcoal; hydrogen In methanol under 3040.2 Torr; for 2h;96%
1192553-22-2

(S)-2-[(E)-1-propenyl]-(Z)-oct-4-enoic acid

185517-21-9

(R)-(-)-arundic acid

Conditions
ConditionsYield
With palladium 10% on activated carbon; hydrogen In methanol at 20℃; under 3040.2 Torr; for 2h;96%
1087312-90-0

(1R)-2-endo-[(2R)-propyloctanoyl]-1,7,7-trimethylbicyclo[2.2.1]heptan-2-ol

A

464-49-3

(1R,4R)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-one

B

185517-21-9

(R)-(-)-arundic acid

Conditions
ConditionsYield
With ammonium cerium(IV) nitrate In water; acetonitrile at 0℃; for 1h;A n/a
B 95%

(2S,3R)-3-propylnonane-1,2-diol

185517-21-9

(R)-(-)-arundic acid

Conditions
ConditionsYield
With 1‐methyl‐2‐azaadamantane‐N‐oxyl; sodium hypochlorite; sodium chlorite In aq. phosphate buffer; acetone at 20℃; for 3h; pH=6.8;92%

N-(2-hydroxyphenyl)-(2R)-N-[(1S)-1-phenylethyl]-2-propyloctanamide

185517-21-9

(R)-(-)-arundic acid

Conditions
ConditionsYield
With ferric nitrate In 1,4-dioxane for 20h; Heating;60%
213914-72-8

N-[(2S)-2-propyloctanoyl]-(1S)-(-)-10,2-camphorsultam

185517-21-9

(R)-(-)-arundic acid

Conditions
ConditionsYield
With tetra(n-butyl)ammonium hydroxide; dihydrogen peroxide In 1,2-dimethoxyethane; water at -20℃; for 0.833333h;59%
With tetra(n-butyl)ammonium hydroxide; dihydrogen peroxide In tetrahydrofuran at -20℃; for 0.833333h; Hydrolysis;59.3%

(R)-(-)-2-Propyloctanoic acid Chemical Properties

Molecule structure of Arundic acid (CAS NO.185517-21-9):

IUPAC Name: (2R)-2-Propyloctanoic acid 
Molecular Weight: 186.29118 g/mol
Molecular Formula: C11H22O2 
Density: 0.908 g/cm3 
Boiling Point: 289.3 °C at 760 mmHg 
Flash Point: 154.2 °C
Index of Refraction: 1.444
Molar Refractivity: 54.53 cm3
Molar Volume: 205.1 cm3
Surface Tension: 32.2 dyne/cm
Enthalpy of Vaporization: 58.16 kJ/mol
Vapour Pressure: 0.000557 mmHg at 25 °C
XLogP3: 3.7
H-Bond Donor: 1
H-Bond Acceptor: 2
Rotatable Bond Count: 8
Exact Mass: 186.16198
MonoIsotopic Mass: 186.16198
Topological Polar Surface Area: 37.3
Heavy Atom Count: 13
Canonical SMILES: CCCCCCC(CCC)C(=O)O
Isomeric SMILES: CCCCCC[C@@H](CCC)C(=O)O
InChI: InChI=1S/C11H22O2/c1-3-5-6-7-9-10(8-4-2)11(12)13/h10H,3-9H2,1-2H3,(H,12,13)/t10-/m1/s1
InChIKey: YCYMCMYLORLIJX-SNVBAGLBSA-N
Classification Code of Arundic acid (CAS NO.185517-21-9): Neuroprotective agent

(R)-(-)-2-Propyloctanoic acid Specification

 Arundic acid (CAS NO.185517-21-9) is also named as (2R)-2-Propyloctanoic acid ; Acide arundique ; Acide arundique [INN-French] ; Acido arzndico ; Acido arúndico [INN-Spanish] ; Acidum arundicum ; Acidum arundicum [INN-Latin] ; Cereact ; Proglia ; UNII-F2628ZD0FO .

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