2-ethylhexanoic acid CAS#: 149-57-5; ChemWhat Code: 1411729
Identification
Product Name | 2-ethylhexanoic acid |
IUPAC Name | 2-ethylhexanoic acid |
Molecular Structure | |
CAS Registry Number | 149-57-5 |
EINECS Number | 205-743-6 |
MDL Number | MFCD00002675 |
Beilstein Registry Number | 1750468 |
Synonyms | 2-ETHYLHEXANOIC ACID 149-57-5 2-Ethylcaproic acid Hexanoic acid, 2-ethyl- Ethylhexanoic acid Ethylhexoic acid 2-Ethylhexoic acid Butylethylacetic acid 2-Butylbutanoic acid 3-Heptanecarboxylic acid Ethyl hexanoic acid 2-ethyl-hexoic acid 2-ethyl hexanoic acid alpha-Ethylcaproic acid 2-Ethylhexansaeure 2-ethyl-hexanoic acid 125804-07-1 Ethyl hexanoic acid, 2- 2 ETHYL HEXANOIC ACID CCRIS 3348 HSDB 5649 alpha-ethyl caproic acid Kyselina 2-ethylkapronova [Czech] NSC 8881 Kyselina 2-ethylkapronova EINECS 205-743-6 .alpha.-Ethylcaproic acid 2-Ethyl-1-hexanoic acid (+/-)-2-ETHYLHEXANOIC ACID UNII-01MU2J7VVZ Kyselina heptan-3-karboxylova [Czech] BRN 1750468 01MU2J7VVZ Kyselina heptan-3-karboxylova AI3-01371 2-ETHYL HEXOIC ACID,AR 61788-37-2 DTXSID9025293 CHEBI:89058 Hexanoic acid, 2-ethyl-, (-)- NSC-8881 EINECS 262-971-9 2-ethylhexanoicacid EC 205-743-6 DTXCID805293 2-Ethylhexanoic acid, >=99% C8H16O2.1/2Cu 2-Ethylhexanoic acid, analytical standard CAS-149-57-5 Hexanoic acid, 2-ethyl-, copper(2++) salt MFCD00002675 2-Ethylcapronic acid 2-Ethyl-Hexonic acid alpha-Ethylhexanoic acid EHO (CHRIS Code) .alpha.-Ethylhexanoic acid SCHEMBL25800 2-Ethylhexanoic acid, 99% MLS002415695 2-Ethylhexanoic acid, Inhalable CHEMBL1162485 WLN: QVY4 & 2 NSC8881 HMS2267F21 CS-CY-00011 STR05759 2-ETHYLHEXANOIC ACID [HSDB] Tox21_201406 Tox21_300108 LMFA01020087 LS-869 AKOS009031416 AT29893 CS-W016381 SB44987 SB44994 Hexanoic acid,2-ethyl-, tridecyl ester NCGC00091324-01 NCGC00091324-02 NCGC00091324-03 NCGC00253985-01 NCGC00258957-01 SMR001252268 Hexanoic acid, 2- ethyl- , tridecyl ester E0120 FT-0612273 FT-0654390 EN300-20410 Q209384 Ethyl hexanoic acid, 2-; (Butyl ethyl acetic acid) W-109079 Azilsartan K Medoxomil Impurity-7 (2-EHA Impurities) F0001-0703 Z104478072 18FEB650-7573-4EA0-B0CD-9D8BED766547 2-Ethylhexanoic acid, Pharmaceutical Secondary Standard; Certified Reference Material |
Molecular Formula | C8H16O2 |
Molecular Weight | 144.21 |
InChI | InChI=1S/C8H16O2/c1-3-5-6-7(4-2)8(9)10/h7H,3-6H2,1-2H3,(H,9,10) |
InChI Key | OBETXYAYXDNJHR-UHFFFAOYSA-N |
Canonical SMILES | CCCCC(CC)C(=O)O |
Patent Information | ||
Patent ID | Title | Publication Date |
CN112624948 | Method for synthesizing alkyl peroxycarboxylate by using titanium silicalite molecular sieve composite catalyst | 2021 |
US2021/339235 | AN ORGANOMETALLIC COMPOUND FOR HYDROCARBON CRACKING | 2021 |
CN111039774 | Method for producing aliphatic carboxylic acid compound and pyridine compound adduct of aliphatic ketone compound | 2020 |
US2020/299247 | GLYCIDYL ESTER COMPOUND PREPARATION METHOD | 2020 |
Physical Data
Appearance | Clear and transparent oiled liquid |
Boiling Point, °C | Pressure (Boiling Point), Torr |
89 – 90 | 5 |
105 – 110 | 2 |
120 – 122 | 10 |
144 | 30 |
226.5 – 228 |
Density, g·cm-3 | Reference Temperature, °C | Measurement Temperature, °C |
0.7536 – 0.8913 | 50 – 200 | |
0.9068 | 4 | 20 |
0.904 | 4 | 20 |
0.9014 | 4 | 20 |
0.8954 | 4 | 32 |
Description (Association (MCS)) | Solvent (Association (MCS)) | Temperature (Association (MCS)), °C | Partner (Association (MCS)) |
Association with compound | chloroform-d1 | 14.84 | (all-R)-cyclohexylhemicucurbit[6]uril |
Association with compound | N,N,N’,N’,N”,N”-hexabutylguanidinium trifluoromethanesulfonate | ||
Association with compound | hexabutylguanidinium chloride |
Spectra
Description (NMR Spectroscopy) | Nucleus (NMR Spectroscopy) | Solvents (NMR Spectroscopy) | Frequency (NMR Spectroscopy), MHz |
Spectrum | 1H | chloroform-d1 | |
Chemical shifts, Spectrum | 1H | chloroform-d1 | 400 |
Chemical shifts, Spectrum | 1H | chloroform-d1 | 300 |
Description (IR Spectroscopy) | Solvent (IR Spectroscopy) | Temperature (IR Spectroscopy), °C |
Bands | acetonitrile | |
Spectrum | potassium bromide | |
Bands | sodium chloride | film |
Bands | NaCl |
Route of Synthesis (ROS)
Route of Synthesis (ROS) of 2-ethylhexanoic acid CAS 149-57-5
Conditions | Yield |
With sodium hydroxide In methanol at 20 – 185℃; for 18.5h; | 97% |
Stage #1: 2-Ethylhexanoic acid With sodium hydroxide In methanol at 20℃; for 0.5h; Inert atmosphere; Stage #2: at 185℃; under 25 Torr; for 18h; | 97% |
With sodium hydroxide In methanol for 0.25h; Inert atmosphere; Glovebox; | 97% |
Experimental Procedure A round bottom flask (250 mL) was charged with a stir bar, sodium hydroxide (13.87 g, 0.347 mol) and methanol (200 mL) under ambient conditions. 2-Ethylhexanoic acid (50.00 g, 0.347 mol) was added dropwise to the stirred solution over 30 min. The solvent was then removed by rotary evaporation producing a white, tacky solid. This white solid was then heated at 185° C. and a pressure less that 25 torr for 18 hr, yielding anhydrous sodium 2-ethylhexanoate as a hard, white solid (97% isolated yield). Anhydrous sodium 2-ethylhexanoate is very hygroscopic and was handled under an inert and substantiallydry atmosphere. |
Safety and Hazards
Pictogram(s) | |
Signal | Warning |
GHS Hazard Statements | H315: Causes skin irritation [Warning Skin corrosion/irritation] H361fd: Suspected of damaging fertility; Suspected of damaging the unborn child [Warning Reproductive toxicity] |
Precautionary Statement Codes | P203, P264, P280, P302+P352, P318, P321, P332+P317, P362+P364, P405, and P501 (The corresponding statement to each P-code can be found at the GHS Classification page.) |
Other Data
Transportation | Under room temperature away from light |
HS Code | |
Storage | Under room temperature away from light |
Shelf Life | 1 year |
Market Price |
Druglikeness | |
Lipinski rules component | |
Molecular Weight | 144.214 |
logP | 2.742 |
HBA | 1 |
HBD | 1 |
Matching Lipinski Rules | 4 |
Veber rules component | |
Polar Surface Area (PSA) | 37.3 |
Rotatable Bond (RotB) | 5 |
Matching Veber Rules | 2 |
Quantitative Results | ||
1 of 165 | Comment (Pharmacological Data) | Bioactivities present |
Reference | Reactions catalyzed by chromium (III) carboxylates | |
2 of 165 | Comment (Pharmacological Data) | Bioactivities present |
Reference | Methods of alkoxylation | |
3 of 165 | Comment (Pharmacological Data) | Bioactivities present |
Reference | Photoprotective and lightfastness-enhancing siloxanes | |
4 of 165 | Comment (Pharmacological Data) | Bioactivities present |
Reference | EMOLLIENTS AND COSMETIC COMPOSITIONS BASED ON SPECIAL BRANCHED HYDROCARBONS | |
5 of 165 | Comment (Pharmacological Data) | Bioactivities present |
Reference |
Use Pattern |
2-ethylhexanoic acid CAS#: 149-57-5 is commonly used as a plastic additive, particularly as a heat stabilizer and lubricant in polymer processing. It improves the processability of polymers, enhances melt flow, and reduces adhesion and friction. |
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Caming Pharmaceutical Ltd | http://www.caming.com/ |
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