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CAS No.: | 503-74-2 |
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Name: | Isovaleric acid |
Article Data: | 376 |
Molecular Structure: | |
Formula: | C5H10O2 |
Molecular Weight: | 102.133 |
Synonyms: | Isopentanoicacid;Isovalericacid (8CI);3-Methyl-n-butyric acid;3-Methylbutanoic acid;3-Methylbutyric acid;3-Methylbutyrate;Isopropylacetic acid;b-Methylbutyric acid;Delphinic acid;Acetic acid, isopropyl-; |
EINECS: | 207-975-3 |
Density: | 0.963 g/cm3 |
Melting Point: | -35 °C |
Boiling Point: | 175.295 °C at 760 mmHg |
Flash Point: | 73.402 °C |
Solubility: | 25 g/L (20 °C) in water |
Appearance: | colorless to yellowish transparent liquid. |
Hazard Symbols: | C,T |
Risk Codes: | 34-24-22 |
Safety: | 26-36/37/39-45-38-28A |
Transport Information: | UN 3265 8/PG 2 |
PSA: | 37.30000 |
LogP: | 1.11710 |
Conditions | Yield |
---|---|
With potassium acetate; palladium diacetate; C34H36O8 at 30 - 35℃; for 6h; Catalytic behavior; Reagent/catalyst; Inert atmosphere; | 99.1% |
With dihydrogen peroxide In water; acetonitrile at 45℃; for 1h; chemoselective reaction; | 98% |
With selenium(IV) oxide; dihydrogen peroxide In tetrahydrofuran for 3h; Heating; | 91% |
2-bromoisovaleric acid
3-methylbutyric acid
Conditions | Yield |
---|---|
With indium; sodium dodecyl-sulfate at 20℃; for 1h; | 99% |
With 2,2'-azobis(isobutyronitrile); hypophosphorous acid; sodium hydrogencarbonate In water for 1.5h; Heating; | 98% |
Conditions | Yield |
---|---|
With sulfuric acid; α,α′-bis(2-pyridyl(tert-butyl)phosphino)-o-xylene; water; palladium(II) acetylacetonate; acetic acid at 20 - 100℃; under 30003 Torr; for 20h; Inert atmosphere; Autoclave; | 99% |
pentanal
2-Methylbutyraldehyde
isovaleraldehyde
A
3-methylbutyric acid
B
2-Methylbutanoic acid
C
valeric acid
Conditions | Yield |
---|---|
With oxygen; valerianate de potassium; iron In water at 50℃; for 6h; Product distribution / selectivity; | A n/a B n/a C 98.3% |
With oxygen; iron at 50℃; for 6h; Product distribution / selectivity; | A n/a B n/a C 97% |
With oxygen at 50℃; for 6h; Product distribution / selectivity; | A n/a B n/a C 95% |
With oxygen; valerianate de potassium In water at 50℃; for 6h; Product distribution / selectivity; | A n/a B n/a C 93.8% |
Conditions | Yield |
---|---|
With sodium hydroxide; sodium bromite; sodium bromide In water at 0℃; for 12h; | 95% |
With alkaline aqueous sodium hypochlorite |
methanol
(R)-3-methyl-4,4-bis(phenylsulfonyl)butanoic acid
3-methylbutyric acid
Conditions | Yield |
---|---|
With magnesium | 95% |
Conditions | Yield |
---|---|
With nickel In tetrahydrofuran at 20℃; for 0.5h; Reduction; | 93% |
With sodium tetrahydroborate; nickel dichloride In methanol; water at 20℃; for 0.5h; | 86% |
With potassium hydroxide; hydrogen; [RhCl(Ph3P)2]; Ph2PO2CCH=CMe2 In acetone at 22℃; under 2280 Torr; for 17h; | 80% |
Conditions | Yield |
---|---|
With calcium hypochlorite; acetic acid In dichloromethane; water for 2h; Ambient temperature; | 92% |
Conditions | Yield |
---|---|
With oxygen; chromium; valerianate de potassium In water at 50℃; for 2.5h; Product distribution / selectivity; | A n/a B 90.3% |
With oxygen; valerianate de potassium; copper In water at 50℃; for 2.5h; Product distribution / selectivity; | A n/a B 88.3% |
With oxygen; sodium valerate; iron In water at 50℃; for 2.5h; Product distribution / selectivity; | A n/a B 86.2% |
Conditions | Yield |
---|---|
With potassium phosphate buffer at 30℃; for 19h; Rhodococcus sp. AJ270 cells; | 90.2% |
With benzene-1,2-dicarboxylic acid for 0.75h; microwave irradiation; | 90% |
The Isovaleric acid, with the CAS registry number 503-74-2, is also known as Butanoic acid, 3-methyl-. It belongs to the product categories of Pharmaceutical Raw Materials; Artemisia Vulgaris; Building Blocks; C1 to C5; Carbonyl Compounds; Carboxylic Acids; Carthamus Tinctorius (Safflower Oil); Chemical Synthesis; Humulus Lupulus (Hops); Hypericum Perforatum (St John′;Nutrition Research; Organic Building Blocks; Panax Ginseng; Phytochemicals by Plant (Food/Spice/Herb) s Wort). Its EINECS registry number is 207-975-3. This chemical's molecular formula is C5H10O2 and molecular weight is 102.13. What's more, both is IUPAC name and systematic name are the same which is called 3-Methylbutanoic acid. Isovaleric acid has a strong pungent cheesy or sweaty smell, but its volatile esters have pleasing scents and are used widely in perfumery. It has been proposed that it is the anticonvulsant agent in valerian. It is a major component of the cause of unpleasant foot odor.
Physical properties about Isovaleric acid are: (1)ACD/LogP: 1.051; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 0.25; (4)ACD/LogD (pH 7.4): -1.54; (5)ACD/BCF (pH 5.5): 1.00; (6)ACD/BCF (pH 7.4): 1.00; (7)ACD/KOC (pH 5.5): 14.13; (8)ACD/KOC (pH 7.4): 1.00; (9)#H bond acceptors: 2; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 2; (12)Polar Surface Area: 37.3 Å2; (13)Index of Refraction: 1.418; (14)Molar Refractivity: 26.736 cm3; (15)Molar Volume: 106.072 cm3; (16)Polarizability: 10.599×10-24cm3; (17)Surface Tension: 30.985 dyne/cm; (18)Density: 0.963 g/cm3; (19)Flash Point: 73.402 °C; (20)Enthalpy of Vaporization: 45.387 kJ/mol; (21)Boiling Point: 175.295 °C at 760 mmHg; (22)Vapour Pressure: 0.554 mmHg at 25 °C.
Preparation of Isovaleric acid: this chemical can be prepared by 3-methyl-butan-1-ol. This reaction needs reagent superoxide/oxygen and solvent dimethylformamide. The reaction time is 15 hours. The yield is 62 %.
Uses of Isovaleric acid: it is used to produce other chemicals. For example, it can react with methanol to get 4-methyl-butyric acid methyl ester. The reaction occurs with reagent H2SO4 and solvent CH2Cl2.
When you are dealing with this chemical, you should be very careful. This chemical may destroy living tissue on contact and may cause damage to health at low levels. It is harmful if swallowed, toxic in contact with skin and may cause burns. Therefore, you should wear suitable protective clothing, gloves and eye/face protection. In case of contacting with eyes, you should rinse immediately with plenty of water and seek medical advice. In case of insufficient ventilation you must wear suitable respiratory equipment. And in case of accident or if you feel unwell seek medical advice immediately.
You can still convert the following datas into molecular structure:
(1) SMILES: O=C(O)CC(C)C
(2) InChI: InChI=1S/C5H10O2/c1-4(2)3-5(6)7/h4H,3H2,1-2H3,(H,6,7)
(3) InChIKey: GWYFCOCPABKNJV-UHFFFAOYSA-N
The toxicity data is as follows:
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
mouse | LD50 | intravenous | 1120mg/kg (1120mg/kg) | BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD | Acta Pharmacologica et Toxicologica. Vol. 18, Pg. 141, 1961. |
rabbit | LD50 | skin | 310uL/kg (.31mL/kg) | Union Carbide Data Sheet. Vol. 1/31/1972, | |
rat | LD50 | oral | 2mL/kg (2mL/kg) | Union Carbide Data Sheet. Vol. 1/31/1972, |