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Butyric acid

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Name

Butyric acid

EINECS 203-532-3
CAS No. 107-92-6 Density 0.987 g/cm3
PSA 37.30000 LogP 0.87110
Solubility miscible with water Melting Point -6 - -3 °C
Formula C4H8O2 Boiling Point 164.3 °C at 760 mmHg
Molecular Weight 88.1063 Flash Point 69 °C
Transport Information UN 2820 8/PG 3 Appearance colourless liquid
Safety 26-36-45 Risk Codes 34
Molecular Structure Molecular Structure of 107-92-6 (n-Butanoic acid) Hazard Symbols IrritantXi,CorrosiveC
Synonyms

n-Butanoic acid;n-Butyric acid;(3R,4S)-1-Benzoyl-3-(1-methoxy-1-methylethoxy)-4-phenyl-2-azetidinone;Butyricacid (6CI,7CI,8CI);1-Propanecarboxylic acid;Ethylacetic acid;Honey robber;NSC 8415;Propylformic acid;

Article Data 1027

Butyric acid Synthetic route

3724-65-0

2-butenoic acid

107-92-6

butyric acid

Conditions
ConditionsYield
With potassium hydroxide; hydrogen; [RhCl(Ph3P)2]; Ph2PO2CCH=CMe2 In acetone at 22℃; under 2280 Torr; for 17h;100%
With sodium tetrahydroborate; sodium hydroxide In water at 20 - 60℃;90%
With sodium hydroxide; hydrogen; nickel In water hydrogen generated in situ electrochemically on Raney nickel electrode;60%
123-72-8

butyraldehyde

107-92-6

butyric acid

Conditions
ConditionsYield
With 2,2,2-trichloroethylperoxycarbonic acid; dihydrogen peroxide In dichloromethane Ambient temperature;100%
With C4H11FeMo6NO24(3-)*3C16H36N(1+); water; oxygen; sodium carbonate at 50℃; under 760.051 Torr; for 8h; Green chemistry;99%
With 4H3N*4H(1+)*CuMo6O18(OH)6(4-); water; oxygen; sodium carbonate at 50℃; under 760.051 Torr; for 12h;98%
71-36-3

butan-1-ol

107-92-6

butyric acid

Conditions
ConditionsYield
With ammonium cerium (IV) nitrate; sodium trimethylsilylpropionate-d4; C18H22N4O2Ru(2+)*2F6P(1-); water at 20℃; for 0.5h;100%
With oxygen In water at 80℃; under 760.051 Torr; for 24h;99.7%
With potassium hydroxide at 50℃; electrolysis;98.8%
13022-83-8

2-oxopentanoic acid sodium salt

107-92-6

butyric acid

Conditions
ConditionsYield
With calcium hypochlorite; acetic acid In dichloromethane; water; acetonitrile for 3h; Ambient temperature;96%
199921-04-5

5-methyl-1-propyl-2,7,8-trioxabicyclo[3.2.1]octane

107-92-6

butyric acid

Conditions
ConditionsYield
Stage #1: 5-methyl-1-propyl-2,7,8-trioxabicyclo[3.2.1]octane With pyridinium p-toluenesulfonate In methanol; water at 22℃; for 1.5h; Ring cleavage;
Stage #2: With lithium hydroxide In tetrahydrofuran at 22℃; for 6h; Hydrolysis;
96%
Conditions
ConditionsYield
With palladium 10% on activated carbon; W(OTf)6; hydrogen at 135℃; under 760.051 Torr; for 12h;96%
With palladium on activated carbon; W(OTf)6; hydrogen In neat (no solvent) at 135℃; under 760.051 Torr; for 12h;96%
With hydrogen at 200 - 247℃; under 15514.9 Torr; for 5.66667h; Inert atmosphere;94.2 %Chromat.
94-96-2

2-ethyl-1,3-hexane diol

A

27970-80-5

2-ethyl-1-hydroxy-3-hexanone

B

107-92-6

butyric acid

Conditions
ConditionsYield
With dihydrogen peroxide; Na12[WZn3(H2O)2(ZnW9O34)2] at 75℃; for 7h;A 95%
B 4%
With Na12[WZn3(H2O)2(ZnW9O34)2]; dihydrogen peroxide at 85℃; for 7h;
With SiW11Zn; dihydrogen peroxide In water at 89.85℃; for 9h;
106-31-0

butanoic acid anhydride

691909-53-2

4-chloro-N-(2-fluoro-5-chlorophenyl)-N-(1R)-(2-hydroxy-1-methylpentyl)benzenesulfonamide

107-92-6

butyric acid

Conditions
ConditionsYield
With dmap; triethylamine In dichloromethane94%
102-82-9

tributyl-amine

A

14287-95-7

N,N-(di-n-butyl)butyramide

B

107-92-6

butyric acid

Conditions
ConditionsYield
With benzyl(triethyl)ammoniumpermanganate In dichloromethaneA 93%
B 5%
352-93-2

diethyl sulphide

1821-02-9

2-oxopentanoic acid

A

70-29-1

diethyl sulphide

B

124-38-9

carbon dioxide

C

107-92-6

butyric acid

Conditions
ConditionsYield
With oxygen; methylene blue In pyridine; acetonitrile for 2h; Irradiation;A 92%
B n/a
C 19%

Butyric acid Specification

The IUPAC name of this chemical is Butyric acid. With the CAS registry number 107-92-6 and EINECS registry number 203-532-3, it is also named as ethylacetic acid. In addition, the molecular formula is C4H8O2. It is an oily colorless liquid that is easily soluble in water, ethanol, and ether, and can be separated from an aqueous phase by saturation with salts such as calcium chloride. And it has an unpleasant smell and acrid taste. Besides, it is found in butter, parmesan cheese, vomit, and as a product of anaerobic fermentation (including in the colon and as body odor). 

Physical properties about this chemical are: (1)ACD/LogP: 0.70; (2)# of Rule of 5 Violations: 0; (3)ACD/BCF (pH 5.5): 1; (4)ACD/BCF (pH 7.4): 1; (5)ACD/KOC (pH 5.5): 8.756; (6)ACD/KOC (pH 7.4): 1; (7)#H bond acceptors: 2; (8)#H bond donors: 1; (9)#Freely Rotating Bonds: 2; (10)Polar Surface Area: 37.3 Å2; (11)Index of Refraction: 1.411; (12)Molar Refractivity: 22.145 cm3; (13)Molar Volume: 89.188 cm3; (14)Polarizability: 8.779 ×10-24cm3; (15)Surface Tension: 32.584 dyne/cm; (16)Density: 0.988 g/cm3; (17)Flash Point: 69.712 °C; (18)Enthalpy of Vaporization: 42.395 kJ/mol; (19)Boiling Point: 164.348 °C at 760 mmHg; (20)Vapour Pressure: 1.351 mmHg at 25°C.

Preparation of Butyric acid: It is industrially prepared by the fermentation of sugar or starch, brought about by the addition of putrefying cheese, with calcium carbonate added to neutralize the acids formed in the process. In addition, it can be prepared by butan-1-ol. The other product is butyraldehyde. This reaction will need reagent NaBrO3 and catalyst Ru2(dmnapy)Cl4. The reaction time is 15 hours with ambient temperature. The yield is about 91.5%.

Butyric acid can be prepared by butan-1-ol. The other product is butyraldehyde

Uses of Butyric acid: it can be used as food, perfume and fishing bait additives, an animal feed supplement, an approved food flavouring. In addition, it is used in the preparation of various butyrate esters. Besides, it can react with 4-methyl-quinoline to get 4-methyl-2-propyl-quinoline. This reaction will need reagents sulfuric acid and iron(III) sulfate, and solvent H2O. The reaction time is 20 hours with irradiation. The yield is about 76%.

Butyric acid can react with 4-methyl-quinoline to get 4-methyl-2-propyl-quinoline

When you are using this chemical, please be cautious about it as the following:
This chemical can cause burns. During using it, wear suitable protective clothing. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. And in case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.).

You can still convert the following datas into molecular structure:
(1)SMILES: CCCC(=O)O
(2)InChI: InChI=1/C4H8O2/c1-2-3-4(5)6/h2-3H2,1H3,(H,5,6)
(3)InChIKey: FERIUCNNQQJTOY-UHFFFAOYAP

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LC inhalation > 500mg/m3 (500mg/m3) LUNGS, THORAX, OR RESPIRATION: STRUCTURAL OR FUNCTIONAL CHANGE IN TRACHEA OR BRONCHI Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 23(5), Pg. 31, 1958.
mouse LD50 intraperitoneal 3180mg/kg (3180mg/kg)   Journal of Pharmacy and Pharmacology. Vol. 21, Pg. 85, 1969.
mouse LD50 intravenous 800mg/kg (800mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD Acta Pharmacologica et Toxicologica. Vol. 18, Pg. 141, 1961.
mouse LD50 subcutaneous 3180mg/kg (3180mg/kg)   Journal of Pharmacy and Pharmacology. Vol. 21, Pg. 85, 1969.
mouse LDLo oral 500mg/kg (500mg/kg) GASTROINTESTINAL: NECROTIC GHANGES

KIDNEY, URETER, AND BLADDER: OTHER CHANGES

BLOOD: CHANGES IN SPLEEN
Toksikologiya Novykh Promyshlennykh Khimicheskikh Veshchestv. Toxicology of New Industrial Chemical Substances. For English translation, see TNICS*. Vol. 4, Pg. 19, 1962.
rabbit LD50 skin 530uL/kg (0.53mL/kg)   Union Carbide Data Sheet. Vol. 4/10/1968,
rat LC inhalation > 500mg/m3 (500mg/m3) LUNGS, THORAX, OR RESPIRATION: STRUCTURAL OR FUNCTIONAL CHANGE IN TRACHEA OR BRONCHI Toksikologiya Novykh Promyshlennykh Khimicheskikh Veshchestv. Toxicology of New Industrial Chemical Substances. For English translation, see TNICS*. Vol. 4, Pg. 19, 1962.
rat LD50 oral 2gm/kg (2000mg/kg)   "Toxicometric Parameters of Industrial Toxic Chemicals Under Single Exposure," Izmerov, N.F., et al., Moscow, Centre of International Projects, GKNT, 1982Vol. -, Pg. 30, 1982.

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