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Butyric anhydride

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Name

Butyric anhydride

EINECS 203-383-4
CAS No. 106-31-0 Density 0.981 g/cm3
PSA 43.37000 LogP 1.65640
Solubility decomposes in water Melting Point -73 °C
Formula C8H14O3 Boiling Point 198.279 °C at 760 mmHg
Molecular Weight 158.197 Flash Point 87.778 °C
Transport Information UN 2739 8/PG 3 Appearance clear liquid
Safety 26-36/37/39-45 Risk Codes 14-34
Molecular Structure Molecular Structure of 106-31-0 (Butanoic acid,1,1'-anhydride) Hazard Symbols CorrosiveC
Synonyms

Butanoicacid, anhydride (9CI);Butyric anhydride (6CI,8CI);Butanoic anhydride;Butanoyl anhydride;Butyric acid anhydride;Butyryl oxide;n-Butyric acidanhydride;n-Butyric anhydride;

Article Data 80

Butyric anhydride Synthetic route

107-92-6

butyric acid

106-31-0

butanoic acid anhydride

Conditions
ConditionsYield
With N,N-bis[2-oxo-3-oxazolidinyl]phosphorodiamidic chloride; triethylamine In dichloromethane at 20℃; for 0.5h;95%
With PEG-1000; sulfated zirconia at 40℃; for 3h; neat (no solvent);85%
at 230℃; under 2574.3 Torr;
40957-08-2

4-Ethoxyphenyltellurium oxochloride

141-75-3

butyryl chloride

A

106-31-0

butanoic acid anhydride

B

36310-31-3

p-ethoxyphenyltellurium(IV) trichloride

Conditions
ConditionsYield
In tetrachloromethane for 1h; Heating; prototype reaction, oth. acylchlorides, oth. arenetellurinyl chloride;A 89%
B 93%
125911-01-5

(dibutyrylhydroxy)triphenylarsorane

A

106-31-0

butanoic acid anhydride

B

603-32-7

triphenyl-arsane

C

1153-05-5, 856568-31-5

triphenylarsineoxide

Conditions
ConditionsYield
Product distribution; Heating;A 76%
B 38%
C 43%
107-92-6

butyric acid

A

106-31-0

butanoic acid anhydride

B

141-75-3

butyryl chloride

Conditions
ConditionsYield
With phosphorus trichloride at 40 - 50℃; 4-5h;A n/a
B 67%
With phosphorus trichloride at 40 - 50℃; 4-5h;A 10.54%
B 49.3%
123-72-8

butyraldehyde

106-31-0

butanoic acid anhydride

Conditions
ConditionsYield
With oxygen; cobalt(II) chloride In acetonitrile at 25℃; for 15h;43%
123-72-8

butyraldehyde

292638-85-8

acrylic acid methyl ester

A

106-31-0

butanoic acid anhydride

B

Methyl 2-hydroxy-4-oxoheptanoate

C

Methyl 2-butyryloxy-4-oxoheptanoate

D

107-92-6

butyric acid

Conditions
ConditionsYield
With acetic anhydride; cobalt(II) In acetonitrile at 25℃; for 24h;A n/a
B 18%
C 20%
D n/a
623-68-7

crotonic anhydride

106-31-0

butanoic acid anhydride

Conditions
ConditionsYield
With nickel Hydrogenation;
13122-71-9

peroxybutyric acid

123-72-8

butyraldehyde

141-78-6

ethyl acetate

A

106-31-0

butanoic acid anhydride

B

107-92-6

butyric acid

Conditions
ConditionsYield
at 20 - 50℃; Rate constant; auch nach Zusatz Kupfer(II)-, Mangan(II)-, Eisen(II)-, Kobalt(II)- und Nickel(II)-butyrat;
123-72-8

butyraldehyde

107-92-6

butyric acid

106-31-0

butanoic acid anhydride

Conditions
ConditionsYield
With oxygen; copper diacetate; cobalt(II) acetate at 50℃; under 1471.02 Torr;
With oxygen; cobalt(II) carbonate at 50℃; under 1471.02 Torr;
With oxygen; manganese(II) acetate at 50℃; under 1471.02 Torr;
75-36-5

acetyl chloride

107-92-6

butyric acid

106-31-0

butanoic acid anhydride

Conditions
ConditionsYield
at 120 - 180℃;

Butyric anhydride Consensus Reports

Reported in EPA TSCA Inventory.

Butyric anhydride Standards and Recommendations

DOT Classification:  8; Label: Corrosive

Butyric anhydride Specification

The Butyric anhydride, with the CAS registry number 106-31-0, is also known as Butanoic anhydride. It belongs to the product categories of Pharmaceutical Intermediates; Organics. Its EINECS registry number is 203-383-4. This chemical's molecular formula is C8H14O3 and molecular weight is 158.19. What's more, its IUPAC name is called Butanoyl butanoate. It should be stored in a cool, dry and well-ventilated place. It is a colorless liquid that smells strongly of butyric acid, formed by its reaction with the moisture in the air. It is used for the production of plastics, plasticizers, surfactants and textile auxiliaries. It is also used in food additives, flavorings, varnishes, perfumes, pharmaceuticals and disinfectants. It is used in the synthesis of butyrate ester widely used as perfumes and flavours.

Physical properties about Butyric anhydride are: (1)ACD/LogP: 1.879; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.88; (4)ACD/LogD (pH 7.4): 1.88; (5)ACD/BCF (pH 5.5): 15.78; (6)ACD/BCF (pH 7.4): 15.78; (7)ACD/KOC (pH 5.5): 250.72; (8)ACD/KOC (pH 7.4): 250.72; (9)#H bond acceptors: 3; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 6; (12)Polar Surface Area: 43.37 Å2; (13)Index of Refraction: 1.421; (14)Molar Refractivity: 40.916 cm3; (15)Molar Volume: 161.191 cm3; (16)Polarizability: 16.22×10-24cm3; (17)Surface Tension: 30.961 dyne/cm; (18)Density: 0.981 g/cm3; (19)Flash Point: 87.778 °C; (20)Enthalpy of Vaporization: 43.448 kJ/mol; (21)Boiling Point: 198.279 °C at 760 mmHg; (22)Vapour Pressure: 0.363 mmHg at 25 °C.

Uses of Butyric anhydride: it is used to produce other chemicals. For example, it can react with 2,5-dimethyl-furan to get 1-(2,5-dimethyl-[3]furyl)-butan-1-one. This reaction needs reagent BF3·OEt2. The reaction time is 45 min. The yield is 87 %.

Butyric anhydride can react with 2,5-dimethyl-furan to get 1-(2,5-dimethyl-[3]furyl)-butan-1-one.

When you are dealing with this chemical, you should be very careful. This chemical may destroy living tissue on contact and it reacts violently with water. It 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. 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(OC(=O)CCC)CCC
(2) InChI: InChI=1S/C8H14O3/c1-3-5-7(9)11-8(10)6-4-2/h3-6H2,1-2H3
(3) InChIKey: YHASWHZGWUONAO-UHFFFAOYSA-N

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LC inhalation > 50mg/m3 (50mg/m3)   Toksikologiya Novykh Promyshlennykh Khimicheskikh Veshchestv. Toxicology of New Industrial Chemical Substances. For English translation, see TNICS*. Vol. 4, Pg. 29, 1962.
mouse LDLo oral 1gm/kg (1000mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

KIDNEY, URETER, AND BLADDER: OTHER CHANGES

LIVER: OTHER CHANGES
Toksikologiya Novykh Promyshlennykh Khimicheskikh Veshchestv. Toxicology of New Industrial Chemical Substances. For English translation, see TNICS*. Vol. 4, Pg. 29, 1962.
rat LC inhalation > 50mg/m3 (50mg/m3)   Toksikologiya Novykh Promyshlennykh Khimicheskikh Veshchestv. Toxicology of New Industrial Chemical Substances. For English translation, see TNICS*. Vol. 4, Pg. 29, 1962.
rat LD50 oral 8790mg/kg (8790mg/kg)   "Prehled Prumyslove Toxikologie; Organicke Latky," Marhold, J., Prague, Czechoslovakia, Avicenum, 1986Vol. -, Pg. 321, 1986.

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