Butanoic acid,1,1'-anhydride

Base Information

• Chemical Name: Butanoic acid,1,1'-anhydride
• CAS No.: 106-31-0
• Deprecated CAS: 86977-44-8
• Molecular Formula: C8H14O3
• Molecular Weight: 158.197
• Hs Code.: 2915.90
• European Community (EC) Number: 203-383-4
• UN Number: 2739
• UNII: A88LE742VX
• DSSTox Substance ID: DTXSID8026729
• Nikkaji Number: J5.050D
• Wikipedia: Butyric_anhydride
• Wikidata: Q5003196
• ChEMBL ID: CHEMBL1566369
• Mol file: 106-31-0.mol

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

Chemical Property of Butanoic acid,1,1'-anhydride

Chemical Property:

• Appearance/Colour: clear liquid
• Vapor Pressure: 0.363mmHg at 25°C
• Melting Point: -73 °C
• Refractive Index: 1.4130
• Boiling Point: 198.279 °C at 760 mmHg
• Flash Point: 87.778 °C
• PSA: 43.37000
• Density: 0.981 g/cm³
• LogP: 1.65640
• Storage Temp.: Store below +30°C.
• Solubility.: alcohol: soluble (with decomposition)(lit.)
• Water Solubility.: Decomposes
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 158.094294304
• Heavy Atom Count: 11
• Complexity: 124
• Transport DOT Label: Corrosive

Purity/Quality:

99.9% ^*data from raw suppliers

Butyric anhydride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C:Corrosive
• Statements: R34:
• Safety Statements: S26:; S36/37/39:; S45:

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Acid Anhydrides, Other
• Canonical SMILES: CCCC(=O)OC(=O)CCC
• Description: Butyric anhydride, or Butanoic anhydride, is a chemical compound with the formula (CH3CH2CH2CO)2O.It is a colorless liquid that smells strongly of butyric acid, formed by its reaction with the moisture in the air.
• Uses: Manufacture of butyrates, drugs, and tanning agents. Butyric anhydride is used in the preparation of amidoamine dendron-based co-adsorbents, which finds application in dye- sensitized solar cells improvement. It is also used in the synthesis of butyrate ester, which is used as a perfume and flavor. Further, it acts as a fumigant to drive bees from their hives. In addition to this, it is used in food additives, textile auxiliaries, varnishes, perfumes, pharmaceuticals and disinfectants. Butyric anhydride can be used to prepare various flavor & fragrance compounds like neryl butyrate, geranyl butyrate, and butyl butyrllactate.

Technology Process of Butanoic acid,1,1'-anhydride

There total 48 articles about Butanoic acid,1,1'-anhydride which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 95.0%

butyric acid (107-92-6) → butanoic acid anhydride (106-31-0)

Guidance literature:

With N,N-bis[2-oxo-3-oxazolidinyl]phosphorodiamidic chloride; triethylamine; In dichloromethane; at 20 ℃; for 0.5h;

DOI:10.1055/s-1981-29544

Reference yield: 76.0%

(dibutyrylhydroxy)triphenylarsorane (125911-01-5) → butanoic acid anhydride (106-31-0) + triphenyl-arsane (603-32-7) + triphenylarsineoxide (1153-05-5,856568-31-5)

Guidance literature:

Product distribution; Heating;

Reference yield: 67.0%

butyric acid (107-92-6) → butanoic acid anhydride (106-31-0) + butyryl chloride (141-75-3)

Guidance literature:

With phosphorus trichloride; at 40 - 50 ℃; 4-5h;

DOI:10.1007/BF00960670

upstream raw materials:

4-methyleneoxetan-2-one

butyric acid

oxalyl dichloride

sodium butyrate

Downstream raw materials:

1-(furan-2-yl)butan-1-one

2-butyrylthiophene

1-(5-methylfuran-2-yl)butan-1-one

1-(5-methylthiophen-2-yl)butan-1-one

Refernces

• 1、 Kuwajima,Mukaiyama. "-". . p. 1385. Retrieved 1964.
• 2、 Valitova, L. A.,Popova, E. V.,Ibragimov, Sh. N.,Ivanov, B. E.. "REACTION OF PHOSPHORUS TRICHLORIDE WITH CARBOXYLIC ACIDS". . p. 366 - 370. Retrieved 1990.
• 3、 Yamada, Kohei,Liu, Jie,Kunishima, Munetaka. "Development of triazine-based esterifying reagents containing pyridines as a nucleophilic catalyst". supporting information. p. 6569 - 6575. Retrieved 2018/09/25.
• 4、 Hu, Yu Lin,Zhao, Xing E.,Lu, Ming. "Efficient and convenient synthesis of symmetrical carboxylic anhydrides from carboxylic acids with sulfated zirconia by phase transfer catalysis". experimental part. p. 255 - 262. Retrieved 2012/04/17.