2082-76-0

Basic information

• Product Name: DECANOIC ANHYDRIDE
• Synonyms: CAPRIC ANHYDRIDE;DECANOIC ANHYDRIDE;N-DECANOIC ANHYDRIDE;N-CAPRIC ANHYDRIDE;n-capricanhtdride;CAPRIC ANHYDRIDE (C10:0);n-decylic anhydride;Bis(decanoic acid)anhydride
• CAS NO: 2082-76-0
• Molecular Formula: C₂₀H₃₈O₃
• Molecular Weight: 326.51
• EINECS: 218-213-4
• Mol File: 2082-76-0.mol

Chemical Properties

• Melting Point: 24-25 °C(lit.)
• Boiling Point: 125-140 °C0.05 mm Hg(lit.)
• Flash Point: >230 °F
• Appearance: Colorless to light yellow/Melting Solid
• Density: 0.886 g/mL at 25 °C(lit.)
• Vapor Pressure: 2.22E-06mmHg at 25°C
• Refractive Index: n20/D 1.44(lit.)
• Storage Temp.: −20°C
• Solubility: chloroform: soluble100mg/mL, clear, colorless to light yellow
• CAS DataBase Reference: DECANOIC ANHYDRIDE(CAS DataBase Reference)
• NIST Chemistry Reference: DECANOIC ANHYDRIDE(2082-76-0)
• EPA Substance Registry System: DECANOIC ANHYDRIDE(2082-76-0)

Safety Data

• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-27-36/37/39-45
• RIDADR: UN 3261 8/PG 2
• WGK Germany: 3
• HazardClass: 8
• PackingGroup: III
• Hazardous Substances Data: 2082-76-0(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
Decanoic anhydride is used as a synthetic intermediate for the production of various pharmaceutical compounds. One such application is in the synthesis of 2-deoxy-2-p-methoxybenzylimideneaminio-1,3,4,6-tetra-O-decanoyl-D-glucopyranose, a complex molecule with potential pharmaceutical applications.
Used in Chemical Synthesis:
Decanoic anhydride serves as a valuable building block in the synthesis of various organic compounds, including esters, amides, and other derivatives. Its reactivity and stability make it a versatile component in the development of new chemical entities with diverse applications.
Used in Cosmetics Industry:
Due to its unique chemical properties, decanoic anhydride can be used in the formulation of cosmetics and personal care products. It can act as an emollient, providing a smooth and soft texture to the products, and can also be used as a viscosity modifier to control the consistency of creams and lotions.
Used in Lubricant Industry:
Decanoic anhydride can be used in the production of lubricants, particularly in the formulation of greases and other lubricating oils. Its ability to form stable esters with alcohols makes it a suitable candidate for improving the performance and longevity of lubricants in various applications.

InChI:InChI=1/C20H38O3/c1-3-5-7-9-11-13-15-17-19(21)23-20(22)18-16-14-12-10-8-6-4-2/h3-18H2,1-2H3

Upstream product

• 108-24-7 acetic anhydride 
• 112-13-0 n-decanoyl chloride 
• 111-66-0 oct-1-ene 
• 334-48-5 1-decanoic acid 
• 538-75-0 dicyclohexyl-carbodiimide 
• 535-80-8 3-chlorobenzoate 
• 112-30-1 1-Decanol 
• 75-98-9 Trimethylacetic acid 
• 112-31-2 caprinaldehyde 
• 56-23-5 tetrachloromethane 
• 506-68-3 bromocyane 

Downstream Products

• 6048-82-4 decanophenone 
• 1401415-48-2 2',3'-bis-O-decanoyl-5'-deoxy-5'-[(N-methylcarbamoyl)amino]-N⁶-(N-phenylcarbamoyl)-adenosine 
• 124-11-8 non-1-ene 
• 619-39-6 2-octyldecanoic acid 
• 4144-54-1 4-oxodecanoic acid 
• 58763-59-0 2-Decanoylcyclohexanon 
• 54527-29-6 7-oxo-hexadecanoic acid 
• 335-76-2 perfluorodecanoic acid 

Relevant articles and documents

Alcohol cross-coupling for the kinetic resolution of diols via oxidative esterification

We present an organocatalytic C-O-bond cross-coupling strategy to kinetically resolve racemic diols with aromatic and aliphatic alcohols, yielding enantioenriched esters. This one-pot protocol utilizes an oligopeptide multicatalyst, m-CPBA as the oxidant, and N,N-diisopropylcarbodiimide as the activating agent. Racemic acyclic diols as well as trans-cycloalkane-1,2-diols were kinetically resolved, achieving high selectivities and good yields for the products and recovered diols.

Organocatalytic oxidation of aldehydes to mixed anhydrides

TEMPO catalyzes the direct oxidation of aldehydes to mixed anhydrides in the presence of a carboxylic acid. The anhydrides can be converted in situ to esters, secondary, tertiary or Weinreb amides in high yield. Oxidation of the aldehyde directly to 2-propyl esters is also possible using only catalytic amounts of acid. The oxidation reactions are rapid and take place under mild conditions.

STRUCTURED PHOSPHOLIPIDS

A method of treating a patient in need of therapy for a disease in which cyokines have become dysregulated, or are otherwise capable of modulation to provide therapeutic benefit, is provided comprising administering to that patient a therapeutically effective dose of a phospholipid comprising a phosphatidyl group esterifed with one or more fatty acyl groups, characterised in that the phospholipid has at least one fatty acyl group at the sn-1 and/or sn-2 position of the phosphatidyl group, the fatty acyl group being selected from the group consisting of γ-linolenoyl, dihomo-γ-linolenoyl acid and arachidonoyl.

FACTORS GOVERNING PRODUCT DISTRIBUTION IN THE OXIDATION OF ALKENES BY MANGANESE(III) ACETATE IN ACETIC ACID AND ACETIC ANHYDRIDE

A systematic investigation has been carried out into the effect of different reaction parameters on the oxidation of oct-1-ene by manganese(III) acetate in acetic acid and acetic anhydride.The most important factor in dictating the ratio of products is the composition of the solvent.In the absence of anhydride γ-decanolactone is virtually the sole product.Even small quantitites of anhydride lead to the lactone being replaced by other products derived from cationic intermediates C6H13CH(1+)CH2COX (X = OH or OAc).Further increases in the amount of anhydride encourage the formation of decanoic acid until, in 90percent anhydride, this becomes the predominant product.The results cannot be interpreted simply in terms of competition for the alkene by the radicals (.)CH2CO2H and (.)CH2COOCOCH3.Decanoic acid formation is also favoured by low temperatures, low concentration of oxidants, and by the addition of acetate ions.A comparision is made of the efficiency of addition when the initiating species is manganese(III) or a peroxide.