83594-04-1 Usage
Description
4-METHYLPENTANOIC ANHYDRIDE, also known as Pivalic Anhydride, is a colorless liquid chemical compound with the molecular formula C9H16O3. It possesses a pungent odor and is commonly utilized in organic synthesis as a reagent for acylation reactions. Additionally, it serves as a protecting group for alcohols and amines in organic chemistry. Due to its high reactivity, it requires careful handling to prevent irritation to the skin, eyes, and respiratory system, and should be stored in a cool, dry place away from incompatible materials.
Uses
Used in Organic Synthesis:
4-METHYLPENTANOIC ANHHYDRIDE is used as a reagent for acylation reactions in organic synthesis, facilitating the formation of amides, esters, and other acylated compounds. Its reactivity allows for efficient and selective transformations in various chemical processes.
Used as a Protecting Group:
In organic chemistry, 4-METHYLPENTANOIC ANHYDRIDE is used as a protecting group for alcohols and amines. This application is crucial for preventing unwanted side reactions during complex organic synthesis, ensuring the desired product is obtained with minimal impurities.
Used in Pharmaceutical Industry:
4-METHYLPENTANOIC ANHYDRIDE is used as a key intermediate in the synthesis of various pharmaceutical compounds. Its ability to form stable acyl derivatives makes it a valuable component in the development of new drugs and active pharmaceutical ingredients.
Used in Chemical Research:
4-METHYLPENTANOIC ANHYDRIDE is utilized in chemical research for studying reaction mechanisms, exploring new synthetic routes, and developing innovative methodologies in organic chemistry. Its unique reactivity and properties make it a valuable tool for advancing scientific knowledge in the field.
Check Digit Verification of cas no
The CAS Registry Mumber 83594-04-1 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 8,3,5,9 and 4 respectively; the second part has 2 digits, 0 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 83594-04:
(7*8)+(6*3)+(5*5)+(4*9)+(3*4)+(2*0)+(1*4)=151
151 % 10 = 1
So 83594-04-1 is a valid CAS Registry Number.
InChI:InChI=1/C12H22O3/c1-9(2)5-7-11(13)15-12(14)8-6-10(3)4/h9-10H,5-8H2,1-4H3
83594-04-1Relevant articles and documents
Isothiourea-Catalysed Regioselective Acylative Kinetic Resolution of Axially Chiral Biaryl Diols
Qu, Shen,Greenhalgh, Mark D.,Smith, Andrew D.
supporting information, p. 2816 - 2823 (2019/02/05)
An operationally simple isothiourea-catalysed acylative kinetic resolution of unprotected 1,1′-biaryl-2,2′-diol derivatives has been developed to allow access to axially chiral compounds in highly enantioenriched form (s values up to 190). Investigation of the reaction scope and limitations provided three key observations: i) the diol motif of the substrate was essential for good conversion and high s values; ii) the use of an α,α-disubstituted mixed anhydride (2,2-diphenylacetic pivalic anhydride) was critical to minimize diacylation and give high selectivity; iii) the presence of substituents in the 3,3′-positions of the diol hindered effective acylation. This final observation was exploited for the highly regioselective acylative kinetic resolution of unsymmetrical biaryl diol substrates bearing a single 3-substituent. Based on the key observations identified, acylation transition state models have been proposed to explain the atropselectivity of this kinetic resolution.
