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3-Oxocyclobutyl pivalate, also known as 3-oxocyclobutane-1-carboxylic acid pivalate, is a chemical compound characterized by its molecular formula C9H16O3. It is a pivalic acid ester of a 3-oxocyclobutyl moiety, recognized for its colorless liquid form and fruity odor. 3-Oxocyclobutyl pivalate is widely utilized as a building block in organic synthesis, particularly in the production of pharmaceuticals, agrochemicals, and other fine chemicals. Its low volatility and high stability contribute to its versatility and value as a reagent in the chemical industry.

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  • 1071194-23-4 Structure
  • Basic information

    1. Product Name: 3-Oxocyclobutyl pivalate
    2. Synonyms: 3-Oxocyclobutyl pivalate;2,2-Dimethylpropanoic acid 3-oxocyclobutyl ester;3-oxocyclobutyl pivalate(WXC01276)
    3. CAS NO:1071194-23-4
    4. Molecular Formula: C9H14O3
    5. Molecular Weight: 170.20566
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 1071194-23-4.mol
  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: N/A
    3. Flash Point: N/A
    4. Appearance: /
    5. Density: N/A
    6. Refractive Index: N/A
    7. Storage Temp.: 2-8°C
    8. Solubility: N/A
    9. CAS DataBase Reference: 3-Oxocyclobutyl pivalate(CAS DataBase Reference)
    10. NIST Chemistry Reference: 3-Oxocyclobutyl pivalate(1071194-23-4)
    11. EPA Substance Registry System: 3-Oxocyclobutyl pivalate(1071194-23-4)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 1071194-23-4(Hazardous Substances Data)

1071194-23-4 Usage

Uses

Used in Pharmaceutical Industry:
3-Oxocyclobutyl pivalate is used as a key intermediate in the synthesis of various pharmaceutical compounds for its ability to facilitate the creation of complex molecular structures. Its stability and reactivity make it a preferred choice in the development of new drugs.
Used in Agrochemical Industry:
In the agrochemical sector, 3-Oxocyclobutyl pivalate is employed as a building block for the synthesis of active ingredients in pesticides and other crop protection products, leveraging its chemical properties to enhance the effectiveness and safety of these chemicals.
Used in Fine Chemicals Production:
3-Oxocyclobutyl pivalate is utilized as a versatile reagent in the production of fine chemicals, including fragrances and flavorings, due to its fruity odor and compatibility with a wide range of chemical processes.
Used in Organic Synthesis:
As a fundamental building block in organic synthesis, 3-Oxocyclobutyl pivalate is used for the construction of diverse organic molecules, contributing to the advancement of chemical research and the development of novel compounds with potential applications across various industries.

Check Digit Verification of cas no

The CAS Registry Mumber 1071194-23-4 includes 10 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 7 digits, 1,0,7,1,1,9 and 4 respectively; the second part has 2 digits, 2 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 1071194-23:
(9*1)+(8*0)+(7*7)+(6*1)+(5*1)+(4*9)+(3*4)+(2*2)+(1*3)=124
124 % 10 = 4
So 1071194-23-4 is a valid CAS Registry Number.

1071194-23-4SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 17, 2017

Revision Date: Aug 17, 2017

1.Identification

1.1 GHS Product identifier

Product name 3-oxocyclobutyl 2,2-dimethylpropanoate

1.2 Other means of identification

Product number -
Other names 3-oxocyclobutyl pivalate

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:1071194-23-4 SDS

1071194-23-4Downstream Products

1071194-23-4Relevant articles and documents

Total Synthesis of α-Tocopherol through Enantioselective Iridium-Catalyzed Fragmentation of a Spiro-Cyclobutanol Intermediate

Ratsch, Friederike,Schlundt, Waldemar,Albat, Dominik,Zimmer, Anne,Neud?rfl, J?rg-Martin,Netscher, Thomas,Schmalz, Hans-Günther

, p. 4941 - 4945 (2019)

A conceptionally new strategy for the asymmetric (2R-selective) synthesis of α-tocopherol (vitamin E) was developed. In the stereocontrolled key step, a prochiral spiro[chromane-2,3′-cyclobutanol] unit is effectively desymmetrized under C?C bond activation in an unprecedented iridium-catalyzed transformation using (S)-DTBM-SegPhos as a chiral ligand (e.r. 97:3). To complete the synthesis, the side chain was attached through Ru-catalyzed cross-metathesis employing an alkene derived from (R,R)-hexahydrofarnesol. To suppress epimerization during the final hydrogenation, PtO2 had to be used as a catalyst instead of Pd/C. In an alternative approach (employing a propargyl-substituted spiro-cyclobutanol), the side chain was constructed prior to the Ir-catalyzed ring fragmentation (>99:1 d.r.) through enyne cross-metathesis (using an alkene derived from (R)-dihydrocitronellal) followed by Cr-catalyzed 1,4-hydrogenation and (diastereoselective) Pfaltz hydrogenation of the resulting triple-substituted olefin. The work demonstrates the potential of iridium catalysis for enantioselective C?C bond activation.

Enantioselective Cleavage of Cyclobutanols Through Ir-Catalyzed C?C Bond Activation: Mechanistic and Synthetic Aspects

Ratsch, Friederike,Strache, Joss Pepe,Schlundt, Waldemar,Neud?rfl, J?rg-Martin,Adler, Andreas,Aziz, Sarwar,Goldfuss, Bernd,Schmalz, Hans-Günther

, p. 4640 - 4652 (2021/02/11)

The Ir-catalyzed conversion of prochiral tert-cyclobutanols to β-methyl-substituted ketones proceeds under comparably mild conditions in toluene (45–110 °C) and is particularly suited for the enantioselective desymmetrization of β-oxy-substituted substrates to give products with a quaternary chirality center with up to 95 % ee using DTBM-SegPhos as a chiral ligand. Deuteration experiments and kinetic isotope effect measurements revealed major mechanistic differences to related RhI-catalyzed transformations. Supported by DFT calculations we propose the initial formation of an IrIII hydride intermediate, which then undergoes a β-C elimination (C?C bond activation) prior to reductive C?H elimination. The computational model also allows the prediction of the stereochemical outcome. The Ir-catalyzed cyclobutanol cleavage is broadly applicable but fails for substrates bearing strongly coordinating groups. The method is of particular value for the stereo-controlled synthesis of substituted chromanes related to the tocopherols and other natural products.

1-(4-(ISOXAZOL-5-YL)-1H-PYRAZOL-1-YL)-2-METHYLPROPAN-2-OL DERIVATIVES AND RELATED COMPOUNDS AS IL-17 AND IFN-GAMMA INHIBITORS FOR TREATING AUTOIMMUNE DISEASES AND CHRONIC INFLAMMATION

-

, (2019/04/10)

The present invention relates to compounds of the general formula (I), and the pharmaceutically acceptable salts and solvates thereof, wherein Ar, Z and Y are as described herein and R1 is a group of the structure (formula (II)), wherein n is 0 or 1; R2 is H, deuterium or methyl; R3 is methyl, trilluoromethyl, ethyl, or taken with R2 together forms a cyclopropyl group, or R3 forms a methylene bridge to the carbon atom marked *, which are suitable for the treatment of autoimmune diseases and chronic inflammation.

INDAZOLE DERIVATIVES AS MODULATORS OF TNF ACTIVITY

-

, (2016/12/26)

A series of substituted indazole derivatives, being potent modulators of human TNFa activity, are accordingly of benefit in the treatment and/or prevention of various human ailments, including autoimmune and inflammatory disorders; neurological and neurod

FUSED PENTACYCLIC IMIDAZOLE DERIVATIVES

-

, (2016/04/26)

A series of fused pentacyclic imidazole derivatives, being potent modulators of human TNFa activity, are accordingly of benefit in the treatment and/or prevention of various human ailments, including autoimmune and inflammatory disorders; neurological and neurodegenerative disorders; pain and nociceptive disorders; cardiovascular disorders; metabolic disorders; ocular disorders; and oncological disorders. In particular, the present invention is concerned with 6,7-dihydro-7,14-methanobenzimidazo[l,2-b][2,5]benzodiazocin-5(14H)-one derivatives and analogs thereof.

ARYLOXYACETYLINDOLES AND ANALOGS AS ANTIBIOTIC TOLERANCE INHIBITORS

-

, (2016/08/10)

The disclosure provides compounds and pharmaceutical compositions of aryloxyacetylindoles compounds and analogs useful for treating chronic and acute bacterial infections. Certain of the compounds are compounds of general Formula (I) (I) or a pharmaceutically acceptable salt or prodrug thereof. Certain compounds of this disclosure are MvfR inhibitors. MvfR inhibitors reduce the formation of antibiotic tolerant bacterial strains and are useful for treating Gram-negative bacterial infections and reducing the virulence of Pseudomonas aeruginosa. Methods of treating bacterial infections in a subject, including Pseudomonas aeruginosa infections, are also provided by the disclosure.

IMIDAZOPYRIDINE DERIVATIVES AS MODULATORS OF TNF ACTIVITY

-

, (2015/06/25)

A series of substituted 3H imidazo[4,5-b]pyridine derivatives of formula (I), being potent modulators of human TNFa activity, are accordingly of benefit in the treatment and/or prevention of various human ailments, including autoimmune and inflammatory disorders; neurological and neurodegenerative disorders; pain and nociceptive disorders; cardiovascular disorders; metabolic disorders; ocular disorders; and oncological disorders.

FUSED IMIDAZOLE AND PYRAZOLE DERIVATIVES AS MODULATORS OF TNF ACTIVITY

-

, (2015/06/25)

A series of substituted benzimidazole, imidazo[1,2-a]pyridine and pyrazolo[1,5-a]pyridine derivatives, and analogues thereof, being potent modulators of human TNFα activity, are accordingly of benefit in the treatment and/or prevention of various human ailments, including autoimmune and inflammatory disorders; neurological and neurodegenerative disorders; pain and nociceptive disorders; cardiovascular disorders; metabolic disorders; ocular disorders; and oncological disorders.

FUSED TRICYCLIC IMIDAZOLE DERIVATIVES AS MODULATORS OF TNF ACTIVITY

-

, (2015/06/25)

A series of fused tricyclic imidazole derivatives, in particular dihydro-1H-cyclopenta[4,5]imidazo[1,2-a]pyridine derivatives, and analogues thereof, being potent modulators of human TNFα activity, are accordingly of benefit in the treatment and/or prevention of various human ailments, including autoimmune and inflammatory disorders; neurological and neurodegenerative disorders; pain and nociceptive disorders; cardiovascular disorders; metabolic disorders; ocular disorders; and oncological disorders.

Structure guided P1′ modifications of HEA derived β-secretase inhibitors for the treatment of Alzheimer's disease

Monenschein, Holger,Horne, Daniel B.,Bartberger, Michael D.,Hitchcock, Stephen A.,Nguyen, Thomas T.,Patel, Vinod F.,Pennington, Lewis D.,Zhong, Wenge

, p. 3607 - 3611 (2012/07/17)

The synthesis and SAR of a series of BACE-1 hydroxyethyl amine inhibitors containing substitutions on a spirocyclobutyl moiety is described. Selectivity against cathepsin D, a related aspartyl protease with potential off target toxicity, and improved micr

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