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CAS

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2266-69-5

Dodecanoyl fluoride, also known as lauroyl fluoride or n-dodecanoyl fluoride, is an organic compound with the chemical formula C11H21COF. It is a colorless liquid with a molecular weight of 192.28 g/mol. This chemical is a derivative of dodecanoic acid, where the hydroxyl group (-OH) is replaced by a fluorine atom, making it a fluoroacylating agent. Dodecanoyl fluoride is used in organic synthesis, particularly in the preparation of various pharmaceuticals, agrochemicals, and other specialty chemicals. It is also employed as a reagent in the formation of amide bonds and as a protecting group in peptide synthesis. Due to its reactivity and potential hazards, it is important to handle dodecanoyl fluoride with care, following proper safety protocols.

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  • 2266-69-5 Structure

  • Basic information

    1. Product Name: Dodecanoyl fluoride
    2. Synonyms:
    3. CAS NO:2266-69-5
    4. Molecular Formula: C12H23FO
    5. Molecular Weight: 202.312
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 2266-69-5.mol

  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: N/A
    3. Flash Point: N/A
    4. Appearance: N/A
    5. Density: N/A
    6. Refractive Index: N/A
    7. Storage Temp.: N/A
    8. Solubility: N/A
    9. CAS DataBase Reference: Dodecanoyl fluoride(CAS DataBase Reference)
    10. NIST Chemistry Reference: Dodecanoyl fluoride(2266-69-5)
    11. EPA Substance Registry System: Dodecanoyl fluoride(2266-69-5)

  • 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: 2266-69-5(Hazardous Substances Data)

2266-69-5 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 2266-69-5 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 2,2,6 and 6 respectively; the second part has 2 digits, 6 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 2266-69:
(6*2)+(5*2)+(4*6)+(3*6)+(2*6)+(1*9)=85
85 % 10 = 5
So 2266-69-5 is a valid CAS Registry Number.

2266-69-5Relevant articles and documents

Equilibrium shift in the rhodium-catalyzed acyl transfer reactions

Arisawa, Mieko,Igarashi, Yui,Kobayashi, Haruki,Yamada, Toru,Bando, Kentaro,Ichikawa, Takuya,Yamaguchi, Masahiko

experimental part, p. 7846 - 7859 (2011/10/12)

Rhodium/phosphine complexes catalyze equilibrium acyl transfer reactions between acid fluorides, aryl esters, acylphosphine sulfides, and thioesters. The use of appropriate co-substrates to accept heteroatom groups shifted the equilibrium to desired products. Acylphosphine sulfides and aryl esters were converted to acid fluorides using benzoylpentafluorobenzene as the fluoride donor, and the fluorination reaction of thioesters employed (4-tolylthio) pentafluorobenzene. Acid fluorides were converted into acylphosphine sulfides and thioesters using diphosphine disulfides and disulfides/triphenylphosphine, respectively. Aryl esters were obtained from acid fluorides and phenols in the presence of triphenylsilane. Aryl esters, acylphosphine sulfides, and thioesters were also interconverted in the presence of rhodium complexes. These rhodium-catalyzed acyl transfer reactions proceeded under neutral conditions without using acid or base. The involvement of acyl rhodium intermediates in these reactions was suggested by the carbothiolation reaction of thioesters and alkynes.

1-acyl-4-benzylpyridinium tetrafluoroborates: Stability, structural properties, and utilization for the synthesis of acyl fluorides

Wagner, Ruediger,Wiedel, Bernd,Guenther, Wolfgang,Goerls, Helmar,Anders, Ernst

, p. 2383 - 2390 (2007/10/03)

1-Acyl-4-benzylpyridinium salts 4 containing nonnucleophilic anions X- such as CF3SO3-, FSO3-, and BF4- can be generated quantitatively and in situ from 1-acyl-4-alkylidene-1,4-dihydropyridines 1a-f and the corresponding acid, HX. The BF4- salts reveal an interesting and unexpected thermal instability which allows the convenient synthesis of carboxylic acid fluorides 5b-f. This procedure offers advantages over known methods: All operations can be performed in a standard glass apparatus and do not require high pressures. The formation of RCOF 5 is assisted by the pyridine moiety of 4, which splits off and functions as a Lewis base to intercept the BF3 acid. The structural and electronic relationships as well as dominating differences between the very reactive cations of 4 and their almost 'inert' uncharged precursors, the dihydropyridines 1, are discussed both on the fundament of experimental evidence (X-ray structures of 1f and the extremely reactive and very labile 4f) and theoretical investigations (ab initio and DFT MO calculations).

Oxidation of primary alcohols to acyl fluorides using BrF3

Rozen, Shlomo,Ben-David, Iris

, p. 145 - 147 (2007/10/03)

Aliphatic and alicyclic primary alcohols when treated with BrF3 were rapidly oxidized to the corresponding acyl fluorides. The reaction is of an ionic nature. The main by-product was found to be the symmetrical ester which originates from the reaction between the acyl fluoride and unreacted starting alcohol.

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