Chemical Properties Uses
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3-Chloroperoxybenzoic acid

Chemical Properties Uses
3-Chloroperoxybenzoic acid Structure
3-Chloroperoxybenzoic acid
  • CAS No.937-14-4
  • Chemical Name:3-Chloroperoxybenzoic acid
  • CBNumber:CB4259408
  • Molecular Formula:C7H5ClO3
  • Formula Weight:172.57
  • MOL File:937-14-4.mol
3-Chloroperoxybenzoic acid Property
  • Melting point: :69-71 °C(lit.)
  • Boiling point: :244.67°C (rough estimate)
  • Density  :0.56
  • refractive index  :1.4580 (estimate)
  • storage temp.  :2-8°C
  • pka :7.57 (in water @ 25 °C)
  • form  :Moist Powder
  • color  :White
  • Odor :slight pungent odor
  • PH :4.5@25 °C (saturated aq. sol)
  • Water Solubility  :insoluble
  • Decomposition  :>88 °C
  • BRN  :608317
  • Stability: :Strong oxidizing agent - contact with combustible material may cause fire. May be shock or heat sensitive. Incompatible with organic materials, strong reducing agents.
  • InChIKey :NHQDETIJWKXCTC-UHFFFAOYSA-N
  • CAS DataBase Reference :937-14-4(CAS DataBase Reference)
  • EWG's Food Scores :1
  • FDA UNII :G203D4H1RB
  • NIST Chemistry Reference :3-Chloroperbenzoic acid(937-14-4)
  • EPA Substance Registry System :Benzenecarboperoxoic acid, 3-chloro- (937-14-4)
Safety
Hazard and Precautionary Statements (GHS)
  • Symbol(GHS)
  • Signal wordDanger
  • Hazard statements H242-H315-H317-H319-H335-H272
  • Precautionary statements P220-P261-P280-P305+P351+P338-P410-P411+P235-P210a-P221-P405-P501a
3-Chloroperoxybenzoic acid Price More Price(8)
  • Brand: Sigma-Aldrich
  • Product number: 273031
  • Product name : 3-Chloroperbenzoic acid
  • Purity: ≤77%
  • Packaging: 1kg
  • Price: $523
  • Updated: 2021/03/22
  • Buy: Buy
  • Brand: Sigma-Aldrich
  • Product number: 273031
  • Product name : 3-Chloroperbenzoic acid
  • Purity: ≤77%
  • Packaging: 10kg
  • Price: $2090
  • Updated: 2021/03/22
  • Buy: Buy
  • Brand: Alfa Aesar
  • Product number: L00286
  • Product name : 3-Chloroperoxybenzoic acid, 50-55%, cont. ca 10% 3-chlorobenzoic acid, balance water
  • Purity: 
  • Packaging: 25g
  • Price: $34.1
  • Updated: 2021/03/22
  • Buy: Buy
  • Brand: Alfa Aesar
  • Product number: L00286
  • Product name : 3-Chloroperoxybenzoic acid, 50-55%, cont. ca 10% 3-chlorobenzoic acid, balance water
  • Purity: 
  • Packaging: 100g
  • Price: $95.2
  • Updated: 2021/03/22
  • Buy: Buy
  • Brand: Sigma-Aldrich
  • Product number: 273031
  • Product name : 3-Chloroperbenzoic acid
  • Purity: ≤77%
  • Packaging: 100g
  • Price: $99.5
  • Updated: 2021/03/22
  • Buy: Buy

3-Chloroperoxybenzoic acid Chemical Properties,Usage,Production

  • Chemical Properties 3-chloroperoxybenzoic acid is white powdery crystals. Melting point is 92-94°C (decomposed). It is almost insoluble in water, but soluble in ethanol, ethers, chloroform, and dichloroethane. It is thermally stable and has an annual decomposition rate of less than 1% at room temperature. The decomposition rate is accelerated in the liquid state. 3-Chloroperbenzoic acid is sensitive to heat and shock, and pure solid. 3-Chloroperbenzoic acid is flammable and potentially explosive. It contains a weak –O–O– bond and a nucleophilic OH group, that makes it versatile oxidative and easily breakable.
  • Uses 3-Chloroperoxybenzoic acid is commonly used in double bond epoxidation, nitridation, cyclization, Baeyer-Villiger oxidation, and N-oxidation. It can also be used as an oxidant for fine chemicals such as synthetic medicine and pesticides. It is also sometimes used as a bleaching agent [1-6].
    • Used in cyclization reaction, Baeyer-Villiger reaction, N-oxidation reaction and S-oxidation reaction.
    • Used as an oxidant for fine chemical products such as synthetic medicine and pesticides.
    • Used as oxidant and bleach.
    • As a good electrophilic reagent, it can react with many functional groups and can oxidize olefins, enol silyl ethers, furans, sulfides, selenides and amino compounds.
  • Chemical Properties White moist powder
  • Reactions 3-Chloroperoxybenzoic acid (MCPBA) is one of the most popular oxidation reagent in organic synthesis, because of its outstanding performance in terms of:
    reactivity, combined with reducing the number of reaction steps in classical synthetic routes,
    regio- and stereoselectivity,
    protection of functional groups mostly not required,
    high purity and yields.
    Its literature covers a huge area of different syntheses and below reaction equations just can be a brief overview of its interesting applications:
    3-Chloroperoxybenzoic acid Reactions
  • Synthesis Reference(s) Synthetic Communications, 19, p. 1271, 1989 DOI: 10.1080/00397918908054534
  • General Description 3-Chloroperoxybenzoic acid is sensitive to heat. Storage of 3-Chloroperoxybenzoic acid must be done so with stringent temperature control measures. It's explosion hazard is also mitigated by mixing the peroxide in a solvent slurry.
  • Reactivity Profile May explode from heat, shock, friction or contamination. May ignite combustibles (wood, paper, oil, clothing, etc.). May be ignited by heat, sparks or flames.
  • Purification Methods Recrystallise MCPBA from CH2Cl2 [Traylor & Mikztal J Am Chem Soc 109 2770 1987]. Peracid of 99+% purity can be obtained by washing commercial 85% material with phosphate buffer pH 7.5 and drying the residue under reduced pressure. Alternatively the peracid can be freed from m-chlorobenzoic acid by dissolving 50g/L of *benzene and washing with an aqueous solution buffered at pH 7.4 (NaH2PO4/NaOH) (5 x 100mL). The organic layer is dried over MgSO4 and carefully evaporated under vacuum. Necessary care should be taken in case of EXPLOSION. The solid is recrystallised twice from CH2Cl2/Et2O and stored at 0o in a plastic container as glass catalyses the decomposition of the peracid. The acid is assayed iodometrically. [Schwartz & Blumbrgs J Org Chem 29 1976 1964, Bortolini et al. J Org Chem 52 5093 1987, McDonald et al. Org Synth Coll Vol VI 276 1988, Beilstein 9 IV 972.]
3-Chloroperoxybenzoic acid Preparation Products And Raw materials
Raw materials
Preparation Products
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