3-Chloroperoxybenzoic acid

Chemical Properties Uses

Product Name: 3-Chloroperoxybenzoic acid
CAS No.: 937-14-4
Chemical Name: 3-Chloroperoxybenzoic acid
Synonyms: M-CPBA;M-CHLOROPERBENZOIC ACID;3-CHLOROPERBENZOIC ACID;M-CHLOROPEROXYBENZOIC ACID;3-chlorobenzoperoxoic acid;3-Chlorobenzenecarboperoxoic acid;3-Chloroperoxybenzoic Acid (MCPBA);3-ChL;M-Chloroperoxybenzoic;65.0%(T)
CBNumber: CB4259408
Molecular Formula: C7H5ClO3
Formula Weight: 172.57
MOL File: 937-14-4.mol

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3-Chloroperoxybenzoic acid Property

Melting point:: 69-71 °C(lit.)
Boiling point:: 244.67°C (rough estimate)
Density: 0.56
vapor pressure: 0.373Pa at 25℃
refractive index: 1.4580 (estimate)
storage temp.: 2-8°C
solubility: Chloroform (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly)
pka: 7.57 (in water @ 25 °C)
form: Moist Powder
color: White
PH: 4.5@25 °C (saturated aq. sol)
Odor: slight pungent odor
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
LogP: 1.03 at 25℃
CAS DataBase Reference: 937-14-4(CAS DataBase Reference)
NIST Chemistry Reference: 3-Chloroperbenzoic acid(937-14-4)
EPA Substance Registry System: Benzenecarboperoxoic acid, 3-chloro- (937-14-4)

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Safety

Hazard Codes: O,Xi,C
Risk Statements: 5-8-36/37/38-43-7-34-22
Safety Statements: 17-26-36/37-45-36/37/39-3/7-14-27-7/9
RIDADR: UN 3106 5.2
WGK Germany: 3
RTECS: SD9470000
F: 4.4
TSCA: Yes
HazardClass: 5.2
PackingGroup: II
HS Code: 29163990

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H242Heating may cause a fire

H315Causes skin irritation

H317May cause an allergic skin reaction

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.

P235Keep cool.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P370+P378In case of fire: Use … for extinction.

P410Protect from sunlight.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 273031
Product name: 3-Chloroperbenzoic acid
Purity: ≤77%
Packaging: 1kg
Price: $642
Updated: 2024/03/01

Sigma-Aldrich

Product number: 273031
Product name: 3-Chloroperbenzoic acid
Purity: ≤77%
Packaging: 10kg
Price: $2048
Updated: 2024/03/01

Alfa Aesar

Product number: L00286
Product name: 3-Chloroperoxybenzoic acid, 50-55%, cont. ca 10% 3-chlorobenzoic acid, balance water
Packaging: 25g
Price: $34.1
Updated: 2021/12/16

Alfa Aesar

Product number: L00286
Product name: 3-Chloroperoxybenzoic acid, 50-55%, cont. ca 10% 3-chlorobenzoic acid, balance water
Packaging: 100g
Price: $95.2
Updated: 2021/12/16

Sigma-Aldrich

Product number: 273031
Product name: 3-Chloroperbenzoic acid
Purity: ≤77%
Packaging: 25g
Price: $48.5
Updated: 2024/03/01

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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

Uses

3-Chloroperoxybenzoic acid is a strong oxidizing agent used in the oxidation reactions such as aldehydes and ketones to esters (Bayer-Villiger-Oxidation), olefines to epoxides, sulfides to sulfoxides and sulfones, and amines to nitroalkanes, N-oxides.

Uses

Effective oxidant for epoxidizing di-, tri-, and tetra-substituted olefins.

Definition

ChEBI: 3-chloroperbenzoic acid is a peroxy acid and a member of monochlorobenzenes.

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:

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

Polyethylene 1,4-Dioxane 3-Chlorobenzoyl chloride Magnesium sulfate heptahydrate

Preparation Products

5-Bromo-2-hydroxymethylpyridine 3-(TERT-BUTOXYCARBONYLAMINO-METHYL)-PYRIDINE-2-CARBOXYLIC ACID 6-BROMO-1H-PYRROLO[2,3-B]PYRIDINE 5-BROMO-2-METHYLPYRIDINE N-OXIDE LORACARBEF (200 MG) 4-IODO-7-AZAINDOLE 1,2-Epoxyhexane 4-(CHLOROSULFONYL)-7-FLUORO-2,1,3-BENZOXADIAZOLE 3-Isochromanone 4-(METHYLSULFINYL)PHENOL 3,5-DIMETHYLPYRIDIN-4-AMINE 8-HYDROXYQUINOLINE-2-CARBONITRILE 4,5-DICHLORO-2-METHYLPYRIDINE 1H-Pyrrolo[2,3-b]pyridine, 4-nitro-, 7-oxide 3-AMINOMETHYL-PYRIDINE-2-CARBOXYLIC ACID 4-[(TERT-BUTOXYCARBONYLAMINO)METHYL]-2-CYANOPYRIDINE 4-Bromo-7-azaindole Tacalcitol NITROCYCLOHEXANE 4-Chloro-7-azaindole 7-OXIDE-7-AZAINDOLE 4-(BOC-AMINOMETHYL)PYRIDINE-2-CARBOXYLIC ACID 4-Chloro-2-(methylsulfonyl)pyrimidine 5-BROMO-4-CHLORO-2-METHANESULFONYL-PYRIMIDINE 4-FLUORO-2,1,3-BENZOXADIAZOLE 2-(2,3-DIHYDRO-1-BENZENESULFONYL-PYRROLO[2,3-B]PYRIDIN-3-YL)ACETONITRILE METHYL(2R,3S)-2,2-DIMETHYL-3-(2-OXOPROPYL)-CYCLOPROPANEACETATE 1,7-DIDEAZAADENINE Pantoprazole Omeprazole Cyclopentene oxide 3-NITROSOBENZAMIDE 5-Bromopyridine-2-carbaldehyde 6-CHLORO-1H-PYRROLO[2,3-B]PYRIDINE 1,4-OXATHIANE SULFOXIMINE 1H-PYRROLO[2,3-B]PYRIDINE, 4-NITRO- 2,5-Dichloropyridine S-METHYL-S-(2-METHYLPYRAZINYL) SULFOXIMINE 1,2-EPOXY-9-DECENE 1-PROPANESULPHONYLACETONITRILE

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View Lastest Price from 3-Chloroperoxybenzoic acid manufacturers

Hebei Weibang Biotechnology Co., Ltd

Product: 3-Chloroperoxybenzoic acid 937-14-4
Price: US $9.90/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: 5tons
Release date: 2024-11-29

Hebei Chuanghai Biotechnology Co,.LTD

Product: 3-Chloroperoxybenzoic acid 937-14-4
Price: US $30.00-10.00/kg
Min. Order: 10kg
Purity: 99%
Supply Ability: 100000kg
Release date: 2024-08-13

Zibo Hangyu Biotechnology Development Co., Ltd

Product: 3-Chloroperoxybenzoic acid 937-14-4
Price: US $60.00-600.00/kg
Min. Order: 10kg
Purity: 0.99
Supply Ability: 20tons
Release date: 2023-11-06

937-14-4, 3-Chloroperoxybenzoic acidRelated Search:

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3-CHLOROPEROXYBENZOIC ACID

3-Chloroperoxy benzoic acid(more than 57% but not more than 86%,with 3-chorobenzoic acid)

3-Chlorobenzenecarboperoxoic acid

3-Chloroperoxybenzoic acid, balance 3-Chlorobenzoic acid and water, 70-75%

3-Chloroperoxybenzoic acid, 70 - 75%, (balance 3-chlorobenzoic acid and water)

3-Chlorobenzeneperoxycarboxylic acid

3-Chloroperoxybenzoic Acid (contains min. 17% Water and min. 6% 3-Chlorobenzoic Acid)

3-Chloroperoxybenzoic Acid (contains ca. 30% Water)

3-Chloroperoxybenzoic acid ,75%

3-Chloroperbenzoic acid,3-Chloroperoxybenzoic acid, MCPBA

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3-Chloroperbenzoic Acid (Technical Grade, 70-75%, wet with water)

3-CHLOROPERBENZOICACIDM-CHLOROPERBENZOICACID70-75% M-CHLOROBENZOICACIDNOMORETHAN10% WATER15-22%

M-cholroperoxbenzoic acid

3-Chloroperoxybenzoic acid[57% < content < 86%, inert solid content < 14%.]

3-Chloroperoxybenzoic acid[Content < 57%, inert solid content < 3%, water content < 40%.]

3-Chloroperoxybenzoic acid [Content < 77%, inert solid content (> 6%, water content (> 17%)]

3-Chlorperbenzoesure

3-chloro-benzenecarboperoxoicaci

3-chlorobenzenecarboperoxoicacid

Benzenecarboperoxoic acid, 3-chloro-

m-chloro-peroxybenzoicaci

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Peroxybenzoic acid, m-chloro-

3-Choroperoxybenzoic acid

m-choroperoxybenzoic acid

3-CHLOROPEROXYBENZOIC ACID, 77% MAX.

metaChloro Perbenzoic Acid

3-Chloroperoxybenzoic acid, tech., wet with water, 50-55%

3-Chloroperoxybenzoicacid,tech.70-77%,wetwithwater

M-CHLOROPERBENZOIC ACID (MCPBA)

M-CHLOROPEROXYBENZOIC ACID (M-CPBA)

3-Chloroperoxyb

3-Chloroperoxybenzoic acid, balance 3-Chlorobenzoic acid and water, 70-75% 100GR

3-Chloroperoxybenzoic acid, balance 3-Chlorobenzoic acid and water, 70-75% 1KG

3-Chloroperoxybenzoic acid, balance 3-Chlorobenzoic acid and water, 70-75% 25GR

M-Chloroperoxobenzoic Acid

NSC 97094

Chloroperoxybenzoicacid

3-Chloroperbenzoic acid <=77%