937-14-4

937-14-4 - Names and Identifiers

Name	M-chloroperoxybenzoic acid
Synonyms	MCPBA m-CPBA CHLOROPERBENZOICACID M-Chloroperoxybenzoic 3-Chloroperbenzoic acid m-Chloroperbenzoic acid M-cholroperoxbenzoic acid M-choroperoxybenzoic acid 3-Chloroperoxybenzoic acid M-chloroperoxybenzoic acid 3-Chloroperoxy benzoic acid META-CHLOROPEROXYBENZOICACID M-CHLORO BENZOYL HYDROPEROXIDE 3-chlorobenzenecarboperoxoic acid 3-Chloroperoxybenzoic Acid (MCPBA) 3-CHLOROPEROXYBENZOICACID,TECHNICAL
CAS	937-14-4
EINECS	213-322-3
InChI	InChI:1S/C7H5ClO3/c8-6-3-1-2-5(4-6)7(9)11-10/h1-4,10H
InChIKey	NHQDETIJWKXCTC-UHFFFAOYSA-N

937-14-4 - Physico-chemical Properties

Molecular Formula	C7H5ClO3
Molar Mass	172.57
Density	0.56
Melting Point	69-71°C(lit.)
Boling Point	244.67°C (rough estimate)
Flash Point	136.904°C
Water Solubility	insoluble
Vapor Presure	0.373Pa at 25℃
Appearance	Moist Powder
Color	White
Odor	slight pungent odor
BRN	608317
pKa	7.57 (in water @ 25 °C)
PH	4.5@25 °C (saturated aq. sol)
Storage Condition	2-8°C
Stability	Strong oxidizing agent - contact with combustible material may cause fire. May be shock or heat sensitive. Incompatible with organic materials, strong reducing agents.
Refractive Index	1.4580 (estimate)
Physical and Chemical Properties	White powdery crystals. Melting point 92-94 ℃ (decomposition). Almost insoluble in water, easily soluble in ethanol and ethers, soluble in chloroform and dichloroethane. It is stable to heat, and the annual decomposition rate at room temperature is less than 1%. The decomposition rate is accelerated in the liquid state.

937-14-4 - Risk and Safety

Risk Codes	R5 - Heating may cause an explosion R8 - Contact with combustible material may cause fire R36/37/38 - Irritating to eyes, respiratory system and skin. R43 - May cause sensitization by skin contact R7 - May cause fire R34 - Causes burns R22 - Harmful if swallowed
Safety Description	S17 - Keep away from combustible material. S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36/37 - Wear suitable protective clothing and gloves. S45 - In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) S36/37/39 - Wear suitable protective clothing, gloves and eye/face protection. S3/7 - S14 - Keep away from ... (a list of incompatible materials will follow). S27 - Take off immediately all contaminated clothing. S7/9 -
UN IDs	UN 3106 5.2
WGK Germany	3
RTECS	SD9470000
FLUKA BRAND F CODES	4.4
TSCA	Yes
HS Code	29163990
Hazard Class	5.2
Packing Group	II

937-14-4 - Nature

Open Data Verified Data

white powder crystals. The melting point of 92~94 deg C (decomposition). Almost insoluble in water, soluble in ethanol, ethers, soluble in chloroform, dichloroethane. It is stable against heat, and the annual decomposition rate at room temperature is 1% or less. The rate of decomposition is accelerated in the liquid state. This product has a stimulating effect on the skin.

Last Update：2024-01-02 23:10:35

937-14-4 - Safety

Open Data Verified Data

This product has a stimulating effect on the skin, can cause inflammation. Wear protective gloves, clothing and glasses.
This product is stable under normal temperature and pressure. Keep away from flammable materials during storage. Avoid heat, Spark, burning, collision and friction.

Last Update：2022-01-01 10:43:27

937-14-4 - Reference Information

Decomposition	>88 °C
LogP	1.03 at 25℃
NIST chemical information	information provided by: webbook.nist.gov (external link)
EPA chemical substance information	information provided by: ofmpeb.epa.gov (external link)
Introduction	M-chloroperbenzoic acid (m-CPBA) is a carboxylic acid derivative, is a white powder Crystal, almost insoluble in water, soluble in ethanol, ethers, soluble in chloroform, dichloroethane. It is stable against heat, and the annual decomposition rate at room temperature is 1% or less. The rate of decomposition is accelerated in the liquid state.
application field	M-chloroperoxybenzoic acid is an oxidant commonly used in organic synthesis, which can oxidize olefins, carbonyl compounds, nitrogen, sulfur, phosphorus, selenium, iodine compounds, imines, alkanes, active methylene, alkenyl silanes, etc., are widely used in chemical industry, medicine, agricultural chemicals and other fields.
preparation method	a method for preparing M-chloroperoxybenzoic acid by phase transfer catalysis, 3.91G of M-chlorobenzoic acid is dissolved in of chloroform, add 158 g5%(mass fraction, the same below)(pH = 1) of acidic potassium permanganate aqueous solution, and then add 0.97g phase transfer catalyst benzyl triphenylphosphine chloride, in which the molar ratio of M-chlorobenzoic acid to acidic oxidant and catalyst is 1:2:0.1, control the reaction temperature at 15 ℃, reaction 8H, the reaction is finished, extraction, separation of organic phase, anhydrous magnesium sulfate is added to dry, filtration and separation of filter residue, that is, M-chloroperoxybenzoic acid/chloroform solution, the yield was 85.1%.
refining method	refining of M-chloroperoxybenzoic acid: 1) put the crude M-chloroperoxybenzoic acid into an autoclave, and then dehydrate, the dehydration rate is 85%;2) after dehydration, add 1, 4-dioxane and stir to make the materials fully mixed; 3) fully mix and raise the temperature, control the temperature between -8 ℃, after keeping the temperature for 0.25 hours, add ethanol and slowly raise the temperature, stir, and start to recover ethanol when the temperature reaches 35 ℃; 4) after the ethanol is recovered, cool down to 10 ℃, add stabilizer, after removal of the solvent by centrifugation, it was dried under negative pressure.
Use	This product contains 80%-85% M-chlorobenzoic acid peroxide, and the rest is m-chlorobenzoic acid. It is widely used in cyclization reaction, Baeyer-Villiger reaction, N-oxidation reaction and S-oxidation reaction. It can be used as a synthetic medicine, pesticide and other fine chemical products of the oxidant; In addition, sometimes also used as a bleaching agent. it can be used as oxidant, bleaching agent, etc. It is widely used in cyclization reaction, such as stereo reaction of carbon-carbon double bond; Baeyer-Villiger oxidation reaction, for example, the reaction of carbonyl compound with peroxyacid to form ester, etc.; N-oxidation reaction, such as cytosine, with which the N-oxide can be obtained in 21.4% and 41% yields, respectively. It can also be used as a synthetic medicine, pesticide and other fine chemical products, the use of oxidants; In addition, sometimes also used as a bleaching agent.
production method	in a polyethylene container, add 1.5g of magnesium sulfate heptahydrate, 36g of sodium hydroxide, 30% of water, 90ml of hydrogen peroxide, 450ml of dioxane and ice, the temperature was lowered to 15 ° C. Under vigorous stirring, 52.5g of M-chlorobenzoyl chloride was added, and ice was added to maintain the temperature below 25 ° C. After 15min of reaction, 20% of cold sulfuric acid was added. After allowing to stand, the organic layer was separated, filtered, and the filtrate was distilled off of the solvent (high vacuum distillation) to give 51g of 3-chloroperbenzoic acid.
category	oxidant
explosive hazard characteristics	Thermal decomposition explosive; Corrosive
flammability hazard characteristics	flammability; Exposure to reductant, ammonium, organic, acid, flammable mixture
storage and transportation characteristics	The warehouse is ventilated and dried at low temperature; With organic matter, reducing matter, combustible matter, strong acid stored separately
fire extinguishing agent	water, sand, carbon dioxide