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Name	3-Chloroperoxybenzoic acid	EINECS	213-322-3
CAS No.	937-14-4	Density	1.435 g/cm³
PSA	46.53000	LogP	1.96980
Solubility	insoluble in water	Melting Point	69-71 °C(lit.)
Formula	C₇H₅ClO₃	Boiling Point	305.5 °C at 760 mmHg
Molecular Weight	172.568	Flash Point	138.6 °C
Transport Information	UN 3106	Appearance	white powder
Safety	17-26-36/37-45-36/37/39-3/7-14-27-7/9	Risk Codes	5-8-36/37/38-43-7-34-22
Molecular Structure		Hazard Symbols	O,Xi,C
Synonyms	Peroxybenzoicacid, m-chloro- (7CI,8CI);3-Chlorobenzenecarboperoxoic acid;3-Chloroperbenzoic acid;m-Chlorobenzoyl hydroperoxide;m-Chloroperbenzoic acid;m-Chloroperoxobenzoicacid;m-Chloroperoxybenzoic acid;	Article Data	25

3-Chloroperoxybenzoic acid Synthetic route

: 618-48-4
3-chlorobenzamide

: 937-14-4
3-chloro-benzenecarboperoxoic acid

Conditions

Conditions	Yield
Stage #1: 3-chlorobenzamide With sodium nitrite; N-bromoacetamide at 16℃; for 2.16667h; Stage #2: With zinc fluoride; water for 4h; Temperature;	98.7%

: 618-46-2
m-Chlorobenzoyl chloride

: 937-14-4
3-chloro-benzenecarboperoxoic acid

Conditions

Conditions	Yield
With potassium hydroxide; 1-hydroxyethylene-(1,1-diphosphonic acid); dihydrogen peroxide In methanol; water at 17 - 18℃; Product distribution; dependence of the purity of the product on the ratio of the solvent components, m-CBC:KOH and m-CBC:H2O2 ratios, stirring rates, nature and concentration of phosphorus-containing stabilizers and reactions temperatures;	88%
With potassium hydroxide; 1-hydroxyethylene-(1,1-diphosphonic acid); dihydrogen peroxide In ethanol; water at 20℃; Product distribution; effect of the solvent ratio and amount, the stabilizer;
With potassium hydroxide; 1-hydroxyethylene-(1,1-diphosphonic acid); dihydrogen peroxide In methanol; chloroform; water at 20℃; preparation of highly concentrated m-chloroperoxybenzoic acid;
With hydrogenchloride; potassium hydroxide; 1-hydroxyethylene-(1,1-diphosphonic acid); dihydrogen peroxide 1.) water, ethanol, 17-20 degC; 2.) chloroform, -5 degC, pH=2; Yield given. Multistep reaction;
With magnesium sulfate heptahydrate; dihydrogen peroxide; potassium hydroxide In 1,4-dioxane; water at 15 - 20℃; for 0.333333h;

: 535-80-8
3-chlorobenzoate

: 937-14-4
3-chloro-benzenecarboperoxoic acid

Conditions

Conditions	Yield
With potassium peroxomonosulphate; N-benzyl-N,N,N-triethylammonium chloride In diethyl ether; water at 20℃; for 15h;	87.5%
With dihydrogen peroxide In dichloromethane at 10℃; for 15h; Yield given;
With potassium permanganate; benzyltriphenylphosphonium chloride In chloroform; water at 15℃; for 8h; Reagent/catalyst; Temperature; Solvent;

: 18791-75-8
4-Bromothiophen-2-aldehyde

: 624-92-0
Dimethyldisulphide

A: 222554-16-7
4-(methylsulfanyl)thiophene-2-carbaldehyde

B: 937-14-4
3-chloro-benzenecarboperoxoic acid

: 587-04-2
3-Chlorobenzaldehyde

: 937-14-4
3-chloro-benzenecarboperoxoic acid

Conditions

Conditions	Yield
With oxygen In 1,2-dichloro-ethane at 20℃; Reagent/catalyst;

: 937-14-4
3-chloro-benzenecarboperoxoic acid

: (1S,5S,7S)-3-[(E)-2-methyl-2-pentenyl]-7-exo-hydroxymethyl-6,8-dioxa-3-azabicyclo[3.2.1]octane

: 3-Chloro-benzoate(1S,3S,5S,7S)-3-hydroxy-7-hydroxymethyl-3-((E)-2-methyl-pent-2-enyl)-6,8-dioxa-3-azonia-bicyclo[3.2.1]octane;

Conditions

Conditions	Yield
In dichloromethane at 0 - 20℃; for 2h; Oxidation;	100%

: 937-14-4
3-chloro-benzenecarboperoxoic acid

: methyl (1S,5S,7R)-3-cinnamyl-6,8-dioxa-3-azabicyclo[3.2.1]octane-7-exo-carboxylate

: 3-Chloro-benzoate(1S,3S,5S,7R)-3-hydroxy-7-methoxycarbonyl-3-((E)-3-phenyl-allyl)-6,8-dioxa-3-azonia-bicyclo[3.2.1]octane;

Conditions

Conditions	Yield
In dichloromethane at 0 - 20℃; for 2h; Oxidation;	100%

: 937-14-4
3-chloro-benzenecarboperoxoic acid

: (1S,5S,7S)-3-cinnamyl-6,8-dioxa-7-exo-hydroxymethyl-3-azabicyclo[3.2.1]octane

: 3-Chloro-benzoate(1S,3S,5S,7S)-3-hydroxy-7-hydroxymethyl-3-((E)-3-phenyl-allyl)-6,8-dioxa-3-azonia-bicyclo[3.2.1]octane;

Conditions

Conditions	Yield
In dichloromethane at 0 - 20℃; for 2h; Oxidation;	100%

: 937-14-4
3-chloro-benzenecarboperoxoic acid

: (1S,4R,5S,7S)-3-[(E)-2-methyl-2-pentenyl]-4-exo-benzyl-7-endo-hydroxymethyl-6,8-dioxa-3-azabicyclo[3.2.1]octane

: 3-Chloro-benzoate(1S,3S,4R,5S,7S)-4-benzyl-3-hydroxy-7-hydroxymethyl-3-((E)-2-methyl-pent-2-enyl)-6,8-dioxa-3-azonia-bicyclo[3.2.1]octane;

Conditions

Conditions	Yield
In dichloromethane at 0 - 20℃; for 2h; Oxidation;	100%

: 937-14-4
3-chloro-benzenecarboperoxoic acid

: (1S,4R,5S,7S)-3-cinnamyl-4-endo-benzyl-6,8-dioxa-7-exo-hydroxymethyl-3-azabicyclo[3.2.1]octane

: 3-Chloro-benzoate(1S,3S,4R,5S,7S)-4-benzyl-3-hydroxy-7-hydroxymethyl-3-((E)-3-phenyl-allyl)-6,8-dioxa-3-azonia-bicyclo[3.2.1]octane;

Conditions

Conditions	Yield
In dichloromethane at 0 - 20℃; for 2h; Oxidation;	100%

3-Chloroperoxybenzoic acid Chemical Properties

Molecular Structure of 3-Chloroperoxybenzoic acid (CAS NO.937-14-4):

IUPAC Name: 3-chlorobenzenecarboperoxoic acid
Molecular Formula: C₇H₅ClO₃
Formula Weight: 172.57
H bond acceptors: 3
H bond donors: 1
Freely Rotating Bonds: 3
Polar Surface Area: 35.53 Å²
Index of Refraction: 1.576
Molar Refractivity: 39.82 cm³
Molar Volume: 120.2 cm³
Surface Tension: 53.2 dyne/cm
Density: 1.434 g/cm³
Enthalpy of Vaporization: 57.65 kJ/mol
Melting point: 69-71 ^°C(lit.)
Boiling Point: 305.5^°C at 760 mmHg
Flash Point: 138.6^°C
Density: 1.434 g/cm³
Vapour Pressure: 0.000357 mmHg at 25^°C
Storage temp: 2-8^°C
Index of Refraction: 1.576
Water Solubility: insoluble
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.
Product Categories: Pharmaceutical intermediates; Organic acids; Organic Peroxide; Oxidation; Synthetic Organic Chemistry

3-Chloroperoxybenzoic acid Uses

3-Chloroperoxybenzoic acid (CAS NO.937-14-4) is widely used in Central reaction, Baeyer-Villiger reaction, N-oxidation reaction and S-oxidation reactions. It can be used as oxidants for synthesizing pharmaceuticals, pesticides and other chemical products; In addition, it sometimes is used as bleach.

3-Chloroperoxybenzoic acid Production

Add 1.5g magnesium sulfate heptahydrate, 36g sodium hydroxide, 360ml water, 90ml hydrogen peroxide(30%), dioxane and ice block into the polyethylene container, and the temperature dropped to 15 ^° C. Then, in the intense mixing, add 52.5g m-chlorobenzoyl chloride and ice block, maintaining the temperature at 25 ^° C below. After reaction for 15 minutes, add 900ml cold sulfuric acid(20%), and standing for a moment to diverge organic horizon. Finally, through filtration, the filtrate evaporate solvent and 51g, 3-Chloroperoxybenzoic acid (CAS NO.937-14-4) is obtained.

3-Chloroperoxybenzoic acid Consensus Reports

Reported in EPA TSCA Inventory.

3-Chloroperoxybenzoic acid Safety Profile

Questionable carcinogen with experimental tumorigenic data. Reaction with 2-bromo-4-methyl pyridine forms a violently unstable product. When heated to decomposition it emits toxic fumes of Cl⁻. See also PEROXIDES, INORGANIC; PEROXIDES, ORGANIC and CHLORIDES.
Hazard Codes: Oxidizing O, Irritant Xi, Corrosive C
Risk Statements: 5-8-36/37/38-43-7-34-22
R5 :Heating may cause an explosion.
R8 :Contact with combustible material may cause fire.
R36/37/38:Irritating to eyes, respiratory system and skin.
R7:May cause fire.
R34:Causes burns.
R22:Harmful if swallowed.
Safety Statements: 17-26-36/37-45-36/37/39-3/7-14-27-7/9
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.
S14:Keep away from ... (a list of incompatible materials will follow).
S27:Take off immediately all contaminated clothing.
RIDADR: UN 3106 5.2
WGK Germany: 3
RTECS: SD9470000
F: 4.4
HazardClass: 5.2
PackingGroup: II

3-Chloroperoxybenzoic acid Specification

3-Chloroperoxybenzoic acid , with CAS number of 937-14-4, can be called 3-Chloroperbenzoic acid ; 3-Chlorobenzenecarboperoxoic acid ; m-Chlorobenzoyl hydroperoxide ; m-Chloroperbenzoic acid ; m-Chloroperoxobenzoicacid ; m-Chloroperoxybenzoic acid . 3-Chloroperoxybenzoic acid (CAS NO.937-14-4) is the white crystalline powder. Almost insoluble in water, soluble in alcohol, ether, dissolved in chloroform, dichloroethane.

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