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88-04-0

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88-04-0 Usage

Chemical Properties

Different sources of media describe the Chemical Properties of 88-04-0 differently. You can refer to the following data:
1. 4-Chloro-3,5-dimethylphenol is white or cream crystalline powder with a characteristic odour
2. White or cream-colored crystals or crystalline powder with a characteristic phenolic odor. Volatile in steam.

Originator

Septiderm ,Fougera ,US,1960

Uses

Different sources of media describe the Uses of 88-04-0 differently. You can refer to the following data:
1. antibacterial, topical and urinary antiseptic
2. 4-Chloro-3,5-dimethylphenol is an antiseptic and germicide. Chloroxylenol is used for mildew prevention. Chloroxylenol is also an antibacterial; antiseptic (topical and urinary).
3. Antiseptic and germicide; for mildew prevention. Claimed to be about 60 times as potent as phenol.

Production Methods

Chloroxylenol is prepared by treating 3,5-dimethylphenol with chlorine or sulfuryl chloride (SO2Cl2).

Manufacturing Process

546 g of intermediate xylenol fraction having a crystallizing point of 45°C mixed with an equal weight of m-5-xylenol are placed in a suitable vessel, equipped with stirring gear, and 273 g of sulfuryl chloride are added slowly. The temperature rises in the course of the reaction to about 40°C. When all the sulfuryl chloride is added the reaction mixture is heated to 80°C and theacid gases removed as far as possible by air-blowing or any other suitable means. On cooling a quantity of the required chlor-xylenol separates out and is removed from the mother liquor. Further quantities of the material required can be isolated by vacuum distillation of the mother liquors and further crystallization. In all, 200 to 208 g of material substantially 2-chlor-m-5- xylenol can be obtained having a melting point of 112°C to 115°C. The material can be purified if desired by crystallization from a solvent such as a hydrocarbon.

Therapeutic Function

Topical antiseptic; Disinfectant

General Description

The degradation of 4-chloro-3,5-dimethylphenol (PCMX) by Fenton-like process using nanoparticulate zero-valent iron (nZVI) and hydrogen peroxide (H2O2) was studied.

Agricultural Uses

Microbiocide: 4-Chloro-3,5-dimethylphenol was first registered in the U.S. for use as a fungicide and is now applied as an antimicrobial for control of bacteria, algae and fungi in adhesives, emulsions, paints and wash tanks. It is registered for use in household and domestic dwellings, laundry equipment, bathrooms, diaper pails and in industrial water and aqueous systems. Not listed for use in EU countries. Registered for use in the U.S. There are 64 global suppliers.

Pharmaceutical Applications

4-Chloro-3,5-dimethylphenol is a common constituent of many proprietary disinfectants used for skin and wound disinfection. As a pharmaceutical excipient, 4-Chloro-3,5-dimethylphenol is commonly used in low concentrations as an antimicrobial preservative in topical formulations such as creams and ointments. 4-Chloro-3,5-dimethylphenol is also used in a number of cosmetic formulations. Therapeutically, 4-Chloro-3,5-dimethylphenol has been investigated as a treatment for acne vulgaris, for treating infected root canals, and as an antifungal agent when impregnated into medical devices. 4-Chloro-3,5-dimethylphenol is included in drug products approved for topical antifungal, topical acne and topical dandruff/seborrheic dermatitis/psoriasis treatments.

Trade name

BAR-FUNGAL PLUS?[C]; BIO SLIME?[C]; DESSON?; DETTOL?; ECOTRU?; ESPADOL?; HUSEPT?; HUSEPT EXTRA?; NIPACIDE?; OTTASEPT?[C]; OTTASEPT? EXTRA[C]; PCMX; RBA 777?

Clinical Use

p-Chloro-m-xylenol (PC-MX; Metasep) is a nonirritating antiseptic agent with broad-spectrum antibacterial and antifungal properties. It is marketed in a 2% concentration as a shampoo. It has also been used topically for the treatment of tinea (ringworm) infections such as athlete s foot (tinea pedis) and jock itch (tinea cruris).

Safety Profile

Poison by intraperitoneal route. Moderately toxic by ingestion. An experimental teratogen. An eye irritant. An antimicrobial agent. See also CHLOROPHENOLS and CHLORINATED HYDROCARBONS, AROMATIC. When heated to decomposition it emits toxic fumes of Cl-.

Safety

Chloroxylenol is generally regarded as a relatively nontoxic and nonirritant material when used as an excipient in topical products. However, chloroxylenol has been placed in Toxicity Category I for eye irritation effects. In addition, allergic skin reactions have been reported. Taken orally, chloroxylenol is mildly toxic and ingestion of a chloroxylenol-containing disinfectant product has been associated with reports of fatal or severe instances of selfpoisoning. LD50 (mouse, IP): 0.115 g/kg LD50 (rat, dermal): >2.0 g/kg LD50 (rat, oral): 3.83 g/kg

storage

Chloroxylenol is stable at normal room temperature, but is volatile in steam. Contact with natural rubber should be avoided. Aqueous solutions of chloroxylenol are susceptible to microbial contamination and appropriate measures should be taken to prevent contamination during storage or dilution. Chloroxylenol should be stored in polyethylene, mild steel or stainless steel containers, which should be well-closed and kept in a cool, dry place. Chloroxylenol does not absorb at wavelengths >290 nm and has been reported to be stable to sunlight for up to 24 hours.

Purification Methods

Crystallise the phenol from *benzene or toluene. [Beilstein 6 IV 3152.]

Incompatibilities

4-Chloro-3,5-dimethylphenol has been reported to be incompatible with nonionic surfactants and methylcellulose.

Regulatory Status

Included in the FDA Inactive Ingredients Database (otic preparations; topical creams and emulsions). Included in nonparenteral medicines licensed in the UK. Approved in Europe as a preservative in cosmetics with a maximum authorized concentration of 0.5%.

Check Digit Verification of cas no

The CAS Registry Mumber 88-04-0 includes 5 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 2 digits, 8 and 8 respectively; the second part has 2 digits, 0 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 88-04:
(4*8)+(3*8)+(2*0)+(1*4)=60
60 % 10 = 0
So 88-04-0 is a valid CAS Registry Number.

88-04-0 Well-known Company Product Price

  • Brand
  • (Code)Product description
  • CAS number
  • Packaging
  • Price
  • Detail
  • Alfa Aesar

  • (B21964)  4-Chloro-3,5-dimethylphenol, 98+%   

  • 88-04-0

  • 100g

  • 221.0CNY

  • Detail
  • Alfa Aesar

  • (B21964)  4-Chloro-3,5-dimethylphenol, 98+%   

  • 88-04-0

  • 500g

  • 551.0CNY

  • Detail
  • Sigma-Aldrich

  • (PHR1478)  Chloroxylenol  pharmaceutical secondary standard; traceable to USP

  • 88-04-0

  • PHR1478-500MG

  • 862.41CNY

  • Detail
  • USP

  • (1122700)  Chloroxylenol  United States Pharmacopeia (USP) Reference Standard

  • 88-04-0

  • 1122700-125MG

  • 3,691.35CNY

  • Detail

88-04-0SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name 4-chloro-3,5-dimethylphenol

1.2 Other means of identification

Product number -
Other names Chloroxylenol

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:88-04-0 SDS

88-04-0Synthetic route

3,5-Dimethylphenol
108-68-9

3,5-Dimethylphenol

4-Chloro-3,5-dimethylphenol
88-04-0

4-Chloro-3,5-dimethylphenol

Conditions
ConditionsYield
With N-chloro-N-(benzenesulfonyl)benzenesulfonamide In acetonitrile at 20 - 25℃; for 0.166667h; Green chemistry;98.9%
With hydrogenchloride; copper(II) choride dihydrate; oxygen; sodium chloride In 1,2-dichloro-ethane at 80℃; under 3750.38 Torr; Temperature; Solvent; Reagent/catalyst; Autoclave;97.2%
With iron(III) chloride; N-chloro-succinimide; 1-butyl-3-methylimidazolium trifluoromethanesulfonimide In tetrahydrofuran at 60℃; for 12h; Inert atmosphere; regioselective reaction;76%
4-chloro-3,5-dimethylanisole
6981-15-3

4-chloro-3,5-dimethylanisole

4-Chloro-3,5-dimethylphenol
88-04-0

4-Chloro-3,5-dimethylphenol

Conditions
ConditionsYield
Kaninchen-Organismus;
With boron tribromide In dichloromethane at 0℃; for 2h;
4-chloro-3, 5, dimethyl phenyl acetate
22012-58-4

4-chloro-3, 5, dimethyl phenyl acetate

4-Chloro-3,5-dimethylphenol
88-04-0

4-Chloro-3,5-dimethylphenol

Conditions
ConditionsYield
Kaninchen-Organismus;
3,5-Dimethylphenol
108-68-9

3,5-Dimethylphenol

A

4-Chloro-3,5-dimethylphenol
88-04-0

4-Chloro-3,5-dimethylphenol

B

o-chloro-m-xylenol
5538-41-0

o-chloro-m-xylenol

Conditions
ConditionsYield
With sulfuryl dichloride; chloroform
With iron(III) chloride; 1,2-dithiacyclooctane; sulfuryl dichloride In dichloromethane at 20℃; for 4h; Reagent/catalyst; regioselective reaction;A 89 %Chromat.
B 7.6 %Chromat.
With 1,3-dichloro-5,5-dimethylhydantoin; diisopropylamine hydrochloride In toluene at 0℃; for 4h; Darkness; Overall yield = 86 %; regioselective reaction;
4-chloro-3,5-dimethylphenyl phosphate monoester

4-chloro-3,5-dimethylphenyl phosphate monoester

4-Chloro-3,5-dimethylphenol
88-04-0

4-Chloro-3,5-dimethylphenol

Conditions
ConditionsYield
With hydrogenchloride at 98℃; Kinetics; Mechanism; Thermodynamic data; E(activ.), ΔS(excit.);
N,N,N',N'-Tetramethyl-acridine-3,6-diamine; compound with 4-chloro-3,5-dimethyl-phenol

N,N,N',N'-Tetramethyl-acridine-3,6-diamine; compound with 4-chloro-3,5-dimethyl-phenol

A

4-Chloro-3,5-dimethylphenol
88-04-0

4-Chloro-3,5-dimethylphenol

B

acridine orange
494-38-2

acridine orange

Conditions
ConditionsYield
In benzonitrile at 25℃; Equilibrium constant; ionic strength 0.1 M;
N,N,N',N'-Tetramethyl-acridine-3,6-diamine; compound with 4-chloro-3,5-dimethyl-phenol

N,N,N',N'-Tetramethyl-acridine-3,6-diamine; compound with 4-chloro-3,5-dimethyl-phenol

A

4-Chloro-3,5-dimethylphenol
88-04-0

4-Chloro-3,5-dimethylphenol

B

acridine orange
494-38-2

acridine orange

Conditions
ConditionsYield
In benzonitrile at 25℃; Equilibrium constant; ionic strength 0.1 M;
3,5-Dimethylphenol
108-68-9

3,5-Dimethylphenol

A

4-Chloro-3,5-dimethylphenol
88-04-0

4-Chloro-3,5-dimethylphenol

B

2,4-dichloro-3,5-dimethylphenol
133-53-9

2,4-dichloro-3,5-dimethylphenol

Conditions
ConditionsYield
With N-chlorotriethylammonium chloride In trifluoroacetic acid Ambient temperature; Yield given. Yields of byproduct given;
chlorine
7782-50-5

chlorine

acetic acid
64-19-7

acetic acid

3,5-Dimethylphenol
108-68-9

3,5-Dimethylphenol

4-Chloro-3,5-dimethylphenol
88-04-0

4-Chloro-3,5-dimethylphenol

chloroform
67-66-3

chloroform

3,5-Dimethylphenol
108-68-9

3,5-Dimethylphenol

sulfuryl chloride (1 mol)

sulfuryl chloride (1 mol)

A

4-Chloro-3,5-dimethylphenol
88-04-0

4-Chloro-3,5-dimethylphenol

B

o-chloro-m-xylenol
5538-41-0

o-chloro-m-xylenol

5-(2-ethoxy)-2-chloro-1,3-dimethylbenzene
23399-89-5

5-(2-ethoxy)-2-chloro-1,3-dimethylbenzene

rabbit-organism

rabbit-organism

4-Chloro-3,5-dimethylphenol
88-04-0

4-Chloro-3,5-dimethylphenol

ethanol
64-17-5

ethanol

(4-chloro-3,5-dimethyl-phenyl)-chloromethyl ether
855950-62-8

(4-chloro-3,5-dimethyl-phenyl)-chloromethyl ether

A

formaldehyd
50-00-0

formaldehyd

B

4-Chloro-3,5-dimethylphenol
88-04-0

4-Chloro-3,5-dimethylphenol

C

ethoxy-<4-chloro-3,5-dimethyl-phenoxy>-methane

ethoxy-<4-chloro-3,5-dimethyl-phenoxy>-methane

Conditions
ConditionsYield
at 25℃; Rate constant; Solvolyse;
3,5-dimethylmethoxybenzene
874-63-5

3,5-dimethylmethoxybenzene

4-Chloro-3,5-dimethylphenol
88-04-0

4-Chloro-3,5-dimethylphenol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: N-chloro-succinimide
2: boron tribromide / dichloromethane / 2 h / 0 °C
View Scheme
3,5-Dimethylphenol
108-68-9

3,5-Dimethylphenol

A

4-Chloro-3,5-dimethylphenol
88-04-0

4-Chloro-3,5-dimethylphenol

B

2,4-dichloro-3,5-dimethylphenol
133-53-9

2,4-dichloro-3,5-dimethylphenol

C

o-chloro-m-xylenol
5538-41-0

o-chloro-m-xylenol

Conditions
ConditionsYield
With iron(III) chloride; sulfuryl dichloride; 1,3-bis(methylthio)propane In dichloromethane at 20℃; for 4h; Reagent/catalyst; regioselective reaction;A 75 %Chromat.
B 9 %Chromat.
C 10 %Chromat.
4-Chloro-3,5-dimethylphenol
88-04-0

4-Chloro-3,5-dimethylphenol

4-fluorobenzonitrile
1194-02-1

4-fluorobenzonitrile

4-(4-chloro-3,5-dimethylphenoxy)benzonitrile
938300-53-9

4-(4-chloro-3,5-dimethylphenoxy)benzonitrile

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 100℃; for 16h;100%
With potassium carbonate In dimethyl sulfoxide Microwave irradiation;
4-Chloro-3,5-dimethylphenol
88-04-0

4-Chloro-3,5-dimethylphenol

4-fluorobenzaldehyde
459-57-4

4-fluorobenzaldehyde

4-(4-chloro-3,5-dimethylphenoxy)benzaldehyde

4-(4-chloro-3,5-dimethylphenoxy)benzaldehyde

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 100℃; for 16h;100%
With potassium carbonate In N,N-dimethyl-formamide at 110℃; Inert atmosphere;70%
4-Chloro-3,5-dimethylphenol
88-04-0

4-Chloro-3,5-dimethylphenol

Cinnamoyl chloride
102-92-1

Cinnamoyl chloride

4-chloro-3,5-dimethylphenylcinnamate
89329-16-8

4-chloro-3,5-dimethylphenylcinnamate

Conditions
ConditionsYield
With pyridine In benzene for 1h; Heating;99%
4-Chloro-3,5-dimethylphenol
88-04-0

4-Chloro-3,5-dimethylphenol

trans-p-methylcinnamic acid
1866-39-3

trans-p-methylcinnamic acid

6-chloro-5,7-dimethyl-4-(p-tolyl)-3,4-dihydrochromen-2-one

6-chloro-5,7-dimethyl-4-(p-tolyl)-3,4-dihydrochromen-2-one

Conditions
ConditionsYield
With trifluoroacetic acid at 100℃; for 23h;99%
4-Chloro-3,5-dimethylphenol
88-04-0

4-Chloro-3,5-dimethylphenol

2-methoxycinnamic acid
1011-54-7

2-methoxycinnamic acid

6-chloro-4-(2-methoxyphenyl)-5,7-dimethyl-3,4-dihydrochromen-2-one

6-chloro-4-(2-methoxyphenyl)-5,7-dimethyl-3,4-dihydrochromen-2-one

Conditions
ConditionsYield
With trifluoroacetic acid at 100℃; for 16h;99%
4-Chloro-3,5-dimethylphenol
88-04-0

4-Chloro-3,5-dimethylphenol

(E)-3,4,5-trimethoxy-cinnamic acid
20329-98-0, 20329-99-1, 90-50-6

(E)-3,4,5-trimethoxy-cinnamic acid

6-chloro-5,7-dimethyl-4-(3,4,5-trimethoxyphenyl)-3,4-dihydrochromen-2-one

6-chloro-5,7-dimethyl-4-(3,4,5-trimethoxyphenyl)-3,4-dihydrochromen-2-one

Conditions
ConditionsYield
With trifluoroacetic acid at 100℃; for 16h;99%
4-Chloro-3,5-dimethylphenol
88-04-0

4-Chloro-3,5-dimethylphenol

3,4-methylenedioxy-trans-cinnamic acid
2373-80-0

3,4-methylenedioxy-trans-cinnamic acid

4-(benzo[d][1,3]dioxol-5-yl)-6-chloro-5,7-dimethyl-3,4-dihydrochromen-2-one
850496-03-6

4-(benzo[d][1,3]dioxol-5-yl)-6-chloro-5,7-dimethyl-3,4-dihydrochromen-2-one

Conditions
ConditionsYield
With trifluoroacetic acid for 23h;99%
With trifluoroacetic acid
4-Chloro-3,5-dimethylphenol
88-04-0

4-Chloro-3,5-dimethylphenol

3,4-(methylenedioxy)cinnamic acid
2373-80-0

3,4-(methylenedioxy)cinnamic acid

4-(benzo[d][1,3]dioxol-5-yl)-6-chloro-5,7-dimethyl-3,4-dihydrochromen-2-one
850496-03-6

4-(benzo[d][1,3]dioxol-5-yl)-6-chloro-5,7-dimethyl-3,4-dihydrochromen-2-one

Conditions
ConditionsYield
With acetyl chloride at 25℃; for 10h; Inert atmosphere;99%
4-Chloro-3,5-dimethylphenol
88-04-0

4-Chloro-3,5-dimethylphenol

3-(4'-methoxyphenyl)propenoic acid
830-09-1

3-(4'-methoxyphenyl)propenoic acid

6-chloro-5,7-dimethyl-4-(4-methoxyphenyl)-3,4-dihydrochromen-2-one
850496-00-3

6-chloro-5,7-dimethyl-4-(4-methoxyphenyl)-3,4-dihydrochromen-2-one

Conditions
ConditionsYield
With acetyl chloride at 25℃; for 1h; Inert atmosphere;99%
4-Chloro-3,5-dimethylphenol
88-04-0

4-Chloro-3,5-dimethylphenol

diphenyl acetylene
501-65-5

diphenyl acetylene

(Z)-(1-(4-chloro-3,5-dimethylphenoxy)ethene-1,2-diyl)dibenzene

(Z)-(1-(4-chloro-3,5-dimethylphenoxy)ethene-1,2-diyl)dibenzene

Conditions
ConditionsYield
With [{Au(IPr)}2(μ-OH)][BF4] In toluene at 80℃; for 6h; regioselective reaction;98%
4-Chloro-3,5-dimethylphenol
88-04-0

4-Chloro-3,5-dimethylphenol

4-(1H-1,2,3-benzotriazol-1-yl)-5-nitrophthalonitrile
274924-71-9

4-(1H-1,2,3-benzotriazol-1-yl)-5-nitrophthalonitrile

4-benzotriazol-1-yl-5-(4-chloro-3,5-dimethyl-phenoxy)-phthalonitrile

4-benzotriazol-1-yl-5-(4-chloro-3,5-dimethyl-phenoxy)-phthalonitrile

Conditions
ConditionsYield
With potassium carbonate In water; N,N-dimethyl-formamide at 20℃;96%
4-Chloro-3,5-dimethylphenol
88-04-0

4-Chloro-3,5-dimethylphenol

propionic acid
802294-64-0

propionic acid

6-chloro-2-ethyl-3,5,7-trimethyl-4H-chromen-4-one

6-chloro-2-ethyl-3,5,7-trimethyl-4H-chromen-4-one

Conditions
ConditionsYield
With titanium tetrachloride In neat (no solvent) at 100℃; for 3h; Inert atmosphere;96%
4-Chloro-3,5-dimethylphenol
88-04-0

4-Chloro-3,5-dimethylphenol

p-Chlorothiophenol
106-54-7

p-Chlorothiophenol

4-chloro-2-((4-chlorophenyl)thio)-3,5-dimethylphenol

4-chloro-2-((4-chlorophenyl)thio)-3,5-dimethylphenol

Conditions
ConditionsYield
With nitronium tetrafluoborate; oxygen In sulfolane at 20℃; for 24h; Sealed tube;96%
4-Chloro-3,5-dimethylphenol
88-04-0

4-Chloro-3,5-dimethylphenol

(E)-3-(4-methoxyphenyl)acrylic acid
943-89-5

(E)-3-(4-methoxyphenyl)acrylic acid

6-chloro-5,7-dimethyl-4-(4-methoxyphenyl)-3,4-dihydrochromen-2-one
850496-00-3

6-chloro-5,7-dimethyl-4-(4-methoxyphenyl)-3,4-dihydrochromen-2-one

Conditions
ConditionsYield
With trifluoroacetic acid for 16h;95%
trifluoromethylsulfonic anhydride
358-23-6

trifluoromethylsulfonic anhydride

4-Chloro-3,5-dimethylphenol
88-04-0

4-Chloro-3,5-dimethylphenol

4-chloro-3,5-dimethylphenyl trifluoromethanesulfonate
1242759-17-6

4-chloro-3,5-dimethylphenyl trifluoromethanesulfonate

Conditions
ConditionsYield
Stage #1: 4-Chloro-3,5-dimethylphenol With triethylamine In dichloromethane at 20℃; for 0.0833333h; Inert atmosphere;
Stage #2: trifluoromethylsulfonic anhydride In dichloromethane at -78 - 20℃; for 12h; Inert atmosphere;
95%
With triethylamine In dichloromethane at 0 - 20℃;78%
Inert atmosphere;
With pyridine In dichloromethane at 0 - 20℃; for 5h;
4-methylcinnamic acid
1866-39-3

4-methylcinnamic acid

4-Chloro-3,5-dimethylphenol
88-04-0

4-Chloro-3,5-dimethylphenol

6-chloro-5,7-dimethyl-4-(p-tolyl)-3,4-dihydrochromen-2-one

6-chloro-5,7-dimethyl-4-(p-tolyl)-3,4-dihydrochromen-2-one

Conditions
ConditionsYield
With acetyl chloride at 25℃; for 10h; Inert atmosphere;95%
4-Chloro-3,5-dimethylphenol
88-04-0

4-Chloro-3,5-dimethylphenol

1,3,6,8-tetraazatricyclo[4.4.1.13,8]dodecane
51-46-7

1,3,6,8-tetraazatricyclo[4.4.1.13,8]dodecane

1,3-bis[2′-hydroxy-5′-chloro-4′,6′-dimethylbenzyl]imidazolidine
1423170-05-1

1,3-bis[2′-hydroxy-5′-chloro-4′,6′-dimethylbenzyl]imidazolidine

Conditions
ConditionsYield
at 150℃; for 0.333333h; Mannich Aminomethylation;94%
m-bromobenzoic aldehyde
3132-99-8

m-bromobenzoic aldehyde

4-Chloro-3,5-dimethylphenol
88-04-0

4-Chloro-3,5-dimethylphenol

3-(4-chloro-3,5-dimethylphenoxy)benzaldehyde
1426937-26-9

3-(4-chloro-3,5-dimethylphenoxy)benzaldehyde

Conditions
ConditionsYield
With copper(l) iodide; dimethylaminoacetic acid; caesium carbonate In 1,4-dioxane at 180℃; for 16h;94%
4-Chloro-3,5-dimethylphenol
88-04-0

4-Chloro-3,5-dimethylphenol

4-chloro-3,5-dimethyl-2-nitrophenol
54582-90-0

4-chloro-3,5-dimethyl-2-nitrophenol

Conditions
ConditionsYield
With nitric acid; acetic acid at 5 - 25℃; for 1h;93.2%
With nitric acid In acetic acid at 5 - 20℃; for 1h;90.1%
With bismuth (III) nitrate pentahydrate In acetone at 56℃; for 6h;80%
4-Chloro-3,5-dimethylphenol
88-04-0

4-Chloro-3,5-dimethylphenol

2-(trifluoromethyl)-10H-phenothiazine
92-30-8

2-(trifluoromethyl)-10H-phenothiazine

4-chloro-3,5dimethyl-2-(2-(trifluoromethyl)-10H-phenothiazin-10-yl)phenol

4-chloro-3,5dimethyl-2-(2-(trifluoromethyl)-10H-phenothiazin-10-yl)phenol

Conditions
ConditionsYield
With Trimethylacetic acid at 150℃; Sealed tube;92.3%
With oxygen; sodium nitrite In toluene at 0 - 20℃; Sealed tube;74%
4-Chloro-3,5-dimethylphenol
88-04-0

4-Chloro-3,5-dimethylphenol

toluene-4-sulfonic acid
104-15-4

toluene-4-sulfonic acid

4-chloro-3,5-dimethylphenyl p-toluenesulfonate
19545-94-9

4-chloro-3,5-dimethylphenyl p-toluenesulfonate

Conditions
ConditionsYield
Fe(3+)-exchanged montmorillonite clay In 1,2-dichloro-ethane at 80℃; for 24h;92%
4-Chloro-3,5-dimethylphenol
88-04-0

4-Chloro-3,5-dimethylphenol

3,5-Dimethylphenol
108-68-9

3,5-Dimethylphenol

Conditions
ConditionsYield
With potassium carbonate; isopropyl alcohol; palladium diacetate; triphenylphosphine at 90℃; for 14h;92%
In isopropyl alcohol for 15h; Irradiation; Inert atmosphere;100 %Chromat.
4-Chloro-3,5-dimethylphenol
88-04-0

4-Chloro-3,5-dimethylphenol

methyl iodide
74-88-4

methyl iodide

4-chloro-3,5-dimethylanisole
6981-15-3

4-chloro-3,5-dimethylanisole

Conditions
ConditionsYield
92%
With potassium carbonate In acetone for 3h; Inert atmosphere; Reflux;84%
With potassium carbonate In acetone for 3h; Heating / reflux;77%
With potassium carbonate In acetone for 6h; Reflux;
4-Chloro-3,5-dimethylphenol
88-04-0

4-Chloro-3,5-dimethylphenol

propionic acid
802294-64-0

propionic acid

4-chloro-3,5-dimethylphenyl propionate
100126-79-2

4-chloro-3,5-dimethylphenyl propionate

Conditions
ConditionsYield
With tin(IV) chloride In neat (no solvent) at 100℃; for 8h; Inert atmosphere; chemoselective reaction;92%
Octanoic acid
124-07-2

Octanoic acid

4-Chloro-3,5-dimethylphenol
88-04-0

4-Chloro-3,5-dimethylphenol

6-chloro-2-heptyl-3-hexyl-5,7-dimethyl-4H-chromen-4-one

6-chloro-2-heptyl-3-hexyl-5,7-dimethyl-4H-chromen-4-one

Conditions
ConditionsYield
With titanium tetrachloride In neat (no solvent) at 100℃; for 6h; Inert atmosphere;91%
phenylacetic acid
103-82-2

phenylacetic acid

4-Chloro-3,5-dimethylphenol
88-04-0

4-Chloro-3,5-dimethylphenol

4-chloro-3,5-dimethylphenyl 2-phenylacetate

4-chloro-3,5-dimethylphenyl 2-phenylacetate

Conditions
ConditionsYield
With tin(IV) chloride In neat (no solvent) at 100℃; for 8h; Inert atmosphere; chemoselective reaction;91%
4-Chloro-3,5-dimethylphenol
88-04-0

4-Chloro-3,5-dimethylphenol

2,2'-dihydroxy-5,5'-dichloro-4,4',6,6'-tetramethyl-1,1'-biphenyl
188348-50-7, 188348-52-9, 155566-46-4

2,2'-dihydroxy-5,5'-dichloro-4,4',6,6'-tetramethyl-1,1'-biphenyl

Conditions
ConditionsYield
With air; Cu-exchange montmorillonite In chlorobenzene at 140℃; for 6h;90%
With aluminum (III) chloride; propionic acid In nitromethane at 50℃; for 18h; Reagent/catalyst; Inert atmosphere;86%
With clay; oxygen; copper In chlorobenzene for 10h; coupling; Heating;63%
With iron(III) chloride30%
With Cu-exchanged clay In chlorobenzene at 140℃; for 6h;27%
4-Chloro-3,5-dimethylphenol
88-04-0

4-Chloro-3,5-dimethylphenol

(E)-3-methylcinnamic acid
3029-79-6, 14473-89-3, 16642-82-3

(E)-3-methylcinnamic acid

6-chloro-5,7-dimethyl-4-(m-tolyl)-3,4-dihydrochromen-2-one

6-chloro-5,7-dimethyl-4-(m-tolyl)-3,4-dihydrochromen-2-one

Conditions
ConditionsYield
With trifluoroacetic acid at 100℃; for 40h;90%
N,N-diisopropylcarbamoyl chloride
19009-39-3

N,N-diisopropylcarbamoyl chloride

4-Chloro-3,5-dimethylphenol
88-04-0

4-Chloro-3,5-dimethylphenol

4-chloro-3,5-dimethylphenyl diisopropylcarbamate

4-chloro-3,5-dimethylphenyl diisopropylcarbamate

Conditions
ConditionsYield
With potassium carbonate In acetonitrile90%

88-04-0Relevant articles and documents

Activator free, expeditious and eco-friendly chlorination of activated arenes by N-chloro-N-(phenylsulfonyl)benzene sulfonamide (NCBSI)

Misal, Balu,Palav, Amey,Ganwir, Prerna,Chaturbhuj, Ganesh

supporting information, (2021/01/04)

N-Chloro-N-(phenylsulfonyl)benzene sulfonamide (NCBSI) has been explored for the first time as a chlorinating reagent for direct chlorination of various activated arenes and heterocycles without any activator. A comparative in-silico study was performed to determine the electrophilic character for NCBSI and commercially available N-chloro reagents to reveal the reactivity on a theoretical viewpoint. The reagent was prepared by an improved method avoiding the use of hazardous t-butyl hypochlorite. This reagent was proved to be very reactive compared to other N-chloro reagents. The precursor of the reagent N-(phenylsulfonyl)benzene sulfonamide was recovered from aqueous spent, which can be recycled to synthesize NCBSI. The eco-friendly protocol was equally applicable for the synthesis of industrially important chloroxylenol as an antibacterial agent.

Method for preparing 4 -chloro -3 and 5 -dimethylphenol by low-temperature chlorination

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Paragraph 0032-0035; 0036-0039; 0040-0043; 0044-0047; ..., (2021/11/06)

The invention discloses a method for preparing 4 -chloro -3-5 -dimethylphenol by low-temperature chlorination, which comprises (1) 3,5 -dimethylphenol and a chlorination agent carrying out chlorination reaction at low temperature, and carrying out solid-liquid separation to obtain the solid crude product 1 and the intermediate mother liquor. (2) The mother liquor is further subjected to chlorination reaction at low temperature, and the final solid-liquid separation is carried out after the reaction is completed to obtain the solid crude product 2 and the final mother liquor. The solid crude product 1 and the solid crude product 2 are post-treated to give said 4 - chloro -3, 5 - dimethylphenol. To the method, the precipitated crystals are separated in time in the reaction process, the wrapping of the raw materials is reduced on the one hand, and the conversion rate is improved.

Synthesis method of 4-chloro-3, 5-dimethylphenol

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Paragraph 0023-0059, (2020/08/02)

The invention provides a synthesis method of 4-chloro-3, 3, 3-tetrafluoropropene. A bivalent copper salt is used as a catalyst, 3, 5-dimethylphenol reacts with a chlorinating agent and an oxidizing agent under the condition of an organic solvent to obtain 4-chloro-3, 5-dimethylphenol, and the synthesis method is good in reaction selectivity, high in yield, recyclable in solvent, easy to separate the catalyst, capable of being repeatedly used, mild in reaction condition, environmentally friendly and quite beneficial to industrial production in the production process.

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