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5216-25-1 Usage

Description

4-Chlorobenzotrichloride, also known as p-Chlorobenzotrichloride, is an organochloride compound that exists as a clear, colorless liquid. It is characterized by its flammable nature and is widely utilized in various applications due to its unique chemical properties.

Uses

4-Chlorobenzotrichloride is used as a reactant in the field of organic synthesis for its versatile chemical properties, which allow it to participate in a range of reactions and contribute to the formation of different compounds.
Used in Chemical Synthesis:
4-Chlorobenzotrichloride is used as a building block in the chemical synthesis industry for the production of various organic compounds. Its reactivity and stability make it a valuable component in the synthesis of pharmaceuticals, agrochemicals, and other specialty chemicals.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 4-Chlorobenzotrichloride is used as an intermediate in the synthesis of various drugs. Its unique structure allows for the development of new drug candidates with potential therapeutic applications.
Used in Agrochemical Industry:
4-Chlorobenzotrichloride is also utilized in the agrochemical industry for the synthesis of pesticides and other crop protection agents. Its chemical properties enable the creation of compounds that can effectively control pests and diseases in agriculture.

Air & Water Reactions

Insoluble in water.

Reactivity Profile

Simple aromatic halogenated organic compounds, such as 4-Chlorobenzotrichloride , are very unreactive. Reactivity generally decreases with increased degree of substitution of halogen for hydrogen atoms. Materials in this group may be incompatible with strong oxidizing and reducing agents. Also, they may be incompatible with many amines, nitrides, azo/diazo compounds, alkali metals, and epoxides.

Health Hazard

ACUTE/CHRONIC HAZARDS: Corrosive; Lachrymator.

Fire Hazard

Flash point data for 4-Chlorobenzotrichloride are not available, however, 4-Chlorobenzotrichloride is probably combustible.

Flammability and Explosibility

Notclassified

Safety Profile

Suspected carcinogen. A poison by inhalation. Moderately toxic by ingestion and skin contact. When heated to decomposition it emits toxic vapors of Cl-.

Potential Exposure

Used in agrochemicals manufacture as an intermediate; reaction with HF yields chlorobenzotrifluoride as a major intermediate for several pesticides; for making pharmaceuticals; UV absorbers, and dyestuffs. This chemical is manufactured in high volume (exceeds 1 million pounds per annum) in the United States.

Incompatibilities

A halogenated aromatic compound. Hydrolyzes to hydrochloric acid and benzoic acid in all forms of moisture. Incompatible with strong oxidizers (chlorates, nitrates, peroxides, permanganates, perchlorates, chlorine, bromine, fluorine, etc.); contact may cause fires or explosions. Keep away from reducing agents, alkaline materials, strong acids, strong bases, amines, nitrides, azo/ diazo compounds, alkali metals, and epoxides.

Check Digit Verification of cas no

The CAS Registry Mumber 5216-25-1 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 5,2,1 and 6 respectively; the second part has 2 digits, 2 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 5216-25:
(6*5)+(5*2)+(4*1)+(3*6)+(2*2)+(1*5)=71
71 % 10 = 1
So 5216-25-1 is a valid CAS Registry Number.
InChI:InChI=1/C7H4Cl4/c8-6-3-1-5(2-4-6)7(9,10)11/h1-4H

5216-25-1 Well-known Company Product Price

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  • Alfa Aesar

  • (B23446)  4-Chlorobenzotrichloride, 98+%   

  • 5216-25-1

  • 25g

  • 270.0CNY

  • Detail
  • Alfa Aesar

  • (B23446)  4-Chlorobenzotrichloride, 98+%   

  • 5216-25-1

  • 100g

  • 296.0CNY

  • Detail
  • Alfa Aesar

  • (B23446)  4-Chlorobenzotrichloride, 98+%   

  • 5216-25-1

  • 500g

  • 738.0CNY

  • Detail

5216-25-1SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 18, 2017

Revision Date: Aug 18, 2017

1.Identification

1.1 GHS Product identifier

Product name 4-Chlorobenzotrichloride

1.2 Other means of identification

Product number -
Other names 4-Chlorbenzotrichlorid

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:5216-25-1 SDS

5216-25-1Synthetic route

C7H4Cl6P(1+)*Cl(1-)

C7H4Cl6P(1+)*Cl(1-)

A

4-chlorotrichloromethylbenzene
5216-25-1

4-chlorotrichloromethylbenzene

B

(4-trichloromethylphenyl)phosphonic dichloride
98555-85-2

(4-trichloromethylphenyl)phosphonic dichloride

Conditions
ConditionsYield
With sulfur dioxide for 1h;A n/a
B 87%
dichlorine monoxide

dichlorine monoxide

para-chlorotoluene
106-43-4

para-chlorotoluene

4-chlorotrichloromethylbenzene
5216-25-1

4-chlorotrichloromethylbenzene

Conditions
ConditionsYield
In tetrachloromethane83.9%
4-hydroxy-benzoic acid
99-96-7

4-hydroxy-benzoic acid

4-chlorotrichloromethylbenzene
5216-25-1

4-chlorotrichloromethylbenzene

Conditions
ConditionsYield
With P,P-dichlorophenylphosphine oxide; phosphorus pentachloride at 160℃; for 5h;64.9%
With phosphorus pentachloride
Ethyl 4-hydroxybenzoate
120-47-8

Ethyl 4-hydroxybenzoate

4-chlorotrichloromethylbenzene
5216-25-1

4-chlorotrichloromethylbenzene

Conditions
ConditionsYield
With P,P-dichlorophenylphosphine oxide; phosphorus pentachloride at 160℃; for 5h;54.6%
para-chlorotoluene
106-43-4

para-chlorotoluene

4-chlorotrichloromethylbenzene
5216-25-1

4-chlorotrichloromethylbenzene

Conditions
ConditionsYield
With phosphorus pentachloride at 108 - 112℃;
benzyl chloride
100-44-7

benzyl chloride

A

4-chlorotrichloromethylbenzene
5216-25-1

4-chlorotrichloromethylbenzene

B

1,2,3,4,5,6-hexachloro-1-dichloromethyl-cyclohexane
855753-65-0

1,2,3,4,5,6-hexachloro-1-dichloromethyl-cyclohexane

C

Benzotrichlorid
98-07-7

Benzotrichlorid

Conditions
ConditionsYield
Chlorierung im Sonnenlicht;
Benzotrichlorid
98-07-7

Benzotrichlorid

4-chlorotrichloromethylbenzene
5216-25-1

4-chlorotrichloromethylbenzene

Conditions
ConditionsYield
With iodine durch Chlorieren;
p-toluenesulfonyl chloride
98-59-9

p-toluenesulfonyl chloride

4-chlorotrichloromethylbenzene
5216-25-1

4-chlorotrichloromethylbenzene

Conditions
ConditionsYield
With chlorine at 150 - 200℃;
(4-chlorophenyl)dichloromethane
13940-94-8

(4-chlorophenyl)dichloromethane

4-chlorotrichloromethylbenzene
5216-25-1

4-chlorotrichloromethylbenzene

Conditions
ConditionsYield
With hypochlorous anhydride In tetrachloromethane at 25℃; Rate constant;
antimonypentachloride
7647-18-9

antimonypentachloride

Benzotrichlorid
98-07-7

Benzotrichlorid

A

4-chlorotrichloromethylbenzene
5216-25-1

4-chlorotrichloromethylbenzene

B

3-chlorobenzotrichloride
2136-81-4

3-chlorobenzotrichloride

C

2-chlorobenzotrichloride
2136-89-2

2-chlorobenzotrichloride

D

dichloro-trichloromethyl-benzene

dichloro-trichloromethyl-benzene

Conditions
ConditionsYield
at 0 - 50℃; Einleiten von Chlor;
iodine
7553-56-2

iodine

Benzotrichlorid
98-07-7

Benzotrichlorid

A

4-chlorotrichloromethylbenzene
5216-25-1

4-chlorotrichloromethylbenzene

B

3-chlorobenzotrichloride
2136-81-4

3-chlorobenzotrichloride

C

2,3,4-trichloro-1-(trichloromethyl)benzene
20020-72-8

2,3,4-trichloro-1-(trichloromethyl)benzene

D

dichloro-trichloromethyl-benzene

dichloro-trichloromethyl-benzene

Conditions
ConditionsYield
at 25 - 30℃; Einleiten von Chlor;
p-oxy-benzide

p-oxy-benzide

4-chlorotrichloromethylbenzene
5216-25-1

4-chlorotrichloromethylbenzene

Conditions
ConditionsYield
With phosphorus pentachloride at 290 - 300℃;
p-tolyldichlorophosphine
1005-32-9

p-tolyldichlorophosphine

4-chlorotrichloromethylbenzene
5216-25-1

4-chlorotrichloromethylbenzene

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: Cl2 / CCl4 / 8 h / Heating; Irradiation
2: SO2 / 1 h
View Scheme
4-chlorotrichloromethylbenzene
5216-25-1

4-chlorotrichloromethylbenzene

chlorobenzene
108-90-7

chlorobenzene

para-chlorobenzoic acid
74-11-3

para-chlorobenzoic acid

4,4'-Dichlorobenzophenone
90-98-2

4,4'-Dichlorobenzophenone

Conditions
ConditionsYield
With iron(III) oxide at 145℃; under 4500.45 Torr; for 7h;95.7%
ortho-mercaptophenol
1121-24-0

ortho-mercaptophenol

4-chlorotrichloromethylbenzene
5216-25-1

4-chlorotrichloromethylbenzene

2-(4-Chlorophenyl)-1,3-benzoxathiolium tetrafluoroborate
58948-38-2

2-(4-Chlorophenyl)-1,3-benzoxathiolium tetrafluoroborate

Conditions
ConditionsYield
With tetrafluoroboric acid diethyl ether for 2h; Ambient temperature;95%
3-chlorophthalic anhydride
117-21-5

3-chlorophthalic anhydride

4-chlorotrichloromethylbenzene
5216-25-1

4-chlorotrichloromethylbenzene

A

3-chloro-phthaloyl dichloride
113770-84-6

3-chloro-phthaloyl dichloride

B

4-chloro-benzoyl chloride
122-01-0

4-chloro-benzoyl chloride

Conditions
ConditionsYield
zirconium(IV) chloride at 160℃; for 16h;A 61%
B 95%
4-chlorotrichloromethylbenzene
5216-25-1

4-chlorotrichloromethylbenzene

para-chlorobenzoic acid
74-11-3

para-chlorobenzoic acid

benzene
71-43-2

benzene

4-chlorobenzophenone
134-85-0

4-chlorobenzophenone

Conditions
ConditionsYield
With iron(III) oxide at 120℃; under 1500.15 Torr; for 8h;94.1%
4-chlorotrichloromethylbenzene
5216-25-1

4-chlorotrichloromethylbenzene

triethylamine
121-44-8

triethylamine

4-chloro-N,N-diethyl-benzamide
7461-38-3

4-chloro-N,N-diethyl-benzamide

Conditions
ConditionsYield
With B12 complex immobilized on rhodium(III) modified anatase TiO2; air In acetonitrile at 20℃; for 3h; Irradiation;94%
With heptamethyl Coβ-perchlorato-cob(II)yrinate; tetrabutylammonium perchlorate In acetonitrile at 20℃; for 3h; Electrolysis;89%
phthalic anhydride
85-44-9

phthalic anhydride

4-chlorotrichloromethylbenzene
5216-25-1

4-chlorotrichloromethylbenzene

A

4-chloro-benzoyl chloride
122-01-0

4-chloro-benzoyl chloride

B

Phthaloyl dichloride
88-95-9

Phthaloyl dichloride

Conditions
ConditionsYield
zirconium(IV) chloride at 160℃; for 6h;A 93%
B 70%
methanol
67-56-1

methanol

4-chlorotrichloromethylbenzene
5216-25-1

4-chlorotrichloromethylbenzene

Methyl 4-chlorobenzoate
1126-46-1

Methyl 4-chlorobenzoate

Conditions
ConditionsYield
at 20℃; for 3h; UV-irradiation;93%
4-chlorotrichloromethylbenzene
5216-25-1

4-chlorotrichloromethylbenzene

C13H11NO3S

C13H11NO3S

O-(4-hydroxyphenyl) (4-(4-(trichloromethyl)phenoxy)phenyl)carbamothioate

O-(4-hydroxyphenyl) (4-(4-(trichloromethyl)phenoxy)phenyl)carbamothioate

Conditions
ConditionsYield
With sodium carbonate In toluene for 12h; Reflux;92.3%
4-chlorotrichloromethylbenzene
5216-25-1

4-chlorotrichloromethylbenzene

C15H14N2O3S

C15H14N2O3S

O-(4-acetamidophenyl) (4-(4-(trichloromethyl)phenoxy)phenyl)carbamothioate

O-(4-acetamidophenyl) (4-(4-(trichloromethyl)phenoxy)phenyl)carbamothioate

Conditions
ConditionsYield
With sodium carbonate In toluene for 12h; Reflux;92.3%
4-chlorotrichloromethylbenzene
5216-25-1

4-chlorotrichloromethylbenzene

C13H12N2O2S

C13H12N2O2S

O-(4-hydroxyphenyl) (4-((4-(trichloromethyl)phenyl)amino)phenyl)carbamothioate

O-(4-hydroxyphenyl) (4-((4-(trichloromethyl)phenyl)amino)phenyl)carbamothioate

Conditions
ConditionsYield
With sodium carbonate In toluene for 12h; Reflux;91.3%
4-chlorotrichloromethylbenzene
5216-25-1

4-chlorotrichloromethylbenzene

C15H15N3O2S

C15H15N3O2S

O-(4-acetamidophenyl) (4-((4-(trichloromethyl)phenyl)amino)phenyl)carbamothioate

O-(4-acetamidophenyl) (4-((4-(trichloromethyl)phenyl)amino)phenyl)carbamothioate

Conditions
ConditionsYield
With sodium carbonate In toluene for 12h; Reflux;91.3%
4-Cyanochlorobenzene
623-03-0

4-Cyanochlorobenzene

4-chlorotrichloromethylbenzene
5216-25-1

4-chlorotrichloromethylbenzene

1,3-dichloro-1,3-bis(4-chlorophenyl)-2-azoniaallene hexachloroantimonate

1,3-dichloro-1,3-bis(4-chlorophenyl)-2-azoniaallene hexachloroantimonate

Conditions
ConditionsYield
With antimonypentachloride In dichloromethane -30 deg C 15 min, reflux 30 min;88%
4-chlorotrichloromethylbenzene
5216-25-1

4-chlorotrichloromethylbenzene

C13H11NO2S2

C13H11NO2S2

O-(4-hydroxyphenyl) (4-((4-(trichloromethyl)phenyl)thio)phenyl)carbamothioate

O-(4-hydroxyphenyl) (4-((4-(trichloromethyl)phenyl)thio)phenyl)carbamothioate

Conditions
ConditionsYield
With sodium carbonate In toluene for 12h; Reflux;84.1%
4-chlorotrichloromethylbenzene
5216-25-1

4-chlorotrichloromethylbenzene

2,5-bis(4-chlorophenyl)-1,3,4-oxadiazole
2491-90-9

2,5-bis(4-chlorophenyl)-1,3,4-oxadiazole

Conditions
ConditionsYield
With hydrazine hydrate In ethanol for 0.666667h; Heating;81%
4-chlorotrichloromethylbenzene
5216-25-1

4-chlorotrichloromethylbenzene

3-bromo-4-chlorobenzotrifluoride
454-78-4

3-bromo-4-chlorobenzotrifluoride

Conditions
ConditionsYield
With hydrogen fluoride; bromine81%
4-chlorotrichloromethylbenzene
5216-25-1

4-chlorotrichloromethylbenzene

C15H14N2O2S2

C15H14N2O2S2

O-(4-acetamidophenyl) (4-((4-(trichloromethyl)phenyl)thio)phenyl)carbamothioate

O-(4-acetamidophenyl) (4-((4-(trichloromethyl)phenyl)thio)phenyl)carbamothioate

Conditions
ConditionsYield
With sodium carbonate In toluene for 12h; Reflux;80.1%
4-chlorotrichloromethylbenzene
5216-25-1

4-chlorotrichloromethylbenzene

4,α,α,4',α',α'-hexachloro-bibenzyl
4137-78-4

4,α,α,4',α',α'-hexachloro-bibenzyl

Conditions
ConditionsYield
With iron(II) chloride In acetonitrile at 25℃; for 7h;80%
With copper(l) chloride; triethyl phosphite
1,2-dimethoxybenzene
91-16-7

1,2-dimethoxybenzene

4-chlorotrichloromethylbenzene
5216-25-1

4-chlorotrichloromethylbenzene

1,1,2,2-tetrachloroethane
79-34-5

1,1,2,2-tetrachloroethane

4-chloro-3',4'-dimethoxy benzophenone
116412-83-0

4-chloro-3',4'-dimethoxy benzophenone

Conditions
ConditionsYield
graphite In water79.5%
4-chlorotrichloromethylbenzene
5216-25-1

4-chlorotrichloromethylbenzene

dimethyl methane phosphonate
756-79-6

dimethyl methane phosphonate

A

Methyl 4-chlorobenzoate
1126-46-1

Methyl 4-chlorobenzoate

B

methylene chloride
74-87-3

methylene chloride

C

methylphosphonic acid anhydride

methylphosphonic acid anhydride

Conditions
ConditionsYield
at 180℃; for 53h;A 79%
B n/a
C n/a
4-chlorotrichloromethylbenzene
5216-25-1

4-chlorotrichloromethylbenzene

2-amino-phenol
95-55-6

2-amino-phenol

2-(4-chlorophenyl)benzoxazole
1141-35-1

2-(4-chlorophenyl)benzoxazole

Conditions
ConditionsYield
With Sodium borate In water at 100℃; for 10h;78%
With PPA at 100 - 120℃; for 12h; Addition;60%
4-chlorotrichloromethylbenzene
5216-25-1

4-chlorotrichloromethylbenzene

Isopropyl isocyanate
1795-48-8

Isopropyl isocyanate

3,6-dichloro-2-isopropyl-1-oxoisoindolium hexachloroantimonate

3,6-dichloro-2-isopropyl-1-oxoisoindolium hexachloroantimonate

Conditions
ConditionsYield
With antimonypentachloride In dichloromethane 1.) -30 deg C, 10 min, 2.) 23 deg C, 4 h;73%
4-chlorotrichloromethylbenzene
5216-25-1

4-chlorotrichloromethylbenzene

p-Tolylisocyanate
622-58-2

p-Tolylisocyanate

3-chloro-1-(4-chlorophenyl)-7-methylbenzo-2,4-oxazinium hexachloroantimonate

3-chloro-1-(4-chlorophenyl)-7-methylbenzo-2,4-oxazinium hexachloroantimonate

Conditions
ConditionsYield
With antimonypentachloride In dichloromethane 1.) -30 deg C, 2.) 23 deg C, 3 h;71%
4-chlorotrichloromethylbenzene
5216-25-1

4-chlorotrichloromethylbenzene

4-(5-amino-1,3,4-thiadiazol-2-ylsulfanyl)benzenesulfonyl chloride
1076689-72-9

4-(5-amino-1,3,4-thiadiazol-2-ylsulfanyl)benzenesulfonyl chloride

4-[5-(4-trichloromethylphenylamino)-[1,3,4]thiadiazol-2-ylsulfanyl]-benzenesulfonylchloride
1076689-67-2

4-[5-(4-trichloromethylphenylamino)-[1,3,4]thiadiazol-2-ylsulfanyl]-benzenesulfonylchloride

Conditions
ConditionsYield
In diethyl ether at 0 - 5℃; for 0.5h;71%
[(Ir(η5-C5Me5))2(μ-CH2)2(μ-S2-S:S')]

[(Ir(η5-C5Me5))2(μ-CH2)2(μ-S2-S:S')]

4-chlorotrichloromethylbenzene
5216-25-1

4-chlorotrichloromethylbenzene

cis-[(Ir(C5(CH3)5)2(μ-CH2)2(μ-S2C-C6H4-Cl-p)]Cl

cis-[(Ir(C5(CH3)5)2(μ-CH2)2(μ-S2C-C6H4-Cl-p)]Cl

Conditions
ConditionsYield
In methanol (N2); standard Schlenk technique; MeOH and soln. of ClC6H4CCl3 in methanol were added to Ir complex;70%
4-chlorotrichloromethylbenzene
5216-25-1

4-chlorotrichloromethylbenzene

anthranilic acid amide
28144-70-9

anthranilic acid amide

2-(4-chlorophenyl)-4(3H)-quinazolinone
7455-77-8

2-(4-chlorophenyl)-4(3H)-quinazolinone

Conditions
ConditionsYield
With Sodium borate In water at 100℃; for 14h;69%
4-chlorotrichloromethylbenzene
5216-25-1

4-chlorotrichloromethylbenzene

3-phenyl-4-amino-5-mercapto-1,2,4-triazole
22706-11-2

3-phenyl-4-amino-5-mercapto-1,2,4-triazole

C15H11Cl3N4S
1149378-80-2

C15H11Cl3N4S

Conditions
ConditionsYield
Stage #1: 3-phenyl-4-amino-5-mercapto-1,2,4-triazole With potassium hydroxide In water at 20℃;
Stage #2: 4-chlorotrichloromethylbenzene In water at 0℃;
68%
4-chlorotrichloromethylbenzene
5216-25-1

4-chlorotrichloromethylbenzene

2-amino-1-benzylamine
4403-69-4

2-amino-1-benzylamine

2-(4-chloro-phenyl)-quinazoline

2-(4-chloro-phenyl)-quinazoline

Conditions
ConditionsYield
With oxygen; sodium hydroxide In water at 100℃; Sealed tube; Green chemistry;68%

5216-25-1Relevant articles and documents

Novel synthetic method of halogenated aromatic hydrocarbon

-

Paragraph 0017; 0021; 0025; 0029, (2020/01/25)

The invention discloses a novel synthetic method of halogenated aromatic hydrocarbon, wherein p-chlorotoluene is used as a raw material, copper chloride or cuprous chloride is used as a catalyst, andp-chlorobenzotrifluoride is synthesized through two steps of chlorination and fluorination. Compared with the method in the prior art, the method of the invention has the following characteristics that raw materials are subjected to heating dehydration treatment in a dehydration kettle, so that the chlorination side reactions are few, the product purity is high, the grading chlorination device does not need to be additionally arranged, the technological process is simple, and the operation is convenient; and by adding the catalyst in batches in the chlorination process, the use efficiency of the catalyst is improved, so that the emission of the byproducts and the waste gas generated by the chlorination reaction in production is greatly reduced, and the emission of pollutants in the production process is reduced.

Synthesis method of 4-chlorobenzotrifluoride

-

Paragraph 0020; 0024; 0028; 0032, (2019/12/02)

The invention discloses a synthetic method of 4-chlorobenzotrifluoride. P-chlorotoluene is used as a raw material, and 4-chlorobenzotrifluoride is synthesized through two steps of chlorination and fluorination. Compared with the prior art, the raw materials are subjected to heating dehydration treatment in the dehydration kettle, chlorination side reactions are few, the product purity is high, a graded chlorination device does not need to be added, the technological process is simple, and operation is convenient; according to the chlorination process, a mode of adding the catalyst in batches is adopted, so that the use efficiency of the catalyst is improved, the emission of byproducts and waste gas generated by chlorination reaction in production is greatly reduced, and the emission of pollutants in the production process is reduced.

PhPOCl2as a potent catalyst for chlorination reaction of phenols with PCl5

Wu, Jiang,Zhou, Junpeng,Shi, Yalei,Zhu, Jintao

supporting information, p. 1619 - 1624 (2016/10/09)

Phenols are easily converted to the corresponding aryl chlorides by using phosphorus pentachloride (PCl5) and a catalytic amount of phenylphosphonic dichloride (PhPOCl2), which is a new efficient method for synthesis of aryl chloride in good yields.

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