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622-24-2 Usage

Chemical Properties

CLEAR LIQUID

Uses

(2-Chloroethyl)benzene, is a versatile starting material used in the synthesis of various chemical compounds such as Clocoumarol (C583835), an anticoagulant drug.

Synthesis Reference(s)

Synthesis, p. 876, 1982 DOI: 10.1055/s-1982-29985Tetrahedron Letters, 35, p. 7911, 1994 DOI: 10.1016/0040-4039(94)80009-X

Check Digit Verification of cas no

The CAS Registry Mumber 622-24-2 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 6,2 and 2 respectively; the second part has 2 digits, 2 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 622-24:
(5*6)+(4*2)+(3*2)+(2*2)+(1*4)=52
52 % 10 = 2
So 622-24-2 is a valid CAS Registry Number.
InChI:InChI:1S/C8H9Cl/c9-7-6-8-4-2-1-3-5-8/h1-5H,6-7H2

622-24-2 Well-known Company Product Price

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  • (Code)Product description
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  • Detail
  • Alfa Aesar

  • (L04891)  2-(Chloroethyl)benzene, 99%   

  • 622-24-2

  • 10g

  • 127.0CNY

  • Detail
  • Alfa Aesar

  • (L04891)  2-(Chloroethyl)benzene, 99%   

  • 622-24-2

  • 100g

  • 203.0CNY

  • Detail
  • Alfa Aesar

  • (L04891)  2-(Chloroethyl)benzene, 99%   

  • 622-24-2

  • 500g

  • 938.0CNY

  • Detail

622-24-2SDS

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 (2-Chloroethyl)benzene

1.2 Other means of identification

Product number -
Other names Phenethyl chloride

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:622-24-2 SDS

622-24-2Synthetic route

2-phenylethanol
60-12-8

2-phenylethanol

2-phenylethyl chloride
622-24-2

2-phenylethyl chloride

Conditions
ConditionsYield
With trichloroacetamide; triphenylphosphine In dichloromethane at 30℃; for 0.25h;99%
Stage #1: 2-phenylethanol With N,N-dimethylthiourea In dichloromethane at 20℃;
Stage #2: With N-chloro-succinimide In dichloromethane at 20℃; for 1h; Irradiation;
98%
With 1,3,5-trichloro-2,4,6-triazine; N,N-dimethyl-formamide In dichloromethane at 25℃; for 0.25h;97%
o-(N-methylcarbamoyl)phenyl 2-phenylethyl sulphoxide

o-(N-methylcarbamoyl)phenyl 2-phenylethyl sulphoxide

A

2-methyl-1,2-benzisothiazole-3(2H)-one
2527-66-4

2-methyl-1,2-benzisothiazole-3(2H)-one

B

2-phenylethyl chloride
622-24-2

2-phenylethyl chloride

Conditions
ConditionsYield
With thionyl chloride In dichloromethane for 1h; Heating;A 99%
B 97%
2-phenylethyl mesylate
20020-27-3

2-phenylethyl mesylate

2-phenylethyl chloride
622-24-2

2-phenylethyl chloride

Conditions
ConditionsYield
With 1-butyl-3-methylimidazolium chloride at 50℃; for 1h; Inert atmosphere; Green chemistry;98%
diphenethyl-1,1 trimethylene-4,4' bipiperidine
36794-46-4

diphenethyl-1,1 trimethylene-4,4' bipiperidine

2-phenylethyl chloride
622-24-2

2-phenylethyl chloride

Conditions
ConditionsYield
With phenyl chloroformate In neat (no solvent) Heating;93%
2-phenylethanol
60-12-8

2-phenylethanol

3,3-dichloro-1,2-diphenylcyclopropene
2570-00-5

3,3-dichloro-1,2-diphenylcyclopropene

A

2-phenylethyl chloride
622-24-2

2-phenylethyl chloride

B

diphenylcyclopropenone
886-38-4

diphenylcyclopropenone

Conditions
ConditionsYield
In dichloromethane at 23℃; for 0.25h; Mechanism; Solvent; Inert atmosphere;A 89%
B n/a
In dichloromethane at 23℃; for 0.25h;
2-phenylethanol
60-12-8

2-phenylethanol

Benzotrichlorid
98-07-7

Benzotrichlorid

A

benzylidene dichloride
98-87-3

benzylidene dichloride

B

2-phenylethyl chloride
622-24-2

2-phenylethyl chloride

Conditions
ConditionsYield
With TOP; phenylsilane In neat (no solvent) at 100℃; for 24h; Appel Halogenation; Inert atmosphere;A n/a
B 88%
1-chloro-4-(2-chloroethyl)benzene
32327-70-1

1-chloro-4-(2-chloroethyl)benzene

2-phenylethyl chloride
622-24-2

2-phenylethyl chloride

Conditions
ConditionsYield
With palladium on activated charcoal; formic acid; N,N-dimethyl-formamide for 5h; Heating;85%
phenylacetaldehyde
122-78-1

phenylacetaldehyde

2-phenylethyl chloride
622-24-2

2-phenylethyl chloride

Conditions
ConditionsYield
With dichloromethylsilane; iron(III) chloride In 1,2-dimethoxyethane for 4h; Heating;85%
1-chloroacetophenone
532-27-4

1-chloroacetophenone

2-phenylethyl chloride
622-24-2

2-phenylethyl chloride

Conditions
ConditionsYield
With titanium tetrachloride In 1,2-dichloro-ethane for 3h; Reflux;85%
2-phenylethanol
60-12-8

2-phenylethanol

benzoyl chloride
98-88-4

benzoyl chloride

A

2-Phenylethyl benzoate
94-47-3

2-Phenylethyl benzoate

B

2-phenylethyl chloride
622-24-2

2-phenylethyl chloride

Conditions
ConditionsYield
With 2,3-diethyl-2-cyclopropen-1-one In tert-butyl methyl ether at 40℃; for 15h;A n/a
B 83%
1-methoxy-2-phenylethane
3558-60-9

1-methoxy-2-phenylethane

A

2-phenylethyl chloride
622-24-2

2-phenylethyl chloride

B

acetic acid phenethyl ester
103-45-7

acetic acid phenethyl ester

Conditions
ConditionsYield
With acetyl chloride; zinc In Petroleum ether at 28℃; for 4h;A 78%
B 20%
1-methoxy-2-phenylethane
3558-60-9

1-methoxy-2-phenylethane

acetyl chloride
75-36-5

acetyl chloride

A

2-phenylethyl chloride
622-24-2

2-phenylethyl chloride

B

acetic acid phenethyl ester
103-45-7

acetic acid phenethyl ester

Conditions
ConditionsYield
With zinc In Petroleum ether at 28℃; for 4h;A 78%
B 20%
1-phenethylpiperidine
332-14-9

1-phenethylpiperidine

2-phenylethyl chloride
622-24-2

2-phenylethyl chloride

Conditions
ConditionsYield
With potassium hydrogencarbonate; phenyl chloroformate Heating;74%
With methanol; carbonochloridic acid 1-chloro-ethyl ester 1) 1,2-dichloroethane; Yield given. Multistep reaction;
ethylbenzene
100-41-4

ethylbenzene

A

1-(1,2-dichloroethyl)benzene
1074-11-9

1-(1,2-dichloroethyl)benzene

B

2-phenylethyl chloride
622-24-2

2-phenylethyl chloride

C

(1-chloroethyl)benzene
672-65-1

(1-chloroethyl)benzene

Conditions
ConditionsYield
With N-chloro-succinimide; benzophenone In acetonitrile at 27℃; for 24h; Catalytic behavior; Reagent/catalyst; Solvent; Wavelength; Irradiation; regioselective reaction;A 19 %Spectr.
B 7 %Spectr.
C 72%
ethylbenzene
100-41-4

ethylbenzene

A

2-phenylethyl chloride
622-24-2

2-phenylethyl chloride

B

(1-chloroethyl)benzene
672-65-1

(1-chloroethyl)benzene

Conditions
ConditionsYield
With N-chloro-succinimide; N-hydroxyphthalimide; 2,3-dicyano-5,6-dichloro-p-benzoquinone In acetonitrile at 80℃; for 16h; Time; Sealed tube; Inert atmosphere;A 22%
B 71%
With N-chloro-succinimide; acetophenone In acetonitrile at 27℃; for 24h; Irradiation; regioselective reaction;A 13 %Spectr.
B 70%
With chlorine bei Tageslicht;
n-butyllithium
109-72-8, 29786-93-4

n-butyllithium

(-)-(RS,R)-1-chloro-2-phenylethyl p-tolyl sulfoxide
116386-53-9

(-)-(RS,R)-1-chloro-2-phenylethyl p-tolyl sulfoxide

5,5-dimethyl-2-(2-phenylethyl)benzo-1,3,2-dioxaborinate
676593-26-3

5,5-dimethyl-2-(2-phenylethyl)benzo-1,3,2-dioxaborinate

A

(RS,S)-1-chloro-2-phenylethyl p-tolyl sulfoxide

(RS,S)-1-chloro-2-phenylethyl p-tolyl sulfoxide

B

butyl(p-tolyl)sulfoxide
30506-35-5

butyl(p-tolyl)sulfoxide

C

2-phenylethyl chloride
622-24-2

2-phenylethyl chloride

D

(S)-1,4-diphenylbutan-2-ol

(S)-1,4-diphenylbutan-2-ol

Conditions
ConditionsYield
Stage #1: n-butyllithium; (-)-(RS,R)-1-chloro-2-phenylethyl p-tolyl sulfoxide; 5,5-dimethyl-2-(2-phenylethyl)benzo-1,3,2-dioxaborinate In tetrahydrofuran; hexane at -78 - 0℃; for 2.5h;
Stage #2: With sodium hydroxide; dihydrogen peroxide In tetrahydrofuran; hexane; water at 20℃; for 2.5h;
A n/a
B 53%
C 10%
D 70%
1,4-Bis(2-phenylethyl)piperazin
5783-00-6

1,4-Bis(2-phenylethyl)piperazin

2-phenylethyl chloride
622-24-2

2-phenylethyl chloride

Conditions
ConditionsYield
With phenyl chloroformate In neat (no solvent) Heating;62%
2-phenylethanol
60-12-8

2-phenylethanol

p-toluenesulfonyl chloride
98-59-9

p-toluenesulfonyl chloride

A

2-phenylethyl tosylate
4455-09-8

2-phenylethyl tosylate

B

2-phenylethyl chloride
622-24-2

2-phenylethyl chloride

Conditions
ConditionsYield
Stage #1: 2-phenylethanol; p-toluenesulfonyl chloride With dmap; triethylamine In dichloromethane at 0 - 5℃;
Stage #2: In methanol; dichloromethane at 40 - 42℃; for 7h;
A 58%
B 32%
1-p-Toluolsulfonyl-1-phenethyl-hydrazin
159690-31-0

1-p-Toluolsulfonyl-1-phenethyl-hydrazin

A

2-phenylethyl chloride
622-24-2

2-phenylethyl chloride

B

p-toluenesulfonyl chloride
98-59-9

p-toluenesulfonyl chloride

Conditions
ConditionsYield
With N-chloro-succinimide In tetrahydrofuran for 16h; Ambient temperature; Irradiation;A 57%
B n/a
2-phenylethanol
60-12-8

2-phenylethanol

dimethyl sulfoxide
67-68-5

dimethyl sulfoxide

A

bis(2-phenylethyloxy)methane
101746-67-2

bis(2-phenylethyloxy)methane

B

2-phenylethyl chloride
622-24-2

2-phenylethyl chloride

Conditions
ConditionsYield
With 2,4-Dichloro-6-methoxy-1,3,5-triazine In toluene at 80℃; for 4h;A 50%
B 32%
styrene
292638-84-7

styrene

2-phenylethyl chloride
622-24-2

2-phenylethyl chloride

Conditions
ConditionsYield
With 4-Methoxybenzenethiol; 10-methyl-9-(2,4,6-trimethylphenyl) acridinium tetrafluoroborate; 2,6-lutidine hydrochloride In chloroform; 2,2,2-trifluoroethanol for 24h; Irradiation; Inert atmosphere;49%
2-phenylethanol
60-12-8

2-phenylethanol

hexanoic acid
142-62-1

hexanoic acid

A

2-phenylethyl ester of hexanoic acid
6290-37-5

2-phenylethyl ester of hexanoic acid

B

formic acid phenethyl ester
104-62-1

formic acid phenethyl ester

C

2-phenylethyl chloride
622-24-2

2-phenylethyl chloride

Conditions
ConditionsYield
With pyridine; N,N-dimethylchloromethyleniminium chloride Ambient temperature;A 26%
B 29%
C 39%
With pyridine; N,N-dimethylchloromethyleniminium chloride Ambient temperature;A 26%
B 39%
C 39%
2-phenethyl iodide
17376-04-4

2-phenethyl iodide

n-octylmagnesium chloride
38841-98-4

n-octylmagnesium chloride

A

styrene
292638-84-7

styrene

B

Hexadecane
544-76-3

Hexadecane

C

1,4-diphenylbutane
1083-56-3

1,4-diphenylbutane

D

decylbenzene
104-72-3

decylbenzene

E

2-phenylethyl chloride
622-24-2

2-phenylethyl chloride

Conditions
ConditionsYield
With C32H30ClN2NiP In tetrahydrofuran; N,N-dimethyl acetamide at -20℃; for 0.5h; Kumada coupling reaction; Inert atmosphere;A 20 %Chromat.
B 13 %Chromat.
C 16%
D 29 %Chromat.
E 23 %Chromat.
4,4,5,5-tetramethyl-2-phenethyl-1,3,2-dioxaborolane
165904-22-3

4,4,5,5-tetramethyl-2-phenethyl-1,3,2-dioxaborolane

(-)-(RS,R)-1-chloro-2-phenylethyl p-tolyl sulfoxide
116386-53-9

(-)-(RS,R)-1-chloro-2-phenylethyl p-tolyl sulfoxide

A

(S)-2-(1,4-diphenyl-2-butyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
935662-21-8

(S)-2-(1,4-diphenyl-2-butyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

B

(Z)-1,4-diphenylbut-2-ene
1142-21-8

(Z)-1,4-diphenylbut-2-ene

C

(E)-1,4-diphenylbut-2-ene
1142-22-9

(E)-1,4-diphenylbut-2-ene

D

2-phenylethyl chloride
622-24-2

2-phenylethyl chloride

Conditions
ConditionsYield
With tert.-butyl lithium In toluene; pentane at -78 - 20℃; for 15h; Title compound not separated from byproducts.;A n/a
B n/a
C n/a
D 13%
quinoline
91-22-5

quinoline

2-phenylethyl chloroformate
57913-41-4

2-phenylethyl chloroformate

2-phenylethyl chloride
622-24-2

2-phenylethyl chloride

Conditions
ConditionsYield
at 43℃;
diethyl ether
60-29-7

diethyl ether

2-chloroethyl tosylate
80-41-1

2-chloroethyl tosylate

phenylmagnesium bromide

phenylmagnesium bromide

2-phenylethyl chloride
622-24-2

2-phenylethyl chloride

Conditions
ConditionsYield
reagiert analog mit weiteren Aryl-magneisumhalogeniden;
1-methoxy-2-phenylethane
3558-60-9

1-methoxy-2-phenylethane

2-phenylethyl chloride
622-24-2

2-phenylethyl chloride

Conditions
ConditionsYield
With phosphorus pentachloride
ethylbenzene
100-41-4

ethylbenzene

2-phenylethyl chloride
622-24-2

2-phenylethyl chloride

Conditions
ConditionsYield
durch Chlorierung im diffusen Tageslicht;
With chlorine
2-chloroethyl tosylate
80-41-1

2-chloroethyl tosylate

phenylmagnesium bromide

phenylmagnesium bromide

2-phenylethyl chloride
622-24-2

2-phenylethyl chloride

Conditions
ConditionsYield
With diethyl ether
2-phenethyl iodide
17376-04-4

2-phenethyl iodide

2-phenylethyl chloride
622-24-2

2-phenylethyl chloride

Conditions
ConditionsYield
With Iodine monochloride
propionyl chloride
79-03-8

propionyl chloride

2-phenylethyl chloride
622-24-2

2-phenylethyl chloride

4-(2-chloroethyl)propiophenone
117922-95-9

4-(2-chloroethyl)propiophenone

Conditions
ConditionsYield
With aluminium trichloride In 1,2-dichloro-ethane for 0.416667h; Ambient temperature;100%
aluminium trichloride In 1,2-dichloro-ethane
aluminium trichloride In 1,2-dichloro-ethane
potassium tert-butylate
865-47-4

potassium tert-butylate

2-phenylethyl chloride
622-24-2

2-phenylethyl chloride

styrene
292638-84-7

styrene

Conditions
ConditionsYield
18-crown-6 ether In tert-butyl alcohol at 40℃; Rate constant; Mechanism; secondary α-deuterium isotope effects investigated; also in absence of catalyst;100%
2-phenylethyl chloride
622-24-2

2-phenylethyl chloride

methyl 5-hydroxy-2-nitro-benzoate
59216-77-2

methyl 5-hydroxy-2-nitro-benzoate

methyl 2-nitro-5-phenethoxybenzoate

methyl 2-nitro-5-phenethoxybenzoate

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 90℃; for 18h;100%
2-phenylethyl chloride
622-24-2

2-phenylethyl chloride

bis(2-phenylethyl)sulfide
27846-24-8

bis(2-phenylethyl)sulfide

Conditions
ConditionsYield
Stage #1: 2-phenylethyl chloride With thiourea
Stage #2: With sodium hydroxide
Stage #3: 2-phenylethyl chloride
98%
With potassium sulfide; ethanol
With sodium sulfide; ethanol
With sodium sulfide In dimethyl sulfoxide
2-phenylethyl chloride
622-24-2

2-phenylethyl chloride

2-hydroxy-2-methylpropanenitrile
75-86-5

2-hydroxy-2-methylpropanenitrile

dihydrocinnamonitrile
645-59-0

dihydrocinnamonitrile

Conditions
ConditionsYield
Stage #1: 2-hydroxy-2-methylpropanenitrile With lithium hydroxide monohydrate In tetrahydrofuran at 50℃; for 1h;
Stage #2: 2-phenylethyl chloride In tetrahydrofuran
97.9%
2-phenylethyl chloride
622-24-2

2-phenylethyl chloride

2-phenylethanol
60-12-8

2-phenylethanol

Conditions
ConditionsYield
With iron(III) sulfate; water In toluene at 110℃; for 1h; Ionic liquid;97%
With sodium carbonate at 160 - 165℃;
With sodium carbonate at 175℃;
4-n-chlorophenylacetylene
873-73-4

4-n-chlorophenylacetylene

2-phenylethyl chloride
622-24-2

2-phenylethyl chloride

1-chloro-4-(4-phenylbut-1-yn-1-yl)benzene
1161695-61-9

1-chloro-4-(4-phenylbut-1-yn-1-yl)benzene

Conditions
ConditionsYield
With copper(l) iodide; C21H23ClNiP2S; caesium carbonate; sodium iodide In dimethyl sulfoxide at 50℃; for 12h; Sonogashira Cross-Coupling; Schlenk technique; Inert atmosphere;97%
2-phenylethyl chloride
622-24-2

2-phenylethyl chloride

1-chloro-2-pentachlorophenylethane
344411-57-0

1-chloro-2-pentachlorophenylethane

Conditions
ConditionsYield
With disulfur dichloride; aluminium trichloride; sulfuryl dichloride at 80℃; for 3h;96%
With disulfur dichloride; aluminium trichloride; sulfuryl dichloride at 70 - 85℃;

622-24-2Relevant articles and documents

Preparation method of P-chloromethyl styrene

-

Paragraph 0054-0066, (2021/05/01)

The invention relates to the field of organic chemistry, in particular to a preparation method of p-chloromethyl styrene. The invention provides a preparation method of p-chloromethyl styrene, which comprises the following step: carrying out elimination reaction on 1-(2-chloroethyl)-4-chloromethylbenzene under alkaline conditions to prepare the p-chloromethyl styrene. According to the preparation method, the reaction raw materials with relatively low price are utilized, the manufacturing cost is reduced, the manufacturing process is simple and safe, various side reactions are less, the product conversion rate is high, the purity is high, and thus a good industrialization prospect can be realized.

Promotion of Appel-type reactions by N-heterocyclic carbenes

Hussein, Mohanad A.,Nguyen, Thanh Vinh

supporting information, p. 7962 - 7965 (2019/07/12)

N-Heterocyclic carbenes (NHCs) have been extensively used as a versatile class of catalysts and ligands in organocatalytic and organometallic chemistry. However, there are only a small number of synthetic applications where they act as reagents. Here we demonstrate that NHCs can be used as stoichiometric redox reagents for Appel-type halogenation reactions of alcohols. This new reactivity reveals a fresh and interesting aspect and enriches the chemistry of NHCs in an underexplored area. The potential of performing this chemical transformation at the catalytic level using an NHC-oxide derivative is also investigated.

Organocatalytic Chlorination of Alcohols by P(III)/P(V) Redox Cycling

Longwitz, Lars,Jopp, Stefan,Werner, Thomas

, p. 7863 - 7870 (2019/06/27)

A catalytic system for the chlorination of alcohols under Appel conditions was developed. Benzotrichloride is used as a cheap and readily available chlorinating agent in combination with trioctylphosphane as the catalyst and phenylsilane as the terminal reductant. The reaction has several advantages over other variants of the Appel reaction, e.g., no additional solvent is required and the phosphane reagent is used only in catalytic amounts. In total, 27 different primary, secondary, and tertiary alkyl chlorides were synthesized in yields up to 95%. Under optimized conditions, it was also possible to convert epoxides and an oxetane to the dichlorinated products.

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