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1467-05-6

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1467-05-6 Usage

Description

4-Ethylbenzyl chloride, with the CAS number 1467-05-6, is an organic compound that belongs to the class of aromatic compounds. It is characterized by the presence of a benzene ring with an ethyl group and a chlorine atom attached to it. This chemical structure endows 4-Ethylbenzyl chloride with unique properties and reactivity, making it suitable for various applications across different industries.

Uses

Used in the Fragrance Industry:
4-Ethylbenzyl chloride is used as a chemical intermediate for the oxidative degeneration of fragrant aldehydes in the antiperspirant matrix. Its application in this context is crucial for leading to autoxidation and the formation of chlorinated products, which contribute to the development of effective and long-lasting fragrances in antiperspirant formulations.
Used in the Lubricant Industry:
In the lubricant industry, 4-Ethylbenzyl chloride is utilized as an additive for extreme pressure lubricating oils and hydraulic fluids. Its addition to these fluids enhances their performance under high-pressure conditions, ensuring efficient and reliable operation of machinery and equipment. The extreme pressure additives derived from 4-Ethylbenzyl chloride help in reducing wear and tear, extending the lifespan of mechanical components, and improving the overall efficiency of the lubrication system.

Synthesis Reference(s)

Journal of the American Chemical Society, 68, p. 1670, 1946 DOI: 10.1021/ja01212a513

Check Digit Verification of cas no

The CAS Registry Mumber 1467-05-6 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,4,6 and 7 respectively; the second part has 2 digits, 0 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 1467-05:
(6*1)+(5*4)+(4*6)+(3*7)+(2*0)+(1*5)=76
76 % 10 = 6
So 1467-05-6 is a valid CAS Registry Number.
InChI:InChI=1/C9H11Cl/c1-2-8-3-5-9(7-10)6-4-8/h3-6H,2,7H2,1H3

1467-05-6 Well-known Company Product Price

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  • Alfa Aesar

  • (H27900)  4-Ethylbenzyl chloride, 97%, stab. with calcium carbonate   

  • 1467-05-6

  • 5g

  • 798.0CNY

  • Detail
  • Alfa Aesar

  • (H27900)  4-Ethylbenzyl chloride, 97%, stab. with calcium carbonate   

  • 1467-05-6

  • 25g

  • 3251.0CNY

  • Detail

1467-05-6SDS

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-ETHYLBENZYL CHLORIDE

1.2 Other means of identification

Product number -
Other names 1-(Chloromethyl)-4-ethylbenzene

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:1467-05-6 SDS

1467-05-6Synthetic route

Dimethoxymethane
109-87-5

Dimethoxymethane

ethylbenzene
100-41-4

ethylbenzene

4-ethylbenzylchloride
1467-05-6

4-ethylbenzylchloride

Conditions
ConditionsYield
Stage #1: Dimethoxymethane With chlorosulfonic acid; zinc(II) iodide In dichloromethane at -10℃; for 0.5h;
Stage #2: ethylbenzene In dichloromethane at 5 - 10℃; for 1h;
87%
Stage #1: Dimethoxymethane With chlorosulfonic acid; zinc(II) chloride at -10℃; for 0.5h;
Stage #2: ethylbenzene at 5 - 10℃; for 3h;
77%
4-ethylbenzyl alcohol
768-59-2

4-ethylbenzyl alcohol

4-ethylbenzylchloride
1467-05-6

4-ethylbenzylchloride

Conditions
ConditionsYield
With thionyl chloride In benzene Heating;73%
With hydrogenchloride
With pyridine; phosphorus trichloride In diethyl ether
formaldehyd
50-00-0

formaldehyd

ethylbenzene
100-41-4

ethylbenzene

4-ethylbenzylchloride
1467-05-6

4-ethylbenzylchloride

Conditions
ConditionsYield
With hydrogenchloride; zinc(II) chloride at 65 - 70℃;
With hydrogenchloride; zinc(II) chloride
With hydrogenchloride; phosphoric acid; acetic acid at 100℃;
ethylbenzene
100-41-4

ethylbenzene

chloromethyl methyl ether
107-30-2

chloromethyl methyl ether

4-ethylbenzylchloride
1467-05-6

4-ethylbenzylchloride

Conditions
ConditionsYield
With tin(IV) chloride
With tetrachloromethane; tin(IV) chloride at -10℃;
ethylbenzene
100-41-4

ethylbenzene

chloromethyl methyl ether
107-30-2

chloromethyl methyl ether

acetic acid
64-19-7

acetic acid

4-ethylbenzylchloride
1467-05-6

4-ethylbenzylchloride

Conditions
ConditionsYield
at 100℃;
ethylbenzene
100-41-4

ethylbenzene

tin(IV) chloride
7646-78-8

tin(IV) chloride

chloromethyl methyl ether
107-30-2

chloromethyl methyl ether

4-ethylbenzylchloride
1467-05-6

4-ethylbenzylchloride

hydrogenchloride
7647-01-0

hydrogenchloride

formaldehyd
50-00-0

formaldehyd

ethylbenzene
100-41-4

ethylbenzene

phosphoric acid
86119-84-8, 7664-38-2

phosphoric acid

acetic acid
64-19-7

acetic acid

4-ethylbenzylchloride
1467-05-6

4-ethylbenzylchloride

hydrogenchloride
7647-01-0

hydrogenchloride

formaldehyd
50-00-0

formaldehyd

ethylbenzene
100-41-4

ethylbenzene

(E)-3-Ureido-but-2-enoic acid ethyl ester
5435-44-9, 22243-66-9

(E)-3-Ureido-but-2-enoic acid ethyl ester

4-ethylbenzylchloride
1467-05-6

4-ethylbenzylchloride

hydrogenchloride
7647-01-0

hydrogenchloride

formaldehyd
50-00-0

formaldehyd

ethylbenzene
100-41-4

ethylbenzene

(E)-3-Ureido-but-2-enoic acid ethyl ester
5435-44-9, 22243-66-9

(E)-3-Ureido-but-2-enoic acid ethyl ester

A

4-ethylbenzylchloride
1467-05-6

4-ethylbenzylchloride

B

2-ethylbenzyl chloride
1467-06-7

2-ethylbenzyl chloride

Conditions
ConditionsYield
Product distribution;
hydrogenchloride
7647-01-0

hydrogenchloride

tetrachloromethane
56-23-5

tetrachloromethane

formaldehyd
50-00-0

formaldehyd

ethylbenzene
100-41-4

ethylbenzene

(E)-3-Ureido-but-2-enoic acid ethyl ester
5435-44-9, 22243-66-9

(E)-3-Ureido-but-2-enoic acid ethyl ester

A

4-ethylbenzylchloride
1467-05-6

4-ethylbenzylchloride

B

2-ethylbenzyl chloride
1467-06-7

2-ethylbenzyl chloride

Conditions
ConditionsYield
Product distribution;
hydrogenchloride
7647-01-0

hydrogenchloride

formaldehyd
50-00-0

formaldehyd

ethylbenzene
100-41-4

ethylbenzene

A

4-ethylbenzylchloride
1467-05-6

4-ethylbenzylchloride

B

2-ethylbenzyl chloride
1467-06-7

2-ethylbenzyl chloride

Conditions
ConditionsYield
Product distribution;
formaldehyd
50-00-0

formaldehyd

ethylbenzene
100-41-4

ethylbenzene

A

2,4-bis(chloromethyl)-1-ethylbenzene

2,4-bis(chloromethyl)-1-ethylbenzene

B

4-ethylbenzylchloride
1467-05-6

4-ethylbenzylchloride

Conditions
ConditionsYield
With hydrogenchloride for 2h; Heating; Title compound not separated from byproducts.;
4-methylethylbenzene
622-96-8

4-methylethylbenzene

4-ethylbenzylchloride
1467-05-6

4-ethylbenzylchloride

Conditions
ConditionsYield
With hydrogenchloride; formaldehyd for 2h; Heating;
p-ethylbenzoic acid
619-64-7

p-ethylbenzoic acid

4-ethylbenzylchloride
1467-05-6

4-ethylbenzylchloride

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 92 percent / LiAlH4
2: 73 percent / thionyl chloride / benzene / Heating
View Scheme
ethylbenzene
100-41-4

ethylbenzene

4-ethylbenzylchloride
1467-05-6

4-ethylbenzylchloride

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: hydrogen chloride; benzene; aluminium chloride / weit. Reagens: Kupfer(I)-chlorid
2: concentrated KOH-solution
3: concentrated hydrochloric acid
View Scheme
4-ethylbenzylaldehyde
4748-78-1

4-ethylbenzylaldehyde

4-ethylbenzylchloride
1467-05-6

4-ethylbenzylchloride

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: concentrated KOH-solution
2: concentrated hydrochloric acid
View Scheme
4-Vinylbenzyl chloride
1592-20-7

4-Vinylbenzyl chloride

4-ethylbenzylchloride
1467-05-6

4-ethylbenzylchloride

Conditions
ConditionsYield
With hydrogen In water at 35℃; under 760.051 Torr; for 2h;
With ammonium hydroxide; hydrazine hydrate In ethanol at 20℃;63 %Chromat.
formaldehyd
50-00-0

formaldehyd

ethylbenzene
100-41-4

ethylbenzene

A

4-ethylbenzylchloride
1467-05-6

4-ethylbenzylchloride

B

2-ethylbenzyl chloride
1467-06-7

2-ethylbenzyl chloride

Conditions
ConditionsYield
With hydrogenchloride; sulfuric acid; acetic acid; zinc(II) chloride In water at 50℃; for 8h;A 73 %Chromat.
B 9 %Chromat.
With hydrogenchloride; zinc(II) chloride at 60℃; for 6h;
With hydrogenchloride; sulfuric acid; tetrabutylammomium bromide In water at 50℃; for 20h;
formaldehyd
50-00-0

formaldehyd

ethylbenzene
100-41-4

ethylbenzene

A

3-ethylbenzyl chloride
55190-53-9

3-ethylbenzyl chloride

B

4-ethylbenzylchloride
1467-05-6

4-ethylbenzylchloride

C

2-ethylbenzyl chloride
1467-06-7

2-ethylbenzyl chloride

Conditions
ConditionsYield
With hydrogenchloride; sulfuric acid; tetrabutylammomium bromide In water at 115℃; for 5h; Reagent/catalyst; Temperature; Overall yield = 92 %;
4-bromoguaiacol
7368-78-7

4-bromoguaiacol

4-ethylbenzylchloride
1467-05-6

4-ethylbenzylchloride

4-bromo-1-(4-ethylbenzyloxy)-2-methoxybenzene
1255305-53-3

4-bromo-1-(4-ethylbenzyloxy)-2-methoxybenzene

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 80℃; for 1h;99%
4-ethylbenzylchloride
1467-05-6

4-ethylbenzylchloride

4-ethylbenzyl alcohol
768-59-2

4-ethylbenzyl alcohol

Conditions
ConditionsYield
With iron(III) sulfate; water In toluene at 110℃; for 0.7h; Ionic liquid;96%
With potassium carbonate; acetone
4-ethylbenzylchloride
1467-05-6

4-ethylbenzylchloride

thiourea
17356-08-0

thiourea

S-(4-ethylbenzyl)isothiourea hydrochloride
64732-32-7

S-(4-ethylbenzyl)isothiourea hydrochloride

Conditions
ConditionsYield
In ethanol at 60℃; for 5h;95%
4-ethylbenzylchloride
1467-05-6

4-ethylbenzylchloride

C9H11ClZn

C9H11ClZn

Conditions
ConditionsYield
Stage #1: 4-ethylbenzylchloride With chloro-trimethyl-silane In tetrahydrofuran; ethylene dibromide at 60 - 70℃; Inert atmosphere;
Stage #2: zinc In tetrahydrofuran; ethylene dibromide for 3h;
95%
ethyl 1H-imidazole-2-carboxylate
33543-78-1

ethyl 1H-imidazole-2-carboxylate

4-ethylbenzylchloride
1467-05-6

4-ethylbenzylchloride

1-(4-ethylbenzyl)-1H-imidazole-2-carboxylic acid ethyl ester

1-(4-ethylbenzyl)-1H-imidazole-2-carboxylic acid ethyl ester

Conditions
ConditionsYield
Stage #1: ethyl 1H-imidazole-2-carboxylate With caesium carbonate In acetonitrile for 0.5h;
Stage #2: 4-ethylbenzylchloride In acetonitrile at 60℃; for 4h;
92.3%
Stage #1: ethyl 1H-imidazole-2-carboxylate With caesium carbonate In acetonitrile for 0.5h;
Stage #2: 4-ethylbenzylchloride In acetonitrile at 60℃; for 4h;
92.3%
5-(4-methyl-1,2,3-thiadiazol-5-yl)-4-phenyl-4H-1,2,4-triazole-3-thiol
1260230-40-7

5-(4-methyl-1,2,3-thiadiazol-5-yl)-4-phenyl-4H-1,2,4-triazole-3-thiol

4-ethylbenzylchloride
1467-05-6

4-ethylbenzylchloride

4-methyl-5-(5-((4-ethylbenzyl)thio)-4-phenyl-4H-1,2,4-triazol-3-yl)-1,2,3-thiadiazole
1417895-59-0

4-methyl-5-(5-((4-ethylbenzyl)thio)-4-phenyl-4H-1,2,4-triazol-3-yl)-1,2,3-thiadiazole

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 90℃; under 10343.2 Torr; for 0.25h; Microwave irradiation;89%
2-methoxy-4-iodophenol
203861-62-5

2-methoxy-4-iodophenol

4-ethylbenzylchloride
1467-05-6

4-ethylbenzylchloride

1-(4-ethylbenzyloxy)-4-iodo-2-methoxybenzene
1255305-47-5

1-(4-ethylbenzyloxy)-4-iodo-2-methoxybenzene

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 20 - 80℃; for 3h;87%
With potassium carbonate In N,N-dimethyl-formamide at 80℃; for 3h;87%
carbon monoxide
201230-82-2

carbon monoxide

4-ethylbenzylchloride
1467-05-6

4-ethylbenzylchloride

(4-ethyl-phenyl)-acetic acid
14387-10-1

(4-ethyl-phenyl)-acetic acid

Conditions
ConditionsYield
Stage #1: carbon monoxide With C28H22CoN4O6 In butan-1-ol at 60℃; under 760.051 Torr; for 2h; Glovebox; High pressure; Green chemistry;
Stage #2: 4-ethylbenzylchloride With tetra-(n-butyl)ammonium iodide; sodium hydroxide In butan-1-ol at 60℃; under 760.051 Torr; for 22h; Glovebox; High pressure; Green chemistry; regioselective reaction;
84%
4-ethylbenzylchloride
1467-05-6

4-ethylbenzylchloride

(4-ethyl-phenyl)-acetic acid
14387-10-1

(4-ethyl-phenyl)-acetic acid

Conditions
ConditionsYield
With sodium hydroxide; cobalt tetracarbonyl anion In methanol at 50℃; for 4h;80%
Multi-step reaction with 2 steps
1: ethanol
2: 70 percent aqueous sulfuric acid
View Scheme
Multi-step reaction with 2 steps
1: aqueous ethanol
2: 60 percent aqueous sulfuric acid
View Scheme
methyl 3-{[5-(methoxymethoxy)-1-(methoxymethyl)-6-oxo-1,6-dihydropyridin-3-yl]sulfanyl}propanoate
1417710-45-2

methyl 3-{[5-(methoxymethoxy)-1-(methoxymethyl)-6-oxo-1,6-dihydropyridin-3-yl]sulfanyl}propanoate

4-ethylbenzylchloride
1467-05-6

4-ethylbenzylchloride

5-[(4-ethylbenzyl)sulfanyl]-3-(methoxymethoxy)-1-(methoxymethyl)pyridin-2(1H)-one
1417710-46-3

5-[(4-ethylbenzyl)sulfanyl]-3-(methoxymethoxy)-1-(methoxymethyl)pyridin-2(1H)-one

Conditions
ConditionsYield
Stage #1: methyl 3-{[5-(methoxymethoxy)-1-(methoxymethyl)-6-oxo-1,6-dihydropyridin-3-yl]sulfanyl}propanoate With potassium tert-butylate In tetrahydrofuran at -45℃;
Stage #2: 4-ethylbenzylchloride In tetrahydrofuran at 20℃; for 4h;
79%
Stage #1: methyl 3-{[5-(methoxymethoxy)-1-(methoxymethyl)-6-oxo-1,6-dihydropyridin-3-yl]sulfanyl}propanoate With potassium tert-butylate In tetrahydrofuran at -45℃; for 0.333333h;
Stage #2: 4-ethylbenzylchloride In tetrahydrofuran at 20℃; for 4h;
79%
4-ethylbenzylchloride
1467-05-6

4-ethylbenzylchloride

1-tert-butoxycarbonyl-4-cyanopiperidine
91419-52-2

1-tert-butoxycarbonyl-4-cyanopiperidine

tert-butyl 4-cyano-4-(4-ethylbenzyl)piperidine-1-carboxylate

tert-butyl 4-cyano-4-(4-ethylbenzyl)piperidine-1-carboxylate

Conditions
ConditionsYield
Stage #1: 1-tert-butoxycarbonyl-4-cyanopiperidine With lithium diisopropyl amide In tetrahydrofuran; n-heptane at -70℃; for 1h; Inert atmosphere;
Stage #2: 4-ethylbenzylchloride In tetrahydrofuran; n-heptane at 25℃; for 16h; Inert atmosphere;
77.8%
4-ethylbenzylchloride
1467-05-6

4-ethylbenzylchloride

2-Allyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
72824-04-5

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

3-allyl-3-ethyl-6-methylenecyclohexa-1,4-diene

3-allyl-3-ethyl-6-methylenecyclohexa-1,4-diene

Conditions
ConditionsYield
With tris-(dibenzylideneacetone)dipalladium(0); triphenylphosphine; cesium fluoride In dichloromethane at 30℃; for 24h; Inert atmosphere; regioselective reaction;76%
formic acid
64-18-6

formic acid

4-ethylbenzylchloride
1467-05-6

4-ethylbenzylchloride

(4-ethyl-phenyl)-acetic acid
14387-10-1

(4-ethyl-phenyl)-acetic acid

Conditions
ConditionsYield
With N,N,N,N,-tetramethylethylenediamine; α,α′-bis(2-pyridyl(tert-butyl)phosphino)-o-xylene; palladium diacetate In N,N-dimethyl-formamide at 115℃; for 12h; Inert atmosphere;76%
4-amino-2-chloropyridine-3-carbonitrile
1194341-42-8

4-amino-2-chloropyridine-3-carbonitrile

4-ethylbenzylchloride
1467-05-6

4-ethylbenzylchloride

1-(4-amino-2-chloropyridin-3-yl)-2-(4-ethylphenyl)ethan-1-one

1-(4-amino-2-chloropyridin-3-yl)-2-(4-ethylphenyl)ethan-1-one

Conditions
ConditionsYield
Stage #1: 4-ethylbenzylchloride With iodine; magnesium In diethyl ether for 2h;
Stage #2: 4-amino-2-chloropyridine-3-carbonitrile In diethyl ether at 30℃; for 12h; Inert atmosphere;
Stage #3: With hydrogenchloride; water In diethyl ether; ethanol at 0℃; for 2h; Inert atmosphere; Reflux;
75%
Dimethoxymethane
109-87-5

Dimethoxymethane

ethylbenzene
100-41-4

ethylbenzene

4-ethylbenzylchloride
1467-05-6

4-ethylbenzylchloride

Conditions
ConditionsYield
Stage #1: Dimethoxymethane With chlorosulfonic acid; zinc(II) iodide In dichloromethane at -10℃; for 0.5h;
Stage #2: ethylbenzene In dichloromethane at 5 - 10℃; for 1h;
87%
Stage #1: Dimethoxymethane With chlorosulfonic acid; zinc(II) chloride at -10℃; for 0.5h;
Stage #2: ethylbenzene at 5 - 10℃; for 3h;
77%
4-ethylbenzyl alcohol
768-59-2

4-ethylbenzyl alcohol

4-ethylbenzylchloride
1467-05-6

4-ethylbenzylchloride

Conditions
ConditionsYield
With thionyl chloride In benzene Heating;73%
With hydrogenchloride
With pyridine; phosphorus trichloride In diethyl ether
formaldehyd
50-00-0

formaldehyd

ethylbenzene
100-41-4

ethylbenzene

4-ethylbenzylchloride
1467-05-6

4-ethylbenzylchloride

Conditions
ConditionsYield
With hydrogenchloride; zinc(II) chloride at 65 - 70℃;
With hydrogenchloride; zinc(II) chloride
With hydrogenchloride; phosphoric acid; acetic acid at 100℃;
ethylbenzene
100-41-4

ethylbenzene

chloromethyl methyl ether
107-30-2

chloromethyl methyl ether

4-ethylbenzylchloride
1467-05-6

4-ethylbenzylchloride

Conditions
ConditionsYield
With tin(IV) chloride
With tetrachloromethane; tin(IV) chloride at -10℃;
ethylbenzene
100-41-4

ethylbenzene

chloromethyl methyl ether
107-30-2

chloromethyl methyl ether

acetic acid
64-19-7

acetic acid

4-ethylbenzylchloride
1467-05-6

4-ethylbenzylchloride

Conditions
ConditionsYield
at 100℃;
ethylbenzene
100-41-4

ethylbenzene

tin(IV) chloride
7646-78-8

tin(IV) chloride

chloromethyl methyl ether
107-30-2

chloromethyl methyl ether

4-ethylbenzylchloride
1467-05-6

4-ethylbenzylchloride

hydrogenchloride
7647-01-0

hydrogenchloride

formaldehyd
50-00-0

formaldehyd

ethylbenzene
100-41-4

ethylbenzene

phosphoric acid
86119-84-8, 7664-38-2

phosphoric acid

acetic acid
64-19-7

acetic acid

4-ethylbenzylchloride
1467-05-6

4-ethylbenzylchloride

hydrogenchloride
7647-01-0

hydrogenchloride

formaldehyd
50-00-0

formaldehyd

ethylbenzene
100-41-4

ethylbenzene

(E)-3-Ureido-but-2-enoic acid ethyl ester
5435-44-9, 22243-66-9

(E)-3-Ureido-but-2-enoic acid ethyl ester

4-ethylbenzylchloride
1467-05-6

4-ethylbenzylchloride

hydrogenchloride
7647-01-0

hydrogenchloride

formaldehyd
50-00-0

formaldehyd

ethylbenzene
100-41-4

ethylbenzene

(E)-3-Ureido-but-2-enoic acid ethyl ester
5435-44-9, 22243-66-9

(E)-3-Ureido-but-2-enoic acid ethyl ester

A

4-ethylbenzylchloride
1467-05-6

4-ethylbenzylchloride

B

2-ethylbenzyl chloride
1467-06-7

2-ethylbenzyl chloride

Conditions
ConditionsYield
Product distribution;
hydrogenchloride
7647-01-0

hydrogenchloride

tetrachloromethane
56-23-5

tetrachloromethane

formaldehyd
50-00-0

formaldehyd

ethylbenzene
100-41-4

ethylbenzene

(E)-3-Ureido-but-2-enoic acid ethyl ester
5435-44-9, 22243-66-9

(E)-3-Ureido-but-2-enoic acid ethyl ester

A

4-ethylbenzylchloride
1467-05-6

4-ethylbenzylchloride

B

2-ethylbenzyl chloride
1467-06-7

2-ethylbenzyl chloride

Conditions
ConditionsYield
Product distribution;
hydrogenchloride
7647-01-0

hydrogenchloride

formaldehyd
50-00-0

formaldehyd

ethylbenzene
100-41-4

ethylbenzene

A

4-ethylbenzylchloride
1467-05-6

4-ethylbenzylchloride

B

2-ethylbenzyl chloride
1467-06-7

2-ethylbenzyl chloride

Conditions
ConditionsYield
Product distribution;
formaldehyd
50-00-0

formaldehyd

ethylbenzene
100-41-4

ethylbenzene

A

2,4-bis(chloromethyl)-1-ethylbenzene

2,4-bis(chloromethyl)-1-ethylbenzene

B

4-ethylbenzylchloride
1467-05-6

4-ethylbenzylchloride

Conditions
ConditionsYield
With hydrogenchloride for 2h; Heating; Title compound not separated from byproducts.;
4-methylethylbenzene
622-96-8

4-methylethylbenzene

4-ethylbenzylchloride
1467-05-6

4-ethylbenzylchloride

Conditions
ConditionsYield
With hydrogenchloride; formaldehyd for 2h; Heating;
p-ethylbenzoic acid
619-64-7

p-ethylbenzoic acid

4-ethylbenzylchloride
1467-05-6

4-ethylbenzylchloride

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 92 percent / LiAlH4
2: 73 percent / thionyl chloride / benzene / Heating
View Scheme
ethylbenzene
100-41-4

ethylbenzene

4-ethylbenzylchloride
1467-05-6

4-ethylbenzylchloride

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: hydrogen chloride; benzene; aluminium chloride / weit. Reagens: Kupfer(I)-chlorid
2: concentrated KOH-solution
3: concentrated hydrochloric acid
View Scheme
4-ethylbenzylaldehyde
4748-78-1

4-ethylbenzylaldehyde

4-ethylbenzylchloride
1467-05-6

4-ethylbenzylchloride

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: concentrated KOH-solution
2: concentrated hydrochloric acid
View Scheme
4-Vinylbenzyl chloride
1592-20-7

4-Vinylbenzyl chloride

4-ethylbenzylchloride
1467-05-6

4-ethylbenzylchloride

Conditions
ConditionsYield
With hydrogen In water at 35℃; under 760.051 Torr; for 2h;
With ammonium hydroxide; hydrazine hydrate In ethanol at 20℃;63 %Chromat.
formaldehyd
50-00-0

formaldehyd

ethylbenzene
100-41-4

ethylbenzene

A

4-ethylbenzylchloride
1467-05-6

4-ethylbenzylchloride

B

2-ethylbenzyl chloride
1467-06-7

2-ethylbenzyl chloride

Conditions
ConditionsYield
With hydrogenchloride; sulfuric acid; acetic acid; zinc(II) chloride In water at 50℃; for 8h;A 73 %Chromat.
B 9 %Chromat.
With hydrogenchloride; zinc(II) chloride at 60℃; for 6h;
With hydrogenchloride; sulfuric acid; tetrabutylammomium bromide In water at 50℃; for 20h;
formaldehyd
50-00-0

formaldehyd

ethylbenzene
100-41-4

ethylbenzene

A

3-ethylbenzyl chloride
55190-53-9

3-ethylbenzyl chloride

B

4-ethylbenzylchloride
1467-05-6

4-ethylbenzylchloride

C

2-ethylbenzyl chloride
1467-06-7

2-ethylbenzyl chloride

Conditions
ConditionsYield
With hydrogenchloride; sulfuric acid; tetrabutylammomium bromide In water at 115℃; for 5h; Reagent/catalyst; Temperature; Overall yield = 92 %;
4-bromoguaiacol
7368-78-7

4-bromoguaiacol

4-ethylbenzylchloride
1467-05-6

4-ethylbenzylchloride

4-bromo-1-(4-ethylbenzyloxy)-2-methoxybenzene
1255305-53-3

4-bromo-1-(4-ethylbenzyloxy)-2-methoxybenzene

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 80℃; for 1h;99%
4-ethylbenzylchloride
1467-05-6

4-ethylbenzylchloride

4-ethylbenzyl alcohol
768-59-2

4-ethylbenzyl alcohol

Conditions
ConditionsYield
With iron(III) sulfate; water In toluene at 110℃; for 0.7h; Ionic liquid;96%
With potassium carbonate; acetone
4-ethylbenzylchloride
1467-05-6

4-ethylbenzylchloride

thiourea
17356-08-0

thiourea

S-(4-ethylbenzyl)isothiourea hydrochloride
64732-32-7

S-(4-ethylbenzyl)isothiourea hydrochloride

Conditions
ConditionsYield
In ethanol at 60℃; for 5h;95%
4-ethylbenzylchloride
1467-05-6

4-ethylbenzylchloride

C9H11ClZn

C9H11ClZn

Conditions
ConditionsYield
Stage #1: 4-ethylbenzylchloride With chloro-trimethyl-silane In tetrahydrofuran; ethylene dibromide at 60 - 70℃; Inert atmosphere;
Stage #2: zinc In tetrahydrofuran; ethylene dibromide for 3h;
95%
ethyl 1H-imidazole-2-carboxylate
33543-78-1

ethyl 1H-imidazole-2-carboxylate

4-ethylbenzylchloride
1467-05-6

4-ethylbenzylchloride

1-(4-ethylbenzyl)-1H-imidazole-2-carboxylic acid ethyl ester

1-(4-ethylbenzyl)-1H-imidazole-2-carboxylic acid ethyl ester

Conditions
ConditionsYield
Stage #1: ethyl 1H-imidazole-2-carboxylate With caesium carbonate In acetonitrile for 0.5h;
Stage #2: 4-ethylbenzylchloride In acetonitrile at 60℃; for 4h;
92.3%
Stage #1: ethyl 1H-imidazole-2-carboxylate With caesium carbonate In acetonitrile for 0.5h;
Stage #2: 4-ethylbenzylchloride In acetonitrile at 60℃; for 4h;
92.3%
5-(4-methyl-1,2,3-thiadiazol-5-yl)-4-phenyl-4H-1,2,4-triazole-3-thiol
1260230-40-7

5-(4-methyl-1,2,3-thiadiazol-5-yl)-4-phenyl-4H-1,2,4-triazole-3-thiol

4-ethylbenzylchloride
1467-05-6

4-ethylbenzylchloride

4-methyl-5-(5-((4-ethylbenzyl)thio)-4-phenyl-4H-1,2,4-triazol-3-yl)-1,2,3-thiadiazole
1417895-59-0

4-methyl-5-(5-((4-ethylbenzyl)thio)-4-phenyl-4H-1,2,4-triazol-3-yl)-1,2,3-thiadiazole

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 90℃; under 10343.2 Torr; for 0.25h; Microwave irradiation;89%
2-methoxy-4-iodophenol
203861-62-5

2-methoxy-4-iodophenol

4-ethylbenzylchloride
1467-05-6

4-ethylbenzylchloride

1-(4-ethylbenzyloxy)-4-iodo-2-methoxybenzene
1255305-47-5

1-(4-ethylbenzyloxy)-4-iodo-2-methoxybenzene

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 20 - 80℃; for 3h;87%
With potassium carbonate In N,N-dimethyl-formamide at 80℃; for 3h;87%
carbon monoxide
201230-82-2

carbon monoxide

4-ethylbenzylchloride
1467-05-6

4-ethylbenzylchloride

(4-ethyl-phenyl)-acetic acid
14387-10-1

(4-ethyl-phenyl)-acetic acid

Conditions
ConditionsYield
Stage #1: carbon monoxide With C28H22CoN4O6 In butan-1-ol at 60℃; under 760.051 Torr; for 2h; Glovebox; High pressure; Green chemistry;
Stage #2: 4-ethylbenzylchloride With tetra-(n-butyl)ammonium iodide; sodium hydroxide In butan-1-ol at 60℃; under 760.051 Torr; for 22h; Glovebox; High pressure; Green chemistry; regioselective reaction;
84%

1467-05-6Relevant articles and documents

-

Kosolapoff

, p. 1670 (1946)

-

Cu(II)/Cu(0)@UiO-66-NH2: Base metal@MOFs as heterogeneous catalysts for olefin oxidation and reduction

Wang, Jian-Cheng,Hu, Yu-Hong,Chen, Gong-Jun,Dong, Yu-Bin

, p. 13116 - 13119 (2016)

Two copper-loaded MOF materials, namely Cu(ii)@Ui-O-66-NH2 (1) and Cu(0)@UiO-66-NH2 (2), are reported. They can, respectively, serve as highly efficient heterogeneous catalysts for olefin oxidation and hydrogenation under mild conditions. Complete styrene hydrogenation occurs in 15 min at ambient temperature with quantitative yield.

Preparation method of 4-ethylbenzyl chloride

-

Paragraph 0027-0029, (2021/11/26)

The invention discloses a preparation method of 4-ethylbenzyl chloride, and belongs to the technical field of organic synthesis. The method comprises the following steps: chloromethylating ethylbenzene serving as a raw material with acetal, chlorosulfonic acid and lewis acid under the catalytic action to obtain 4-ethylbenzyl chloride. According to the method, the catalyst can be recycled and reused, isomers are few, separation is relatively easier, the yield is high, the content of the obtained product is larger than 99%, and potential industrial amplification prospects are achieved.

A practical and convenient Blanc-type chloromethylation catalyzed by zinc chloride under solvent-free conditions

Tang, Jian,Liu, Hongtao,He, Kailun,Zhang, Xingxian

, p. 925 - 932 (2019/03/17)

Chloromethylation of various aromatic hydrocarbons and substituted phenolic derivatives with dimethoxymethane and chlorosulfonic acid was carried out in the presence of 10 mol% of ZnCl2 in a mild and efficient manner under solvent-free conditions. In addition, 2,6-dimethyltyrosine was synthesized in high yield via this protocol.

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