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105-05-5 Usage

Chemical Properties

clear colorless liquid

Uses

1,4-Diethylbenzene, is used as a solvent and an intermediate in the manufacture of other organic compounds for the finished products of such as curing agents, engineering plastics andcross-linking agents.

Flammability and Explosibility

Flammable

Check Digit Verification of cas no

The CAS Registry Mumber 105-05-5 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 1,0 and 5 respectively; the second part has 2 digits, 0 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 105-05:
(5*1)+(4*0)+(3*5)+(2*0)+(1*5)=25
25 % 10 = 5
So 105-05-5 is a valid CAS Registry Number.
InChI:InChI=1/C10H14/c1-3-9(2)10-7-5-4-6-8-10/h4-9H,3H2,1-2H3

105-05-5 Well-known Company Product Price

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  • (Code)Product description
  • CAS number
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  • Alfa Aesar

  • (A13343)  1,4-Diethylbenzene, 98%   

  • 105-05-5

  • 5g

  • 359.0CNY

  • Detail
  • Alfa Aesar

  • (A13343)  1,4-Diethylbenzene, 98%   

  • 105-05-5

  • 25g

  • 1582.0CNY

  • Detail
  • Alfa Aesar

  • (A13343)  1,4-Diethylbenzene, 98%   

  • 105-05-5

  • 100g

  • 3319.0CNY

  • Detail
  • Sigma-Aldrich

  • (32018)  1,4-Diethylbenzene  analytical standard

  • 105-05-5

  • 32018-5ML

  • 2,074.41CNY

  • Detail
  • Aldrich

  • (D91004)  1,4-Diethylbenzene  96%

  • 105-05-5

  • D91004-10G

  • 1,191.06CNY

  • Detail

105-05-5SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 10, 2017

Revision Date: Aug 10, 2017

1.Identification

1.1 GHS Product identifier

Product name 1,4-Diethylbenzene

1.2 Other means of identification

Product number -
Other names 1,4-DIETHYLBENZENE (25 ML )

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:105-05-5 SDS

105-05-5Synthetic route

1,4-Diacetylbenzene
1009-61-6

1,4-Diacetylbenzene

1,4-diethylbenzene
105-05-5

1,4-diethylbenzene

Conditions
ConditionsYield
With triethylsilane; indium(III) bromide In chloroform at 60℃; for 1h; Inert atmosphere;99%
With hydrogen; palladium on activated charcoal In methanol at 20℃; for 24h;72%
With hydrogen In 1,3,5-trimethyl-benzene at 175℃; under 37503.8 Torr; for 16h; Autoclave;
2,5-diethyl-furan
10504-06-0

2,5-diethyl-furan

ethene
74-85-1

ethene

1,4-diethylbenzene
105-05-5

1,4-diethylbenzene

Conditions
ConditionsYield
With zeolite H-beta In tetrahydrofuran at 249.84℃; under 20686.5 Torr; for 18h; Reagent/catalyst;99%
1,4-diethylcyclohexa-2,5-diene-1,4-dicarboxylic acid

1,4-diethylcyclohexa-2,5-diene-1,4-dicarboxylic acid

1,4-diethylbenzene
105-05-5

1,4-diethylbenzene

Conditions
ConditionsYield
With chlorosulfonic acid In dichloromethane at 0℃; regioselective reaction;85%
With lead(IV) tetraacetate; lithium chloride In chloroform for 3h; Reflux;
4-ethylacetophenone
937-30-4

4-ethylacetophenone

1,4-diethylbenzene
105-05-5

1,4-diethylbenzene

Conditions
ConditionsYield
With hydrogenchloride; hydrogen; palladium on activated charcoal In ethanol at 50℃; under 3102.97 Torr;77%
With hydrogenchloride; amalgamated zinc
With nickel at 260 - 280℃; durch Hydrogenolyse;
methanol
67-56-1

methanol

dispiro<2.2.2.2>deca-4,9-diene
36262-33-6

dispiro<2.2.2.2>deca-4,9-diene

A

1,4-diethylbenzene
105-05-5

1,4-diethylbenzene

B

1-Ethyl-4-(2-methoxyethyl)benzol
105786-55-8

1-Ethyl-4-(2-methoxyethyl)benzol

Conditions
ConditionsYield
With hydrogen; palladium on activated charcoalA n/a
B 50%
trifluoromethanesulfonic acid ethyl ester
425-75-2

trifluoromethanesulfonic acid ethyl ester

benzene
71-43-2

benzene

A

ethylbenzene
100-41-4

ethylbenzene

B

1,4-diethylbenzene
105-05-5

1,4-diethylbenzene

C

ortho-diethylbenzene
253185-02-3

ortho-diethylbenzene

Conditions
ConditionsYield
for 2h; Heating; Yields of byproduct given;A 30%
B n/a
C n/a
for 2h; Heating; Yield given;A 30%
B n/a
C n/a
4-methyl-4-phenylcyclohex-2-enone
17429-36-6

4-methyl-4-phenylcyclohex-2-enone

A

1-Methyl-3-ethylbenzene
620-14-4

1-Methyl-3-ethylbenzene

B

2-Ethyltoluene
611-14-3

2-Ethyltoluene

C

m-diethylbenzene
141-93-5

m-diethylbenzene

D

1,4-diethylbenzene
105-05-5

1,4-diethylbenzene

E

ortho-diethylbenzene
253185-02-3

ortho-diethylbenzene

F

3-ethyl-o-xylene
933-98-2

3-ethyl-o-xylene

Conditions
ConditionsYield
With chloranil Product distribution; 1.) 510 deg C, 12 Torr; 2.) benzene, reflux, 20 h; other conditions investigated;A 1.2%
B 0.2%
C 1.5%
D 1.3%
E 10%
F 19%
ethanol
64-17-5

ethanol

benzene
71-43-2

benzene

1,4-diethylbenzene
105-05-5

1,4-diethylbenzene

Conditions
ConditionsYield
With mesoporous graphitic C3N4 at 150℃; for 24h; Friedel-Crafts reaction;18%
4-ethylacetophenone
937-30-4

4-ethylacetophenone

A

1-ethenyl-4-ethyl-benzene
3454-07-7

1-ethenyl-4-ethyl-benzene

B

1,4-diethylbenzene
105-05-5

1,4-diethylbenzene

C

2,3-di(4-ethylphenyl)butane

2,3-di(4-ethylphenyl)butane

Conditions
ConditionsYield
With [NiNPtBu3]4; phenylsilane In tetrahydrofuran at 60℃; for 16h; Sealed tube;A 10%
B 16%
C n/a
4-methyl-4-phenylcyclohex-2-enone
17429-36-6

4-methyl-4-phenylcyclohex-2-enone

A

o-xylene
95-47-6

o-xylene

B

1-Methyl-3-ethylbenzene
620-14-4

1-Methyl-3-ethylbenzene

C

2-Ethyltoluene
611-14-3

2-Ethyltoluene

D

ethylbenzene
100-41-4

ethylbenzene

E

m-diethylbenzene
141-93-5

m-diethylbenzene

F

1,4-diethylbenzene
105-05-5

1,4-diethylbenzene

Conditions
ConditionsYield
With chloranil Product distribution; 1.) 510 deg C, 12 Torr; 2.) benzene, reflux, 20 h; other conditions investigated;A 0.5%
B 1.2%
C 0.2%
D 12%
E 1.5%
F 1.3%
ethanol
64-17-5

ethanol

ethylbenzene
100-41-4

ethylbenzene

A

m-diethylbenzene
141-93-5

m-diethylbenzene

B

1,4-diethylbenzene
105-05-5

1,4-diethylbenzene

C

ortho-diethylbenzene
253185-02-3

ortho-diethylbenzene

Conditions
ConditionsYield
HZSM-5 type zeolite modified with 10 wtpercent oxide of boron at 399.9℃; Yield given. Yields of byproduct given;
With MgMnAPO-5 at 250℃; Product distribution; Further Variations:; Temperatures; Reagents; atmospheric pressure;A 0.22%
B 0.52%
C 0.05%
With hydrogen at 380℃; under 760.051 Torr; for 4h; Flow reactor;
4-chloro(ethylbenzene)
622-98-0

4-chloro(ethylbenzene)

ethyl bromide
74-96-4

ethyl bromide

1,4-diethylbenzene
105-05-5

1,4-diethylbenzene

Conditions
ConditionsYield
With sodium
ethylbenzene
100-41-4

ethylbenzene

1,4-diethylbenzene
105-05-5

1,4-diethylbenzene

Conditions
ConditionsYield
at 24℃; under 72079.8 Torr; Leiten ueber ein Gemisch von Difluorophosphorsaeure und Borfluorid;
chloroformic acid ethyl ester
541-41-3

chloroformic acid ethyl ester

benzene
71-43-2

benzene

1,4-diethylbenzene
105-05-5

1,4-diethylbenzene

Conditions
ConditionsYield
With aluminium trichloride
1.4-dibromobenzene
106-37-6

1.4-dibromobenzene

ethyl iodide
75-03-6

ethyl iodide

1,4-diethylbenzene
105-05-5

1,4-diethylbenzene

Conditions
ConditionsYield
With sodium
ethyl bromide
74-96-4

ethyl bromide

benzene
71-43-2

benzene

A

m-diethylbenzene
141-93-5

m-diethylbenzene

B

1,4-diethylbenzene
105-05-5

1,4-diethylbenzene

Conditions
ConditionsYield
With aluminium trichloride Trennung durch Darstellung der Sulfonsaeuren;
ethyl bromide
74-96-4

ethyl bromide

benzene
71-43-2

benzene

1,4-diethylbenzene
105-05-5

1,4-diethylbenzene

Conditions
ConditionsYield
With aluminium trichloride durch Behandeln mit rauchender Schwefelsaeure;
ethene
74-85-1

ethene

benzene
71-43-2

benzene

1,4-diethylbenzene
105-05-5

1,4-diethylbenzene

Conditions
ConditionsYield
With aluminium trichloride at 70℃;
With catalyst beds at 370 - 400℃; under 5250.53 Torr;
ethanol
64-17-5

ethanol

ethylbenzene
100-41-4

ethylbenzene

1,4-diethylbenzene
105-05-5

1,4-diethylbenzene

Conditions
ConditionsYield
With As-HZSM-5 zeolite at 399.9℃; under 304 Torr; Product distribution; other zeolites;
With As-HZSM-5 zeolite at 399.9℃; under 304 Torr; Yield given;
Ga-Al-ZSM-5 derived catalysts A-F at 330℃; Product distribution / selectivity; Gas phase;
With B2O3/ZSM-5 at 359.84℃; for 6h; Inert atmosphere; Flow reactor;
ethanol
64-17-5

ethanol

ethylbenzene
100-41-4

ethylbenzene

A

m-diethylbenzene
141-93-5

m-diethylbenzene

B

1,4-diethylbenzene
105-05-5

1,4-diethylbenzene

C

ortho-diethylbenzene
253185-02-3

ortho-diethylbenzene

D

toluene
108-88-3

toluene

E

benzene
71-43-2

benzene

Conditions
ConditionsYield
HZSM-5 type zeolite at 399.9℃; Product distribution; modified catalysts; p-selectivity in diethylbenzene;
With hydrogen at 380℃; under 760.051 Torr; for 4h;
ethanol
64-17-5

ethanol

A

1-Methyl-3-ethylbenzene
620-14-4

1-Methyl-3-ethylbenzene

B

para-xylene
106-42-3

para-xylene

C

ethylbenzene
100-41-4

ethylbenzene

D

4-methylethylbenzene
622-96-8

4-methylethylbenzene

E

1,4-diethylbenzene
105-05-5

1,4-diethylbenzene

F

toluene
108-88-3

toluene

Conditions
ConditionsYield
ZSM-5-2 In gaseous matrix at 339.9℃; under 760 Torr; Product distribution; contact time 0.25 s; with ZSM-5-1 and SilAl2; other temperature; shape effects in the conversion;
ethene
74-85-1

ethene

ethylbenzene
100-41-4

ethylbenzene

A

m-diethylbenzene
141-93-5

m-diethylbenzene

B

1,4-diethylbenzene
105-05-5

1,4-diethylbenzene

C

ortho-diethylbenzene
253185-02-3

ortho-diethylbenzene

Conditions
ConditionsYield
H-ZSM-5 catalyst at 400℃; Product distribution; alkylation of benzene and momosubstituted benzenes with ethylene over H-ZSM-5 and mordenite-H catalysts; isomerization of ethylarenes over H-mordenite;
ethylbenzene
100-41-4

ethylbenzene

A

1-Methyl-3-ethylbenzene
620-14-4

1-Methyl-3-ethylbenzene

B

4-methylethylbenzene
622-96-8

4-methylethylbenzene

C

m-diethylbenzene
141-93-5

m-diethylbenzene

D

1,4-diethylbenzene
105-05-5

1,4-diethylbenzene

E

ortho-diethylbenzene
253185-02-3

ortho-diethylbenzene

F

benzene
71-43-2

benzene

Conditions
ConditionsYield
With hydrogen; HTsVM zeolite at 400℃; under 11250.9 Torr; Product distribution; var. catalyst;
ethylbenzene
100-41-4

ethylbenzene

A

m-diethylbenzene
141-93-5

m-diethylbenzene

B

1,4-diethylbenzene
105-05-5

1,4-diethylbenzene

C

ortho-diethylbenzene
253185-02-3

ortho-diethylbenzene

D

benzene
71-43-2

benzene

Conditions
ConditionsYield
With trifluorormethanesulfonic acid at 25℃; Product distribution; var. time, effect of add. mesitylene and 1,3,5-triethylbenzene;
zeolite SSZ-53 Product distribution; Further Variations:; Temperatures; atmospheric pressure;
dispiro<2.2.2.2>deca-4,9-diene
36262-33-6

dispiro<2.2.2.2>deca-4,9-diene

A

trans-1,4-Diethylcyclohexan
13990-93-7

trans-1,4-Diethylcyclohexan

B

cis-1,4-Diethylcyclohexan
13990-92-6

cis-1,4-Diethylcyclohexan

C

1,4-diethylbenzene
105-05-5

1,4-diethylbenzene

D

6-Ethylspiro<2.5>octan
105786-53-6

6-Ethylspiro<2.5>octan

Conditions
ConditionsYield
With hydrogen; palladium on activated charcoal In ethyl acetate Ambient temperature; Yield given. Yields of byproduct given;
With hydrogen; palladium on activated charcoal In ethyl acetate Product distribution; Mechanism; Ambient temperature; further catalysts; further solvents;
With hydrogen; palladium on activated charcoal In 2,2,4-trimethylpentane at 25℃; Thermodynamic data; ΔHH;
dispiro<2.2.2.2>deca-4,9-diene
36262-33-6

dispiro<2.2.2.2>deca-4,9-diene

A

cis-1,4-Diethylcyclohexan
13990-92-6

cis-1,4-Diethylcyclohexan

B

1,4-diethylbenzene
105-05-5

1,4-diethylbenzene

C

Dispiro<2.2.2.2>decan
24518-94-3

Dispiro<2.2.2.2>decan

D

6-Ethylspiro<2.5>octan
105786-53-6

6-Ethylspiro<2.5>octan

Conditions
ConditionsYield
With hydrogen; platinum on activated charcoal In ethyl acetate Yield given. Further byproducts given. Yields of byproduct given;
ethanol
64-17-5

ethanol

toluene
108-88-3

toluene

A

1-Methyl-3-ethylbenzene
620-14-4

1-Methyl-3-ethylbenzene

B

2-Ethyltoluene
611-14-3

2-Ethyltoluene

C

4-methylethylbenzene
622-96-8

4-methylethylbenzene

D

m-diethylbenzene
141-93-5

m-diethylbenzene

E

1,4-diethylbenzene
105-05-5

1,4-diethylbenzene

F

ortho-diethylbenzene
253185-02-3

ortho-diethylbenzene

Conditions
ConditionsYield
With zeolit derivatives Product distribution; various zeolit products, various mol ratio, and temperature;
ethene
74-85-1

ethene

toluene
108-88-3

toluene

A

1-Methyl-3-ethylbenzene
620-14-4

1-Methyl-3-ethylbenzene

B

4-methylethylbenzene
622-96-8

4-methylethylbenzene

C

1,4-diethylbenzene
105-05-5

1,4-diethylbenzene

D

1-ethyl-2,4-dimethyl-benzene
874-41-9

1-ethyl-2,4-dimethyl-benzene

Conditions
ConditionsYield
With phosphorus-modified zeolite-ZSM-5 at 320℃; Further byproducts given. Title compound not separated from byproducts;A 26.97 % Chromat.
B 13.77 % Chromat.
C 0.7 % Chromat.
D 0.91 % Chromat.
para-xylene
106-42-3

para-xylene

dimethyl sulfate
77-78-1

dimethyl sulfate

A

4-methylethylbenzene
622-96-8

4-methylethylbenzene

B

1,4-diethylbenzene
105-05-5

1,4-diethylbenzene

Conditions
ConditionsYield
With n-butyllithium; potassium tert-butylate 1.) hexane, reflux, 1 h; Yield given. Multistep reaction. Yields of byproduct given;
ethene
74-85-1

ethene

benzene
71-43-2

benzene

A

Isopropylbenzene
98-82-8

Isopropylbenzene

B

tert-butylbenzene
253185-03-4, 253185-04-5

tert-butylbenzene

C

ethylbenzene
100-41-4

ethylbenzene

D

1,4-diethylbenzene
105-05-5

1,4-diethylbenzene

E

toluene
108-88-3

toluene

Conditions
ConditionsYield
superhigh-silica zeolites H form Rate constant; Product distribution; Mechanism; study of catalytic properties of catalysts containing 20 percent H-SHSZ and 80 percent γ-alumina; effect of components used at catalyst synthesis on the catalytic activity; various reaction conditions;
1,4-diethylbenzene
105-05-5

1,4-diethylbenzene

diethyl methylthio(chloro)methanephosphonate
28975-74-8

diethyl methylthio(chloro)methanephosphonate

[(2,5-Diethyl-phenyl)-methylsulfanyl-methyl]-phosphonic acid diethyl ester
107126-15-8

[(2,5-Diethyl-phenyl)-methylsulfanyl-methyl]-phosphonic acid diethyl ester

Conditions
ConditionsYield
With tin(IV) chloride In dichloromethane for 0.666667h; Ambient temperature;99%
1,4-diethylbenzene
105-05-5

1,4-diethylbenzene

1,4-diethyl-2,5-diiodobenzene
96802-17-4

1,4-diethyl-2,5-diiodobenzene

Conditions
ConditionsYield
With sulfuric acid; iodine; periodic acid In water; acetic acid at 95℃; for 24h;99%
With sulfuric acid; iodine; periodic acid In water; acetic acid at 100℃; for 22h;56%
Cu(OCH(C6H5)2)(P(C6H5)3)3
157371-60-3

Cu(OCH(C6H5)2)(P(C6H5)3)3

1,4-diethylbenzene
105-05-5

1,4-diethylbenzene

(P(C6H5)3)Cu(CCC6H4CC)Cu(P(C6H5)3)

(P(C6H5)3)Cu(CCC6H4CC)Cu(P(C6H5)3)

Conditions
ConditionsYield
In diethyl ether inert atmosphere; room temp.; stirring; 2 h;; ppt. washed with hexane; elem. anal.;;96%
1,4-diethylbenzene
105-05-5

1,4-diethylbenzene

2-chloropropionyl chloride
625-36-5

2-chloropropionyl chloride

3-chloro-1-(2,5-diethylphenyl)-propan-1-one

3-chloro-1-(2,5-diethylphenyl)-propan-1-one

Conditions
ConditionsYield
With aluminum (III) chloride; nitromethane at 19 - 22℃; under 760.051 Torr; Friedel Crafts acylation; Inert atmosphere;94%
With aluminium trichloride In nitromethane for 5h; Ambient temperature;
1,4-diethylbenzene
105-05-5

1,4-diethylbenzene

2,5-diethylbenzene-1-sulfonyl chloride
19859-12-2

2,5-diethylbenzene-1-sulfonyl chloride

Conditions
ConditionsYield
With chlorosulfonic acid In dichloromethane; benzene94%
1,4-diethylbenzene
105-05-5

1,4-diethylbenzene

4-ethylacetophenone
937-30-4

4-ethylacetophenone

Conditions
ConditionsYield
With Iron(III) nitrate nonahydrate; N-hydroxyphthalimide; acetic acid at 110℃; for 10h;91%
With chromium(VI) oxide; Ce(2+)*2O4S(2-) In acetic acid at 5 - 50℃; for 5h;89%
With FeH6Mo6O24(3-)*3H3N*3H(1+)*7H2O; tetrabutylammomium bromide; dihydrogen peroxide In 1,4-dioxane at 70℃; for 24h;83%
1,4-diethylbenzene
105-05-5

1,4-diethylbenzene

A

2-(2-Nitro-4-ethyl-5-thiophenyl-phenyl)propanol

2-(2-Nitro-4-ethyl-5-thiophenyl-phenyl)propanol

B

2,5-diethyl-bromobenzene
52076-43-4

2,5-diethyl-bromobenzene

Conditions
ConditionsYield
In bromineA n/a
B 90%
1,4-diethylbenzene
105-05-5

1,4-diethylbenzene

2,5-diethyl-bromobenzene
52076-43-4

2,5-diethyl-bromobenzene

Conditions
ConditionsYield
With bromine; iron at 20℃; Cooling with ice;90%
1,4-diethylbenzene
105-05-5

1,4-diethylbenzene

1,4-diethyl-2-iodobenzene
1369920-85-3

1,4-diethyl-2-iodobenzene

Conditions
ConditionsYield
With sulfuric acid; potassium 4-iodylbenzene-1-sulfonate; iodine In water; acetonitrile at 65℃; for 12h;89%
With sulfuric acid; iodine; acetic acid; periodic acid In water at 95℃; for 0.416667h; Inert atmosphere;82%
1,4-diethylbenzene
105-05-5

1,4-diethylbenzene

2-(4-methoxyphenylamino)acetic acid methyl ester
147749-35-7

2-(4-methoxyphenylamino)acetic acid methyl ester

methyl 4-(4-ethylphenyl)-6-methoxyquinoline-2-carboxylate

methyl 4-(4-ethylphenyl)-6-methoxyquinoline-2-carboxylate

Conditions
ConditionsYield
Stage #1: 1,4-diethylbenzene With 2,3-dicyano-5,6-dichloro-p-benzoquinone; copper dichloride at 90℃; for 2h;
Stage #2: 2-(4-methoxyphenylamino)acetic acid methyl ester With oxygen at 20 - 60℃; regioselective reaction;
88%
1,4-diethylbenzene
105-05-5

1,4-diethylbenzene

1,2,4,5-tetrabromo-3,6-diethylbenzene
124654-04-2

1,2,4,5-tetrabromo-3,6-diethylbenzene

Conditions
ConditionsYield
With bromine; iron at 0 - 6℃;87%
With aluminum tri-bromide; bromine
With beryllium; diethyl ether; bromine
1,4-diethylbenzene
105-05-5

1,4-diethylbenzene

toluene-4-sulfonamide
70-55-3

toluene-4-sulfonamide

N-(α-methyl-4-ethylbenzyl)-p-toluenesulfonamide
885412-71-5

N-(α-methyl-4-ethylbenzyl)-p-toluenesulfonamide

Conditions
ConditionsYield
With tetrabutylammonium tetrafluoroborate In 1,2-dichloro-ethane at 20℃; for 2.5h; Electrochemical reaction; Inert atmosphere; regioselective reaction;82%
With 1,3-Diiodo-5,5-dimethyl-2,4-imidazolidinedione In tetrachloromethane at 60℃; for 24h; Inert atmosphere; Darkness;79%
1,4-diethylbenzene
105-05-5

1,4-diethylbenzene

1-(1-azidoethyl)-4-ethylbenzene

1-(1-azidoethyl)-4-ethylbenzene

Conditions
ConditionsYield
With Cu(2,9-bis(panisyl)-1,10-phenanthroline)2Cl; 1-azido-1λ3-benzo[d][1,2]iodaoxol-3(1H)-one In acetonitrile at 20℃; for 16h; Sealed tube; Inert atmosphere; Irradiation;82%
1,4-diethylbenzene
105-05-5

1,4-diethylbenzene

1,4-Diacetylbenzene
1009-61-6

1,4-Diacetylbenzene

Conditions
ConditionsYield
With dihydrogen peroxide; cobalt(II) diacetate tetrahydrate; potassium bromide In acetic acid at 80℃; for 6h; Reagent/catalyst; Solvent; Temperature;80%
With FeH6Mo6O24(3-)*3H3N*3H(1+)*7H2O; tetrabutylammomium bromide; dihydrogen peroxide In 1,4-dioxane at 70℃; for 24h;76%
With tert.-butylnitrite; N-hydroxyphthalimide In acetonitrile at 80℃; for 24h; Schlenk technique;71%
1,4-diethylbenzene
105-05-5

1,4-diethylbenzene

A

4-ethylacetophenone
937-30-4

4-ethylacetophenone

B

1,4-Diacetylbenzene
1009-61-6

1,4-Diacetylbenzene

Conditions
ConditionsYield
With ruthenium trichloride; iodobenzene; potassium peroxymonosulfate In water; acetonitrile at 20℃; for 3h; Inert atmosphere;A 77%
B 11%
With Oxone In water; acetonitrile at 20℃; for 12h;A 77%
B 15%
With tert.-butylhydroperoxide; 1-n-butyl-3-methylimidazolim bromide In water at 20℃; for 12h;A 44%
B 22%
With ruthenium trichloride; iodobenzene; potassium peroxomonosulfate In water; acetonitrile at 20℃; for 3h;
With tert.-butylnitrite; N-hydroxyphthalimide; oxygen In acetonitrile at 80℃; under 760.051 Torr; for 24h; Schlenk technique;A 62 %Spectr.
B 12 %Spectr.
1,4-diethylbenzene
105-05-5

1,4-diethylbenzene

o-formylbenzonitrile
7468-67-9

o-formylbenzonitrile

3-(2,5-diethylphenyl)isoindolin-1-one

3-(2,5-diethylphenyl)isoindolin-1-one

Conditions
ConditionsYield
With trifluorormethanesulfonic acid In nitromethane Schlenk technique; Reflux; regioselective reaction;77%
oenanthic acid
111-14-8

oenanthic acid

1,4-diethylbenzene
105-05-5

1,4-diethylbenzene

1-(2,5-diethylphenyl)-1-heptanone

1-(2,5-diethylphenyl)-1-heptanone

Conditions
ConditionsYield
With europium(III) bis(trifluoromethylsulfonyl)imide at 250℃; for 12h; Friedel-Crafts acylation;74%
copper(II) hexafluoro-2,4-pentanedionate

copper(II) hexafluoro-2,4-pentanedionate

4,4,5,5-pentamethyl-2-(1'-n-butyl-pyrazole-4'-yl)-4,5-dihydro-1H-imidazolyl-3-oxide-1-oxyl
872209-62-6

4,4,5,5-pentamethyl-2-(1'-n-butyl-pyrazole-4'-yl)-4,5-dihydro-1H-imidazolyl-3-oxide-1-oxyl

1,4-diethylbenzene
105-05-5

1,4-diethylbenzene

Cu(hexafluoroacetylacetonate)2(2-(1-butyl-1H-pyrazol-4-yl)-4,4,5,5-tetramethyl-4,5-dihydro-1H-imidazole-3-oxide-1-oxyl)*1/2C10H14 Cu(CH(COCF3)2)2(C14H23N4O2)*0.5C10H14, high temperature

Cu(hexafluoroacetylacetonate)2(2-(1-butyl-1H-pyrazol-4-yl)-4,4,5,5-tetramethyl-4,5-dihydro-1H-imidazole-3-oxide-1-oxyl)*1/2C10H14 Cu(CH(COCF3)2)2(C14H23N4O2)*0.5C10H14, high temperature

Conditions
ConditionsYield
In further solvent(s) dissolving mixt. of copper compd. and nitronyl nitroxide deriv. in 1,4-diethylbenzene with heating to 70°C for 2-3 min; cooling to room temp., keeping with slow evapn. at 5°C for 1-2 d,filtration, washing with cold heptane, air drying, elem. anal.;71%
O-benzyl carbamate
621-84-1

O-benzyl carbamate

1,4-diethylbenzene
105-05-5

1,4-diethylbenzene

benzyl (1-(4-ethylphenyl)ethyl)carbamate

benzyl (1-(4-ethylphenyl)ethyl)carbamate

Conditions
ConditionsYield
With 2,2'-isopropylidenebis[(4S)-4-tert-butyl-2-oxazoline]; N-fluorobis(benzenesulfon)imide; copper(l) chloride In acetonitrile at 60℃; for 24h; Reagent/catalyst; Glovebox; Inert atmosphere; Sealed tube;69%
1,4-diethylbenzene
105-05-5

1,4-diethylbenzene

1-(4-methyl-benzenesulfonyl)-benzimidazole
15728-44-6

1-(4-methyl-benzenesulfonyl)-benzimidazole

(E)-1-ethyl-4-(2-tosylvinyl)benzene

(E)-1-ethyl-4-(2-tosylvinyl)benzene

Conditions
ConditionsYield
With N-chloro-succinimide; copper(I) trifluoromethanesolfonate toluene complex; iron(III) perchlorate hydrate; 3,4,7,8-Tetramethyl-o-phenanthrolin; di-tert-butyl peroxide; lithium carbonate; lithium bromide In toluene at 120℃; for 36h; Schlenk technique; Inert atmosphere; Molecular sieve;69%
1,4-diethylbenzene
105-05-5

1,4-diethylbenzene

urethane
51-79-6

urethane

ethyl (1-(4-ethylphenyl)ethyl)carbamate

ethyl (1-(4-ethylphenyl)ethyl)carbamate

Conditions
ConditionsYield
With 2,2'-isopropylidenebis[(4S)-4-tert-butyl-2-oxazoline]; N-fluorobis(benzenesulfon)imide; copper(l) chloride In acetonitrile at 60℃; for 24h; Glovebox; Inert atmosphere; Sealed tube;64%
morpholine
110-91-8

morpholine

1,4-diethylbenzene
105-05-5

1,4-diethylbenzene

1-(4-ethylphenyl)-2-(morpholin-4-yl)ethane-1,2-dione
1127405-04-2

1-(4-ethylphenyl)-2-(morpholin-4-yl)ethane-1,2-dione

Conditions
ConditionsYield
With tert.-butylhydroperoxide; copper(l) iodide In neat (no solvent) at 50℃; for 24h;62%
1,4-diethylbenzene
105-05-5

1,4-diethylbenzene

A

4-ethylacetophenone
937-30-4

4-ethylacetophenone

B

1,4-Diacetylbenzene
1009-61-6

1,4-Diacetylbenzene

C

1-(4-ethylphenyl)ethanol
33967-18-9

1-(4-ethylphenyl)ethanol

Conditions
ConditionsYield
With cerium(IV) triflate; water at 20℃; for 25h;A 61.3%
B 33.3%
C 3.6%
1,4-diethylbenzene
105-05-5

1,4-diethylbenzene

1,4-dibromo-2,5-diethylbenzene
40787-48-2

1,4-dibromo-2,5-diethylbenzene

Conditions
ConditionsYield
With bromine; iodine at 0 - 20℃; for 2h;60%
With bromine; iodine at 0 - 20℃; for 24h; Darkness;60%
1,4-diethylbenzene
105-05-5

1,4-diethylbenzene

hexamethylenetetramine
100-97-0

hexamethylenetetramine

2,5-diethylbenzaldehyde
1071619-00-5

2,5-diethylbenzaldehyde

Conditions
ConditionsYield
With trifluoroacetic acid Heating;54%
1,4-diethylbenzene
105-05-5

1,4-diethylbenzene

N,N-dimethyl-formamide
68-12-2, 33513-42-7

N,N-dimethyl-formamide

2-(4-ethylphenyl)-N,N-dimethyl-2-oxoacetamide
1267457-91-9

2-(4-ethylphenyl)-N,N-dimethyl-2-oxoacetamide

Conditions
ConditionsYield
With tert.-butylhydroperoxide; tetra-(n-butyl)ammonium iodide at 80℃; for 18h; Sealed tube;54%

105-05-5Related news

Matrix dependence of the conformations of the 1,4-DIETHYLBENZENE (cas 105-05-5) radical cation at low temperatures08/14/2019

1,4-Diethylbenzene radical cation generated in six different halocarbon matrices by 60Co γ-ray irradiation has been studied by ESR at low temperatures. The spectra exhibit drastic variations in different matrices, showing that the conformation of the radical cation is largely dependent on the m...detailed

105-05-5Relevant articles and documents

Phosphate modified ZSM-5 for the shape-selective synthesis of para-diethylbenzene: Role of crystal size and acidity

Hodala, Janardhan L.,Halgeri, Anand B.,Shanbhag, Ganapati V.

, p. 8 - 16 (2014)

Pore engineered ZSM-5 zeolite in extrudate form was prepared and used as shape-selective catalyst for vapor phase ethylation of ethylbenzene to selectively form para-diethylbenzene. The physico-chemical properties of the catalyst were established by XRD, N2 sorption, FTIR, FESEM, NH 3-TPD and 31P MAS NMR. Alkylation of ethylbenzene with ethanol was carried out in a continuous, down-flow, tubular reactor, at atmospheric pressure and H2 as a carrier gas in vapor phase. Effect of silica to alumina ratio (SAR), crystal size, acidity of phosphate modified ZSM-5, stepwise phosphate modification and reaction conditions were studied in detail. ZSM-5 with SAR 187 was found to contain optimum acidity for phosphate modification to achieve good conversion and high selectivity for p-diethylbenzene. Under optimized reaction conditions, viz. temperature = 380 °C, ethylbenzene:ethanol mole ratio = 4:1, WHSV = 3 h-1, H 2/reactants = 2, 5PZSM-5 W catalyst gave 22.8% of ethylbenzene conversion with ~98% selectivity for para-diethylbenzene.

-

Karabinos,Serijan,Gibbons

, p. 2107 (1946)

-

para-Selectivity of a Highly Siliceous ZSM-5 Zeolite Modified with Arsenic(III)

Kim, Jong-Ho,Yamagishi, Kouji,Namba, Seitaro,Yashima, Tatsuaki

, p. 1793 - 1794 (1990)

A highly siliceous ZSM-5 zeolite treated with AsCl3 vapour at 673 K exhibited a high para-selectivity (94.1percent) for the alkylation of ethylbenzene with ethanol.

The influence of the external acidity of H-ZSM-5 on its shape selective properties in the disproportionation of ethylbenzene

Melson, Sabine,Schueth, Ferdi

, p. 46 - 53 (1997)

The shape selectivity of H-ZSM-5 in the disproportionation of ethylbenzene was investigated, using a set of samples with the same Si/Al ratio, but different particle sizes in the range from 0.1 to 80 μm. The number of external acid sites of each sample was measured gravimetrically by the adsorption of 2,6-dimethylpyridine. The data were correlated with the results of catalytic experiments. Conversion and product distribution are strongly dependent on the external acidity which in turn correlates well with the particle size. An estimate for the diffusion coefficient could be obtained by fitting the effectiveness factor for the different particle sizes.

Metal-free catalysis of sustainable Friedel-Crafts reactions: Direct activation of benzene by carbon nitrides to avoid the use of metal chlorides and halogenated compounds

Goettmann, Frederic,Fischer, Anna,Antonietti, Markus,Thomas, Arne

, p. 4530 - 4532 (2006)

The use of mesoporous graphitic C3N4 for the activation of benzene permitted to perform more sustainable Friedel-Crafts reactions by allowing to directly use carboxylic acids, alcohols and even quaternary ammoniums or urea as electrophiles. The Royal Society of Chemistry 2006.

Tsuji,T.,Nishida,S.

, p. 631 - 634 (1977)

Tsuji et al.

, p. 284 (1972)

-

Hine,Harris

, p. 1476,1478 (1963)

-

Crystal dimension of ZSM-5 influences on para selective disproportionation of ethylbenzene

Hariharan, Srinivasan,Palanichamy, Muthaiahpillai

, p. 2493 - 2500 (2014)

Crystal size and crystal dimensions are vital role in shape selective feature. Para selective disproportionation of EthylBenzene (Dip-EB) was investigated over ZSM-5 synthesized in acidic medium. The catalysts were prepared by hydrothermal process with va

Selective hydrodeoxygenation of hydroxyacetophenones to ethyl-substituted phenol derivatives using a FeRu?SILP catalyst

Bordet, Alexis,Goclik, Lisa,Leitner, Walter,Offner-Marko, Lisa

supporting information, p. 9509 - 9512 (2020/09/02)

The selective hydrodeoxygenation of hydroxyacetophenone derivatives is achieved opening a versatile pathway for the production of valuable substituted ethylphenols from readily available substrates. Bimetallic iron ruthenium nanoparticles immobilized on an imidazolium-based supported ionic liquid phase (Fe25Ru75?SILP) show high activity and stability for a broad range of substrates without acidic co-catalysts. This journal is

Unraveling the Homologation Reaction Sequence of the Zeolite-Catalyzed Ethanol-to-Hydrocarbons Process

Chowdhury, Abhishek Dutta,Lucini Paioni, Alessandra,Whiting, Gareth T.,Fu, Donglong,Baldus, Marc,Weckhuysen, Bert M.

supporting information, p. 3908 - 3912 (2019/02/20)

Although industrialized, the mechanism for catalytic upgrading of bioethanol over solid-acid catalysts (that is, the ethanol-to-hydrocarbons (ETH) reaction) has not yet been fully resolved. Moreover, mechanistic understanding of the ETH reaction relies heavily on its well-known “sister-reaction” the methanol-to-hydrocarbons (MTH) process. However, the MTH process possesses a C1-entity reactant and cannot, therefore, shed any light on the homologation reaction sequence. The reaction and deactivation mechanism of the zeolite H-ZSM-5-catalyzed ETH process was elucidated using a combination of complementary solid-state NMR and operando UV/Vis diffuse reflectance spectroscopy, coupled with on-line mass spectrometry. This approach establishes the existence of a homologation reaction sequence through analysis of the pattern of the identified reactive and deactivated species. Furthermore, and in contrast to the MTH process, the deficiency of any olefinic-hydrocarbon pool species (that is, the olefin cycle) during the ETH process is also noted.

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