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1,10-Dichlorodecane is a short-chain chlorinated paraffins (SCCPs), characterized by its clear colorless liquid appearance. It is also recognized as a persistent environmental pollutant due to its chemical properties.

2162-98-3

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2162-98-3 Usage

Uses

Used in Chemical Industry:
1,10-Dichlorodecane is used as a chemical intermediate for the production of various chemical compounds and products. Its versatility in chemical reactions makes it a valuable component in the synthesis of a range of substances.
Used in Industrial Applications:
1,10-Dichlorodecane is used as a lubricant and coolant in industrial processes, taking advantage of its stable and non-corrosive properties. Its ability to withstand high temperatures and resist degradation contributes to its utility in these applications.
Used in Pesticide Formulations:
Due to its persistent nature, 1,10-Dichlorodecane is used in certain pesticide formulations to control pests effectively. Its long-lasting properties ensure continued protection against infestations in agricultural and other settings.

Check Digit Verification of cas no

The CAS Registry Mumber 2162-98-3 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 2,1,6 and 2 respectively; the second part has 2 digits, 9 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 2162-98:
(6*2)+(5*1)+(4*6)+(3*2)+(2*9)+(1*8)=73
73 % 10 = 3
So 2162-98-3 is a valid CAS Registry Number.
InChI:InChI=1/C10H20Cl2/c11-9-7-5-3-1-2-4-6-8-10-12/h1-10H2

2162-98-3 Well-known Company Product Price

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  • (Code)Product description
  • CAS number
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  • Aldrich

  • (254789)  1,10-Dichlorodecane  99%

  • 2162-98-3

  • 254789-100G

  • 886.86CNY

  • Detail

2162-98-3SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 17, 2017

Revision Date: Aug 17, 2017

1.Identification

1.1 GHS Product identifier

Product name 1,10-Dichlorodecane

1.2 Other means of identification

Product number -
Other names Decane, 1,10-dichloro-

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:2162-98-3 SDS

2162-98-3Synthetic route

1,10-decamethylene glycol dichloroformate
56757-75-6

1,10-decamethylene glycol dichloroformate

1,10-dichlorodecane
2162-98-3

1,10-dichlorodecane

Conditions
ConditionsYield
With N,N-dimethyl-formamide at 130 - 140℃;97%
With hexabutylguanidinium chloride at 120℃; for 4h;97%
1,10-Decanediol
112-47-0

1,10-Decanediol

1,10-dichlorodecane
2162-98-3

1,10-dichlorodecane

Conditions
ConditionsYield
With pyridine; thionyl chloride for 1h; Heating;83%
With thionyl chloride
With pyridine; thionyl chloride
With thionyl chloride
Multi-step reaction with 2 steps
1: cooling
2: 97 percent / hexabutylguanidinium chloride / 4 h / 120 °C
View Scheme
(5-chloropentyl)zinc bromide

(5-chloropentyl)zinc bromide

1,10-dichlorodecane
2162-98-3

1,10-dichlorodecane

Conditions
ConditionsYield
With Desyl chloride; dichloro[2,2'-bis(diphenylphosphino)-1,1'-binaphthyl]palladium(II) In tetrahydrofuran at 20℃;72%
1,10-decanedioic acid
111-20-6

1,10-decanedioic acid

1,10-dichlorodecane
2162-98-3

1,10-dichlorodecane

Conditions
ConditionsYield
With gallium(III) trichloride; Hexamethyldisiloxane; copper dichloride In 1,2-dichloro-ethane at 60℃; for 5h; Sealed tube; Inert atmosphere;71%
1-bromo-5-chloropentane
54512-75-3

1-bromo-5-chloropentane

1,10-dichlorodecane
2162-98-3

1,10-dichlorodecane

Conditions
ConditionsYield
With dilithium trichlorocuprate; magnesium In tetrahydrofuran; diethyl ether for 0.416667h; Ambient temperature;53%
Multi-step reaction with 2 steps
1: (i) Na, liq. NH3, Fe(NO3)3, (ii) /BRN= 1732341/
2: H2 / Raney-Ni
View Scheme
Multi-step reaction with 2 steps
1: liquid ammonia
2: H2 / Raney-Ni
View Scheme
With pyridine; manganese; trifluoroacetic acid; cobalt(II) bromide In acetonitrile at 50℃; Reagent/catalyst;80 %Chromat.
6-chlorohexanoic acid
4224-62-8

6-chlorohexanoic acid

1,10-dichlorodecane
2162-98-3

1,10-dichlorodecane

Conditions
ConditionsYield
With methanol; sodium Electrolysis;
With sodium In methanol (electrolysis);
1,5,5,6,6,10-hexachloro-decane
90943-97-8

1,5,5,6,6,10-hexachloro-decane

1,10-dichlorodecane
2162-98-3

1,10-dichlorodecane

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: zinc; ethanol
2: palladium/barium sulfate; methanol. ammonia / Hydrogenation
View Scheme
With ammonia; platinum Hydrogenation;
1,5,6,10-tetrachloro-dec-5-ene
63616-36-4

1,5,6,10-tetrachloro-dec-5-ene

1,10-dichlorodecane
2162-98-3

1,10-dichlorodecane

Conditions
ConditionsYield
With Pd-BaSO4; ammonia Hydrogenation;
1,10-dichloro-dec-4-yne
60274-61-5

1,10-dichloro-dec-4-yne

1,10-dichlorodecane
2162-98-3

1,10-dichlorodecane

Conditions
ConditionsYield
With hydrogen; nickel
cis-cyclododecene
1129-89-1

cis-cyclododecene

1,10-dichlorodecane
2162-98-3

1,10-dichlorodecane

Conditions
ConditionsYield
With oxygen; ozone 1.) ethanol, r.t.; 2.) ethanol, reflux; Yield given. Multistep reaction;
1,10-Decanediol
112-47-0

1,10-Decanediol

A

10-chlorodecanol
51309-10-5

10-chlorodecanol

B

1,10-dichlorodecane
2162-98-3

1,10-dichlorodecane

Conditions
ConditionsYield
With hydrogenchloride; zinc(II) chloride for 2h; Heating; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
thionyl chloride
7719-09-7

thionyl chloride

1,10-Decanediol
112-47-0

1,10-Decanediol

1,10-dichlorodecane
2162-98-3

1,10-dichlorodecane

decyl chloride
1002-69-3

decyl chloride

A

1,2-dichlorodecane
34619-32-4

1,2-dichlorodecane

B

1,10-dichlorodecane
2162-98-3

1,10-dichlorodecane

Conditions
ConditionsYield
With chlorine UV-irradiation;
decane
124-18-5

decane

1,10-dichlorodecane
2162-98-3

1,10-dichlorodecane

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: chlorine / UV-irradiation
2: chlorine / UV-irradiation
View Scheme
diethyl sebacate
110-40-7

diethyl sebacate

1,10-dichlorodecane
2162-98-3

1,10-dichlorodecane

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 86 percent / lithium aluminum hydride / diethyl ether / 1 h / Heating
2: 83 percent / thionyl chloride; pyridine / 1 h / Heating
View Scheme
1,1,1,5-tetrachloropentane
2467-10-9

1,1,1,5-tetrachloropentane

1,10-dichlorodecane
2162-98-3

1,10-dichlorodecane

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: ethanolic ammonia / beim anschliessenden Behandeln mit Wasserstoff in Gegenwart von Platin
2: zinc; ethanol
3: palladium/barium sulfate; methanol. ammonia / Hydrogenation
View Scheme
Multi-step reaction with 2 steps
1: methanol.ammonia; platinum / Hydrogenation
2: palladium/barium sulfate; methanol. ammonia / Hydrogenation
View Scheme
6-chloro-1-hexanol
2009-83-8

6-chloro-1-hexanol

1,10-dichlorodecane
2162-98-3

1,10-dichlorodecane

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: chromium (VI)-oxide; aqueous acetic acid
2: sodium; methanol / Electrolysis
View Scheme
diethyl dodecanedioate
10471-28-0

diethyl dodecanedioate

1,10-dichlorodecane
2162-98-3

1,10-dichlorodecane

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: Na / ethanol
2: SOCl2
View Scheme
1-chloro-4-pentyne
14267-92-6

1-chloro-4-pentyne

1,10-dichlorodecane
2162-98-3

1,10-dichlorodecane

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: (i) Na, liq. NH3, Fe(NO3)3, (ii) /BRN= 1732341/
2: H2 / Raney-Ni
View Scheme
1,10-dichlorodecane
2162-98-3

1,10-dichlorodecane

trihexylphosphine
4168-73-4

trihexylphosphine

1,10-di(trihexylphosphonium chloride)decane

1,10-di(trihexylphosphonium chloride)decane

Conditions
ConditionsYield
at 140℃; for 24h; Inert atmosphere;99%
at 140℃; for 24h; Inert atmosphere;99%
at 140℃; for 24h; Inert atmosphere;99%
1,4-diaza-bicyclo[2.2.2]octane
280-57-9

1,4-diaza-bicyclo[2.2.2]octane

1,10-dichlorodecane
2162-98-3

1,10-dichlorodecane

C22H44N4(2+)*2Cl(1-)

C22H44N4(2+)*2Cl(1-)

Conditions
ConditionsYield
In acetonitrile at 20℃; for 24h;92%
1,10-dichlorodecane
2162-98-3

1,10-dichlorodecane

2-(phenoxymethyl)-1H-benzimidazole
6637-29-2

2-(phenoxymethyl)-1H-benzimidazole

C24H31ClN2O
1039358-76-3

C24H31ClN2O

Conditions
ConditionsYield
With sodium hydroxide Heating;92%
1,10-dichlorodecane
2162-98-3

1,10-dichlorodecane

1,10-diiododecane
16355-92-3

1,10-diiododecane

Conditions
ConditionsYield
With sodium iodide In acetone for 24h; Heating;90%
With sodium iodide In acetone at 125℃;62%
With acetone; sodium iodide
With sodium iodide In acetone
1-methyl-1H-imidazole
616-47-7

1-methyl-1H-imidazole

1,10-dichlorodecane
2162-98-3

1,10-dichlorodecane

C18H32N4(2+)*2Cl(1-)

C18H32N4(2+)*2Cl(1-)

Conditions
ConditionsYield
In acetonitrile at 120℃; for 48h; Inert atmosphere; Green chemistry;90%
2-benzylbenzimidazole
621-72-7

2-benzylbenzimidazole

1,10-dichlorodecane
2162-98-3

1,10-dichlorodecane

C24H31ClN2
1039358-84-3

C24H31ClN2

Conditions
ConditionsYield
With sodium hydroxide Heating;86%
1,10-dichlorodecane
2162-98-3

1,10-dichlorodecane

4-(octylamino)pyridine
64690-19-3

4-(octylamino)pyridine

octenidine dihydrochloride
70775-75-6

octenidine dihydrochloride

Conditions
ConditionsYield
In acetic acid butyl ester for 12h; Reflux;85.1%
In N,N-dimethyl-formamide at 120 - 180℃;39%
In water
1,10-dichlorodecane
2162-98-3

1,10-dichlorodecane

4-[tris-(4-tert-butylphenyl)methyl]phenol
143998-20-3

4-[tris-(4-tert-butylphenyl)methyl]phenol

1-chloro-10-{4'-[tris(p-t-butylphenyl)methyl]phenoxy}decane

1-chloro-10-{4'-[tris(p-t-butylphenyl)methyl]phenoxy}decane

Conditions
ConditionsYield
Stage #1: 4-[tris-(4-tert-butylphenyl)methyl]phenol With potassium carbonate In acetonitrile for 2h; Reflux;
Stage #2: 1,10-dichlorodecane In acetonitrile for 96h; Reflux;
85%
1,10-dichlorodecane
2162-98-3

1,10-dichlorodecane

2-methoxy-phenol
90-05-1

2-methoxy-phenol

C17H27ClO2

C17H27ClO2

Conditions
ConditionsYield
With tetra(n-butyl)ammonium hydrogensulfate; sodium hydroxide In water for 16h; Inert atmosphere; Schlenk technique; Reflux;83%
1,10-dichlorodecane
2162-98-3

1,10-dichlorodecane

N-methyl-3-trimethoxysilylpropylamine
3069-25-8

N-methyl-3-trimethoxysilylpropylamine

N,N'-bis(trimethoxysilylpropyl)-N,N'-dimethyl-1,10-decanediamine

N,N'-bis(trimethoxysilylpropyl)-N,N'-dimethyl-1,10-decanediamine

Conditions
ConditionsYield
at 130℃; for 5h; Inert atmosphere;78.8%
1,10-dichlorodecane
2162-98-3

1,10-dichlorodecane

N-methylaminopropylmethyldiethoxysilane

N-methylaminopropylmethyldiethoxysilane

N,N'-bis(methyldiethoxysilylpropyl)-N,N'-dimethyl-1,10-decanediamine

N,N'-bis(methyldiethoxysilylpropyl)-N,N'-dimethyl-1,10-decanediamine

Conditions
ConditionsYield
at 130℃; for 5h; Inert atmosphere;76.8%
4-aminopyridine
504-24-5

4-aminopyridine

1,10-dichlorodecane
2162-98-3

1,10-dichlorodecane

N,N′-(decane-1,10-diyl)bis(4-aminopyridinium)dichloride

N,N′-(decane-1,10-diyl)bis(4-aminopyridinium)dichloride

Conditions
ConditionsYield
In pentan-1-ol for 21h; Reflux; Inert atmosphere;75%
1,10-dichlorodecane
2162-98-3

1,10-dichlorodecane

1,10-bis(trichlorosilyl)decane
52217-62-6

1,10-bis(trichlorosilyl)decane

Conditions
ConditionsYield
With trichlorosilane; tetra-n-butylphosphonium chloride at 150℃; for 6h; Inert atmosphere; Sealed tube;74.8%
3-Dimethylamino-1-propanol
3179-63-3

3-Dimethylamino-1-propanol

1,10-dichlorodecane
2162-98-3

1,10-dichlorodecane

C20H46N2O2(2+)*2Cl(1-)

C20H46N2O2(2+)*2Cl(1-)

Conditions
ConditionsYield
In acetonitrile at 20℃; for 48h;71%
chlorotrimethoxysilane
4668-00-2

chlorotrimethoxysilane

1,10-dichlorodecane
2162-98-3

1,10-dichlorodecane

1,10-Bis(trimethoxysilyl)decane

1,10-Bis(trimethoxysilyl)decane

Conditions
ConditionsYield
With magnesium In tetrahydrofuran at 20℃; for 12h; Condensation;70%
1,10-dichlorodecane
2162-98-3

1,10-dichlorodecane

phenol
108-95-2

phenol

1-chloro-10-phenoxydecane
172174-16-2

1-chloro-10-phenoxydecane

Conditions
ConditionsYield
With sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate for 16h; Heating;69%
1,10-dichlorodecane
2162-98-3

1,10-dichlorodecane

1-(2,6-diisopropylphenyl)-1H-imidazole
25364-47-0

1-(2,6-diisopropylphenyl)-1H-imidazole

1,1'-di(2,6-diisopropropylphenyl)-3,3'-(1,10-decanediyl)diimidazolium dichloride

1,1'-di(2,6-diisopropropylphenyl)-3,3'-(1,10-decanediyl)diimidazolium dichloride

Conditions
ConditionsYield
at 130℃; for 8h; neat (no solvent);69%
1,10-dichlorodecane
2162-98-3

1,10-dichlorodecane

N-(2,4,6-trimethylphenyl)imidazole
25364-44-7

N-(2,4,6-trimethylphenyl)imidazole

1,1'-dimesityl-3,3'-(1,10-decanediyl)bisimidazolium dichloride

1,1'-dimesityl-3,3'-(1,10-decanediyl)bisimidazolium dichloride

Conditions
ConditionsYield
at 115℃; for 6h; neat (no solvent);66%
1,10-dichlorodecane
2162-98-3

1,10-dichlorodecane

C12H16N2

C12H16N2

C34H48Cl2N4

C34H48Cl2N4

Conditions
ConditionsYield
at 110℃;66%
1-methyl-1H-imidazole
616-47-7

1-methyl-1H-imidazole

1,10-dichlorodecane
2162-98-3

1,10-dichlorodecane

1-(10-chlorodecyl)-3-methylimidazolium chloride

1-(10-chlorodecyl)-3-methylimidazolium chloride

Conditions
ConditionsYield
In chloroform for 360h; Reflux;61%
1,10-dichlorodecane
2162-98-3

1,10-dichlorodecane

1-(2,6-dimethylphenyl)-1H-imidazole
25372-09-2

1-(2,6-dimethylphenyl)-1H-imidazole

1,1'-bis(2,6-dimethylphenyl)-3,3'-(1,10-decanediyl)bisimidazolium dichloride

1,1'-bis(2,6-dimethylphenyl)-3,3'-(1,10-decanediyl)bisimidazolium dichloride

Conditions
ConditionsYield
at 120℃; for 6h; neat (no solvent);59%
4-Chloropyridine
626-61-9

4-Chloropyridine

1,10-dichlorodecane
2162-98-3

1,10-dichlorodecane

1,10-bis-(4-chloropyridin-1 (4H)-yl)decane

1,10-bis-(4-chloropyridin-1 (4H)-yl)decane

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 150℃; for 20h;57%
1,10-dichlorodecane
2162-98-3

1,10-dichlorodecane

2-methyl-benzyl alcohol
89-95-2

2-methyl-benzyl alcohol

2-(10-chlorodecyloxy)benzaldehyde
664326-18-5

2-(10-chlorodecyloxy)benzaldehyde

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 80℃; for 3h;54%
1,10-dichlorodecane
2162-98-3

1,10-dichlorodecane

3,5-dibromophenol
626-41-5

3,5-dibromophenol

C16H23Br2ClO

C16H23Br2ClO

Conditions
ConditionsYield
With tetra(n-butyl)ammonium hydrogensulfate; sodium hydroxide In water for 16h; Inert atmosphere; Schlenk technique; Reflux;52%
1,10-dichlorodecane
2162-98-3

1,10-dichlorodecane

3-methylxanthine
1076-22-8

3-methylxanthine

1,7-Bis(ω-chlorodecyl)-3-methyl-xanthine
125663-72-1

1,7-Bis(ω-chlorodecyl)-3-methyl-xanthine

Conditions
ConditionsYield
With sodium hydroxide In N,N-dimethyl-formamide at 85 - 105℃;51%

2162-98-3Relevant academic research and scientific papers

OZONOLYTIC CLEAVAGE OF CYCLOALKENES TO TERMINALLY DIFFERENTIATED PRODUCTS

Cardinale, G.,Grimmelikhuysen, J. C.,Laan, J. A. M.,Ward, J. P.

, p. 1881 - 1884 (1984)

A method is described by which alkoxy hydroperoxides, obtained by ozonising cycloalkenes in alcohol solution, can be converted into terminally differentiated products by the action of metal salts.Cyclohexene and cycloheptene were converted to 1,1-dimethoxy-5-chloropentane and 1,1-dimethoxy-6-chlorohexane respectively in 47percent yield, using ferric chloride.With ferrous sulphate as reactant salt, cyclooctene was converted into 1,1-dimethoxy-6-heptene.A synthesis of (Z)-4-heptenal from (Z,Z)-1,5-cyclooctadiene is also described.Fragmentation, causing the loss of one carbon atom, is a characteristic of these transformations.Other variations employed the salts as oxidants and reductants simultaneously.

DETECTION AND SYNTHESIS OF A SYNERGIST OF THE SEX PHEROMONE OF THE COTTON BOLLWORM

Buchina, I. K.,Kholbekov, O. Kh.,Abduvakhabov, A. A.

, p. 121 - 123 (1994)

The synergistic properties of docosa-5Z,17Z-diene - one of the by-products of the synthesis of the synthetic cotton bollworm pheromone - have been revealed.

Cobalt-Catalyzed Csp3?Csp3Homocoupling

Cai, Yingxiao,Qian, Xin,Gosmini, Corinne

supporting information, p. 2427 - 2430 (2016/08/16)

An efficient and easy method for Csp3?Csp3homocoupling was developed using cobalt bromide as catalyst. A series of functionalized alkyl bromides and alkyl chlorides were coupled in high yields under mild conditions. This reaction seems to involve a radical intermediate. (Figure presented.).

Gallium-catalyzed reductive chlorination of carboxylic acids with copper(II) chloride

Sakai, Norio,Nakajima, Takumi,Yoneda, Shinichiro,Konakahara, Takeo,Ogiwara, Yohei

, p. 10619 - 10623 (2015/02/19)

Described herein is the direct chlorination of carboxylic acids using copper(II) chloride via a gallium(III)-catalyzed reduction in the presence of a hydrosiloxane. During this reductive chlorination, the counteranions of CuCl2 functioned as a chloride source.

Characterization of polychlorinated alkane mixtures - A Monte Carlo modeling approach

Jensen, Soren R.,Brown, Wayne A.,Heath, Ester,Cooper, David G.

, p. 703 - 717 (2008/02/13)

A Monte Carlo model was developed to characterize the molecular composition of polychlorinated alkane mixtures. The model is based upon a simulation of the free-radical chlorination process by which polychlorinated alkane mixtures are produced industrially from n-alkanes. In the model, the free-radical chlorination reaction was simulated by randomly selecting a position on a partially converted alkane molecule for target by chlorine free-radical attack. The relative reactivities of the hydrogen atoms on the alkane chain towards chlorine free-radical substitution were either determined experimentally or extrapolated from experimental results and incorporated into the model. The result of the simulation is the prediction of the detailed molecular composition of any PCA mixture. Good agreement was found when comparing the distribution of molecules predicted by the model to analytically determined distributions of real PCA mixtures. Results from the model were then coupled with rules describing the action of biological enzymes to estimate the upper limit possible for the aerobic biodegradation of PCA mixtures.

The synthesis of phosphates of long-chain ω-hydroxyalkyl esters of 11-deoxyprostaglandin E1

Sokolov,Turovskii,Lukevits

, p. 62 - 64 (2007/10/03)

Di(p-methylbenzyl) phosphates of ω-hydroxyalkyl esters of 11-deoxyprostaglandin E1 were synthesized from disubstituted 1,10-decane and 1,22-docosane derivatives for studying the permeability of bilayer membranes.

Palladium-catalyzed homocoupling reactions between two Csp3-Csp3 centers

Lei, Aiwen,Zhang, Xumu

, p. 2285 - 2288 (2007/10/03)

(Matrix Presented) A novel palladium-catalyzed coupling reaction between two Csp3-Csp3 centers has been investigated. This protocol is initiated by the oxidative addition of an α-halo carbonyl compound to a palladium(0) species, followed by the double transmetalation. The key dialkyl palladium intermediate undergoes reductive elimination to form the desired coupling product.

A safe and efficient procedure to prepare alkyl and alkoxyalkyl chlorides and dichlorides by catalytic decomposition of the corresponding alkyl and alkoxyalkyl chloroformates and bischloroformates with hexabutylguanidinium chloride

Violleau,Thiebaud,Borredon,Le Gars

, p. 367 - 373 (2007/10/03)

Small amounts of hexabutylguanidinium chloride (0.01 mol%) decomposes pure chloroformates or bischloroformates with different lengths of carbon chains by a semicontinuous process to diminish run-away risk, leading to chloride compounds with high yield and purity.

A novel copper (I) mediated, symmetrical coupling procedure for alkyl, aryl, benzyl, and thiophenyl dihalides

Johnson,Johnson, David K.,Ciavarri,Ciavarri, Jeffrey P.,Ishmael,Ishmael, Faoud T.,Schillinger,Schillinger, Kurt J.,Van Geel,Van Geel, Thomas A. P.,Stratton,Stratton, Stephen M.

, p. 8565 - 8568 (2007/10/02)

A comparative study of Li2CuCl4 vs. Li2CuCl2 mediated mono-coupling reactions of dihalide substrates with allylmagnesium bromide is reported. Higher yields were obtained with Li2CuCl3 and the following trends in halide reactivity were observed. Br > Cl for alkyl, aryl, and thiophenyl dihalides; and benzyl halide > phenyl halide. Utilizing these trends, a symmetrical coupling procedure for alkyl, aryl, benzyl, and thiophenyl dihalides, simply carried out by combining the dihalide with metallic magnesium and Li2CuCl4 is reported.

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