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2163-00-0

Basic Information
CAS No.: 2163-00-0
Name: Hexane,1,6-dichloro-
Molecular Structure:
Molecular Structure of 2163-00-0 (Hexane,1,6-dichloro-)
Formula: C6H12Cl2
Molecular Weight: 155.07
Synonyms: NSC 60700;
EINECS: 218-491-7
Density: 1.031 g/cm3
Melting Point: -13 °C
Boiling Point: 204 °C at 760 mmHg
Flash Point: 73.9 °C
Solubility: Sparingly soluble in water
Appearance: Clear colourless liquid
Hazard Symbols: IrritantXi
Risk Codes: 36/37/38-53
Safety: 26-36-61-37/39
Transport Information: UN 3082 9/PG 3
PSA: 0.00000
LogP: 3.02440
Synthetic route
629-11-8

1,6-hexanediol

2163-00-0

1,6-dichlorohexane

Conditions
ConditionsYield
Stage #1: 1,6-hexanediol With N,N-dimethylthiourea In dichloromethane at 20℃;
Stage #2: With N-chloro-succinimide In dichloromethane at 20℃; for 1h; Irradiation;
98%
With hydrogenchloride; ammonium chloride In water at 50 - 110℃; for 3h; Reagent/catalyst;96%
With thionyl chloride; Triphenylphosphine oxide at 20 - 80℃; for 3h;87%
2916-20-3

1,6-bis-chlorocarbonyloxy-hexane

2163-00-0

1,6-dichlorohexane

Conditions
ConditionsYield
With hexabutylguanidinium chloride at 120℃; for 4h;93%
19432-96-3

3-(phenylsulfonyl)propyl chloride

A

540-54-5

1-Chloropropane

B

17637-57-9

(cyclopropylsulfonyl)benzene

C

2163-00-0

1,6-dichlorohexane

Conditions
ConditionsYield
With sodium amalgam In benzene for 6h; Heating;A 17%
B 53%
C 13%
629-11-8

1,6-hexanediol

A

2009-83-8

6-chloro-1-hexanol

B

2163-00-0

1,6-dichlorohexane

Conditions
ConditionsYield
With tetrachloromethane; triphenylphosphine In acetonitrile Product distribution; Mechanism;A 48%
B 39%
With hydrogenchloride at 92 - 96℃;
With hydrogenchloride
124-09-4

1,6-Hexanediamine

2163-00-0

1,6-dichlorohexane

Conditions
ConditionsYield
With nitrosylchloride
5326-21-6

N,N'-dibenzoylhexane-1,6-diamine

A

100-47-0

benzonitrile

B

2163-00-0

1,6-dichlorohexane

Conditions
ConditionsYield
With phosphorus pentachloride Destillieren der erhaeltlichen Verbindung;
75-44-5

phosgene

822-06-0

Hexamethylene diisocyanate

2163-00-0

1,6-dichlorohexane

544-10-5

1-Chlorohexane

A

54305-90-7

1,5-dichloro-hexane

B

56375-88-3

1,3-dichlorohexane

D

2163-00-0

1,6-dichlorohexane

Conditions
ConditionsYield
With chlorine Further byproducts given;
With sulfuryl dichloride; dibenzoyl peroxide at 90℃; Further byproducts given;
With sulfuryl dichloride; dibenzoyl peroxide Further byproducts given;
544-10-5

1-Chlorohexane

A

54305-90-7

1,5-dichloro-hexane

B

2162-92-7

1,2-dichlorohexane

C

56375-88-3

1,3-dichlorohexane

E

62017-16-7

1,1-dichloro-n-hexane

F

2163-00-0

1,6-dichlorohexane

Conditions
ConditionsYield
With N-chloropiperidine; 2,2'-azobis(isobutyronitrile) In trifluoroacetic acid at 30℃; Product distribution; Rate constant; Irradiation; relative rate constants, position selectivity, substrate selectivity;
With chlorine In benzene at -10.1℃; Product distribution; dependence of the selectivity of chlorination on the conc. of benzene;
With N-chloropiperidine; 2,2'-azobis(isobutyronitrile) In trifluoroacetic acid at 30℃; for 3h; Product distribution; Rate constant; Irradiation; other objects - relative reactivities and relative rate constants for the various positions of chlorination;
6222-17-9

1,6-diacetoxyhexane

A

40200-18-8

6-chloro-1-hexyl acetate

B

2163-00-0

1,6-dichlorohexane

Conditions
ConditionsYield
With aluminium trichloride at 154℃; for 1h; Product distribution; Mechanism; var. temp.;A 29 % Chromat.
B 4 % Chromat.
3653-39-2

N-benzoyl-1H-hexahydroazepine

10026-13-8, 874483-75-7

phosphorus pentachloride

2163-00-0

1,6-dichlorohexane

Conditions
ConditionsYield
folgend Destillieren;
hexanediol-(1.6)-diphenyl ether

hexanediol-(1.6)-diphenyl ether

2163-00-0

1,6-dichlorohexane

Conditions
ConditionsYield
With hydrogenchloride at 165 - 175℃;
N-benzoyl-hexamethyleneimine

N-benzoyl-hexamethyleneimine

2163-00-0

1,6-dichlorohexane

Conditions
ConditionsYield
With phosphorus pentachloride
124-09-4

1,6-Hexanediamine

60-29-7

diethyl ether

nitrosyl chloride

nitrosyl chloride

A

54305-90-7

1,5-dichloro-hexane

B

2163-00-0

1,6-dichlorohexane

C

unsaturated chloro compounds C6H11Cl

unsaturated chloro compounds C6H11Cl

7647-01-0

hydrogenchloride

629-11-8

1,6-hexanediol

CuCl

CuCl

A

2009-83-8

6-chloro-1-hexanol

B

2163-00-0

1,6-dichlorohexane

Conditions
ConditionsYield
unter kontinuierlicher Extraktion mit Toluol;
7647-01-0

hydrogenchloride

629-11-8

1,6-hexanediol

A

2009-83-8

6-chloro-1-hexanol

B

91692-23-8

1,13-dichloro-7-oxatridecane

C

108291-44-7

13-chloro-7-oxatridecane-1-ol

D

2163-00-0

1,6-dichlorohexane

Conditions
ConditionsYield
at 92 - 96℃; weitere Produkte: 6.6'-Dihydroxy-dihexylaether und Hexamethylenglykol-bis-<6-hydroxy-hexyl>-aether;
7647-01-0

hydrogenchloride

10125-18-5

1,6-diphenoxyhexane

2163-00-0

1,6-dichlorohexane

Conditions
ConditionsYield
at 165 - 175℃; im geschlossenen Rohr;

C7H12ClFO2

A

373-29-5

1,6-difluorohexane

B

1550-09-0

1-chloro-6-fluorohexane

C

2163-00-0

1,6-dichlorohexane

Conditions
ConditionsYield
With HBGF at 120℃; for 1.5h; Title compound not separated from byproducts;A n/a
B 57 % Spectr.
C n/a
505-48-6

octane-1,8-dioic acid

2163-00-0

1,6-dichlorohexane

Conditions
ConditionsYield
With lead(IV) acetate; ammonium chloride at 20℃; for 4h; mechanical activation;0.92 mmol
With lead(IV) acetate; ammonium chloride at 20℃; for 6h; mechanical activation;0.94 mmol
505-48-6

octane-1,8-dioic acid

A

821-57-8

7-chloroheptanoic acid

B

2163-00-0

1,6-dichlorohexane

Conditions
ConditionsYield
With lead(IV) acetate; ammonium chloride at 20℃; for 48h;A 0.13 mmol
B 0.60 mmol
With lead(IV) acetate; ammonium chloride at 20℃; for 96h;A 0.11 mmol
B 0.44 mmol
629-11-8

1,6-hexanediol

A

bis(6-chlorohexyl) ether

B

2163-00-0

1,6-dichlorohexane

Conditions
ConditionsYield
With hydrogenchloride; 1-methylimidazolium chloride at 80 - 135℃; Conversion of starting material;
35487-17-3

1-methylimidazolium chloride

2163-00-0

1,6-dichlorohexane

Conditions
ConditionsYield
With hydrogenchloride
1013-90-7

(c-C6H11)2SbLi

2163-00-0

1,6-dichlorohexane

1060-74-8

{(c-C6H11)2Sb}2(CH2)6

Conditions
ConditionsYield
In tetrahydrofuran; diethyl ether drop by drop addn. of 1,6-dichlorohexane in THF over 30 min to a (c-C6H11)2SbLi soln. in ether at -45°C; mixt. treated with aq. NH4Cl, evapn. of the ether;98.9%
In tetrahydrofuran; diethyl ether drop by drop addn. of 1,6-dichlorohexane in THF over 30 min to a (c-C6H11)2SbLi soln. in ether at -45°C; mixt. treated with aq. NH4Cl, evapn. of the ether;98.9%
78430-91-8

1-(4-vinylbenzyl)-1H-imidazole

2163-00-0

1,6-dichlorohexane

3,3'-(hexane-1,6-diyl)bis(1-(4-vinylbenzyl)-1H-imidazol-3-ium) chloride

Conditions
ConditionsYield
In acetonitrile at 80℃; for 12h; Inert atmosphere; Schlenk technique;98%
616-47-7

1-methyl-1H-imidazole

2163-00-0

1,6-dichlorohexane

1,6-bis(3-methylimidazolium-1-yl)hexane dichloride

Conditions
ConditionsYield
With calcium chloride In acetonitrile for 48h; Reflux;97%
In acetonitrile at 20℃; for 24h; Reflux;87%
at 70 - 100℃; for 0.025h; Microwave irradiation;82%
141-53-7

sodium formate

2163-00-0

1,6-dichlorohexane

61836-77-9

hexane-1,6-diyl diformate

Conditions
ConditionsYield
tetrabutylammomium bromide at 115℃; for 1.5h;96%
14814-09-6

3-Mercaptopropyltriethoxysilane

2163-00-0

1,6-dichlorohexane

A

1-chloro-6-thiopropyltriethoxysilylhexane

B

1,6-bis(thiopropyltriethoxysilyl) hexane

Conditions
ConditionsYield
Stage #1: 3-Mercaptopropyltriethoxysilane With sodium ethanolate In ethanol at 20℃; for 3h; Reflux;
Stage #2: 1,6-dichlorohexane In ethanol at 80℃; for 3.5h; Reflux;
A 95%
B 5%
17754-90-4

4-(Diethylamino)salicylaldehyde

2163-00-0

1,6-dichlorohexane

C17H26ClNO2

Conditions
ConditionsYield
With tetrabutylammomium bromide; sodium hydroxide for 6h; Reflux;93.4%
2163-00-0

1,6-dichlorohexane

hexamethylene-1,6-bis(thiosulfate)disodium salt

Conditions
ConditionsYield
With sodium hydroxide; sodium thiosulfate In water for 9h; pH=7.1 - 7.3; Product distribution / selectivity; Heating / reflux;93.3%
With sodium hydroxide; sodium thiosulfate In water for 9h; pH=7.2 - 10.0; Product distribution / selectivity; Heating / reflux;93.3%
With sodium hydroxide; sodium thiosulfate In water for 9h; pH=4.9 - 5.1; Product distribution / selectivity; Heating / reflux;91.4%
25364-47-0

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

2163-00-0

1,6-dichlorohexane

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

Conditions
ConditionsYield
at 140℃; for 24h;93%
at 140℃; for 6h; neat (no solvent);72%
2163-00-0

1,6-dichlorohexane

115662-09-4

8-hydroxy-1,1,7,7-tetramethyl-2,3,6,7-tetrahydro-1H,5H-pyrido[3,2,1-ij]quinoline-9-carbaldehyde

C23H34ClNO2

Conditions
ConditionsYield
With tetrabutylammomium bromide; sodium hydroxide for 6h; Reflux;93%
With 18-crown-6 ether; potassium carbonate In N,N-dimethyl-formamide Reflux;90%
With potassium carbonate In N,N-dimethyl-formamide for 12h; Reflux; Inert atmosphere;83%
6674-22-2

1,8-diazabicyclo[5.4.0]undec-7-ene

2163-00-0

1,6-dichlorohexane

1,1'-(hexane-1,6-diyl)bis(1,8-diazabicyclo[5.4.0]undec-7-enium) dichlorine

Conditions
ConditionsYield
In cyclohexane for 8h; Reflux; Inert atmosphere;93%
120-72-9

indole

2163-00-0

1,6-dichlorohexane

95133-96-3

1,1'-hexane-1,6-diylbis(1H-indole)

Conditions
ConditionsYield
Stage #1: indole With sodium hydroxide In dimethyl sulfoxide
Stage #2: 1,6-dichlorohexane In dimethyl sulfoxide at 20℃; for 3h; Further stages.;
92%
2163-00-0

1,6-dichlorohexane

69506-88-3

1,1'-(1,6-hexanediyl)bisimidazole

2Br(1-)*C18H30N4(2+)

Conditions
ConditionsYield
In toluene for 24h; Reflux;92%
55310-46-8

sodium dibenzyldithiocarbamate

2163-00-0

1,6-dichlorohexane

1,6-bis(N, N-dibenzylcarbamothioyl)hexane

Conditions
ConditionsYield
With potassium iodide for 4h; Reagent/catalyst; Reflux;91.8%
55310-46-8

sodium dibenzyldithiocarbamate

2163-00-0

1,6-dichlorohexane

1,6-bis(N,N-dibenzylthiocarbamoyl disulfide)hexane

Conditions
ConditionsYield
Stage #1: 1,6-dichlorohexane With sodium hydroxide; sodium thiosulfate In water for 9h; pH=7.1 - 7.3; Heating / reflux;
Stage #2: sodium dibenzyldithiocarbamate With formaldehyd; sodium hydrogencarbonate In water; toluene at 22 - 23℃; for 23h; Product distribution / selectivity;
91%
55310-46-8

sodium dibenzyldithiocarbamate

sodium thiosulfate

2163-00-0

1,6-dichlorohexane

1,6-bis(N,N-dibenzylthiocarbamoyl disulfide)hexane

Conditions
ConditionsYield
Stage #1: sodium thiosulfate; 1,6-dichlorohexane With sodium hydroxide In water for 9h; pH=7.2; Heating / reflux;
Stage #2: sodium dibenzyldithiocarbamate With formaldehyd; sodium hydrogencarbonate In water; toluene at 20 - 23℃; for 23h; pH=~ 8.3 - ~ 10.7; Product distribution / selectivity;
91%
4376-01-6

sodium diphenylphosphide

2163-00-0

1,6-dichlorohexane

100649-32-9

(6-chlorohexyl)diphenylphosphane

Conditions
ConditionsYield
In tetrahydrofuran; toluene at -40℃; 5 hour's addition;90.6%
621-72-7

2-benzylbenzimidazole

2163-00-0

1,6-dichlorohexane

1039358-79-6

C20H23ClN2

Conditions
ConditionsYield
With sodium hydroxide Heating;90%
6637-29-2

2-(phenoxymethyl)-1H-benzimidazole

2163-00-0

1,6-dichlorohexane

1039358-72-9

C20H23ClN2O

Conditions
ConditionsYield
With sodium hydroxide Heating;90%
14814-09-6

3-Mercaptopropyltriethoxysilane

2163-00-0

1,6-dichlorohexane

1-chloro-6-thiopropyltriethoxysilylhexane

Conditions
ConditionsYield
Stage #1: 3-Mercaptopropyltriethoxysilane With sodium ethanolate In ethanol at 20℃; for 3h; Reflux;
Stage #2: 1,6-dichlorohexane In ethanol at 80℃; for 3.5h; Reflux;
89%
Stage #1: 3-Mercaptopropyltriethoxysilane With sodium ethanolate In ethanol at 20℃; for 3h; Reflux;
Stage #2: 1,6-dichlorohexane In ethanol at 80℃; for 3.5h; Reflux;
89%
Stage #1: 3-Mercaptopropyltriethoxysilane With sodium ethanolate In ethanol at 80℃; for 3h;
Stage #2: 1,6-dichlorohexane In ethanol at 80℃; for 5h;
14814-09-6

3-Mercaptopropyltriethoxysilane

2163-00-0

1,6-dichlorohexane

1,6-bis(thiopropyltriethoxysilyl) hexane

Conditions
ConditionsYield
Stage #1: 3-Mercaptopropyltriethoxysilane With sodium ethanolate In ethanol at 35℃; for 2h; Reflux;
Stage #2: 1,6-dichlorohexane In ethanol at 80℃; for 4.5h; Reflux;
88%
Stage #1: 3-Mercaptopropyltriethoxysilane With ethanol; sodium ethanolate for 2h; Reflux;
Stage #2: 1,6-dichlorohexane at 80℃; for 4.5h; Reflux;
88%
868-84-8

S,S-dimethyl dithiocarbonate

2163-00-0

1,6-dichlorohexane

98429-85-7

6-chloro-1-methylsulfanylhexane

Conditions
ConditionsYield
With tetrabutylammomium bromide; potassium hydroxide In water for 0.5h; Reflux;87%
4316-42-1

1-Butylimidazole

2163-00-0

1,6-dichlorohexane

1,6-bis(3-butylimidazolium-1-yl)hexane dichloride

Conditions
ConditionsYield
In isopropyl alcohol for 16h; Reflux;87%
67-51-6

3,5-dimethyl-1H-pyrazole

2163-00-0

1,6-dichlorohexane

135585-65-8

1,1'-(hexane-1,6-diyl)-bis(3,5-dimethyl-1H-pyrazole)

Conditions
ConditionsYield
Stage #1: 3,5-dimethyl-1H-pyrazole With potassium hydroxide In dimethyl sulfoxide at 20 - 22℃; for 0.333333h;
Stage #2: 1,6-dichlorohexane In dimethyl sulfoxide at 20 - 30℃;
84%
2163-00-0

1,6-dichlorohexane

108-95-2

phenol

71933-93-2

1-chloro-6-phenoxyhexane

Conditions
ConditionsYield
With sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate for 16h; Heating;82%
280-57-9

1,4-diaza-bicyclo[2.2.2]octane

2163-00-0

1,6-dichlorohexane

C18H36N4(2+)*2Cl(1-)

Conditions
ConditionsYield
In acetonitrile at 20℃; for 24h;82%
2163-00-0

1,6-dichlorohexane

C12H27ClN(1+)*Cl(1-)

Conditions
ConditionsYield
With nickel; triethylamine at 100℃; for 12h; Autoclave; Inert atmosphere;82%
1739-84-0

1,2-dimethyl-1H-imidazole

2163-00-0

1,6-dichlorohexane

1,6-bis(2,3-dimethylimidazolium-1-yl)hexane dichloride

Conditions
ConditionsYield
In isopropyl alcohol for 16h; Reflux;81%
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  • 1,6-Dichlorohexane       CAS: 2163-00-0

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    1,6-Dichlorohexane CAS: 2163-00-0

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    CAS 2163-00-0 Name 1,6-Dichlorohexane Appearance Colorless Liquid Application Pharmaceutical intermediates Appearance: Colorless Liquid Storage:RT. Pa

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Chemistry

Molecular Structure of Hexane,1,6-dichloro- (CAS NO.2163-00-0):

IUPAC Name: 1,6-dichlorohexane 
Empirical Formula: C6H12Cl2
Molecular Weight: 155.0655
H bond acceptors: 0
H bond donors: 0
Freely Rotating Bonds: 5
Polar Surface Area: 0 Å2
Index of Refraction: 1.438
Molar Refractivity: 39.54 cm3
Molar Volume: 150.3 cm3
Surface Tension: 28.6 dyne/cm
Density: 1.031 g/cm3
Flash Point: 73.9 °C
Enthalpy of Vaporization: 42.22 kJ/mol
Boiling Point: 204 °C at 760 mmHg
Vapour Pressure: 0.385 mmHg at 25°C
Melting point: -13 °C
Water Solubility: sparingly soluble
BRN: 773673
InChI
InChI=1/C6H12Cl2/c7-5-3-1-2-4-6-8/h1-6H2
Smiles
C(CCCCl)CCCl
EINECS: 218-491-7
Product Categories: Industrial/Fine Chemicals; alpha,omega-Bifunctional Alkanes; alpha,omega-Dichloroalkanes; Monofunctional & alpha,omega-Bifunctional Alkanes

Safety Profile

Hazard Codes: IrritantXi
Risk Statements: 36/37/38-53
R36/37/38:Irritating to eyes, respiratory system and skin. 
R53:May cause long-term adverse effects in the aquatic environment.
Safety Statements: 26-36-61-37/39
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S36:Wear suitable protective clothing. 
S61:Avoid release to the environment. Refer to special instructions / safety data sheets. 
S37/39:Wear suitable gloves and eye/face protection.
RIDADR: UN 3082 9/PG 3
WGK Germany: 1
HazardClass: 9
PackingGroup: III
HS Code: 29031980

Specification

  Hexane,1,6-dichloro- , with CAS number of 2163-00-0, can be called 1,6-Dichlorohexane . Hexane,1,6-dichloro- (CAS NO.2163-00-0) is a clear colourless liquid, being incompatible with strong oxidizing and reducing agents. Also incompatible with many amines, nitrides, azo/diazo compounds, alkali metals and epoxides. When involved in fire it will irritating vapors and toxic gases, such as hydrogen chloride and carbon monoxide, even exposure can cause irritation of eyes, nose and throat. It is an important chemical raw material, can be used in organic synthesis.