Product Name

  • Name

    Hexamethylenediamine

  • EINECS 204-679-6
  • CAS No. 124-09-4
  • Article Data185
  • CAS DataBase
  • Density 0.89 g/cm3
  • Solubility Slightly soluble in water, but soluble in ethanol, ethyl ether and benzene
  • Melting Point 42-45 °C
  • Formula C6H16N2
  • Boiling Point 205 °C at 760 mmHg
  • Molecular Weight 116.206
  • Flash Point 81.1 °C
  • Transport Information UN 2735 8/PG 3
  • Appearance White to cream solid
  • Safety 26-36/37/39-45-22-27
  • Risk Codes 34-37-20/21/22
  • Molecular Structure Molecular Structure of 124-09-4 (Hexamethylenediamine)
  • Hazard Symbols CorrosiveC
  • Synonyms 1,6-Diamino-n-hexane;1,6-Diaminohexane;Advancure;HMDA;Hexamethylenediamine;Hexylenediamine;Hi Perm;NSC 9257;RT Advancure HD;V 1;a,w-Hexanediamine;
  • PSA 52.04000
  • LogP 1.86480

Synthetic route

RuHCl(H2)(PCy3)2

RuHCl(H2)(PCy3)2

hexanedinitrile
111-69-3

hexanedinitrile

quinoclamine
2797-51-5

quinoclamine

1,6-Hexanediamine
124-09-4

1,6-Hexanediamine

Conditions
ConditionsYield
In N-butylamine100%
hexanedinitrile
111-69-3

hexanedinitrile

A

hexamethylene imine
111-49-9

hexamethylene imine

B

1,6-Hexanediamine
124-09-4

1,6-Hexanediamine

Conditions
ConditionsYield
With hydrogen; Ni(NO3)2, Cu(NO3)2, Cr(NO3)3, Na2CO3; calcined at 380 deg C for 18 h; pretreatment is given in full text In 1,2,4-Trimethylbenzene; ammonia at 80℃; for 24h; Product distribution / selectivity;A 1.1%
B 97%
With hydrogen; Ni(NO3)2, Cu(NO3)2, Cr(NO3)3, Na2CO3; calcined at 380 deg C for 18 h In 1,2,4-Trimethylbenzene; ammonia at 80℃; for 24h; Product distribution / selectivity;A 1.3%
B 90.1%
With ammonium hydroxide; hydrogen In water; isopropyl alcohol at 130℃; under 41254.1 Torr; for 4h; Autoclave;A 9%
B 90%
With hydrogen; iron catalyst at 140℃; under 233483 Torr;
C6H16N2*C7H16N2O2
1080571-11-4

C6H16N2*C7H16N2O2

1,6-Hexanediamine
124-09-4

1,6-Hexanediamine

Conditions
ConditionsYield
With 2,5-dimethyl-2-ethyl hexanoic acid In water at 120 - 180℃; for 2h; Product distribution / selectivity;95%
furan-2,5-dicarbonitrile
58491-62-6

furan-2,5-dicarbonitrile

1,6-Hexanediamine
124-09-4

1,6-Hexanediamine

Conditions
ConditionsYield
With hydrogen; titanium(IV) oxide; platinum In ethanol at 100℃; under 7500.75 Torr; for 4h;95%
hexanedinitrile
111-69-3

hexanedinitrile

1,6-Hexanediamine
124-09-4

1,6-Hexanediamine

Conditions
ConditionsYield
With sodium tetrahydroborate; nickel; sodium hydroxide In methanol; water at 30 - 60℃;90%
With hydrogen In ethanol at 75℃; under 1500.15 - 15001.5 Torr; for 3h;80%
With ammonia; hydrogen In toluene at 120℃; under 22502.3 Torr; for 16h; Autoclave;75%
1,6-diazidohexane
13028-54-1

1,6-diazidohexane

1,6-Hexanediamine
124-09-4

1,6-Hexanediamine

Conditions
ConditionsYield
With aluminum oxide; potassium hydroxide; hydrazine In neat (no solvent) for 1h; Milling;90%
hexanedial
1072-21-5

hexanedial

1,6-Hexanediamine
124-09-4

1,6-Hexanediamine

Conditions
ConditionsYield
With ammonia; hydrogen In methanol at -5 - 0℃; under 41254.1 Torr; for 0.5h; Pressure; Temperature; Autoclave;82%
With Co-doped zirconium dioxide; ammonia; hydrogen; N-butylamine In methanol at 119.84℃; for 10h; Autoclave; chemoselective reaction;63%
1,6-hexanediol
629-11-8

1,6-hexanediol

1,6-Hexanediamine
124-09-4

1,6-Hexanediamine

Conditions
ConditionsYield
Stage #1: 1,6-hexanediol With chlorocarbonylhydrido[4,5-bis(dicyclohexylphosphinomethyl)acridine]ruthenium(II); ammonia In toluene at 0℃; under 3750.38 Torr; for 1h; Autoclave;
Stage #2: In toluene at 155℃; for 16h; Autoclave;
81%
With ammonium hydroxide; 4.04 wt.% ruthenium and 0.7 wt.% rhenium on carbon; ammonia at 160℃; under 5175.52 - 35253.5 Torr; for 3h; Reagent/catalyst; Inert atmosphere;23.4%
With ammonia at 220 - 260℃;
hexanedinitrile
111-69-3

hexanedinitrile

A

1,6-Hexanediamine
124-09-4

1,6-Hexanediamine

B

1-amino-5-cyanopentane
2432-74-8

1-amino-5-cyanopentane

Conditions
ConditionsYield
With Rh/Al2O3; hydrogen In ethanol at 80℃; for 6h;A 24.4%
B 75.6%
With hydrogen; active elemental iron component In ammonia at 70 - 220℃; under 75007.5 - 300030 Torr;
Stage #1: hexanedinitrile With potassium hydroxide; hydrogen; nickel at 50℃; under 15001.5 Torr;
Stage #2: With phosphoric acid Purification / work up;
C-(6-Methoxy-2-p-tolyl-quinolin-4-yl)-N-[6-(6-methoxy-2-p-tolyl-quinolin-4-ylmethanesulfonylamino)-hexyl]-methanesulfonamide

C-(6-Methoxy-2-p-tolyl-quinolin-4-yl)-N-[6-(6-methoxy-2-p-tolyl-quinolin-4-ylmethanesulfonylamino)-hexyl]-methanesulfonamide

A

1,6-Hexanediamine
124-09-4

1,6-Hexanediamine

B

6-methoxy-2-(p-tolyl)quinoline
117839-37-9

6-methoxy-2-(p-tolyl)quinoline

C

6-methoxy-4-methyl-2-(p-tolyl)quinoline
117839-39-1

6-methoxy-4-methyl-2-(p-tolyl)quinoline

Conditions
ConditionsYield
In isopropyl alcohol Irradiation; 350 nm;A 32%
B n/a
C n/a
1,6-hexanediol
629-11-8

1,6-hexanediol

A

hexamethylene imine
111-49-9

hexamethylene imine

B

1,6-Hexanediamine
124-09-4

1,6-Hexanediamine

C

6-amino-1-hexanol
4048-33-3

6-amino-1-hexanol

Conditions
ConditionsYield
With ammonia; hydrogen In water at 180℃; under 7500.75 - 27752.8 Torr; for 4h; Reagent/catalyst; Solvent; Pressure; Time;A 19.5%
B 23.4%
C 17%
With ammonia; chlorocarbonylhydrido[4,5-bis(dicyclohexylphosphinomethyl)acridine]ruthenium(II) In toluene at 155℃; under 25502.6 Torr; for 12h; Autoclave; Inert atmosphere;
With ammonia; hydrogen In tert-butyl alcohol at 220℃; under 120012 Torr; for 6h; Kinetics; Reagent/catalyst;A 66.5 %Chromat.
B 21.2 %Chromat.
C 6.5 %Chromat.
With ammonia; hydrogen In tert-butyl alcohol at 220℃; under 120012 Torr; for 6h; Kinetics; Reagent/catalyst;A 7.5 %Chromat.
B 17.6 %Chromat.
C 68.8 %Chromat.
With ammonia; hydrogen In tert-butyl alcohol at 220℃; under 120012 Torr; for 6h; Kinetics;A 23 %Chromat.
B 31.3 %Chromat.
C 19.1 %Chromat.
hexanedinitrile
111-69-3

hexanedinitrile

A

1,6-Hexanediamine
124-09-4

1,6-Hexanediamine

B

1-amino-5-cyanopentane
2432-74-8

1-amino-5-cyanopentane

C

2-iminocyclopentanecarbonitrile
2321-76-8

2-iminocyclopentanecarbonitrile

Conditions
ConditionsYield
With potassium hydroxide; hydrogen; nickel at 50℃; under 15001.5 Torr; Purification / work up;A n/a
B n/a
C 12%
caprolactam
105-60-2

caprolactam

A

hexamethylene imine
111-49-9

hexamethylene imine

B

1,6-Hexanediamine
124-09-4

1,6-Hexanediamine

Conditions
ConditionsYield
With 1,4-dioxane; barium copper chromite at 260℃; under 147102 Torr; Hydrogenation;
caprolactam
105-60-2

caprolactam

1,6-Hexanediamine
124-09-4

1,6-Hexanediamine

Conditions
ConditionsYield
With nickel kieselguhr; ammonia at 200℃; under 147102 Torr; Hydrogenation;
Multi-step reaction with 4 steps
1: sodium hydroxide; water / 3 h / 130 °C
2: tetrahydrofuran / 10 h / 70 °C
3: phosphoric acid; ammonia / 6.5 h / 140 - 280 °C
4: potassium hydroxide; hydrogen; palladium on activated charcoal / ethanol / 75 - 80 °C / 11251.1 Torr
View Scheme
Multi-step reaction with 4 steps
1: sodium hydroxide; water / 3 h / 130 °C
2: 2 h / 20 °C
3: phosphorus pentoxide; ammonia / 9.5 h / 140 - 280 °C
4: potassium hydroxide; hydrogen; palladium on activated charcoal / ethanol / 75 - 90 °C / 11251.1 Torr
View Scheme
Multi-step reaction with 5 steps
1: sodium hydroxide; water / 3 h / 130 °C
2: 2 h / 47 °C
3: phosphoric acid; ammonia / 5.5 h / 140 - 270 °C
4: potassium hydroxide; hydrogen / ethanol / 75 - 85 °C / 11251.1 Torr
5: ethanol; sodium hydroxide / 2 h / Reflux
View Scheme
hexamethylene imine
111-49-9

hexamethylene imine

1,6-Hexanediamine
124-09-4

1,6-Hexanediamine

Conditions
ConditionsYield
With ammonia; hydrogen; nickel at 200℃; unter Druck;
With Isopropylbenzene; ammonia In water
Cyclohexanone oxime
100-64-1

Cyclohexanone oxime

1,6-Hexanediamine
124-09-4

1,6-Hexanediamine

Conditions
ConditionsYield
With silicic acid pumice stone; ammonia; cobalt at 190℃; Hydrogenation;
With silicic acid pumice stone; ammonia; copper at 190℃; Hydrogenation;
With silicic acid pumice stone; ammonia; nickel at 190℃; Hydrogenation;
2,7-diaminooctanedioic acid
84211-42-7

2,7-diaminooctanedioic acid

1,6-Hexanediamine
124-09-4

1,6-Hexanediamine

Conditions
ConditionsYield
bei der trocknen Destillation;
bei der trocknen Destillation;
N-(5-cyano-pentyl)-benzamide
642470-70-0

N-(5-cyano-pentyl)-benzamide

1,6-Hexanediamine
124-09-4

1,6-Hexanediamine

Conditions
ConditionsYield
durch Reduktion und Verseifung;
1,6-bis-(N-phthalimido)hexane
10513-98-1

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

1,6-Hexanediamine
124-09-4

1,6-Hexanediamine

Conditions
ConditionsYield
With hydrogenchloride at 180 - 190℃;
cyclohexene
110-83-8

cyclohexene

1,6-Hexanediamine
124-09-4

1,6-Hexanediamine

Conditions
ConditionsYield
With methanol; ozone at -80℃; anschl. Hydrieren des mit NH3 versetzten Reaktionsgemisches an einem Kobalt-Katalysator bei 50grad/200 at;
With ozone; isopropyl alcohol at -80℃; anschl. Hydrieren des mit NH3 versetzten Reaktionsgemisches an einem Kobalt-Katalysator bei 50grad/200 at;
Multi-step reaction with 3 steps
1: dihydrogen peroxide; phosphoric acid; sodium tungstate; hydrogenchloride; 1-hexadecyl-3-methyl-3H-imidazol-1-ium; bromide / water / 4 h / 70 °C
2: sodium periodate; silica gel / dichloromethane / 2 h / 40 °C / Reflux
3: ammonia; hydrogen / methanol / 0.5 h / -5 - 0 °C / 41254.1 Torr / Autoclave
View Scheme
1,5-Hexadien
592-42-7

1,5-Hexadien

1,6-Hexanediamine
124-09-4

1,6-Hexanediamine

Conditions
ConditionsYield
With sodium hypochlorite; dimethylborane; ammonia 2.) 0 deg C, 10 min; Yield given. Multistep reaction;
hexanedinitrile
111-69-3

hexanedinitrile

A

hexamethylene imine
111-49-9

hexamethylene imine

B

1,6-Hexanediamine
124-09-4

1,6-Hexanediamine

C

1-amino-5-cyanopentane
2432-74-8

1-amino-5-cyanopentane

Conditions
ConditionsYield
With hydrogen; aluminum oxide; nickel at 169.9℃; under 760 Torr; Product distribution; varying space velocity of catalysts;
With hydrogen; nickel monophosphide; silica gel In ethanol at 199.85℃; under 760 Torr; Product distribution; Further Variations:; Catalysts;A 16 % Chromat.
B 65 % Chromat.
C 19 % Chromat.
With potassium hydroxide; hydrogen; [Ni0.60Mg0.15Al0.25(OH)2](CO32-)0.09(NO3-)0.18 at 79.85℃; under 18751.5 Torr; Product distribution; Further Variations:; Catalysts; Reagents; Temperatures;
6-bis(trimethylsilyl)amino-1-hexene
89333-68-6

6-bis(trimethylsilyl)amino-1-hexene

1,6-Hexanediamine
124-09-4

1,6-Hexanediamine

Conditions
ConditionsYield
With sodium hypochlorite; dimethylborane; ammonia 1.) 0 deg C, 1 h, 2.) O deg C; Yield given. Multistep reaction;
N,N'-Bis-[1-(4-hexadecyloxy-phenyl)-meth-(E)-ylidene]-hexane-1,6-diamine
121511-53-3

N,N'-Bis-[1-(4-hexadecyloxy-phenyl)-meth-(E)-ylidene]-hexane-1,6-diamine

A

1,6-Hexanediamine
124-09-4

1,6-Hexanediamine

B

p-n-hexadecyloxybenzaldehyde
59117-18-9

p-n-hexadecyloxybenzaldehyde

Conditions
ConditionsYield
With hydrogenchloride; water; cetyltrimethylammonim bromide In chloroform at 25℃; Rate constant;
With 2-methyl-propan-1-ol; sulfuric acid; sodium dodecyl-sulfate In hexane; water at 27℃; Kinetics;
N,N'-Bis-[1-(2-hexadecyloxy-phenyl)-meth-(E)-ylidene]-hexane-1,6-diamine
121511-46-4

N,N'-Bis-[1-(2-hexadecyloxy-phenyl)-meth-(E)-ylidene]-hexane-1,6-diamine

A

1,6-Hexanediamine
124-09-4

1,6-Hexanediamine

B

o-(hexadecyloxy)benzaldehyde
5376-76-1

o-(hexadecyloxy)benzaldehyde

Conditions
ConditionsYield
With hydrogenchloride; water; cetyltrimethylammonim bromide In chloroform at 25℃; Rate constant;
With 2-methyl-propan-1-ol; sulfuric acid; sodium dodecyl-sulfate In hexane; water at 27℃; Kinetics;
C7H16N2S2*H(1+)

C7H16N2S2*H(1+)

A

carbon disulfide
75-15-0

carbon disulfide

B

1,6-Hexanediamine
124-09-4

1,6-Hexanediamine

Conditions
ConditionsYield
With buffer In water at 25℃; Rate constant; Mechanism; SIE;
ε-benzoylamino-caproic acid nitrile

ε-benzoylamino-caproic acid nitrile

1,6-Hexanediamine
124-09-4

1,6-Hexanediamine

Conditions
ConditionsYield
With ethanol; sodium anschl. mit Benzoylchlorid und Erhitzen mit HCl auf 170-180grad;
With ethanol; sodium anschl. mit Benzoylchlorid und Erhitzen mit HCl auf 170-180grad;
1.4-dicyano-buten-(1 or 2)

1.4-dicyano-buten-(1 or 2)

1,6-Hexanediamine
124-09-4

1,6-Hexanediamine

Conditions
ConditionsYield
With tetrahydrofuran; nickel Fuller's earth-catalyst; ammonia at 110 - 120℃; under 36775.4 Torr; Hydrogenation;
With methanol; ammonia; cobalt at 60 - 80℃; under 110326 Torr; Hydrogenation;
propylamine
107-10-8

propylamine

dihydrogen peroxide
7722-84-1

dihydrogen peroxide

iron(II) sulfate

iron(II) sulfate

1,6-Hexanediamine
124-09-4

1,6-Hexanediamine

1,6-Hexanediamine
124-09-4

1,6-Hexanediamine

hexamethylene imine
111-49-9

hexamethylene imine

Conditions
ConditionsYield
100%
MnZSM-5(30) zeolite In water at 400℃; Cyclization;95.6%
With tris(triphenylphosphine)ruthenium(II) chloride In diphenylether at 180℃; for 5h;78%
1,6-Hexanediamine
124-09-4

1,6-Hexanediamine

pyrene-1-aldehyde
3029-19-4

pyrene-1-aldehyde

N,N'-Bis-[1-pyren-1-yl-meth-(E)-ylidene]-hexane-1,6-diamine

N,N'-Bis-[1-pyren-1-yl-meth-(E)-ylidene]-hexane-1,6-diamine

Conditions
ConditionsYield
In methanol100%
In toluene for 3h; Heating;93%
1,6-Hexanediamine
124-09-4

1,6-Hexanediamine

N,N'-bis(tert-butoxycarbonyl)-N-(γ,γ-dimethylallyl)-S-methylisothiourea
150785-44-7

N,N'-bis(tert-butoxycarbonyl)-N-(γ,γ-dimethylallyl)-S-methylisothiourea

N-(γ,γ-dimethylallyl)-N,N'-bis-(tert-butoxycarbonyl)-N''-(6-aminohexyl)-guanidine
623580-13-2

N-(γ,γ-dimethylallyl)-N,N'-bis-(tert-butoxycarbonyl)-N''-(6-aminohexyl)-guanidine

Conditions
ConditionsYield
In tetrahydrofuran at 50℃; for 3h;100%
In tetrahydrofuran; water at 50℃; for 1h;72%
In tetrahydrofuran
1,6-Hexanediamine
124-09-4

1,6-Hexanediamine

Boc-Lys(Boc)-OH
2483-46-7

Boc-Lys(Boc)-OH

Boc-L-Lys(Boc)-NH(CH2)6NH2

Boc-L-Lys(Boc)-NH(CH2)6NH2

Conditions
ConditionsYield
With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; benzotriazol-1-ol at 20℃; for 1h; Acylation;100%
1,6-Hexanediamine
124-09-4

1,6-Hexanediamine

methyl 4-formylbenzoate
1571-08-0

methyl 4-formylbenzoate

1,6-bis(4-methoxycarbonylbenzylidene)hexanediamine
106872-64-4

1,6-bis(4-methoxycarbonylbenzylidene)hexanediamine

Conditions
ConditionsYield
In toluene for 0.5h; Condensation; Heating;100%
In toluene for 1h; Reflux; Dean-Stark trap;100%
1,6-Hexanediamine
124-09-4

1,6-Hexanediamine

N-carboxyethylchitin ethyl ester; Mn=12000, Mw=49000, degree of CO2Et substitution per sugar unit =1.17

N-carboxyethylchitin ethyl ester; Mn=12000, Mw=49000, degree of CO2Et substitution per sugar unit =1.17

N-carboxyethylchitin 6-aminohexylamide

N-carboxyethylchitin 6-aminohexylamide

Conditions
ConditionsYield
In ethanol; water at 70℃; for 24h;100%
1,6-Hexanediamine
124-09-4

1,6-Hexanediamine

di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

N,N'-bis(tert-butoxycarbonyl)-1,6-hexanediamine
16644-54-5

N,N'-bis(tert-butoxycarbonyl)-1,6-hexanediamine

Conditions
ConditionsYield
Stage #1: 1,6-Hexanediamine With triethylamine at 20℃; for 0.5h; Inert atmosphere;
Stage #2: di-tert-butyl dicarbonate at 20℃; for 12h; Inert atmosphere;
100%
In methanol at 20℃; for 1h;91%
With succinimidinium N-sulfonic acid hydrogen sulfate In neat (no solvent) at 20℃; for 0.25h; Green chemistry;89%
In 1,4-dioxane at 20℃; for 48h;
With hydrogenchloride In methanol at 0 - 20℃;
1,6-Hexanediamine
124-09-4

1,6-Hexanediamine

fluoresceinyl 5-isothiocyanate
1173-43-9

fluoresceinyl 5-isothiocyanate

5-(3-(6-aminohexyl)thioureido)-2-(3-hydroxy-6-oxo-6H-xanthen-9-yl)benzoic acid

5-(3-(6-aminohexyl)thioureido)-2-(3-hydroxy-6-oxo-6H-xanthen-9-yl)benzoic acid

Conditions
ConditionsYield
With triethylamine In methanol; N,N-dimethyl-formamide at 20℃; for 6h;100%
1,6-Hexanediamine
124-09-4

1,6-Hexanediamine

C12H21NO2
886448-06-2

C12H21NO2

N,N'-bis[1-n-propoxy-2,2,6,6-tetramethylpiperidin-4-yl]hexane-1,6-diamine
297748-90-4

N,N'-bis[1-n-propoxy-2,2,6,6-tetramethylpiperidin-4-yl]hexane-1,6-diamine

Conditions
ConditionsYield
With hydrogen; platinum on carbon In ethanol at 100℃; under 37503.8 Torr;100%
1,6-Hexanediamine
124-09-4

1,6-Hexanediamine

hexamethylaminediamine

hexamethylaminediamine

hexamethylene imine
111-49-9

hexamethylene imine

Conditions
ConditionsYield
100%
1,6-Hexanediamine
124-09-4

1,6-Hexanediamine

3,5-dichloro-2,4,6-trifluoropyridine
1737-93-5

3,5-dichloro-2,4,6-trifluoropyridine

N-(3,5-Dichlor-2,6-difluor-4-pyridyl)-hexan-1,6-diamin
54981-54-3

N-(3,5-Dichlor-2,6-difluor-4-pyridyl)-hexan-1,6-diamin

Conditions
ConditionsYield
In methanol; ethanol excess of alkyldiamine in CH3OH, 50 - 70 °C, 20 min stirring;;100%
In methanol; ethanol
1,6-Hexanediamine
124-09-4

1,6-Hexanediamine

N,N'-bis-Boc-S-methyl-isothiourea
322474-21-5

N,N'-bis-Boc-S-methyl-isothiourea

N-(γ,γ-dimethylallyl)-N,N'-bis-(tert-butoxycarbonyl)-N''-(6-aminohexyl)-guanidine
623580-13-2

N-(γ,γ-dimethylallyl)-N,N'-bis-(tert-butoxycarbonyl)-N''-(6-aminohexyl)-guanidine

Conditions
ConditionsYield
In tetrahydrofuran at 50℃; for 3h;100%
1,6-Hexanediamine
124-09-4

1,6-Hexanediamine

isovaleraldehyde
590-86-3

isovaleraldehyde

C16H36N2
78987-59-4

C16H36N2

Conditions
ConditionsYield
With sodium tetrahydroborate In ethanol for 24h;100%
1,6-Hexanediamine
124-09-4

1,6-Hexanediamine

C34H47NO6

C34H47NO6

C34H58N2O3

C34H58N2O3

Conditions
ConditionsYield
In dichloromethane100%
1,6-Hexanediamine
124-09-4

1,6-Hexanediamine

2-Bromoacetyl bromide
598-21-0

2-Bromoacetyl bromide

N,N′-(hexane-1,6-diyl) bis(2-bromoethanamide)
6722-88-9

N,N′-(hexane-1,6-diyl) bis(2-bromoethanamide)

Conditions
ConditionsYield
With potassium carbonate In dichloromethane; water at 5 - 20℃; for 12h;100%
With potassium carbonate In chloroform; water at 5 - 20℃; for 24.5h;99%
In chloroform; water at 5℃; for 2h;
1,6-Hexanediamine
124-09-4

1,6-Hexanediamine

di-o-tolyl carbonate
617-09-4

di-o-tolyl carbonate

1,6-bis(methoxycarbonylamino)hexane
6030-54-2

1,6-bis(methoxycarbonylamino)hexane

Conditions
ConditionsYield
With hydrogenchloride In methanol99.9%
1,6-Hexanediamine
124-09-4

1,6-Hexanediamine

diisoamyl carbonate
2050-95-5

diisoamyl carbonate

N,N'-hexanediyl-bis-carbamic acid bis(3-methylbutyl) ester
16644-34-1

N,N'-hexanediyl-bis-carbamic acid bis(3-methylbutyl) ester

Conditions
ConditionsYield
With sodium methylate In methanol at 80℃; Product distribution / selectivity; Industry scale;99.7%
With sodium methylate In methanol at 80℃; Product distribution / selectivity; Inert atmosphere;
With sodium methylate In methanol at 80℃; Product distribution / selectivity; Inert atmosphere;
With sodium methylate In methanol at 80℃; Product distribution / selectivity; Inert atmosphere;
With sodium methylate In methanol at 80℃; Product distribution / selectivity;99.7 %Chromat.
1,6-Hexanediamine
124-09-4

1,6-Hexanediamine

phenyl isocyanate
103-71-9

phenyl isocyanate

Hexamethylene diisocyanate
822-06-0

Hexamethylene diisocyanate

Conditions
ConditionsYield
With phosgene In chlorobenzene at 10 - 130℃; for 4 - 5h; Solvent;99.6%
bis(phenyl) carbonate
102-09-0

bis(phenyl) carbonate

1,6-Hexanediamine
124-09-4

1,6-Hexanediamine

N,N′-hexanediyl bis-carbamic acid diphenyl ester
4223-31-8

N,N′-hexanediyl bis-carbamic acid diphenyl ester

Conditions
ConditionsYield
With lead(II) oxide In phenol at 50℃; Product distribution / selectivity; Industry scale;99.5%
With phenol at 50℃; Product distribution / selectivity; Industry scale;99.5%
With phenol at 50℃; Industrial scale;99.5%
1,6-Hexanediamine
124-09-4

1,6-Hexanediamine

carbonic acid dimethyl ester
616-38-6

carbonic acid dimethyl ester

1,6-bis(methoxycarbonylamino)hexane
6030-54-2

1,6-bis(methoxycarbonylamino)hexane

Conditions
ConditionsYield
With hydrogenchloride; sodium methylate In methanol99.5%
With sodium methylate In methanol at 50℃; for 2.5h;98.1%
With water; sodium methylate In methanol at 50℃; for 5.5h;98.1%
1,6-Hexanediamine
124-09-4

1,6-Hexanediamine

bis(2,2,3,3-tetrafluoropropyl) carbonate
1422-70-4

bis(2,2,3,3-tetrafluoropropyl) carbonate

C14H20F8N2O4
384812-59-3

C14H20F8N2O4

Conditions
ConditionsYield
at 70℃; for 1h;99.4%
1,6-Hexanediamine
124-09-4

1,6-Hexanediamine

N-t-butyloxycarbonyl-Nε-benzyloxycarbonyl-lysine pentafluorophenyl ester
50903-59-8

N-t-butyloxycarbonyl-Nε-benzyloxycarbonyl-lysine pentafluorophenyl ester

bis-(N-t-butyloxycarbonyl-Nε-benzyloxycarbonyl)lysinehexamethylenediamide

bis-(N-t-butyloxycarbonyl-Nε-benzyloxycarbonyl)lysinehexamethylenediamide

Conditions
ConditionsYield
Stage #1: 1,6-Hexanediamine; N-t-butyloxycarbonyl-Nε-benzyloxycarbonyl-lysine pentafluorophenyl ester In N,N-dimethyl-formamide at 20℃;
Stage #2: With diethylaminopropylamine In N,N-dimethyl-formamide for 0.5h;
99.16%
1,6-Hexanediamine
124-09-4

1,6-Hexanediamine

2,5-hexanedione
110-13-4

2,5-hexanedione

1,6-bis(2,5-dimethyl-1H-pyrrol-1-yl)hexane
6970-82-7

1,6-bis(2,5-dimethyl-1H-pyrrol-1-yl)hexane

Conditions
ConditionsYield
In neat (no solvent) at 20℃; for 0.083h; Concentration; Paal-Knorr Pyrrole Synthesis; Green chemistry;99%
With gallium(III) triflate In neat(no solvent) at 30℃; for 0.583333h; Paal-Knorr condensation;94%
scandium tris(trifluoromethanesulfonate) at 30℃; Paal-Knorr reaction;93%
1,6-Hexanediamine
124-09-4

1,6-Hexanediamine

urea
57-13-6

urea

1,6-hexamethylene diurea
2188-09-2

1,6-hexamethylene diurea

Conditions
ConditionsYield
With phenol at 50 - 120℃; for 3.5h; Reagent/catalyst; Temperature; Inert atmosphere;99%
In toluene at 90 - 220℃; under 9750.98 Torr; Industry scale;98%
With N-benzyl-trimethylammonium hydroxide In 2-methoxy-ethanol at 100℃; for 3h; Reagent/catalyst; Solvent; Temperature; Time; Concentration;97.2%
1,6-Hexanediamine
124-09-4

1,6-Hexanediamine

2,5-di-iodo-1,1,1,6,6,6-hexafluoro-3,4-diazahexa-2,4-diene
88579-78-6

2,5-di-iodo-1,1,1,6,6,6-hexafluoro-3,4-diazahexa-2,4-diene

2,17-di-iodo-1,1,1,18,18,18-hexafluoro-5,14-bis(trifluoromethyl)-3,4,6,13,15,16-hexa-azaoctadeca-2,4,14,16-tetraene

2,17-di-iodo-1,1,1,18,18,18-hexafluoro-5,14-bis(trifluoromethyl)-3,4,6,13,15,16-hexa-azaoctadeca-2,4,14,16-tetraene

Conditions
ConditionsYield
In diethyl ether for 26h; Ambient temperature;99%
bis(phenyl) carbonate
102-09-0

bis(phenyl) carbonate

1,6-Hexanediamine
124-09-4

1,6-Hexanediamine

phenol
108-95-2

phenol

N,N′-hexanediyl bis-carbamic acid diphenyl ester
4223-31-8

N,N′-hexanediyl bis-carbamic acid diphenyl ester

Conditions
ConditionsYield
at 45 - 60℃; for 1.33333h; Product distribution / selectivity;99%
at 50 - 60℃; for 1.33333h; Product distribution / selectivity;
1,6-Hexanediamine
124-09-4

1,6-Hexanediamine

acrylonitrile
107-13-1

acrylonitrile

N,N,N',N'-(tetrakis(cyanoethyl)hexamethylenediamine)
51851-40-2

N,N,N',N'-(tetrakis(cyanoethyl)hexamethylenediamine)

Conditions
ConditionsYield
In methanol at 50℃; for 48h;99%
In water at 20 - 80℃; for 6h; Michael addition;96%
Stage #1: 1,6-Hexanediamine; acrylonitrile With acetic acid In ethanol for 11h; Heating / reflux;
Stage #2: With ammonia In water; ethyl acetate at 20℃;
1,6-Hexanediamine
124-09-4

1,6-Hexanediamine

Tert-butyl isocyanate
1609-86-5

Tert-butyl isocyanate

tBu-NH-CO-NH-(CH2)6-NH-CO-NH-tBu
15772-96-0

tBu-NH-CO-NH-(CH2)6-NH-CO-NH-tBu

Conditions
ConditionsYield
In chloroform for 1h;99%
1,6-Hexanediamine
124-09-4

1,6-Hexanediamine

biotin
58-85-5

biotin

N-(6-aminohexyl)-5-((3aS,4S,6aR)-3a,6a-dimethyl-2-oxohexahydro-1H-thieno[3,4-d] imidazol-4-yl)pentanamide
65953-56-2

N-(6-aminohexyl)-5-((3aS,4S,6aR)-3a,6a-dimethyl-2-oxohexahydro-1H-thieno[3,4-d] imidazol-4-yl)pentanamide

Conditions
ConditionsYield
Stage #1: biotin With di(succinimido) carbonate; triethylamine In N,N-dimethyl-formamide at 20℃; for 6h; Inert atmosphere;
Stage #2: 1,6-Hexanediamine In N,N-dimethyl-formamide Inert atmosphere;
99%

1,6-Hexanediamine Specification

This product is an organic compound with the formula C6H16N2. The systematic name of this chemical is 1,6-Hexanediamine. It belongs to the product categories of Industrial/Fine Chemicals; alpha,omega-Alkanediamines; alpha,omega-Bifunctional Alkanes; Monofunctional & alpha,omega-Bifunctional Alkanes. Its EINECS number is 204-679-6. With the CAS registry number 124-09-4, it is also named as Hexamethylenediamine. In addition, the molecular weight is 116.20. Its classification code is Reproductive Effect. It is stable in air but combustible. Like all organic compounds, it is incompatible with strong oxidants. It should be sealed and stored in a ventilated and dry place. Moreover, it should be protected from heat, moisture and fire. Hexamethylenediamine is used almost exclusively for the production of polymers, an application that takes advantage of its bifunctional structure. The great majority of the diamine is consumed by the production of nylon 6-6 via condensation with adipic acid. Otherwise hexamethylene diisocyanate (HDI) is generated from this diamine as a monomer feedstock in the production of polyurethane. The diamine also serves as a cross-linking agent in epoxy resins.

Physical properties of 1,6-Hexanediamine are: (1)ACD/LogP: 0.04; (2)# of Rule of 5 Violations: 0; (3)ACD/BCF (pH 5.5): 1; (4)ACD/BCF (pH 7.4): 1; (5)ACD/KOC (pH 5.5): 1; (6)ACD/KOC (pH 7.4): 1; (7)#H bond acceptors: 2; (8)#H bond donors: 4; (9)#Freely Rotating Bonds: 7; (10)Polar Surface Area: 52.04 Å2; (11)Index of Refraction: 1.459; (12)Molar Refractivity: 36.91 cm3; (13)Molar Volume: 134.9 cm3; (14)Polarizability: 14.63×10-24cm3; (15)Surface Tension: 35.3 dyne/cm; (16)Density: 0.861 g/cm3; (17)Flash Point: 81.1 °C; (18)Enthalpy of Vaporization: 44.13 kJ/mol; (19)Boiling Point: 205 °C at 760 mmHg; (20)Vapour Pressure: 0.256 mmHg at 25°C.

Preparation of 1,6-Hexanediamine: this chemical can be prepared by hexanedinitrile with hydrogen generated in situ electrochemically on Raney nickel electrod. This reaction will need reagents H2, NaOMe and solvent methanol. This reaction will also need catalyst Raney nickel. The yield is about 70%.

1,6-Hexanediamine can be prepared by hexanedinitrile with hydrogen generated in situ electrochemically on Raney nickel electrod

Uses of 1,6-Hexanediamine: it can be used to produce N-(6-aminohexyl)trifluoroacetamide at the temperature of -78 - 0 °C. It will need solvent methanol with the reaction time of 2.5 hours. The yield is about 95%.

1,6-Hexanediamine can be used to produce N-(6-aminohexyl)trifluoroacetamide at the temperature of -78 - 0 °C

When you are using this chemical, please be cautious about it as the following:
This chemical is harmful by inhalation, in contact with skin and if swallowed. It is irritating to respiratory system and can cause burns. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. You should not breathe dust and must take off immediately all contaminated clothing. When using it, you need wear suitable protective clothing, gloves and eye/face protection. In case of accident or if you feel unwell, you need seek medical advice immediately (show the label where possible).

You can still convert the following datas into molecular structure:
(1)SMILES: NCCCCCCN
(2)Std. InChI: InChI=1S/C6H16N2/c7-5-3-1-2-4-6-8/h1-8H2
(3)Std. InChIKey: NAQMVNRVTILPCV-UHFFFAOYSA-N

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LCLo inhalation 750mg/m3/10M (750mg/m3)   National Defense Research Committee, Office of Scientific Research and Development, Progress Report.Vol. NDCrc-132, Pg. SEP1942。
mouse LD50 intraperitoneal 320mg/kg (320mg/kg)   Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 43(11), Pg. 110, 1978.
mouse LD50 intravenous 180mg/kg (180mg/kg)   U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. Vol. NX#02313。
mouse LD50 subcutaneous 1300mg/kg (1300mg/kg)   "Toxicometric Parameters of Industrial Toxic Chemicals Under Single Exposure," Izmerov, N.F., et al., Moscow, Centre of International Projects, GKNT, 1982Vol. -, Pg. 74, 1982.
rabbit LD50 skin 1110mg/kg (1110mg/kg)   Toxicology and Applied Pharmacology. Vol. 42, Pg. 417, 1977.
rat LC inhalation > 950mg/m3/4H (950mg/m3)   United States Environmental Protection Agency, Office of Pesticides and Toxic Substances. Vol. 8EHQ-1090-0979.
rat LD50 oral 750mg/kg (750mg/kg)   Toxicology and Applied Pharmacology. Vol. 42, Pg. 417, 1977.

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