124-09-4

Basic information

• Product Name: Hexamethylenediamine
• 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
• CAS NO: 124-09-4
• Molecular Formula: C₆H₁₆N₂
• Molecular Weight: 116.20
• EINECS: 204-679-6
• Mol File: 124-09-4.mol
• Article Data: 118

Chemical Properties

• Melting Point: 42-45℃
• Boiling Point: 205 °C at 760 mmHg
• Flash Point: 81.1 °C
• Appearance: White to cream solid
• Density: 0.89 g/cm³
• Vapor Pressure: 0.0821mmHg at 25°C
• PKA: 10.92±0.10(Predicted)
• Water Solubility: 490 g/L (20℃)
• CAS DataBase Reference: Hexamethylenediamine(CAS DataBase Reference)
• NIST Chemistry Reference: Hexamethylenediamine(124-09-4)
• EPA Substance Registry System: Hexamethylenediamine(124-09-4)

Safety Data

• Hazard Codes: C:Corrosive
• Statements: R21/22:; R34:; R37:
• Safety Statements: S22:; S26:; S36/37/39:; S45:
• Hazardous Substances Data: 124-09-4(Hazardous Substances Data)

Usage

General Description

Hexamethylenediamine is a chemical compound with the formula H2N(CH2)6NH2. It is commonly used in the production of nylon and other polymers, serving as a building block for the synthesis of various types of polyamides. Hexamethylenediamine also plays a role in the synthesis of corrosion inhibitors, pharmaceuticals, and some agricultural products. It is a versatile chemical with a wide range of industrial applications, and its production and use are tightly regulated to ensure safety and environmental sustainability.

InChI:InChI=1/C6H12.2H2N/c1-2-4-6-5-3-1;;/h1-6H2;2*1H3

Synthetic route

RuHCl(H2)(PCy3)2 + hexanedinitrile (111-69-3) + quinoclamine (2797-51-5) → 1,6-Hexanediamine (124-09-4)

Conditions	Yield
In N-butylamine	100%

hexanedinitrile (111-69-3) → hexamethylene imine (111-49-9) + 1,6-Hexanediamine (124-09-4)

Conditions	Yield
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) → 1,6-Hexanediamine (124-09-4)

Conditions	Yield
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) → 1,6-Hexanediamine (124-09-4)

Conditions	Yield
With hydrogen; titanium(IV) oxide; platinum In ethanol at 100℃; under 7500.75 Torr; for 4h;	95%

hexanedinitrile (111-69-3) → 1,6-Hexanediamine (124-09-4)

Conditions	Yield
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-Hexanediamine (124-09-4)

Conditions	Yield
With aluminum oxide; potassium hydroxide; hydrazine In neat (no solvent) for 1h; Milling;	90%

hexanedial (1072-21-5) → 1,6-Hexanediamine (124-09-4)

Conditions	Yield
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-Hexanediamine (124-09-4)

Conditions	Yield
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) → 1,6-Hexanediamine (124-09-4) + 1-amino-5-cyanopentane (2432-74-8)

Conditions	Yield
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 → 1,6-Hexanediamine (124-09-4) + 6-methoxy-2-(p-tolyl)quinoline (117839-37-9) + 6-methoxy-4-methyl-2-(p-tolyl)quinoline (117839-39-1)

Conditions	Yield
In isopropyl alcohol Irradiation; 350 nm;	A 32% B n/a C n/a

1,6-hexanediol (629-11-8) → hexamethylene imine (111-49-9) + 1,6-Hexanediamine (124-09-4) + 6-amino-1-hexanol (4048-33-3)

Conditions	Yield
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) → 1,6-Hexanediamine (124-09-4) + 1-amino-5-cyanopentane (2432-74-8) + 2-iminocyclopentanecarbonitrile (2321-76-8)

Conditions	Yield
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) → hexamethylene imine (111-49-9) + 1,6-Hexanediamine (124-09-4)

Conditions	Yield
With 1,4-dioxane; barium copper chromite at 260℃; under 147102 Torr; Hydrogenation;

caprolactam (105-60-2) → 1,6-Hexanediamine (124-09-4)

Conditions	Yield
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) → 1,6-Hexanediamine (124-09-4)

Conditions	Yield
With ammonia; hydrogen; nickel at 200℃; unter Druck;
With Isopropylbenzene; ammonia In water

Cyclohexanone oxime (100-64-1) → 1,6-Hexanediamine (124-09-4)

Conditions	Yield
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) → 1,6-Hexanediamine (124-09-4)

Conditions	Yield
bei der trocknen Destillation;
bei der trocknen Destillation;

N-(5-cyano-pentyl)-benzamide (642470-70-0) → 1,6-Hexanediamine (124-09-4)

Conditions	Yield
durch Reduktion und Verseifung;

1,6-bis-(N-phthalimido)hexane (10513-98-1) → 1,6-Hexanediamine (124-09-4)

Conditions	Yield
With hydrogenchloride at 180 - 190℃;

cyclohexene (110-83-8) → 1,6-Hexanediamine (124-09-4)

Conditions	Yield
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) → 1,6-Hexanediamine (124-09-4)

Conditions	Yield
With sodium hypochlorite; dimethylborane; ammonia 2.) 0 deg C, 10 min; Yield given. Multistep reaction;

hexanedinitrile (111-69-3) → hexamethylene imine (111-49-9) + 1,6-Hexanediamine (124-09-4) + 1-amino-5-cyanopentane (2432-74-8)

Conditions	Yield
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) → 1,6-Hexanediamine (124-09-4)

Conditions	Yield
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) → 1,6-Hexanediamine (124-09-4) + p-n-hexadecyloxybenzaldehyde (59117-18-9)

Conditions	Yield
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) → 1,6-Hexanediamine (124-09-4) + o-(hexadecyloxy)benzaldehyde (5376-76-1)

Conditions	Yield
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+) → carbon disulfide (75-15-0) + 1,6-Hexanediamine (124-09-4)

Conditions	Yield
With buffer In water at 25℃; Rate constant; Mechanism; SIE;

ε-benzoylamino-caproic acid nitrile → 1,6-Hexanediamine (124-09-4)

Conditions	Yield
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) → 1,6-Hexanediamine (124-09-4)

Conditions	Yield
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) + dihydrogen peroxide (7722-84-1) + iron(II) sulfate → 1,6-Hexanediamine (124-09-4)

1,6-Hexanediamine (124-09-4) → hexamethylene imine (111-49-9)

Conditions	Yield
	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) + pyrene-1-aldehyde (3029-19-4) → N,N'-Bis-[1-pyren-1-yl-meth-(E)-ylidene]-hexane-1,6-diamine

Conditions	Yield
In methanol	100%
In toluene for 3h; Heating;	93%

1,6-Hexanediamine (124-09-4) + N,N'-bis(tert-butoxycarbonyl)-N-(γ,γ-dimethylallyl)-S-methylisothiourea (150785-44-7) → N-(γ,γ-dimethylallyl)-N,N'-bis-(tert-butoxycarbonyl)-N''-(6-aminohexyl)-guanidine (623580-13-2)

Conditions	Yield
In tetrahydrofuran at 50℃; for 3h;	100%
In tetrahydrofuran; water at 50℃; for 1h;	72%
In tetrahydrofuran

1,6-Hexanediamine (124-09-4) + Boc-Lys(Boc)-OH (2483-46-7) → Boc-L-Lys(Boc)-NH(CH2)6NH2

Conditions	Yield
With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; benzotriazol-1-ol at 20℃; for 1h; Acylation;	100%

1,6-Hexanediamine (124-09-4) + methyl 4-formylbenzoate (1571-08-0) → 1,6-bis(4-methoxycarbonylbenzylidene)hexanediamine (106872-64-4)

Conditions	Yield
In toluene for 0.5h; Condensation; Heating;	100%
In toluene for 1h; Reflux; Dean-Stark trap;	100%

1,6-Hexanediamine (124-09-4) + N-carboxyethylchitin ethyl ester; Mn=12000, Mw=49000, degree of CO2Et substitution per sugar unit =1.17 → N-carboxyethylchitin 6-aminohexylamide

Conditions	Yield
In ethanol; water at 70℃; for 24h;	100%

1,6-Hexanediamine (124-09-4) + di-tert-butyl dicarbonate (24424-99-5) → N,N'-bis(tert-butoxycarbonyl)-1,6-hexanediamine (16644-54-5)

Conditions	Yield
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) + fluoresceinyl 5-isothiocyanate (1173-43-9) → 5-(3-(6-aminohexyl)thioureido)-2-(3-hydroxy-6-oxo-6H-xanthen-9-yl)benzoic acid

Conditions	Yield
With triethylamine In methanol; N,N-dimethyl-formamide at 20℃; for 6h;	100%

1,6-Hexanediamine (124-09-4) + C12H21NO2 (886448-06-2) → N,N'-bis[1-n-propoxy-2,2,6,6-tetramethylpiperidin-4-yl]hexane-1,6-diamine (297748-90-4)

Conditions	Yield
With hydrogen; platinum on carbon In ethanol at 100℃; under 37503.8 Torr;	100%

1,6-Hexanediamine (124-09-4) + hexamethylaminediamine → hexamethylene imine (111-49-9)

Conditions	Yield
	100%

1,6-Hexanediamine (124-09-4) + 3,5-dichloro-2,4,6-trifluoropyridine (1737-93-5) → N-(3,5-Dichlor-2,6-difluor-4-pyridyl)-hexan-1,6-diamin (54981-54-3)

Conditions	Yield
In methanol; ethanol excess of alkyldiamine in CH3OH, 50 - 70 °C, 20 min stirring;;	100%
In methanol; ethanol

1,6-Hexanediamine (124-09-4) + N,N'-bis-Boc-S-methyl-isothiourea (322474-21-5) → N-(γ,γ-dimethylallyl)-N,N'-bis-(tert-butoxycarbonyl)-N''-(6-aminohexyl)-guanidine (623580-13-2)

Conditions	Yield
In tetrahydrofuran at 50℃; for 3h;	100%

1,6-Hexanediamine (124-09-4) + isovaleraldehyde (590-86-3) → C16H36N2 (78987-59-4)

Conditions	Yield
With sodium tetrahydroborate In ethanol for 24h;	100%

1,6-Hexanediamine (124-09-4) + C34H47NO6 → C34H58N2O3

Conditions	Yield
In dichloromethane	100%

1,6-Hexanediamine (124-09-4) + 2-Bromoacetyl bromide (598-21-0) → N,N′-(hexane-1,6-diyl) bis(2-bromoethanamide) (6722-88-9)

Conditions	Yield
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) + di-o-tolyl carbonate (617-09-4) → 1,6-bis(methoxycarbonylamino)hexane (6030-54-2)

Conditions	Yield
With hydrogenchloride In methanol	99.9%

1,6-Hexanediamine (124-09-4) + diisoamyl carbonate (2050-95-5) → N,N'-hexanediyl-bis-carbamic acid bis(3-methylbutyl) ester (16644-34-1)

Conditions	Yield
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) + phenyl isocyanate (103-71-9) → Hexamethylene diisocyanate (822-06-0)

Conditions	Yield
With phosgene In chlorobenzene at 10 - 130℃; for 4 - 5h; Solvent;	99.6%

bis(phenyl) carbonate (102-09-0) + 1,6-Hexanediamine (124-09-4) → N,N′-hexanediyl bis-carbamic acid diphenyl ester (4223-31-8)

Conditions	Yield
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) + carbonic acid dimethyl ester (616-38-6) → 1,6-bis(methoxycarbonylamino)hexane (6030-54-2)

Conditions	Yield
With hydrogenchloride; sodium methylate In methanol	99.5%
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) + bis(2,2,3,3-tetrafluoropropyl) carbonate (1422-70-4) → C14H20F8N2O4 (384812-59-3)

Conditions	Yield
at 70℃; for 1h;	99.4%

1,6-Hexanediamine (124-09-4) + N-t-butyloxycarbonyl-Nε-benzyloxycarbonyl-lysine pentafluorophenyl ester (50903-59-8) → bis-(N-t-butyloxycarbonyl-Nε-benzyloxycarbonyl)lysinehexamethylenediamide

Conditions	Yield
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) + 2,5-hexanedione (110-13-4) → 1,6-bis(2,5-dimethyl-1H-pyrrol-1-yl)hexane (6970-82-7)

Conditions	Yield
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) + urea (57-13-6) → 1,6-hexamethylene diurea (2188-09-2)

Conditions	Yield
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) + 2,5-di-iodo-1,1,1,6,6,6-hexafluoro-3,4-diazahexa-2,4-diene (88579-78-6) → 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	Yield
In diethyl ether for 26h; Ambient temperature;	99%

bis(phenyl) carbonate (102-09-0) + 1,6-Hexanediamine (124-09-4) + phenol (108-95-2) → N,N′-hexanediyl bis-carbamic acid diphenyl ester (4223-31-8)

Conditions	Yield
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) + acrylonitrile (107-13-1) → N,N,N',N'-(tetrakis(cyanoethyl)hexamethylenediamine) (51851-40-2)

Conditions	Yield
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) + Tert-butyl isocyanate (1609-86-5) → tBu-NH-CO-NH-(CH2)6-NH-CO-NH-tBu (15772-96-0)

Conditions	Yield
In chloroform for 1h;	99%

1,6-Hexanediamine (124-09-4) + biotin (58-85-5) → N-(6-aminohexyl)-5-((3aS,4S,6aR)-3a,6a-dimethyl-2-oxohexahydro-1H-thieno[3,4-d] imidazol-4-yl)pentanamide (65953-56-2)

Conditions	Yield
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%

Upstream product

• 105-60-2 caprolactam 
• 111-49-9 hexamethylene imine 
• 100-64-1 cyclohexanone-oxime 
• 629-11-8 1,6-hexanediol 
• 111-69-3 hexanedinitrile 
• 84211-42-7 2,7-diaminooctanedioic acid 
• 642470-70-0 N-(5-cyano-pentyl)-benzamide 
• 10513-98-1 1,6-bis-(N-phthalimido)hexane 
• 110-83-8 cyclohexene 
• 592-42-7 1,5-Hexadien 
• 89333-68-6 6-bis(trimethylsilyl)amino-1-hexene 
• 121511-53-3 N,N'-Bis-[1-(4-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 
• 107-10-8 propylamine 

Downstream Products

• 94474-32-5 1,6-bis(hydroxybutyramido)hexane 
• 34751-43-4 1,1'-hexane-1,6-diyl-bis-pyrrolidin-2-one 
• 2669-16-1 6-(pyrrolidine-1-yl)hexan-1-amine 
• 21193-89-5 di(pyrrolidine-1)-1,6 hexane 
• 850481-05-9 N,N'-bis(2-phenylethyl)hexane-1,6-diamine 
• 4223-31-8 N,N′-hexanediyl bis-carbamic acid diphenyl ester 
• 5586-70-9 hexamethylene 1,6-diisothiocyanate 
• 871-67-0 disodium hexamethylenetetrathiocarbamate 
• 822-06-0 Hexamethylene diisocyanate 
• 86862-30-8 N-(6-amino-hexyl)-lauramide 
• 7672-70-0 dodecanamide, N,N'-1,6-hexanediylbis- 
• 111-18-2 N,N,N',N'-tetramethylhexamethylenediamine 
• 81960-05-6 6-(piperidine-1-yl)hexan-1-amine 
• 3323-53-3 hexanediyldiamine; adipate 

Related news

Original articleAdsorption and corrosion inhibition of carbon steel in hydrochloric acid medium by Hexamethylenediamine (cas 124-09-4) tetra(methylene phosphonic acid)09/28/2019

The inhibitive effect of the hexamethylenediamine tetra(methylene phosphonic acid) (HMDTMPA) on the corrosion of carbon steel in 1.0 M HCl solution has been investigated by weight loss measurement, potentiodynamic polarization and electrochemical impedance spectroscopy (EIS) techniques. The pres...detailed

Research paperStudies on natural rubber containing kaolin modified with Hexamethylenediamine (cas 124-09-4) derivative of phosphorylated cashew nut shell liquid prepolymer09/26/2019

Kaolin was modified with a solution of phosphorylated cashew nut shell liquid prepolymer (PCNSL) containing hexamethylenediamine (HMDA). The organomodified kaolin was characterized using X-ray diffraction (XRD), scanning electron microscopy (SEM), thermogravimetric analysis (TGA) and infrared sp...detailed

Hexamethylenediamine (cas 124-09-4) functionalized glucose as a new and environmentally benign corrosion inhibitor for copper09/25/2019

A bifunctional N-glycoside namely N,N′-Diglycidyl-1,6-hexanediamine (DHA) was synthesized by the facile reaction of 1,6-hexamethylene diamine and glucose and its corrosion inhibition behavior was evaluated on copper in 3.5% NaCl solution for the first time. A detailed electrochemical study usin...detailed

Equilibrium solubility and kinetics of CO2 absorption in Hexamethylenediamine (cas 124-09-4) activated aqueous sodium glycinate solvent09/09/2019

Equilibrium solubility and absorption kinetics of CO2 in hexamethylenediamine (HMDA) activated aqueous sodium glycinate (SG) solvent are measured in the temperature range of 313–333 K. For the experimental investigation, HMDA concentration in the solvent is varied in the range of 5–15 mass% ke...detailed

Relevant articles and documents

Supported Ni catalyst for liquid phase hydrogenation of adiponitrile to 6-Aminocapronitrile and hexamethyenediamine

Supported Ni catalysts prepared under different conditions, for liquid phase hydrogenation of adiponitrile (ADN) to 6-aminocapronitrile (ACN) and hexamethyenediamine (HMD), were investigated. The highly reactive imine intermediate can form condensation byproducts with primary amine products (ACN and HMD), which decreased the yield coefficient of primary amines. The catalysts support, condition of catalyst preparation and dosage of additive were studied to improve the yield. A highly dispersed Ni/SiO2 catalyst prepared by the direct reduction of Ni(NO3)2/SiO2 suppressed the condensation reactions by promoting the hydrogenation of adsorbed imines, and it gave the improved hydrogenation activity of 0.63 mol·kgcat?1·min?1 and primary amine selectivity of 94% when NaOH was added into the reactor.

PROCESS FOR THE PREPARATION OF HEXAMETHYLENEDIAMINE BY HYDROGENATION OF ADIPONITRILE WITH REDUCED FORMATION OF DIAMINOCYCLOHEXANE

The present invention relates to a process for the preparation of hexamethylenediamine by hydrogenation of adiponitrile in the presence of a Raney nickel catalyst, wherein a Raney nickel catalyst modified by treatment with carbon monoxide or carbon dioxide in a liquid medium is used.

Industrial preparation method of hexamethylenediamine

The invention discloses an industrial preparation method of hexamethylenediamine, wherein the industrial preparation method comprises the following steps: 1) dissolving cyclohexene in a first organic solvent, carrying out electrocatalytic oxidation reaction in a reaction kettle, carrying out constant potential electrolysis to obtain a reaction solution, and carrying out reduced pressure distillation to obtain adipic dialdehyde; and 2) dissolving adipic dialdehyde in a second organic solvent, introducing ammonia gas and hydrogen, and carrying out reductive amination reaction under the action of a supported nickel catalyst to obtain the hexamethylenediamine. The reaction adopts an electrocatalytic oxidation mode, and the selectivity is controlled by utilizing electrode potential, so that the reaction is more accurate and sufficient, the product conversion rate is improved, and the product is easy to separate, clean and environment-friendly; according to the method, hexamethylenediamine can be prepared through rectification operation, the product conversion rate of the method reaches 98.70%, the total yield reaches 98.02%, the purity reaches 95.14%-98.13%, the requirements of industrial production are met, and the method has good application prospects in industry; in addition, raw materials and auxiliary materials are simple and easy to obtain, the price is low, the input cost is low, and the construction scale is not limited.