N,N,N',N'-Tetramethyl-1,6-hexanediamine supplier

Name
N,N,N',N'-Tetramethyl-1,6-hexanediamine
EINECS 203-842-9
CAS No. 111-18-2
Article Data33
CAS DataBase
Density 0.827 g/cm³
Solubility miscible with water
Melting Point -46 °C
Formula C₁₀H₂₄N₂
Boiling Point 209.5 °C at 760 mmHg
Molecular Weight 172.314
Flash Point 73.9 °C
Transport Information UN 3390 6.1/PG 1
Appearance clear colorless to yellow liquid
Safety 26-36/37/39-45
Risk Codes 22-24-34
Molecular Structure
Hazard Symbols T
Synonyms Hexamethylenebis(dimethylamine);Kaolizer 1;Minico TMHD;N,N,N',N'-Tetramethyl-1,6-diaminohexane;N,N,N',N'-Tetramethyl-1,6-hexamethylenediamine;KL 1;N,N,N',N'-Tetramethylhexylenediamine;U-CAT 1000;1,6-Hexanediamine,N,N,N',N'-tetramethyl- (6CI,8CI,9CI);1,1,8,8-Tetramethyl-1,8-diazaoctane;1,6-Bis(dimethylamino)hexane;2,9-Dimethyl-2,9-diazadecane;U 1000 (amine);Toyocat MR;U 1000;
PSA 6.48000
LogP 1.67000

Synthetic route

: 629-03-8
1 ,6-dibromohexane

: 124-40-3
dimethyl amine

: 111-18-2
N,N,N',N'-tetramethylhexamethylenediamine

Conditions

Conditions	Yield
In tetrahydrofuran at 0 - 20℃; for 24h;	100%
In chloroform at 20℃; for 24h;	100%
With sodium carbonate In ethanol; water for 24h; Heating;	98%

: 67-56-1
methanol

: 124-09-4
1,6-Hexanediamine

: 111-18-2
N,N,N',N'-tetramethylhexamethylenediamine

Conditions

Conditions	Yield
With bis[dichloro(pentamethylcyclopentadienyl)ruthenium(III)]; bis[2-(diphenylphosphino)phenyl] ether; lithium tert-butoxide at 100℃; for 24h;	95%
With [1,2,3,4,5-pentamethylcyclopentadiene*Ir(2,2'-bibenzimidazole)Cl]Cl; caesium carbonate at 120℃; for 12h;	78%
With TiO2 supported nano-Pd(0.8) catalyst In water at 20℃; for 15h; Inert atmosphere; Irradiation; Green chemistry;	96 %Chromat.

: 67-56-1
methanol

: 111-69-3
hexanedinitrile

: 111-18-2
N,N,N',N'-tetramethylhexamethylenediamine

Conditions

Conditions	Yield
With C22H19ClN5ORu(1+)*F6P(1-); caesium carbonate at 140℃; for 48h;	57%

: 124-09-4
1,6-Hexanediamine

: 50-00-0
formaldehyd

: 64-18-6
formic acid

: 111-18-2
N,N,N',N'-tetramethylhexamethylenediamine

Conditions

Conditions	Yield
	41%

...Expand

: 124-09-4
1,6-Hexanediamine

: 50-00-0
formaldehyd

: 111-18-2
N,N,N',N'-tetramethylhexamethylenediamine

Conditions

Conditions	Yield
With formic acid; water

: 104093-79-0
tetra-N-methyl-hex-3-ynediyldiamine

: 111-18-2
N,N,N',N'-tetramethylhexamethylenediamine

Conditions

Conditions	Yield
With ethanol; nickel

: 104093-81-4
tetra-N-methyl-hex-2-ynediyldiamine

: 111-18-2
N,N,N',N'-tetramethylhexamethylenediamine

Conditions

Conditions	Yield
With ethanol; nickel

: 3644-93-7
N,N,N',N'-tetramethyladipamide

: 111-18-2
N,N,N',N'-tetramethylhexamethylenediamine

Conditions

Conditions	Yield
With sulfuric acid Durch elektrolytische Reduktion an einer Bleikathode.;

: 629-09-4
1,6-diiodohexane

: 124-40-3
dimethyl amine

: 111-18-2
N,N,N',N'-tetramethylhexamethylenediamine

Conditions

Conditions	Yield
With ethanol

: 50-00-0
formaldehyd

: 1938-58-5
N,N-dimethyl-1,6-hexanediamine

: 111-18-2
N,N,N',N'-tetramethylhexamethylenediamine

Conditions

Conditions	Yield
With formic acid

hexamethylene-bis-trimethylammonium hydroxide: hexamethylene-bis-trimethylammonium hydroxide

: 111-18-2
N,N,N',N'-tetramethylhexamethylenediamine

Conditions

Conditions	Yield
With hydrogen sulfide; water und das hierbei enstandene Sulfid durch Destillation gespalten;

: 7223-38-3
N,N-Dimethylpropargylamin

: 111-18-2
N,N,N',N'-tetramethylhexamethylenediamine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: sodium amide 2: Raney nickel; ethanol View Scheme

: 109-54-6
3-(Dimethylamino)propyl chloride

: 111-18-2
N,N,N',N'-tetramethylhexamethylenediamine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: sodium amide 2: Raney nickel; ethanol View Scheme

: bis(dimethylaminopropyl)manganese

A: 7439-96-5
manganese

B: 926-63-6
N,N-dimethylaminopropane

C: 111-18-2
N,N,N',N'-tetramethylhexamethylenediamine

Conditions

Conditions	Yield
In neat (no solvent) byproducts: dimethylamine, propene; decompn. at 52°C; metal mirror obtained;;	A n/a B 0% C 0%

...Expand

: 629-11-8
1,6-hexanediol

: 124-40-3
dimethyl amine

A: 1862-07-3
6-(N,N-dimethylamino)-1-hexanol

B: 111-18-2
N,N,N',N'-tetramethylhexamethylenediamine

Conditions

Conditions	Yield
Stage #1: 1,6-hexanediol With C39H57ClIrNP2 In 5,5-dimethyl-1,3-cyclohexadiene; ethanol at -78℃; for 0.5h; Autoclave; Inert atmosphere; Stage #2: dimethyl amine In 5,5-dimethyl-1,3-cyclohexadiene; ethanol at 150℃; under 112511 Torr; for 240h; Solvent; Reagent/catalyst; Autoclave; Inert atmosphere;

...Expand

: 1120-71-4
1,3-propanesultone

: 111-18-2
N,N,N',N'-tetramethylhexamethylenediamine

: N,N,N',N'-tetramethyl-N,N'-bis(3-sulfopropyl)-1,6-hexandiyldiammonium bis(hydrogensulfate)

Conditions

Conditions	Yield
Stage #1: 1,3-propanesultone; N,N,N',N'-tetramethylhexamethylenediamine In 1,2-dichloro-ethane at 55 - 60℃; for 2.25h; Inert atmosphere; Stage #2: With sulfuric acid In water at 80℃; for 2h;	100%

: 111-18-2
N,N,N',N'-tetramethylhexamethylenediamine

: 5439-32-7
2-bromo-N-hexylethanamide

: C26H56N4O2(2+)*2Br(1-)

Conditions

Conditions	Yield
In chloroform at 85℃; for 24h;	100%

: 111-18-2
N,N,N',N'-tetramethylhexamethylenediamine

: 5326-97-6
2-Bromo-N-(n-octyl)acetamide

: C30H64N4O2(2+)*2Br(1-)

Conditions

Conditions	Yield
In chloroform at 85℃; for 24h;	100%

: 111-18-2
N,N,N',N'-tetramethylhexamethylenediamine

: 5345-68-6
2-bromo-N-decyl-acetamide

: C34H72N4O2(2+)*2Br(1-)

Conditions

Conditions	Yield
In chloroform at 85℃; for 24h;	100%

: 111-18-2
N,N,N',N'-tetramethylhexamethylenediamine

: 77552-03-5
S-[4-(bromomethyl)phenyl] benzenecarbothioc acid

: N1,N6-bis((4-benzoylthio)benzyl)-N1,N1,N6,N6-tetramethylhexane-1,6-diammonium bromide

Conditions

Conditions	Yield
In acetonitrile	99%

: 1120-71-4
1,3-propanesultone

: 111-18-2
N,N,N',N'-tetramethylhexamethylenediamine

: 636565-15-6
C13H30N2O3S

Conditions

Conditions	Yield
In acetone at 20℃; for 3h;	98%

: 111-18-2
N,N,N',N'-tetramethylhexamethylenediamine

: 53669-73-1
1-(4-bromobutoxy)-4-(tert-butyl)benzene

: 66264-45-7
N,N'-Bis<4-(4-tert-butylphenoxy)butyldimethyl>-1,6-hexanediammonium dibromide

Conditions

Conditions	Yield
In methanol	96%

: 111-18-2
N,N,N',N'-tetramethylhexamethylenediamine

: 624-65-7
2-propynyl chloride

: C16H30N2(2+)*2Cl(1-)

Conditions

Conditions	Yield
In N,N-dimethyl-formamide at 80℃; for 10h; Inert atmosphere;	96%

: 111-18-2
N,N,N',N'-tetramethylhexamethylenediamine

: 106-96-7
propargyl bromide

: N,N,N',N'-tetramethyl-N,N'-dipropargylhexane-1,6-diammonium bromide

Conditions

Conditions	Yield
In acetonitrile at 0 - 55℃; for 12h; Inert atmosphere;	96%

: 1120-71-4
1,3-propanesultone

: 111-18-2
N,N,N',N'-tetramethylhexamethylenediamine

: 53055-22-4
N,N,N',N'-tetramethyl-1,6-hexandiyldiammonium-bis(propanesulfonate)

Conditions

Conditions	Yield
In 1,2-dichloro-ethane at 55 - 60℃; for 2h; Inert atmosphere;	95%
In methanol at 30℃; for 20h;	78%

: 111-18-2
N,N,N',N'-tetramethylhexamethylenediamine

: 96-24-2
3-monochloro-1,2-propanediol

: 4,4,11,11-tetramethyl-4,11-diazoniatetradecane-1,2,13,14-tetrol dichloride

Conditions

Conditions	Yield
In ethanol; water at 65℃; for 24h;	94%
In acetonitrile at 20℃; Reflux;	47%

: 111-18-2
N,N,N',N'-tetramethylhexamethylenediamine

: 2-bromo-N-(4-(hexadecyloxy)phenyl)acetamide

: C58H104N4O4(2+)*2Br(1-)

Conditions

Conditions	Yield
In diethyl ether at 40℃; for 72h;	94%

: 111-18-2
N,N,N',N'-tetramethylhexamethylenediamine

: 1938-71-2, 19932-01-5
N,N,N’,N’-tetramethylhexane-1,6-diamine dihydrochloride

Conditions

Conditions	Yield
With hydrogenchloride In 1,4-dioxane; methanol for 0.166667h;	94%

: 111-18-2
N,N,N',N'-tetramethylhexamethylenediamine

: 3257-49-6
4-bromo-1-(4'-methylphenoxy)butane

: 87723-13-5
C32H54N2O2(2+)*2Br(1-)

Conditions

Conditions	Yield
In methanol	93%

: 111-18-2
N,N,N',N'-tetramethylhexamethylenediamine

: 112-71-0
1-Bromotetradecane

: C24H53N2(1+)*Br(1-)

Conditions

Conditions	Yield
In N,N-dimethyl-formamide at 60℃; for 30h; Inert atmosphere;	92.5%

: 111-18-2
N,N,N',N'-tetramethylhexamethylenediamine

: 2-bromo-N-(4-(tetradecyloxy)phenyl)acetamide

: C54H96N4O4(2+)*2Br(1-)

Conditions

Conditions	Yield
In diethyl ether at 40℃; for 72h;	92%

: 111-18-2
N,N,N',N'-tetramethylhexamethylenediamine

: 74-88-4
methyl iodide

: 870-62-2
N,N,N,N',N',N'-hexamethylhexanediammonium iodide

Conditions

Conditions	Yield
In acetonitrile at 20℃; Reflux;	91.5%
In acetonitrile at 40℃; for 48h;

: 615-20-3
2-chlorobenzo[d][1,3]thiazole

: 111-18-2
N,N,N',N'-tetramethylhexamethylenediamine

: 136540-14-2
N-Benzothiazol-2-yl-N,N',N'-trimethyl-hexane-1,6-diamine

Conditions

Conditions	Yield
In tetrahydrofuran at 100℃; under 6000480 Torr;	91%

: 326-90-9
4,4,4-trifluoro-1-(2-furanyl)-1,3-butanedione

: 111-18-2
N,N,N',N'-tetramethylhexamethylenediamine

: C10H24N2*2C8H4F3O3(1-)*2H(1+)

Conditions

Conditions	Yield
In acetonitrile at 25℃; for 24h;	90%

: 326-91-0
1,1,1-trifluoro-4-(2-thienyl)butane-2,4-dione

: 111-18-2
N,N,N',N'-tetramethylhexamethylenediamine

: C10H24N2*2C8H4F3O2S(1-)*2H(1+)

Conditions

Conditions	Yield
In acetonitrile at 25℃; for 24h;	90%

: 111-18-2
N,N,N',N'-tetramethylhexamethylenediamine

: 1522-22-1
1,1,1,5,5,5-hexafluoroacetylacetone

: C10H24N2*2C5HF6O2(1-)*2H(1+)

Conditions

Conditions	Yield
In acetonitrile at 25℃; for 24h;	90%

: 111-18-2
N,N,N',N'-tetramethylhexamethylenediamine

: 821-10-3
1,4-Dichloro-2-butyne

: C14H28N2(2+)*2Cl(1-)

Conditions

Conditions	Yield
In acetonitrile for 168h; Alkylation; Heating;	89%
In acetonitrile for 24h; Alkylation; Cyclization; Heating;	89%

: 111-18-2
N,N,N',N'-tetramethylhexamethylenediamine

: 2-bromo-N-(4-(octyloxy)phenyl)acetamide

: C42H72N4O4(2+)*2Br(1-)

Conditions

Conditions	Yield
In diethyl ether at 40℃; for 72h;	89%

: 111-18-2
N,N,N',N'-tetramethylhexamethylenediamine

: 2-bromo-N-(4-(decyloxy)phenyl)acetamide

: C46H80N4O4(2+)*2Br(1-)

Conditions

Conditions	Yield
In diethyl ether at 40℃; for 72h;	89%

: 111-18-2
N,N,N',N'-tetramethylhexamethylenediamine

: 2-bromo-N-(4-(dodecyloxy)phenyl)acetamide

: C50H88N4O4(2+)*2Br(1-)

Conditions

Conditions	Yield
In diethyl ether at 40℃; for 72h;	88%

: 111-18-2
N,N,N',N'-tetramethylhexamethylenediamine

: 62938-08-3
3,5-di-tert-butylbenzyl bromide

: C25H47N2(1+)*Br(1-)

Conditions

Conditions	Yield
In acetonitrile at 80℃; for 10h;	88%

: 111-18-2
N,N,N',N'-tetramethylhexamethylenediamine

: 106-94-5
propyl bromide

: 13112-74-8
N,N,N',N'-tetramethyl-N,N'-dipropyl-N,N'-hexanediyl-di-ammonium; dibromide

Conditions

Conditions	Yield
In acetonitrile at 20℃; Reflux;	87%
With ethanol

: 2009-83-8
6-chloro-1-hexanol

: 111-18-2
N,N,N',N'-tetramethylhexamethylenediamine

: N,N'-bis(6-hydroxyhexyl)-N,N,N',N'-tetramethyl-1,6-hexanediyldiammonium bromide dichloride

Conditions

Conditions	Yield
at 90℃; for 24h;	86%
In acetonitrile at 20℃; Reflux;	60.1%

N,N,N',N'-Tetramethyl-1,6-hexanediamine Chemical Properties

Molecular Formula: C₁₀H₂₄N₂
Molar mass: 172.31 g/mol
EINECS: 203-842-9
Density: 0.827 g/cm³
Flash Point: 73.9 °C
Index of Refraction: 1.449
Boiling Point: 209.5 °C at 760 mmHg
Vapour Pressure: 0.202 mmHg at 25°C
Melting point: -46 °C
Water solubility: Miscible
Appearance: Clear colorless to yellow liquid
Product categories: Miscellaneous;Amine Monomers;Tertiary Amines
Structure of N,N,N',N'-Tetramethyl-1,6-hexanediamine (111-18-2):

XLogP3-AA: 1.7
H-Bond Donor: 0
H-Bond Acceptor: 2
IUPAC Name: N,N,N',N'-tetramethylhexane-1,6-diamine
Canonical SMILES: CN(C)CCCCCCN(C)C
InChI: InChI=1S/C10H24N2/c1-11(2)9-7-5-6-8-10-12(3)4/h5-10H2,1-4H3
InChIKey: TXXWBTOATXBWDR-UHFFFAOYSA-N

N,N,N',N'-Tetramethyl-1,6-hexanediamine Toxicity Data With Reference

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
mouse	LD50	intravenous	141mg/kg (141mg/kg)		International Journal of Neuropharmacology. Vol. 8, Pg. 131, 1969.
rabbit	LD50	skin	492uL/kg (0.492mL/kg)	BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) GASTROINTESTINAL: OTHER CHANGES SKIN AND APPENDAGES (SKIN): "DERMATITIS, OTHER: AFTER SYSTEMIC EXPOSURE"	National Technical Information Service. Vol. OTS0536039,
rat	LCLo	inhalation	410mg/m3/4H (410mg/m3)	LUNGS, THORAX, OR RESPIRATION: DYSPNEA ENDOCRINE: CHANGES IN THYMUS WEIGHT BLOOD: CHANGES IN SPLEEN	National Technical Information Service. Vol. OTS0536940,
rat	LD50	oral	297uL/kg (0.297mL/kg)	BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) GASTROINTESTINAL: ULCERATION OR BLEEDING FROM STOMACH MUSCULOSKELETAL: OTHER CHANGES	National Technical Information Service. Vol. OTS0536039

N,N,N',N'-Tetramethyl-1,6-hexanediamine Consensus Reports

Reported in EPA TSCA Inventory.

N,N,N',N'-Tetramethyl-1,6-hexanediamine Safety Profile

Poison by intravenous route. When heated to decomposition it emits toxic vapors of NO_x.

Hazard Codes: T
Risk Statements:
22: Harmful if swallowed
24: Toxic in contact with skin
34: Causes burns
Safety Statements:
26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
36: Wear suitable protective clothing
37: Wear suitable gloves
39: Wear eye/face protection
45: In case of accident or if you feel unwell, seek medical advice immediately (show label where possible)

N,N,N',N'-Tetramethyl-1,6-hexanediamine Specification

N,N,N',N'-Tetramethyl-1,6-hexanediamine (111-18-2) also can be called Hexamethylenebis(dimethylamine) ; N,N,N',N`-Tetramethylhexanediamine ; 1,6-Bis(dimethylamino)hexane ; Toyocat MR ; Tetramethylhexamethylene diamine ; Koolizer 1 ; Minico TMHD .It is hazardous,so the first aid measures and others should be known.Such as: When on the skin: first,should flush skin with plenty of water immediatelyfor at least 15 minutes while removing contaminated clothing. Secondly,Get shoesmedical aid . Or in the eyes: Flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids.Then get medical aid soon.While ,it's Inhaled: Remove from exposure and move to fresh air immediately.Give artificial respiration while not breathing. When breathing is difficult, give oxygen. And as soon as to get medical aid. Then you have the ingesting of the product : Do not induce vomiting.Wash mouth out with water,and get medical aid immediately.
In addition, N,N,N',N'-Tetramethyl-1,6-hexanediamine (111-18-2) can be stable under normal temperature and pressure conditions.It is not compatible with strong oxidizing agents, acids, carbon dioxide, anhydrous acids, acid chlorides, and you must not take it with incompatible materials. And also prevent it to broken down into hazardous decomposition products: oxides of nitrogen, carbon dioxide, carbon monoxide.

Product Name

N,N,N',N'-Tetramethyl-1,6-hexanediamine

Synthetic route

N,N,N',N'-Tetramethyl-1,6-hexanediamine Chemical Properties

N,N,N',N'-Tetramethyl-1,6-hexanediamine Toxicity Data With Reference

N,N,N',N'-Tetramethyl-1,6-hexanediamine Consensus Reports

N,N,N',N'-Tetramethyl-1,6-hexanediamine Safety Profile

N,N,N',N'-Tetramethyl-1,6-hexanediamine Specification

Related Products

Hot Products