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

  • Name N,N,N',N'-Tetramethyl-1,6-hexanediamine
  • EINECS203-842-9
  • CAS No. 111-18-2
  • Density0.827 g/cm3
  • PSA6.48000
  • LogP1.67000
  • Solubilitymiscible with water
  • Melting Point-46 °C
  • FormulaC10H24N2
  • Boiling Point209.5 °C at 760 mmHg
  • Molecular Weight172.314
  • Flash Point73.9 °C
  • Transport InformationUN 3390 6.1/PG 1
  • Appearanceclear colorless to yellow liquid
  • Safety26-36/37/39-45
  • Risk Codes22-24-34
  • Molecular Structure
    Molecular Structure of 111-18-2 (N,N,N',N'-Tetramethyl-1,6-hexanediamine)
  • Hazard SymbolsToxicT
  • SynonymsToxicT
  • Article Data33

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

629-03-8

1 ,6-dibromohexane

124-40-3

dimethyl amine

111-18-2

N,N,N',N'-tetramethylhexamethylenediamine

Conditions
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
41%
124-09-4

1,6-Hexanediamine

50-00-0

formaldehyd

111-18-2

N,N,N',N'-tetramethylhexamethylenediamine

Conditions
ConditionsYield
With formic acid; water
104093-79-0

tetra-N-methyl-hex-3-ynediyldiamine

111-18-2

N,N,N',N'-tetramethylhexamethylenediamine

Conditions
ConditionsYield
With ethanol; nickel
104093-81-4

tetra-N-methyl-hex-2-ynediyldiamine

111-18-2

N,N,N',N'-tetramethylhexamethylenediamine

Conditions
ConditionsYield
With ethanol; nickel
3644-93-7

N,N,N',N'-tetramethyladipamide

111-18-2

N,N,N',N'-tetramethylhexamethylenediamine

Conditions
ConditionsYield
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
ConditionsYield
With ethanol
50-00-0

formaldehyd

1938-58-5

N,N-dimethyl-1,6-hexanediamine

111-18-2

N,N,N',N'-tetramethylhexamethylenediamine

Conditions
ConditionsYield
With formic acid

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 NOx.
 

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.

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