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3,3'-Iminobis(N,N-dimethylpropylamine)
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Name

3,3'-Iminobis(N,N-dimethylpropylamine)

 EINECS 229-761-9
CAS No. 6711-48-4 Density 0.841g/mLat25°C(lit.)
PSA 18.51000 LogP 0.87030
Solubility 425g/L at 20℃ Melting Point −78°C(lit.)
Formula C10H25 N3 Boiling Point 128-131°C20mmHg(lit.)
Molecular Weight 187.329 Flash Point 209°F
Transport Information N/A Appearance N/A
Safety Poison by skin contact. Moderately toxic by ingestion. A skin irritant. When heated to decomposition it emits toxic fumes of NOx. See also AMINES. Risk Codes 21/22-34;
Molecular Structure Molecular Structure of 6711-48-4 (3,3'-Iminobis(N,N-dimethylpropylamine)) Hazard Symbols C
Synonyms

1,3-Propanediamine,N'-[3-(dimethylamino)propyl]-N,N-dimethyl- (9CI); Dipropylamine, 3,3'-bis(dimethylamino)-(7CI,8CI); 1,1,9,9-Tetramethyl-1,5,9-triazanonane;2,10-Dimethyl-2,6,10-triazaundecane; 2,6,10-Triazaundecane, 2,10-dimethyl-;3,3'-Iminobis(N,N-dimethylpropylamine); 3'-Iminobis(N,N-dimethylpropylamine);Bis[3-(dimethylamino)propyl]amine; Jeffcat Z 130;N,N,N',N'-Tetramethyliminobispropylamine;N,N-Bis[3-(dimethylamino)propyl]amine;N-(3-Dimethylaminopropyl)-N',N'-dimethylpropane-1,3-diamine; NSC 129937;N'-[3-(Dimethylamino)propyl]-N,N-dimethyl-1,3-propanediamine; Polycat 15;Polycat 70/15; Polycat 9; Tetramethyldipropylenetriamine; Z 130

Article Data 17

3,3'-Iminobis(N,N-dimethylpropylamine) Synthetic route

5350-67-4

α-(dimethylamino)-propionitrile

A

propylamine

propylamine

B

110-95-2

N,N,N'N'-tetramethyl-1,3-propanediamine

C

109-55-7

1-amino-3-(dimethylamino)propane

D

6711-48-4

N,N-bis-(3-dimethylaminopropyl)amine

Conditions
ConditionsYield
With caustic; hydrogen; nickel catalyst Degussa MC502 In water at 90℃; under 5932.2 Torr; for 0.45h; Product distribution / selectivity;A n/a
B n/a
C 99.98%
D n/a
109-55-7

1-amino-3-(dimethylamino)propane

1738-25-6

3-dimethylaminopropiononitrile

6711-48-4

N,N-bis-(3-dimethylaminopropyl)amine

Conditions
ConditionsYield
With Cu-Cr2O3-CoO/γ-Al2O3; hydrogen In toluene at 100℃; under 7500.75 Torr; Reagent/catalyst;75.6%
With Pd/γ-Al2O3; hydrogen In toluene at 80℃; under 30003 Torr; for 4h; Reagent/catalyst; Solvent; Autoclave;87.9 %Chromat.
With hydrogen at 90 - 110℃; under 37503.8 - 45004.5 Torr; for 3h; Reagent/catalyst; Autoclave;745 g
64300-00-1

N,N-bis-(3-dimethylamino-propyl)-benzenesulfonamide

6711-48-4

N,N-bis-(3-dimethylaminopropyl)amine

Conditions
ConditionsYield
(i) ClSO3H, (ii) aq. NaOH; Multistep reaction;
1738-25-6

3-dimethylaminopropiononitrile

6711-48-4

N,N-bis-(3-dimethylaminopropyl)amine

Conditions
ConditionsYield
With hydrogen; rhodium on alumina In methanol
With hydrogen; Rh on carbon In ethanol under 2574.3 Torr;
1738-25-6

3-dimethylaminopropiononitrile

A

6711-48-4

N,N-bis-(3-dimethylaminopropyl)amine

B

3-amino-1-dimethylamine-propane

3-amino-1-dimethylamine-propane

Conditions
ConditionsYield
With sodium; butan-1-ol Reduktion;
1738-25-6

3-dimethylaminopropiononitrile

71-36-3

butan-1-ol

sodium

sodium

A

109-55-7

1-amino-3-(dimethylamino)propane

B

6711-48-4

N,N-bis-(3-dimethylaminopropyl)amine

109-54-6

3-(Dimethylamino)propyl chloride

(+-)-2-aminomethyl-1-methyl-pyrrolidine

(+-)-2-aminomethyl-1-methyl-pyrrolidine

A

6711-48-4

N,N-bis-(3-dimethylaminopropyl)amine

B

3-amino-1-dimethylamine-propane

3-amino-1-dimethylamine-propane

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: dimethylformamide
2: (i) ClSO3H, (ii) aq. NaOH
View Scheme
109-55-7

1-amino-3-(dimethylamino)propane

6711-48-4

N,N-bis-(3-dimethylaminopropyl)amine

Conditions
ConditionsYield
With hydrogen at 140℃; under 22502.3 Torr;
With hydrogen; DE-A19 53 263 catalyst at 140℃; under 7500.75 - 60006 Torr; Conversion of starting material;
With hydrogen at 140℃; under 22502.3 Torr;
5350-67-4

α-(dimethylamino)-propionitrile

A

109-55-7

1-amino-3-(dimethylamino)propane

B

6711-48-4

N,N-bis-(3-dimethylaminopropyl)amine

Conditions
ConditionsYield
With sodium hydroxide; hydrogen; nickel catalyst Degussa MC502 In water at 90℃; under 5688.78 Torr; Product distribution / selectivity;
With lithium hydroxide; hydrogen; nickel catalyst Degussa MC502 In water at 90℃; under 25858.1 Torr; Product distribution / selectivity;
With potassium hydroxide; hydrogen; nickel catalyst Degussa MC502 In water at 90℃; under 5171.62 Torr; Product distribution / selectivity;
109-55-7

1-amino-3-(dimethylamino)propane

A

33329-35-0

N,N-bis[3-(dimethylamino)propyl]-N',N'-dimethylpropane-1,3-diamine

B

6711-48-4

N,N-bis-(3-dimethylaminopropyl)amine

Conditions
ConditionsYield
With hydrogen at 100 - 200℃; under 0 - 15001.5 Torr; Product distribution / selectivity;
With Pd/γ-Al2O3; hydrogen In toluene at 80℃; under 30003 Torr; for 4h; Autoclave;A 67 %Chromat.
B 10.9 %Chromat.

3,3'-Iminobis(N,N-dimethylpropylamine) Chemical Properties

N,N,N′,N′-TETRAMETHYL-DIPROPYLENE-TRIAMINE's Molecular formula: C10H25N3
N,N,N′,N′-TETRAMETHYL-DIPROPYLENE-TRIAMINE's Molar mass: 187.33
EINECS: 229-761-9
Flash point: 209 °F
Melting point: -78 °C(lit.)
Boiling point: 128-131 °C 20 mm Hg(lit.)
refractive index: n20/D 1.449(lit.) 
Synonyms: N,N,N’,N’—tetramethyldipropylenetriamine; N,N-BIS-(3-DIMETHYLAMINOPROPYL)AMINE; 2,6,10-Triazaundecane, 2,10-dimethyl-; 3-Propanediamine,N’-[3-(dimethylamino)propyl]-N,N-dimethyl-1; Bis(3-dimethylamino-1-propyl)amine; Bis-(dimethylaminopropyl)amine; Dipropylamine, 3,3'-bis(dimethylamino)-; Dipropylenetriamine, N,N,N',N'-tetramethyl-; N'-(3-(Dimethylamino)propyl)-N,N-dimethyl-1,3-propanediamine

3,3'-Iminobis(N,N-dimethylpropylamine) Toxicity Data With Reference

1.   

skn-rbt 100 µg/24H open

   AIHAAP    American Industrial Hygiene Association Journal. 23 (1962),95.
2.   

orl-rat LD50:1620 mg/kg

   AIHAAP    American Industrial Hygiene Association Journal. 23 (1962),95.
3.   

skn-rbt LD50:310 mg/kg

   AIHAAP    American Industrial Hygiene Association Journal. 23 (1962),95.
4.   RTECS  JM1925000

3,3'-Iminobis(N,N-dimethylpropylamine) Consensus Reports

Reported in EPA TSCA Inventory.

3,3'-Iminobis(N,N-dimethylpropylamine) Safety Profile

Poison by skin contact. Moderately toxic by ingestion. A skin irritant. When heated to decomposition it emits toxic fumes of NOx. See also AMINES.
Hazard Codes  C
Risk Statements  21/22-34
Safety Statements  26-36/37/39-45
RIDADR  UN 2922 8/PG 3
WGK Germany  1
HazardClass  8
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