Product Name

  • Name

    2,4-Bis(isopropylamino)-6-chloro-1,3,5-triazine

  • EINECS 205-359-9
  • CAS No. 139-40-2
  • Article Data16
  • CAS DataBase
  • Density 1.162
  • Solubility 8.6mg/L(22 oC)
  • Melting Point 212-214 ºC
  • Formula C9H16 Cl N5
  • Boiling Point 373.1 °C at 760 mmHg
  • Molecular Weight 229.713
  • Flash Point 179.4 °C
  • Transport Information UN 3077
  • Appearance Colorless powder.
  • Safety 36/37-60-61-45-24-16-7
  • Risk Codes R40;R50/53   
  • Molecular Structure Molecular Structure of 139-40-2 (2,4-Bis(isopropylamino)-6-chloro-1,3,5-triazine)
  • Hazard Symbols
  • Synonyms 1,3,5-Triazine-2,4-diamine,6-chloro-N,N'-bis(1-methylethyl)- (9CI); s-Triazine, 2-chloro-4,6-bis(isopropylamino)-(6CI,8CI); 2,4-Bis(isopropylamino)-6-chloro-s-triazine;2,4-Bis[(1-methylethyl)amino]-6-chloro-s-triazine;2-Chloro-4,6-bis(isopropylamino)-1,3,5-triazine;2-Chloro-4,6-bis(isopropylamino)-s-triazine;2-Chloro-4-isopropylamino-6-isopropylamino-s-triazine; Atradex; G 30028; Geigy30,028; Gesamil; Milogard; NSC 26002; Plantulin; Primatol P; Propasin;Propazin; Propazine; Propazine (herbicide); Prozinex;s-Bis(isopropylamino)chlorotriazine
  • PSA 62.73000
  • LogP 2.31160

Synthetic route

1,3,5-trichloro-2,4,6-triazine
108-77-0

1,3,5-trichloro-2,4,6-triazine

isopropylamine
75-31-0

isopropylamine

propazine
139-40-2

propazine

Conditions
ConditionsYield
With sodium hydroxide In water; toluene at 5 - 50℃;98.8%
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 20℃; for 72h;22.2 g
2,4-dichloro-6-isopropylamino-1,3,5-triazine
3703-10-4

2,4-dichloro-6-isopropylamino-1,3,5-triazine

isopropylamine
75-31-0

isopropylamine

propazine
139-40-2

propazine

Conditions
ConditionsYield
With sodium hydroxide
dimethyl amine
124-40-3

dimethyl amine

propazine
139-40-2

propazine

2,4-Bisisopropylamino-6-dimethylamino-1,3,5-triazin
74150-98-4

2,4-Bisisopropylamino-6-dimethylamino-1,3,5-triazin

Conditions
ConditionsYield
With water; sodium carbonate for 1.5h; Heating;100%
carbonic acid dimethyl ester
616-38-6

carbonic acid dimethyl ester

propazine
139-40-2

propazine

2-methylthio-4,6-bis(isopropylamino)-s-triazine
7287-19-6

2-methylthio-4,6-bis(isopropylamino)-s-triazine

Conditions
ConditionsYield
With potassium tert-butylate; palladium diacetate; triphenylphosphine; potassium thioacetate In dimethyl sulfoxide at 120℃; Inert atmosphere;91%
With potassium tert-butylate; palladium diacetate; triphenylphosphine; potassium thioacetate In dimethyl sulfoxide at 120℃; Schlenk technique; Inert atmosphere;91%
monoacetylaminoethylamine
1001-53-2

monoacetylaminoethylamine

propazine
139-40-2

propazine

N-(2-((4,6-bis(isopropylamino)-1,3,5-triazine-2-yl)amino)ethyl)acetamide

N-(2-((4,6-bis(isopropylamino)-1,3,5-triazine-2-yl)amino)ethyl)acetamide

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran for 24h; Reflux;85%
4-fluoroaniline
371-40-4

4-fluoroaniline

propazine
139-40-2

propazine

4,6-Di(isopropylamino)-6-(4-fluoranilino)-1,3,5-triazin
92887-87-1

4,6-Di(isopropylamino)-6-(4-fluoranilino)-1,3,5-triazin

Conditions
ConditionsYield
In N,N-dimethyl-formamide for 72h; Ambient temperature;78%
ethanolamine
141-43-5

ethanolamine

propazine
139-40-2

propazine

2-(4,6-Bis-isopropylamino-[1,3,5]triazin-2-ylamino)-ethanol
125101-22-6

2-(4,6-Bis-isopropylamino-[1,3,5]triazin-2-ylamino)-ethanol

Conditions
ConditionsYield
With sodium methylate76%
aniline
62-53-3

aniline

propazine
139-40-2

propazine

2-Anilino-4,6-di(isopropylamino)-1,3,5-triazin
92887-84-8

2-Anilino-4,6-di(isopropylamino)-1,3,5-triazin

Conditions
ConditionsYield
In acetone at 45℃; for 48h;66%
N,N-dimethyl-formamide
68-12-2, 33513-42-7

N,N-dimethyl-formamide

propazine
139-40-2

propazine

A

2,4-Bisisopropylamino-6-dimethylamino-1,3,5-triazin
74150-98-4

2,4-Bisisopropylamino-6-dimethylamino-1,3,5-triazin

B

2-cyanamino-4,6-bisisopropylamino-sym-triazine
53736-41-7

2-cyanamino-4,6-bisisopropylamino-sym-triazine

Conditions
ConditionsYield
With disodium cyanamide In water at 135℃; for 0.5h;A 65%
B 11%
disodium cyanamide
20611-81-8

disodium cyanamide

propazine
139-40-2

propazine

A

2,4-Bisisopropylamino-6-dimethylamino-1,3,5-triazin
74150-98-4

2,4-Bisisopropylamino-6-dimethylamino-1,3,5-triazin

B

2-cyanamino-4,6-bisisopropylamino-sym-triazine
53736-41-7

2-cyanamino-4,6-bisisopropylamino-sym-triazine

Conditions
ConditionsYield
In water; N,N-dimethyl-formamide at 135℃; for 0.5h;A 65%
B 11%
disodium cyanamide
20611-81-8

disodium cyanamide

propazine
139-40-2

propazine

2-cyanamino-4,6-bisisopropylamino-sym-triazine
53736-41-7

2-cyanamino-4,6-bisisopropylamino-sym-triazine

Conditions
ConditionsYield
In water; dimethyl sulfoxide at 140℃; for 0.5h;64%
meta-fluoroaniline
372-19-0

meta-fluoroaniline

propazine
139-40-2

propazine

4,6-Di(isopropylamino)-6-(3-fluoranilino)-1,3,5-triazin
92887-86-0

4,6-Di(isopropylamino)-6-(3-fluoranilino)-1,3,5-triazin

Conditions
ConditionsYield
In tetrahydrofuran for 48h; Heating;63%
2-Fluoroaniline
348-54-9

2-Fluoroaniline

propazine
139-40-2

propazine

4,6-Di(isopropylamino)-6-(2-fluoranilino)-1,3,5-triazin
92887-85-9

4,6-Di(isopropylamino)-6-(2-fluoranilino)-1,3,5-triazin

Conditions
ConditionsYield
With copper at 150 - 200℃;58%
(R)-thiolactic acid
33178-96-0

(R)-thiolactic acid

propazine
139-40-2

propazine

C12H21N5O2S

C12H21N5O2S

Conditions
ConditionsYield
In acetonitrile at 20℃; for 3h; Alkaline conditions;51%
propazine
139-40-2

propazine

3-mercaptopropionic acid
107-96-0

3-mercaptopropionic acid

C12H21N5O2S

C12H21N5O2S

Conditions
ConditionsYield
In acetonitrile at 20℃; for 3h; Alkaline conditions;8.8%
propazine
139-40-2

propazine

6-fluoro-N,N'-diisopropyl-[1,3,5]triazine-2,4-diamine
2711-02-6

6-fluoro-N,N'-diisopropyl-[1,3,5]triazine-2,4-diamine

Conditions
ConditionsYield
With potassium fluoride; perhydrodibenzo-18-crown-6 at 140℃; for 4h;
propazine
139-40-2

propazine

2-methylthio-4,6-bis(isopropylamino)-s-triazine
7287-19-6

2-methylthio-4,6-bis(isopropylamino)-s-triazine

propazine
139-40-2

propazine

2,4-diamino-1,3,5-triazine
504-08-5

2,4-diamino-1,3,5-triazine

Conditions
ConditionsYield
With iron In phosphate buffer at 22℃; pH=6.6; Kinetics; Dehalogenation; dealkylation;
methanol
67-56-1

methanol

propazine
139-40-2

propazine

prometon
1610-18-0

prometon

Conditions
ConditionsYield
With polymer (2-sulfoethyl methacrylate - methacrylic acid, In chloroform at 25℃; for 24h;
4-Aminomethylpiperidine
7144-05-0

4-Aminomethylpiperidine

propazine
139-40-2

propazine

6-(4-(aminomethyl)piperidin-1-yl)-N2,N4-diisopropyl-1,3,5-triazine-2,4-diamine

6-(4-(aminomethyl)piperidin-1-yl)-N2,N4-diisopropyl-1,3,5-triazine-2,4-diamine

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 20℃; for 24h;27 g
L-Cysteine
52-90-4

L-Cysteine

propazine
139-40-2

propazine

C12H22N6O2S

C12H22N6O2S

Conditions
ConditionsYield
In acetonitrile at 20℃; for 3h; Alkaline conditions;
L-homocysteine
6027-13-0

L-homocysteine

propazine
139-40-2

propazine

C13H24N6O2S

C13H24N6O2S

Conditions
ConditionsYield
In acetonitrile at 20℃; for 3h; Alkaline conditions;
ethylenediamine
107-15-3

ethylenediamine

propazine
139-40-2

propazine

N2-(2-aminoethyl)-N4,N6-diisopropyl-1,3,5-triazine-2,4,6-triamine

N2-(2-aminoethyl)-N4,N6-diisopropyl-1,3,5-triazine-2,4,6-triamine

Conditions
ConditionsYield
at 120℃; for 24h;
propazine
139-40-2

propazine

N2,N4-diisopropyl-N6-(2-((pyridin-2-ylmethyl)amino)ethyl)-1,3,5-triazine-2,4,6-triamine

N2,N4-diisopropyl-N6-(2-((pyridin-2-ylmethyl)amino)ethyl)-1,3,5-triazine-2,4,6-triamine

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 24 h / 120 °C
2: methanol / 6 h / 20 °C
3: sodium tetrahydroborate / methanol / 36.5 h / 20 - 75 °C
View Scheme
propazine
139-40-2

propazine

C24H33N9O

C24H33N9O

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 24 h / 120 °C
2: 24 h / 20 °C
View Scheme
propazine
139-40-2

propazine

N2,N4-diisopropyl-6-(2-( pyridin-2-yl)-3-(pyridin-2-ylmethyl)imidazolidin-1-yl)-1,3,5-triazine-2,4-diamine

N2,N4-diisopropyl-6-(2-( pyridin-2-yl)-3-(pyridin-2-ylmethyl)imidazolidin-1-yl)-1,3,5-triazine-2,4-diamine

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 24 h / 120 °C
2: methanol / 6 h / 20 °C
3: sodium tetrahydroborate / methanol / 36.5 h / 20 - 75 °C
4: sodium tetrahydroborate / methanol / 15 h / 20 - 75 °C
View Scheme
MCPA
94-74-6

MCPA

propazine
139-40-2

propazine

2-methyl,4-chlorophenoxyacetic acid propazine

2-methyl,4-chlorophenoxyacetic acid propazine

Conditions
ConditionsYield
In n-heptane at 50℃;

PROPAZINE Chemical Properties

MF: C9H16ClN5
MW: 229.71
Density: 1.162
EINECS: 205-359-9
Melting Point: 212-214°C
Flash Point: 179.4 °C
Storage temp: APPROX 4°C 
Index of Refraction: 1.59
Appearance: Colorless powder.
Solubility in water: 5 mg/L   
Enthalpy of Vaporization: 62.03 kJ/mol 
Boiling Point: 373.1 °C at 760 mmHg 
Vapour Pressure: 9.19E-06 mmHg at 25°C 
IUPAC Name: 6-chloro-2-N,4-N-di(propan-2-yl)-1,3,5-triazine-2,4-
diamine
Synonyms: G-30028 ; Gesamil(R) ; Chembrdg-BB 5348952 ; 6-Chloro-N,N'-bis(1-methylethyl)-1,3,5-triazine-2,4-diamine ; 2-Chloro-4,6-bis(isopropylamino)-1,3,5-triazine ; 2-Chloro-4,6-bis(Iisopropylamino)-S-triazine ; 2-Chloro-4,6-bis(ispropylamino)-S-triazine ; 2,4-Bis(isopropylamino)-6-chloro-1,3,5-triazine
Following is the molecular structure of Propazine (139-40-2):

 

PROPAZINE Uses

Propazine (139-40-2)is used as Herbicide.

PROPAZINE Toxicity Data With Reference

1.    

eye-rbt 400 mg open

    CIGET*    Ciba-Geigy Toxicology Data/Indexes, 1977 .(Ciba-Geigy Corp.,Ardsley, NY.: )1977.
2.    

orl-gpg LD50:1200 mg/kg

    85GMAT    Toxicometric Parameters of Industrial Toxic Chemicals Under Single Exposure Izmerov, N.F., et al.,Moscow, USSR.: Centre of International Projects, GKNT,1982,35.
3.    

orl-mus LD50:3180 mg/kg

    85GMAT    Toxicometric Parameters of Industrial Toxic Chemicals Under Single Exposure Izmerov, N.F., et al.,Moscow, USSR.: Centre of International Projects, GKNT,1982,35.

PROPAZINE Safety Profile

Moderately toxic by ingestion. Moderate eye irritation. Questionable carcinogen with experimental tumorigenic data. When heated to decomposition it emits toxic fumes of NOx and Cl.
Safety Information of Propazine (139-40-2):
Hazard Codes: Xn;N,N,Xn,T,F
Xn: Harmful N: Dangerous for the environment
T: Toxic  F: Highly Flammable
Risk Statements: 40-50/53-39/23/24/25-23/24/25-11
40: Limited evidence of a carcinogenic effect 
50/53: Very Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment 
39/23/24/25: Toxic: danger of very serious irreversible effects through inhalation, in contact with skin and if swallowed 
23/24/25: Toxic by inhalation, in contact with skin and if swallowed 
11: Highly Flammable  
Safety Statements: 36/37-60-61-45-24-16-7
36/37: Wear suitable protective clothing and gloves 
60: This material and/or its container must be disposed of as hazardous waste 
61: Avoid release to the environment. Refer to special instructions safety data sheet 
45: In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) 
24: Avoid contact with skin 
16: Keep away from sources of ignition - No smoking 
7: Keep container tightly closed 
RIDADR: UN 3077
RTECS: XY5300000
 

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