Product Name

  • Name

    Paraquat dichloride

  • EINECS 217-615-7
  • CAS No. 1910-42-5
  • Article Data36
  • CAS DataBase
  • Density 1.25
  • Solubility soluble in water
  • Melting Point > 300 °C(lit.)
  • Formula C12H14Cl2N2
  • Boiling Point 175oC
  • Molecular Weight 257.163
  • Flash Point
  • Transport Information UN 2811 6.1/PG 1
  • Appearance off-white powder
  • Safety 22-28-36/37/39-45-60-61-28A
  • Risk Codes 24/25-26-36/37/38-48/25-50/53
  • Molecular Structure Molecular Structure of 1910-42-5 (Paraquat dichloride)
  • Hazard Symbols VeryT+,DangerousN
  • Synonyms 1,1'-Dimethyl-4,4'-bipyridiniumdichloride (6CI,7CI);1,1'-Dimethyl-4,4'-dipyridinium dichloride;AH 501;AH 501 (herbicide);Cekuquat;Cyclone Max;Dimethylviologen chloride;Galokson;Gramixel;Gramoxone;Gramoxone D;Gramoxone Max;Gramoxone S;N,N'-Dimethyl-4,4'-bipyridinium dichloride;OK 622;4,4'-Bipyridinium,1,1'-dimethyl-, chloride (1:2);
  • PSA 7.76000
  • LogP -4.98940

Synthetic route

methyl vilogen diiodide
1983-60-4

methyl vilogen diiodide

paraquat dichloride
1910-42-5

paraquat dichloride

Conditions
ConditionsYield
With silver(I) chloride In water95%
With Amberlite IRA-400
4,4'-bipyridine
553-26-4

4,4'-bipyridine

chloroacetic acid
79-11-8

chloroacetic acid

paraquat dichloride
1910-42-5

paraquat dichloride

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 140℃; for 24h;94%
at 140℃; for 4h;2.43 g
4,4'-bipyridine
553-26-4

4,4'-bipyridine

methyl iodide
74-88-4

methyl iodide

paraquat dichloride
1910-42-5

paraquat dichloride

Conditions
ConditionsYield
In acetonitrile at 60℃; for 12h;92.3%
4,4'-bipyridine
553-26-4

4,4'-bipyridine

dimethyl sulfate
77-78-1

dimethyl sulfate

paraquat dichloride
1910-42-5

paraquat dichloride

4,4'-bipyridine
553-26-4

4,4'-bipyridine

methylene chloride
74-87-3

methylene chloride

paraquat dichloride
1910-42-5

paraquat dichloride

Conditions
ConditionsYield
In water at 130℃; for 8h;
at 20℃; for 1h;
methyl viologen cation radical
26985-31-9

methyl viologen cation radical

paraquat dichloride
1910-42-5

paraquat dichloride

Conditions
ConditionsYield
With ruthenium(III) In water Rate constant;
With water; titanium(IV) oxide; isopropyl alcohol Equilibrium constant; Irradiation;
methyl viologen radical cation chloride
1910-42-5, 79028-21-0

methyl viologen radical cation chloride

nitrobenzene
98-95-3

nitrobenzene

A

nitrobenzene radical anion
98-95-3, 12169-65-2

nitrobenzene radical anion

B

paraquat dichloride
1910-42-5

paraquat dichloride

Conditions
ConditionsYield
With isopropyl alcohol In water at 23℃; Equilibrium constant; Mechanism; Rate constant; Irradiation; pulse radiolytic study, effect of pH;
4-cyano-1-methylpyridinium chloride
45709-30-6

4-cyano-1-methylpyridinium chloride

paraquat dichloride
1910-42-5

paraquat dichloride

Conditions
ConditionsYield
With sodium hydrogencarbonate; titanium(IV) oxide In ethanol Irradiation;
cucurbit[7]uril methylviologen dichloride 1:1 inclusion complex

cucurbit[7]uril methylviologen dichloride 1:1 inclusion complex

A

paraquat dichloride
1910-42-5

paraquat dichloride

B

cucurbituril
259886-50-5

cucurbituril

Conditions
ConditionsYield
With Tris buffer; sodium chloride In water at 25℃; pH=7.2; Equilibrium constant; Further Variations:; Reagents;
4,4'-bipyridine
553-26-4

4,4'-bipyridine

paraquat dichloride
1910-42-5

paraquat dichloride

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 71 percent / dimethylformamide / 1.) in an ice bath, 1 h, 2.) RT, 24 h
2: Amberlite IRA-400
View Scheme
4-iodopyridine
15854-87-2

4-iodopyridine

4-pyridylboronic acid
1692-15-5

4-pyridylboronic acid

paraquat dichloride
1910-42-5

paraquat dichloride

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: sodium carbonate; potassium carbonate / toluene / 6 h / 80 °C / Inert atmosphere
2: 1 h / 20 °C
View Scheme
pyridin-4-yl trifluoromethanesulfonate
154446-99-8

pyridin-4-yl trifluoromethanesulfonate

4-pyridylboronic acid
1692-15-5

4-pyridylboronic acid

paraquat dichloride
1910-42-5

paraquat dichloride

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: bis-triphenylphosphine-palladium(II) chloride; potassium carbonate / toluene / 6 h / 80 °C / Inert atmosphere
2: 1 h / 20 °C
View Scheme
4-bromopyridin
1120-87-2

4-bromopyridin

4-pyridylboronic acid
1692-15-5

4-pyridylboronic acid

paraquat dichloride
1910-42-5

paraquat dichloride

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: potassium carbonate; palladium diacetate / toluene / 6 h / 80 °C / Inert atmosphere
2: 1 h / 20 °C
View Scheme
methyl viologen radical cation chloride
1910-42-5, 79028-21-0

methyl viologen radical cation chloride

paraquat dichloride
1910-42-5

paraquat dichloride

Conditions
ConditionsYield
With choline chloride; urea
hydrogen dicarbollylcobaltate
60824-44-4

hydrogen dicarbollylcobaltate

paraquat dichloride
1910-42-5

paraquat dichloride

2C4H22B18Co(1-)*C12H14N2(2+)

2C4H22B18Co(1-)*C12H14N2(2+)

Conditions
ConditionsYield
In water100%
2,6-Dihydroxynaphthalene
581-43-1

2,6-Dihydroxynaphthalene

paraquat dichloride
1910-42-5

paraquat dichloride

cucurbit[8]uril sulfate

cucurbit[8]uril sulfate

C48H48N32O16*C12H14N2(2+)*C10H8O2*O4S(2-)

C48H48N32O16*C12H14N2(2+)*C10H8O2*O4S(2-)

Conditions
ConditionsYield
In water for 72h;96%
paraquat dichloride
1910-42-5

paraquat dichloride

cadmium(II) bromide

cadmium(II) bromide

(CH3NC5H4)2(2+)*CdBr2Cl2(2-)=(CH3NC5H4)2(CdBr2Cl2)
96528-49-3

(CH3NC5H4)2(2+)*CdBr2Cl2(2-)=(CH3NC5H4)2(CdBr2Cl2)

Conditions
ConditionsYield
In not given elem. anal.;95%
sodium hexachloroplatinate(IV) hexahydrate

sodium hexachloroplatinate(IV) hexahydrate

carbon monoxide
201230-82-2

carbon monoxide

paraquat dichloride
1910-42-5

paraquat dichloride

(CH3NC5H4)2(2+)*Pt12(CO)24(2-)=[(CH3NC5H4)2][Pt12(CO)24]

(CH3NC5H4)2(2+)*Pt12(CO)24(2-)=[(CH3NC5H4)2][Pt12(CO)24]

Conditions
ConditionsYield
With sodium acetate In methanol Pt complex was added with stirring to soln. of CH3COONa in methanol under CO; after 24 h soln. of methylviologen in methanol was added; mixt. was stirred for 1 h; filtered; washed (methanol); dried (vac.); elem. anal.;94%
paraquat dichloride
1910-42-5

paraquat dichloride

N,N'-dimethyl-4,4'-bipyridinium dihexafluorophosphate
67994-95-0

N,N'-dimethyl-4,4'-bipyridinium dihexafluorophosphate

Conditions
ConditionsYield
With ammonium hexafluorophosphate In water at 20℃; for 0.5h;93%
With potassium hexafluorophosphate In water at 20℃; for 2h;64%
With ammonium hexafluorophosphate In water
tin (IV) chloride pentahydrate

tin (IV) chloride pentahydrate

paraquat dichloride
1910-42-5

paraquat dichloride

(CH3NC5H4)2(2+)*SnCl6(2-)*H2O=(CH3NC5H4)2(SnCl6)*H2O

(CH3NC5H4)2(2+)*SnCl6(2-)*H2O=(CH3NC5H4)2(SnCl6)*H2O

Conditions
ConditionsYield
In methanol paraquat dichloride in methanol added to a stirred soln. of SnCl4*5H2O in methanol and stirred for 15 min;; ppt. filtered, dried in air and recrystd. from MeOH/H2O (1:1) mixt.; elem. anal.;;90%
methanol
67-56-1

methanol

manganese(II) nitrate

manganese(II) nitrate

4Na(1+)*[Re6Se8(CN)6](4-) = Na4[Re6Se8(CN)6]

4Na(1+)*[Re6Se8(CN)6](4-) = Na4[Re6Se8(CN)6]

paraquat dichloride
1910-42-5

paraquat dichloride

[1,1'-dimethyl-4,4'-bipyridilium][Mn(methanol)2(Re6Se8(CN)6)]

[1,1'-dimethyl-4,4'-bipyridilium][Mn(methanol)2(Re6Se8(CN)6)]

Conditions
ConditionsYield
In methanol; water Mn(NO3)2 (1 mmol) and methyl viologen dichloride (1 mmol) dissolved in H2O; stirred (30 min); soln. of Na4Re6Se8(CN)6 in methanol added; stirredovernight (room temp.); ppt. collected by filtration; washed with H2O; dried in air; elem. anal.;90%
paraquat dichloride
1910-42-5

paraquat dichloride

cucurbit[8]uril sulfate

cucurbit[8]uril sulfate

2-[2-(2-{2-[2-([2,2']bi[[1,3]dithiolylidene]-4-ylmethoxy)-ethoxy]-ethoxy}-ethoxy)-ethoxy]-ethanol

2-[2-(2-{2-[2-([2,2']bi[[1,3]dithiolylidene]-4-ylmethoxy)-ethoxy]-ethoxy}-ethoxy)-ethoxy]-ethanol

C12H14N2(2+)*C17H26O6S4*C48H48N32O16*2Cl(1-)*H2O4S

C12H14N2(2+)*C17H26O6S4*C48H48N32O16*2Cl(1-)*H2O4S

Conditions
ConditionsYield
In water for 0.5h; Inert atmosphere; Heating;89%
bis(η6-1,3,5-trimethylbenzene)niobium(0)
68088-96-0

bis(η6-1,3,5-trimethylbenzene)niobium(0)

paraquat dichloride
1910-42-5

paraquat dichloride

Nb(C9H12)2Cl
139130-82-8

Nb(C9H12)2Cl

Conditions
ConditionsYield
In toluene N2 or Ar atmosphere; stirring (room temp., 5 h); filtration, partial evapn., pptn. by addn. of heptane, filtration, drying (vac., room temp.); elem. anal.;87%
chlorotriethylstannane
994-31-0

chlorotriethylstannane

paraquat dichloride
1910-42-5

paraquat dichloride

potassium tetracyanocuprate (I)

potassium tetracyanocuprate (I)

2Cu(1+)*3C2H5(1-)*Sn(4+)*0.5C10H8N2(CH3)2(2+)*4CN(1-)*H2O=(C10H8N2(CH3)2)0.5((C2H5)3Sn)Cu2(CN)4*H2O

2Cu(1+)*3C2H5(1-)*Sn(4+)*0.5C10H8N2(CH3)2(2+)*4CN(1-)*H2O=(C10H8N2(CH3)2)0.5((C2H5)3Sn)Cu2(CN)4*H2O

Conditions
ConditionsYield
With sodium hydroxide In water; acetone N2-atmosphere; slow addn. of Cu-complex (in H2O) to 1.5 equiv. of bipyridinium salt (in H2O), evapn., dissoln. in H2O/NaOH, addn. of 2 equiv. ofSn-compd. (in Me2CO, pptn.); filtration, washing (H2O/Me2CO), drying (vac., overnight); elem. anal.;87%
paraquat dichloride
1910-42-5

paraquat dichloride

1,1'-dimethyl-4,4'-bipiperidine
15591-62-5

1,1'-dimethyl-4,4'-bipiperidine

Conditions
ConditionsYield
With hydrogen; rhodium In water under 760 Torr; for 5h; Product distribution; Ambient temperature; variation of catalyst, supports, reaction time;85%
paraquat dichloride
1910-42-5

paraquat dichloride

1,1'-dimethyl-1,1'-dihydro-4,4'-bipyridyl
25128-26-1

1,1'-dimethyl-1,1'-dihydro-4,4'-bipyridyl

Conditions
ConditionsYield
With ammonium hydroxide; sodium hydroxide; sodium dithionite for 2h;83%
With magnesium In acetonitrile for 48h; Ambient temperature; Yield given;
controlled potential bulk electrolysis; Hg/SCE electrodes, -1.3 V;
With cesium anthracene In benzene at 60℃; for 2h;
paraquat dichloride
1910-42-5

paraquat dichloride

tin(ll) chloride

tin(ll) chloride

(CH3NC5H4)2(2+)*2SnCl3(1-)=(CH3NC5H4)2(SnCl3)2

(CH3NC5H4)2(2+)*2SnCl3(1-)=(CH3NC5H4)2(SnCl3)2

Conditions
ConditionsYield
With HCl In methanol to SnCl2 in degassed MeOH/HCl under inert atm. paraquat dichloride is added and stirred for 30 min;; ppt. filtered under N2 and dried in vacuo; elem. anal.;;82%
paraquat dichloride
1910-42-5

paraquat dichloride

stannic bromide
7789-67-5

stannic bromide

(CH3NC5H4)2(2+)*SnBr4Cl2(2-)=(CH3NC5H4)2(SnBr4Cl2)
97225-80-4

(CH3NC5H4)2(2+)*SnBr4Cl2(2-)=(CH3NC5H4)2(SnBr4Cl2)

Conditions
ConditionsYield
In methanol paraquat dichloride in methanol added to SnBr4 in methanol and stirred for 15 min;; ppt. filtered, dried in air and recrystd. from MeOH/H2O (1:1) mixt.; elem. anal.;;76%
nickel(II) chloride hexahydrate

nickel(II) chloride hexahydrate

potassium thioacyanate
333-20-0

potassium thioacyanate

paraquat dichloride
1910-42-5

paraquat dichloride

((1,1'-dimethyl-4,4'-bipyridinium)2[Ni(SCN)5]Cl*2H2O)n

((1,1'-dimethyl-4,4'-bipyridinium)2[Ni(SCN)5]Cl*2H2O)n

Conditions
ConditionsYield
In water methylviologen dichloride (0.2 mmol), KSCN (0.5 mmol) and NiCl2*6H2O (0.1 mmol) dissolved in water; soln. filtered, filtrate slowly evapd. at room temp.; crystals obtained after 7 d; elem. anal.;67.9%
Trichlorbutylstannan
1118-46-3

Trichlorbutylstannan

paraquat dichloride
1910-42-5

paraquat dichloride

(CH3NC5H4)2(2+)*C4H9SnCl5(2-)*2H2O=(CH3NC5H4)2(C4H9SnCl5)*2H2O

(CH3NC5H4)2(2+)*C4H9SnCl5(2-)*2H2O=(CH3NC5H4)2(C4H9SnCl5)*2H2O

Conditions
ConditionsYield
In methanol n-BuSnCl3 in methanol added dropwise to paraquat dichloride in methanol at room temp. and stirred for 20 min;; ppt. filtered, washed with methanol and dried in air; elem. anal.;;62%
hydroxygallium naphthalocyaninetetrasulfonic acid

hydroxygallium naphthalocyaninetetrasulfonic acid

paraquat dichloride
1910-42-5

paraquat dichloride

2C12H14N2(2+)*C48H21GaN8O13S4(4-)

2C12H14N2(2+)*C48H21GaN8O13S4(4-)

Conditions
ConditionsYield
In methanol; water Heating / reflux;61%
2{N(C4H9)4}(1+)*{Zn((NC6H4N)SCCS)2}(2-)={N(C4H9)4}2{Zn((NC6H4N)SCCS)2}

2{N(C4H9)4}(1+)*{Zn((NC6H4N)SCCS)2}(2-)={N(C4H9)4}2{Zn((NC6H4N)SCCS)2}

paraquat dichloride
1910-42-5

paraquat dichloride

(1,1'-dimethyl-4,4'-bipyridinediium) bis(2,3-quinoxalinedithiolato)zincate
107769-57-3

(1,1'-dimethyl-4,4'-bipyridinediium) bis(2,3-quinoxalinedithiolato)zincate

Conditions
ConditionsYield
In methanol layering of the bipyridinedium chloride in MeOH to the metal complex inMeOH and standing at room temp. for 15 h; filtn., washing with MeOH and drying (high vac.); elem. anal.;58%
5-((2′-carboxy-[1,1′-biphenyl]-4-yl)methoxy)isophthalic acid
1421279-62-0

5-((2′-carboxy-[1,1′-biphenyl]-4-yl)methoxy)isophthalic acid

water
7732-18-5

water

cobalt(II) diacetate tetrahydrate
6147-53-1

cobalt(II) diacetate tetrahydrate

paraquat dichloride
1910-42-5

paraquat dichloride

[Co(1,1′-dimethyl-[4,4′-bipyridine]-1,1′-diium)0.5(5-((2′-carboxy-[1,1′-biphenyl]-4-yl)methoxy)isophthalate)]·H2O

[Co(1,1′-dimethyl-[4,4′-bipyridine]-1,1′-diium)0.5(5-((2′-carboxy-[1,1′-biphenyl]-4-yl)methoxy)isophthalate)]·H2O

Conditions
ConditionsYield
at 140℃; for 72h; Autoclave; High pressure;58%
2{N(C4H9)4}(1+)*{Cd((NC)2SCCS)2}(2-)={N(C4H9)4}2{Cd((NC)2SCCS)2}

2{N(C4H9)4}(1+)*{Cd((NC)2SCCS)2}(2-)={N(C4H9)4}2{Cd((NC)2SCCS)2}

paraquat dichloride
1910-42-5

paraquat dichloride

(1,1'-dimethyl-4,4'-bipyridinediium) bis(cis-1,2-dicyano-1,2-ethenedithiolato)cadmate
107769-63-1

(1,1'-dimethyl-4,4'-bipyridinediium) bis(cis-1,2-dicyano-1,2-ethenedithiolato)cadmate

Conditions
ConditionsYield
according to A. Fernandez, H. Goerner, H. Kisch, Chem. Ber. 118 (1985) 1936; A. Fernandez, H. Kisch, ibid. 117 (1984) 3102;; elem. anal.;57%
2{N(C4H9)4}(1+)*{Hg((NC)2SCCS)2}(2-)={N(C4H9)4}2{Hg((NC)2SCCS)2}

2{N(C4H9)4}(1+)*{Hg((NC)2SCCS)2}(2-)={N(C4H9)4}2{Hg((NC)2SCCS)2}

paraquat dichloride
1910-42-5

paraquat dichloride

(1,1'-dimethyl-4,4'-bipyridinediium) bis(cis-1,2-dicyano-1,2-ethenedithiolato)mercurate
107798-06-1

(1,1'-dimethyl-4,4'-bipyridinediium) bis(cis-1,2-dicyano-1,2-ethenedithiolato)mercurate

Conditions
ConditionsYield
according to A. Fernandez, H. Goerner, H. Kisch, Chem. Ber. 118 (1985) 1936; A. Fernandez, H. Kisch, ibid. 117 (1984) 3102;; elem. anal.;57%
potassium hexafluorophosphate
17084-13-8

potassium hexafluorophosphate

paraquat dichloride
1910-42-5

paraquat dichloride

2,6-diethyl-4,4-difluoro-1,3,5,7-tetramethyl-8-(4-iodophenyl)-4-bora-3a,4a-diaza-s-indacene

2,6-diethyl-4,4-difluoro-1,3,5,7-tetramethyl-8-(4-iodophenyl)-4-bora-3a,4a-diaza-s-indacene

C34H36BF2IN4(2+)*2F6P(1-)

C34H36BF2IN4(2+)*2F6P(1-)

Conditions
ConditionsYield
Stage #1: 2,6-diethyl-4,4-difluoro-1,3,5,7-tetramethyl-8-(4-iodophenyl)-4-bora-3a,4a-diaza-s-indacene With N-Bromosuccinimide In dichloromethane at 20℃; for 0.5h; Darkness; Inert atmosphere;
Stage #2: paraquat dichloride In dichloromethane; N,N-dimethyl-formamide at 20℃; for 0.5h; Darkness; Inert atmosphere;
Stage #3: potassium hexafluorophosphate In N,N-dimethyl-formamide Inert atmosphere;
56%
(tetrabutylammonium)2 bis(2,3-quinoxalinedithiolato)cadmate
107769-54-0

(tetrabutylammonium)2 bis(2,3-quinoxalinedithiolato)cadmate

paraquat dichloride
1910-42-5

paraquat dichloride

(1,1'-dimethyl-4,4'-bipyridinediium) bis(2,3-quinoxalinedithiolato)cadmate
107769-56-2

(1,1'-dimethyl-4,4'-bipyridinediium) bis(2,3-quinoxalinedithiolato)cadmate

Conditions
ConditionsYield
In methanol layering of the bipyridinedium chloride in MeOH to the metal complex inMeOH and standing at room temp. for 15 h; filtn., washing with MeOH and drying (high vac.); elem. anal.;55%
5-((2′-carboxy-[1,1′-biphenyl]-4-yl)methoxy)isophthalic acid
1421279-62-0

5-((2′-carboxy-[1,1′-biphenyl]-4-yl)methoxy)isophthalic acid

cadmium(II) acetate dihydrate
5743-04-4

cadmium(II) acetate dihydrate

paraquat dichloride
1910-42-5

paraquat dichloride

C22H13O7(3-)*Cd(2+)*0.5C12H14N2(2+)

C22H13O7(3-)*Cd(2+)*0.5C12H14N2(2+)

Conditions
ConditionsYield
In water at 130℃; for 72h; Autoclave; High pressure;55%
dimethyltin dichloride
753-73-1

dimethyltin dichloride

paraquat dichloride
1910-42-5

paraquat dichloride

(CH3NC5H4)2(2+)*(CH3)2SnCl4(2-)=(CH3NC5H4)2((CH3)2SnCl4)

(CH3NC5H4)2(2+)*(CH3)2SnCl4(2-)=(CH3NC5H4)2((CH3)2SnCl4)

Conditions
ConditionsYield
With HCl In methanol equimolar amts. of Me2SnCl2 and paraquat dichloride dissolved in methanol; concd. HCl added;; soln. allowed to evaporate in desiccator, after 2 days crystals filtered and dried; elem. anal.;;54%
paraquat dichloride
1910-42-5

paraquat dichloride

bis(tetra-n-butylammonium) bis(1,3-dithiole-2-thione-4,5-dithiolato)zinc(II)

bis(tetra-n-butylammonium) bis(1,3-dithiole-2-thione-4,5-dithiolato)zinc(II)

(1,1'-dimethyl-4,4'-bipyridinediium) bis(2-thioxo-1,3-dithiol-4,5-dithiolato)zincate
107769-58-4

(1,1'-dimethyl-4,4'-bipyridinediium) bis(2-thioxo-1,3-dithiol-4,5-dithiolato)zincate

Conditions
ConditionsYield
In methanol; chloroform; acetone dropwise addn. of bipyridinediium chloride in MeOH-CHCl3 to the metal complex in acetone and standing at room temp. for 15 h; filtn., washing with MeOH and drying (high vac.); elem. anal.;53%

Paraquat dichloride Chemical Properties

The Molecular Structure of Methyl viologen (CAS NO.1910-42-5):

Empirical Formula: C12H14Cl2N2
Molecular Weight: 257.159 
IUPAC Name: 1-methyl-4-(1-methylpyridin-1-ium-4-yl)pyridin-1-ium dichloride 
Appearance: off-white powder
Nominal Mass: 256 Da
Average Mass: 257.159 Da
Monoisotopic Mass: 256.053404 Da 
log P (octanol-water): -2.710 (none) EST
Water Solubility: 7.00E+05 mg/L at 20°C
Atmospheric OH Rate Constant: 2.12E-11 cm3/molecule-sec at 25°C  
Storage temp: 0-6°C
Water Solubility: soluble
Stability: Stable. Incompatible with strong oxidizing agents
InChI
InChI=1/C12H14N2.2ClH/c1-13-7-3-11(4-8-13)12-5-9-14(2)10-6-12;;/h3-10H,1-2H3;2*1H/q+2;;/p-2
Smiles
c1(c2cc[n+](C)cc2)cc[n+](C)cc1.[ClH-].[ClH-] 
Synonyms:  Dimethyldipyridyl chloride ; Efoxon ; Dextrone x(r) ; 'lgc' (1622) ; Gramoxone ; Gramoxone(r) ; Herbaxon ; Arial gramoxone(r) 
Product Categories: HERBICIDE;Functional Materials;Photochromic Compounds;Pyridinium Compounds;Viologens (Photochromic, Related Compounds);PA - PENPesticides&Metabolites;500 Series Drinking Water Methods;Alpha sort;EPA;Herbicides;Method 549Pesticides&Metabolites;N-PAlphabetic;P;Quaternary amonium salts

Paraquat dichloride History

 Methyl viologen (CAS NO.1910-42-5) was first produced for commercial purposes in 1961 by Syngenta,and is today among the most commonly used herbicides. The European Union allowed paraquat in 2004. Sweden, supported by Austria, Denmark, and Finland, brought the European Union commission to court. On 11 July 2007 the court annulled the directive authorising Paraquat as an active plant protection substance.

Paraquat dichloride Uses

 Methyl viologen (CAS NO.1910-42-5) is  used as a quaternary ammonium herbicide, it is one of the most widely used herbicides in the world. Methyl viologen (CAS NO.1910-42-5) is also often used in science to catalyze the formation of reactive oxygen species (ROS). Methyl viologen (CAS NO.1910-42-5) will under go redox cycling in vivo, being reduced by an electron donor such NADPH, before being oxidized by an electron receptor such as dioxygen to produce superoxide, a major ROS.

Paraquat dichloride Production

 Methyl viologen (CAS NO.1910-42-5) is coupled with sodium in anhydrous ammonia to give 4,4'-bipyridine, which is then methylated with chloromethane to give the desired compound PARAQUAT:

Paraquat dichloride Toxicity Data With Reference

1.    

mmo-omi 20 ppm

    MUREAV    Mutation Research. 138 (1984),39.
2.    

orl-rat LD50:150 mg/kg

    FMCHA2    Farm Chemicals Handbook .(Meister Publishing,Willoughy, OH.: )1983,C118.
3.    

orl-man LDLo:171 mg/kg:PUL,GIT

    JTCTDW    Journal of Toxicology, Clinical Toxicology. 26 (1988),35.
4.    

orl-man LDLo:1690 mg/kg:PUL,GIT

    JTCTDW    Journal of Toxicology, Clinical Toxicology. 26 (1988),35.
5.    

orl-man LDLo:343 mg/kg :GIT,SYS

    JTCTDW    Journal of Toxicology, Clinical Toxicology. 26 (1988),35.
6.    

orl-rat LD50: 100 mg/kg

    IYKEDH    Iyakuhin Kenkyu. Study of Medical Supplies. 10 (1979),520.
7.    

ipr-rat LD50:14,800 µg/kg

    VHTODE    Veterinary and Human Toxicology. 22 (1980),395.
8.    

orl-mus LD50:120 mg/kg

    GEPHDP    General Pharmacology. 14 (1983),541.
9.    

orl-gpg LD50:40 mg/kg

    GEPHDP    General Pharmacology. 14 (1983),541.

Paraquat dichloride Consensus Reports

EPA Genetic Toxicology Program.

Paraquat dichloride Safety Profile

Poison by ingestion and intraperitoneal routes. Mutation data reported. Human systemic effects: changes in structure or function of esophagus, diarrhea, edema, fibrosis of lung, fibrosis, focal (pneumoconiosis), hemorrhage, jaundice, renal damage, renal function tests depressed, respiratory depression, ulceration or bleeding from stomach, vomiting. Death from anoxia may result. When heated to decomposition it emits toxic fumes of NOx. See also PARAQUAT DICHLORIDE. Pure paraquat ingested is highly toxic to mammals and humans potentially leading to acute respiratory distress syndrome (ARDS), and there are no specific antidotes. Even a single swig, immediately spat out, can cause death from fibrous tissue developing in the lungs leading to asphyxiation.
Hazard Codes: VeryT+DangerousN
Risk Statements: 24/25-26-36/37/38-48/25-50/53 
R24/25: Toxic in contact with skin and if swallowed 
R26: Very toxic by inhalation
R36/37/38: Irritating to eyes, respiratory system and skin
R48/25: Toxic: danger of serious damage to health by prolonged exposure if swallowed 
R50/53: Very toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment
Safety Statements: 22-28-36/37/39-45-60-61-28A 
S22: Do not breathe dust
S28: After contact with skin, wash immediately with plenty of soap-suds
S36/37/39: Wear suitable protective clothing, gloves and eye/face protection
S45: In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
S60: This material and its container must be disposed of as hazardous waste
S61: Avoid release to the environment. Refer to special instructions / safety data sheets
S28: After contact with skin, wash immediately with plenty of soap-suds
RIDADR: UN 2811 6.1/PG 1
WGK Germany: 3
RTECS: DW2275000
HazardClass: 6.1(a)
PackingGroup: II

Paraquat dichloride Standards and Recommendations

OSHA PEL: Respirable Dust: TWA 0.1 mg/m3 (skin)
ACGIH TLV: TWA 0.1 mg/m3

Paraquat dichloride Analytical Methods

For occupational chemical analysis use NIOSH: Paraquat 5003.

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