Product Name

  • Name

    Dicamba

  • EINECS 217-635-6
  • CAS No. 1918-00-9
  • Article Data48
  • CAS DataBase
  • Density 1.474 g/cm3
  • Solubility 50 g/100 mL in water
  • Melting Point 112-116 °C(lit.)
  • Formula C8H6Cl2O3
  • Boiling Point 326.1 °C at 760 mmHg
  • Molecular Weight 243.022
  • Flash Point 151 °C
  • Transport Information UN 3077 9/PG 3
  • Appearance white solid
  • Safety 26-61-36-16
  • Risk Codes 22-41-52/53-36-20/21/22-11
  • Molecular Structure Molecular Structure of 1918-00-9 (Dicamba)
  • Hazard Symbols HarmfulXn,DangerousN,FlammableF
  • Synonyms Banvel SGF;Banvel 480;MDBA;Banvel;Benzoic acid,3,6-dichloro-2-methoxy-;Mediben;3,6-Dichloro-2-methoxybenzoic acid;dicamba;2,5-dichloro-6-methoxybenzoic acid; 2-methoxy-3,6-dichlorobenzoic acid;
  • PSA 46.53000
  • LogP 2.70020

Synthetic route

2-methoxy-3,6-dichlorobenzaldehyde
27164-08-5

2-methoxy-3,6-dichlorobenzaldehyde

3,6-dichloro-O-anisic acid
1918-00-9

3,6-dichloro-O-anisic acid

Conditions
ConditionsYield
With sodium hypochlorite In toluene at 25℃; for 5h; Temperature; Solvent; Reagent/catalyst; Time;95.5%
2-bromo-3,6-dichlorobenzoic acid

2-bromo-3,6-dichlorobenzoic acid

sodium methylate
124-41-4

sodium methylate

3,6-dichloro-O-anisic acid
1918-00-9

3,6-dichloro-O-anisic acid

Conditions
ConditionsYield
In methanol at 40 - 65℃; for 2h; Temperature;95.5%
In methanol at 40 - 68℃; for 2h;208.7 g
methyl 2,5-dichloro-6-methoxybenzoate
6597-78-0

methyl 2,5-dichloro-6-methoxybenzoate

3,6-dichloro-O-anisic acid
1918-00-9

3,6-dichloro-O-anisic acid

Conditions
ConditionsYield
With sodium hydroxide In water95%
With potassium tert-butylate; ammonia for 2h; UV-irradiation;
With water at 60℃; for 3h; Acidic conditions;14.5 g
With water; sodium hydroxide
With water Alkaline conditions; Large scale;1574 kg
3',6'-dichloro-2'-methoxyacetophenone
73239-05-1

3',6'-dichloro-2'-methoxyacetophenone

3,6-dichloro-O-anisic acid
1918-00-9

3,6-dichloro-O-anisic acid

Conditions
ConditionsYield
With sodium hypochlorite In toluene at 5 - 20℃; for 8h;88.6%
With sodium carbonate In water for 8h; Reagent/catalyst; Reflux;68%
1,4-dichloro-2-methoxy-3-methylbenzene

1,4-dichloro-2-methoxy-3-methylbenzene

3,6-dichloro-O-anisic acid
1918-00-9

3,6-dichloro-O-anisic acid

Conditions
ConditionsYield
With potassium permanganate In tert-butyl alcohol at 80℃;83%
2,3,6-TBA
50-31-7

2,3,6-TBA

sodium methylate
124-41-4

sodium methylate

3,6-dichloro-O-anisic acid
1918-00-9

3,6-dichloro-O-anisic acid

Conditions
ConditionsYield
Stage #1: 2,3,6-TBA; sodium methylate In methanol at 85℃; under 15001.5 Torr; for 8h; Autoclave;
Stage #2: With sodium hydroxide at 100℃; for 2h; pH=11 - 12; Temperature;
82%
Stage #1: 2,3,6-TBA With sodium hydroxide In methanol at 50℃; for 2h;
Stage #2: sodium methylate In methanol; dimethyl sulfoxide at 70℃; for 9h;
78%
2-methoxy-3,6-dichloroprop-1-enylbenzene

2-methoxy-3,6-dichloroprop-1-enylbenzene

3,6-dichloro-O-anisic acid
1918-00-9

3,6-dichloro-O-anisic acid

Conditions
ConditionsYield
With sodium carbonate In water for 8h; Reagent/catalyst; Reflux;81.6%
methylene chloride
74-87-3

methylene chloride

4-bromo-3,6-dichlorosalicylic acid

4-bromo-3,6-dichlorosalicylic acid

3,6-dichloro-O-anisic acid
1918-00-9

3,6-dichloro-O-anisic acid

Conditions
ConditionsYield
Stage #1: 5-bromo-3,6-dichlorosalicylic acid With 5%-palladium/activated carbon; hydrogen; sodium acetate In acetic acid at 20℃; under 760.051 Torr; for 2h;
Stage #2: methylene chloride With sodium hydroxide In water at 85℃; under 4654.46 Torr; for 10h;
75%
3,6-dichloro-2-hydroxybenzoic acid
3401-80-7

3,6-dichloro-2-hydroxybenzoic acid

3,6-dichloro-O-anisic acid
1918-00-9

3,6-dichloro-O-anisic acid

Conditions
ConditionsYield
With potassium hydroxide; dimethyl sulfate In water
1-Adamantanethiol
34301-54-7

1-Adamantanethiol

methyl 2,5-dichloro-6-methoxybenzoate
6597-78-0

methyl 2,5-dichloro-6-methoxybenzoate

A

methyl 3,6-bis(1-adamantylthio)-2-methoxybenzoate
1353055-84-1

methyl 3,6-bis(1-adamantylthio)-2-methoxybenzoate

B

3,6-dichloro-O-anisic acid
1918-00-9

3,6-dichloro-O-anisic acid

Conditions
ConditionsYield
Stage #1: 1-Adamantanethiol With potassium tert-butylate In ammonia liquid NH3;
Stage #2: methyl 3,6-dichloro-2-methoxybenzoate With ammonia for 2h; UV-irradiation;
A 98 %Chromat.
B n/a
1-Adamantanethiol
34301-54-7

1-Adamantanethiol

methyl 2,5-dichloro-6-methoxybenzoate
6597-78-0

methyl 2,5-dichloro-6-methoxybenzoate

thiophenol
108-98-5

thiophenol

A

C20H16O2S2
75355-11-2

C20H16O2S2

B

methyl 2-methoxy-3,6-bis(phenylthio)benzoate
1353055-83-0

methyl 2-methoxy-3,6-bis(phenylthio)benzoate

C

methyl 3,6-bis(1-adamantylthio)-2-methoxybenzoate
1353055-84-1

methyl 3,6-bis(1-adamantylthio)-2-methoxybenzoate

D

3,6-dichloro-O-anisic acid
1918-00-9

3,6-dichloro-O-anisic acid

Conditions
ConditionsYield
Stage #1: 1-Adamantanethiol; thiophenol With potassium tert-butylate In ammonia liquid NH3;
Stage #2: methyl 3,6-dichloro-2-methoxybenzoate With ammonia for 2h; UV-irradiation;
A 38 %Chromat.
B 48 %Chromat.
C 9 %Chromat.
D n/a
methyl 2,5-dichloro-6-methoxybenzoate
6597-78-0

methyl 2,5-dichloro-6-methoxybenzoate

thiophenol
108-98-5

thiophenol

A

methyl 2-methoxy-3,6-bis(phenylthio)benzoate
1353055-83-0

methyl 2-methoxy-3,6-bis(phenylthio)benzoate

B

3,6-dichloro-O-anisic acid
1918-00-9

3,6-dichloro-O-anisic acid

Conditions
ConditionsYield
Stage #1: thiophenol With potassium tert-butylate In ammonia liquid NH3;
Stage #2: methyl 3,6-dichloro-2-methoxybenzoate With ammonia for 2h; UV-irradiation;
A 80 %Chromat.
B n/a
dicamba 2-nitrobenzyl ester
1430102-79-6

dicamba 2-nitrobenzyl ester

3,6-dichloro-O-anisic acid
1918-00-9

3,6-dichloro-O-anisic acid

Conditions
ConditionsYield
With water In acetonitrile at 35℃; for 182h; Time; Solvent; Reagent/catalyst; Sealed tube; UV-irradiation;
dicamba 4-methoxyphenacylmethyl ester
1430102-82-1

dicamba 4-methoxyphenacylmethyl ester

3,6-dichloro-O-anisic acid
1918-00-9

3,6-dichloro-O-anisic acid

Conditions
ConditionsYield
In tetrahydrofuran at 35℃; for 28h; Time; Sealed tube; UV-irradiation;
dicamba 4-butoxyphenacylmethyl ester
1430102-83-2

dicamba 4-butoxyphenacylmethyl ester

3,6-dichloro-O-anisic acid
1918-00-9

3,6-dichloro-O-anisic acid

Conditions
ConditionsYield
In tetrahydrofuran at 35℃; for 168h; Time; Solvent; Reagent/catalyst; Sealed tube; UV-irradiation;
dicamba 2-quinoxalinol ester

dicamba 2-quinoxalinol ester

3,6-dichloro-O-anisic acid
1918-00-9

3,6-dichloro-O-anisic acid

Conditions
ConditionsYield
In tetrahydrofuran at 35℃; for 210h; Time; Solvent; Reagent/catalyst; Sealed tube; UV-irradiation;
dicamba 2-hydroxypyridine ester
1430102-86-5

dicamba 2-hydroxypyridine ester

3,6-dichloro-O-anisic acid
1918-00-9

3,6-dichloro-O-anisic acid

Conditions
ConditionsYield
With water In acetonitrile at 35℃; for 392h; Time; Sealed tube; Darkness;
dicamba maleic hydrazide diester
1430102-87-6

dicamba maleic hydrazide diester

3,6-dichloro-O-anisic acid
1918-00-9

3,6-dichloro-O-anisic acid

Conditions
ConditionsYield
With water In acetonitrile at 35℃; for 196h; Time; Sealed tube; Darkness;
3,6-dichloro-2-methoxybenzoic acid chloride
10411-85-5

3,6-dichloro-2-methoxybenzoic acid chloride

3,6-dichloro-O-anisic acid
1918-00-9

3,6-dichloro-O-anisic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: triethylamine / dichloromethane / 16 h
2: water / acetonitrile / 392 h / 35 °C / Darkness
View Scheme
Multi-step reaction with 2 steps
1: triethylamine; dmap / dichloromethane / 11 h
2: water; acetonitrile / 392 h / 35 °C / UV-irradiation
View Scheme
Multi-step reaction with 2 steps
1: triethylamine; dmap / dichloromethane / 15 h / 20 °C
2: water / acetonitrile / 182 h / 35 °C / Sealed tube; UV-irradiation
View Scheme
dicamba 4-methoxybenzyl ester
101191-21-3

dicamba 4-methoxybenzyl ester

3,6-dichloro-O-anisic acid
1918-00-9

3,6-dichloro-O-anisic acid

Conditions
ConditionsYield
With water In acetonitrile at 35℃; for 196h; Time; Sealed tube; Darkness;
dicamba 4-methoxyphenol ester
1430102-93-4

dicamba 4-methoxyphenol ester

3,6-dichloro-O-anisic acid
1918-00-9

3,6-dichloro-O-anisic acid

Conditions
ConditionsYield
In water; acetonitrile at 35℃; for 392h; Time; UV-irradiation;
ethyl 2-(2-nitrobenzyl dicambyl)acrylate
1430102-94-5

ethyl 2-(2-nitrobenzyl dicambyl)acrylate

3,6-dichloro-O-anisic acid
1918-00-9

3,6-dichloro-O-anisic acid

Conditions
ConditionsYield
With water In acetonitrile at 35℃; for 294h; Time; Sealed tube; UV-irradiation;
2-(3-oxobutyl)-6-dicambyl-2,3-dihydro-3-pyridazinone
1430102-97-8

2-(3-oxobutyl)-6-dicambyl-2,3-dihydro-3-pyridazinone

3,6-dichloro-O-anisic acid
1918-00-9

3,6-dichloro-O-anisic acid

Conditions
ConditionsYield
With water In acetonitrile at 35℃; for 392h; Time; Darkness;
2-(3-oxopropyl)-6-dicambyl-2,3-dihydro-3-pyridazinone
1430102-98-9

2-(3-oxopropyl)-6-dicambyl-2,3-dihydro-3-pyridazinone

3,6-dichloro-O-anisic acid
1918-00-9

3,6-dichloro-O-anisic acid

Conditions
ConditionsYield
With water In acetonitrile at 35℃; for 392h; Time; Sealed tube; UV-irradiation;
2-(2-cyanoethyl)-6-dicambyl-3(2H)-pyridazinone
1430102-99-0

2-(2-cyanoethyl)-6-dicambyl-3(2H)-pyridazinone

3,6-dichloro-O-anisic acid
1918-00-9

3,6-dichloro-O-anisic acid

Conditions
ConditionsYield
With water In acetonitrile at 35℃; for 392h; Time; Sealed tube; Darkness;
3-cyano-4,6-di-t-butyl-2-pyridone dicamba ester
1430103-01-7

3-cyano-4,6-di-t-butyl-2-pyridone dicamba ester

3,6-dichloro-O-anisic acid
1918-00-9

3,6-dichloro-O-anisic acid

Conditions
ConditionsYield
With water In acetonitrile at 35℃; for 294h; Time; Sealed tube; Darkness;
dicamba 2-nitrobenzyl ester
101191-07-5

dicamba 2-nitrobenzyl ester

3,6-dichloro-O-anisic acid
1918-00-9

3,6-dichloro-O-anisic acid

Conditions
ConditionsYield
In water; acetonitrile at 35℃; for 392h; Time; Solvent; Reagent/catalyst; UV-irradiation;
2-(3-carboxyethyl-propyl)-6-dicambyl-3(2H)-pyridazinone
1430103-09-5

2-(3-carboxyethyl-propyl)-6-dicambyl-3(2H)-pyridazinone

3,6-dichloro-O-anisic acid
1918-00-9

3,6-dichloro-O-anisic acid

Conditions
ConditionsYield
With water In acetonitrile at 35℃; for 98h; Time; Sealed tube; Darkness;
2,6-dichlorotoluene
118-69-4

2,6-dichlorotoluene

3,6-dichloro-O-anisic acid
1918-00-9

3,6-dichloro-O-anisic acid

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: potassium hydroxide / methanol; water / 20 h / 200 °C
2: sulfuryl dichloride; diisobutylamine / toluene / 2 h / 70 °C
3: potassium carbonate / acetone / 3 h / 56 °C
4: potassium permanganate / tert-butyl alcohol / 80 °C
View Scheme
3,6-dichloro-O-anisic acid
1918-00-9

3,6-dichloro-O-anisic acid

1,1-dimethylpiperidinium hydroxide
31718-13-5

1,1-dimethylpiperidinium hydroxide

1,1-dimethylpiperidinium 3,6-dichloro-2-methoxybenzoate
1449040-92-9

1,1-dimethylpiperidinium 3,6-dichloro-2-methoxybenzoate

Conditions
ConditionsYield
In water at 20℃; Green chemistry;99%
4-n-butyl-4-methylmorpholinium hydroxide

4-n-butyl-4-methylmorpholinium hydroxide

3,6-dichloro-O-anisic acid
1918-00-9

3,6-dichloro-O-anisic acid

4-butyl-4-methylmorpholinium 3,6-dichloro-2-methoxybenzoate
1354726-16-1

4-butyl-4-methylmorpholinium 3,6-dichloro-2-methoxybenzoate

Conditions
ConditionsYield
In water at 20℃; Green chemistry;99%
1-n-butyl-1-methylpyrrolidinium hydroxide

1-n-butyl-1-methylpyrrolidinium hydroxide

3,6-dichloro-O-anisic acid
1918-00-9

3,6-dichloro-O-anisic acid

1-butyl-1-methylpyrrolidinium 3,6-dichloro-2-methoxybenzoate
1449040-96-3

1-butyl-1-methylpyrrolidinium 3,6-dichloro-2-methoxybenzoate

Conditions
ConditionsYield
In water at 20℃; Green chemistry;99%
3,6-dichloro-O-anisic acid
1918-00-9

3,6-dichloro-O-anisic acid

bis(decyl)dimethylazanium halide

bis(decyl)dimethylazanium halide

didecyldimethylammonium 3,6-dichloro-2-methoxybenzoate
1354726-11-6

didecyldimethylammonium 3,6-dichloro-2-methoxybenzoate

Conditions
ConditionsYield
Stage #1: 3,6-dichloro-O-anisic acid With sodium hydroxide In water at 50℃; Green chemistry;
Stage #2: bis(decyl)dimethylazanium halide In water at 20℃; for 0.5h; Green chemistry;
99%
3,6-dichloro-O-anisic acid
1918-00-9

3,6-dichloro-O-anisic acid

dodecyldimethyl(2-phenoxyethyl)azanium halide

dodecyldimethyl(2-phenoxyethyl)azanium halide

dodecyldimethylphenoxyethylammonium 3,6-dichloro-2-methoxybenzoate
1354726-12-7

dodecyldimethylphenoxyethylammonium 3,6-dichloro-2-methoxybenzoate

Conditions
ConditionsYield
Stage #1: 3,6-dichloro-O-anisic acid With sodium hydroxide In water at 50℃; Green chemistry;
Stage #2: dodecyldimethyl(2-phenoxyethyl)azanium halide In water at 20℃; for 0.5h; Green chemistry;
99%
3,6-dichloro-O-anisic acid
1918-00-9

3,6-dichloro-O-anisic acid

C23H39ClNO3(1+)*Br(1-)

C23H39ClNO3(1+)*Br(1-)

C23H39ClNO3(1+)*C8H5Cl2O3(1-)

C23H39ClNO3(1+)*C8H5Cl2O3(1-)

Conditions
ConditionsYield
Stage #1: 3,6-dichloro-O-anisic acid With sodium hydroxide In water Heating;
Stage #2: C23H39ClNO3(1+)*Br(1-) In water; isopropyl alcohol
99%
3,6-dichloro-O-anisic acid
1918-00-9

3,6-dichloro-O-anisic acid

C14H32NO2(1+)*HO(1-)

C14H32NO2(1+)*HO(1-)

C14H32NO2(1+)*C8H5Cl2O3(1-)

C14H32NO2(1+)*C8H5Cl2O3(1-)

Conditions
ConditionsYield
at 60℃; under 3.75038 Torr; for 10h;99%
3,6-dichloro-O-anisic acid
1918-00-9

3,6-dichloro-O-anisic acid

C22H48NO2(1+)*HO(1-)

C22H48NO2(1+)*HO(1-)

C22H48NO2(1+)*C8H5Cl2O3(1-)

C22H48NO2(1+)*C8H5Cl2O3(1-)

Conditions
ConditionsYield
at 60℃; under 3.75038 Torr; for 10h;99%
3,6-dichloro-O-anisic acid
1918-00-9

3,6-dichloro-O-anisic acid

cetyltrimethylammonium chloride
112-02-7

cetyltrimethylammonium chloride

C19H42N(1+)*C8H5Cl2O3(1-)

C19H42N(1+)*C8H5Cl2O3(1-)

Conditions
ConditionsYield
Stage #1: cetyltrimethylammonium chloride With potassium hydroxide In methanol for 0.166667h;
Stage #2: 3,6-dichloro-O-anisic acid In methanol at 25℃;
98%
3,6-dichloro-O-anisic acid
1918-00-9

3,6-dichloro-O-anisic acid

trimethyloctadecylammonium chloride
112-03-8

trimethyloctadecylammonium chloride

C21H46N(1+)*C8H5Cl2O3(1-)

C21H46N(1+)*C8H5Cl2O3(1-)

Conditions
ConditionsYield
Stage #1: trimethyloctadecylammonium chloride With potassium hydroxide In methanol for 0.166667h;
Stage #2: 3,6-dichloro-O-anisic acid In methanol at 25℃;
98%
behentrimonium chloride

behentrimonium chloride

3,6-dichloro-O-anisic acid
1918-00-9

3,6-dichloro-O-anisic acid

C25H54N(1+)*C8H5Cl2O3(1-)

C25H54N(1+)*C8H5Cl2O3(1-)

Conditions
ConditionsYield
Stage #1: behentrimonium chloride With potassium hydroxide In methanol for 0.166667h;
Stage #2: 3,6-dichloro-O-anisic acid In methanol at 25℃;
98%
3,6-dichloro-O-anisic acid
1918-00-9

3,6-dichloro-O-anisic acid

2-(2-Aminoethoxy)ethanol
929-06-6

2-(2-Aminoethoxy)ethanol

3,6-dichloro-2-methoxybenzoic acid diglycolamine

3,6-dichloro-2-methoxybenzoic acid diglycolamine

Conditions
ConditionsYield
In methanol at 25℃; under 759.826 Torr;98%
3,6-dichloro-O-anisic acid
1918-00-9

3,6-dichloro-O-anisic acid

C30H66N2O2(2+)*2HO(1-)

C30H66N2O2(2+)*2HO(1-)

ethylenebis(oxyethylene)bis(dimethyldecylammonium) di[3,6-dichloro-2-methoxybenzoate]

ethylenebis(oxyethylene)bis(dimethyldecylammonium) di[3,6-dichloro-2-methoxybenzoate]

Conditions
ConditionsYield
at 25℃;96%
3,6-dichloro-O-anisic acid
1918-00-9

3,6-dichloro-O-anisic acid

diquat dibromide
85-00-7

diquat dibromide

2C8H5Cl2O3(1-)*C12H12N2(2+)

2C8H5Cl2O3(1-)*C12H12N2(2+)

Conditions
ConditionsYield
With sodium hydroxide In water96%
diallyldimethylammonium hydroxide
44798-75-6

diallyldimethylammonium hydroxide

3,6-dichloro-O-anisic acid
1918-00-9

3,6-dichloro-O-anisic acid

diallyldimethylammonium 3,6-dichloro-2-methoxybenzoate
1449040-89-4

diallyldimethylammonium 3,6-dichloro-2-methoxybenzoate

Conditions
ConditionsYield
In water at 20℃; Green chemistry;95%
3,6-dichloro-O-anisic acid
1918-00-9

3,6-dichloro-O-anisic acid

cyclododecyloxymethyl(2-hydroxyethyl)dimethylammonium halide

cyclododecyloxymethyl(2-hydroxyethyl)dimethylammonium halide

cyclododecyloxymethyl(2-hydroxyethyl)dimethylammonium 3,6-dichloro-2-methoxybenzoate
1449040-86-1

cyclododecyloxymethyl(2-hydroxyethyl)dimethylammonium 3,6-dichloro-2-methoxybenzoate

Conditions
ConditionsYield
Stage #1: 3,6-dichloro-O-anisic acid With sodium hydroxide In water at 50℃; Green chemistry;
Stage #2: cyclododecyloxymethyl(2-hydroxyethyl)dimethylammonium halide In water at 20℃; for 0.5h; Green chemistry;
95%
3,6-dichloro-O-anisic acid
1918-00-9

3,6-dichloro-O-anisic acid

acidine
590-46-5

acidine

4-Chloro-2-methylphenoxyacetic acid potassium salt
5221-16-9

4-Chloro-2-methylphenoxyacetic acid potassium salt

C9H8ClO3(1-)*C5H12NO2(1+)*C8H6Cl2O3

C9H8ClO3(1-)*C5H12NO2(1+)*C8H6Cl2O3

Conditions
ConditionsYield
In methanol at 60℃; for 2h;95%
3,6-dichloro-O-anisic acid
1918-00-9

3,6-dichloro-O-anisic acid

C22H37ClNO3(1+)*Br(1-)

C22H37ClNO3(1+)*Br(1-)

C22H37ClNO3(1+)*C8H5Cl2O3(1-)

C22H37ClNO3(1+)*C8H5Cl2O3(1-)

Conditions
ConditionsYield
Stage #1: 3,6-dichloro-O-anisic acid With sodium hydroxide In water Heating;
Stage #2: C22H37ClNO3(1+)*Br(1-) In water; isopropyl alcohol
95%
3,6-dichloro-O-anisic acid
1918-00-9

3,6-dichloro-O-anisic acid

1-p-Tolyl-2-[1,2,4]triazol-1-yl-ethanone oxime

1-p-Tolyl-2-[1,2,4]triazol-1-yl-ethanone oxime

C19H16Cl2N4O3

C19H16Cl2N4O3

Conditions
ConditionsYield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 0℃; Inert atmosphere;94%
3,6-dichloro-O-anisic acid
1918-00-9

3,6-dichloro-O-anisic acid

C24H48NO(1+)*Br(1-)

C24H48NO(1+)*Br(1-)

N-hexadecyltropinium 3,6-dichloro-2-methoxybenzoate

N-hexadecyltropinium 3,6-dichloro-2-methoxybenzoate

Conditions
ConditionsYield
Stage #1: 3,6-dichloro-O-anisic acid With sodium hydroxide In water Heating;
Stage #2: C24H48NO(1+)*Br(1-) In water; isopropyl alcohol
93.9%
3,6-dichloro-O-anisic acid
1918-00-9

3,6-dichloro-O-anisic acid

(3,6-dichloro-2-metoxyphenyl)methanol
4849-12-1

(3,6-dichloro-2-metoxyphenyl)methanol

Conditions
ConditionsYield
With borane-THF In tetrahydrofuran at 0 - 80℃;92%
3,6-dichloro-O-anisic acid
1918-00-9

3,6-dichloro-O-anisic acid

(2-hydroxyethyl)dimethyl(undecyloxymethyl)ammonium halide

(2-hydroxyethyl)dimethyl(undecyloxymethyl)ammonium halide

(2-hydroxyethyl)dimethyl(undecyloxymethyl)ammonium 3,6-dichloro-2-methoxybenzoate
1449040-85-0

(2-hydroxyethyl)dimethyl(undecyloxymethyl)ammonium 3,6-dichloro-2-methoxybenzoate

Conditions
ConditionsYield
Stage #1: 3,6-dichloro-O-anisic acid With sodium hydroxide In water at 50℃; Green chemistry;
Stage #2: (2-hydroxyethyl)dimethyl(undecyloxymethyl)ammonium halide In water at 20℃; for 0.5h; Green chemistry;
92%
3,6-dichloro-O-anisic acid
1918-00-9

3,6-dichloro-O-anisic acid

1-decyl-1-methylpiperidinium halide

1-decyl-1-methylpiperidinium halide

1-decyl-1-methylpiperidinium 3,6-dichloro-2-methoxybenzoate
1449040-93-0

1-decyl-1-methylpiperidinium 3,6-dichloro-2-methoxybenzoate

Conditions
ConditionsYield
Stage #1: 3,6-dichloro-O-anisic acid With sodium hydroxide In water at 50℃; Green chemistry;
Stage #2: 1-decyl-1-methylpiperidinium halide In water at 20℃; for 0.5h; Green chemistry;
92%
3,3'-Diamino-N-methyldipropylamine
105-83-9

3,3'-Diamino-N-methyldipropylamine

3,6-dichloro-O-anisic acid
1918-00-9

3,6-dichloro-O-anisic acid

C7H19N3*2C8H6Cl2O3

C7H19N3*2C8H6Cl2O3

Conditions
ConditionsYield
In methanol at 25℃; under 759.826 Torr;92%
3,6-dichloro-O-anisic acid
1918-00-9

3,6-dichloro-O-anisic acid

N-dodecylpyridinium chloride
104-74-5

N-dodecylpyridinium chloride

1-dodecylpyridinium 3,6-dichloro-2-methoxybenzoate
1354726-13-8

1-dodecylpyridinium 3,6-dichloro-2-methoxybenzoate

Conditions
ConditionsYield
With potassium hydroxide In water at 20 - 60℃; for 24h;91%
3,6-dichloro-O-anisic acid
1918-00-9

3,6-dichloro-O-anisic acid

1-dodecylpyridinium halide

1-dodecylpyridinium halide

1-dodecylpyridinium 3,6-dichloro-2-methoxybenzoate
1354726-13-8

1-dodecylpyridinium 3,6-dichloro-2-methoxybenzoate

Conditions
ConditionsYield
Stage #1: 3,6-dichloro-O-anisic acid With sodium hydroxide In water at 50℃; Green chemistry;
Stage #2: 1-dodecylpyridinium halide In water at 20℃; for 0.5h; Green chemistry;
91%

Dicamba Consensus Reports

EPA Genetic Toxicology Program.

Dicamba Specification

The 2-Methoxy-3,6-dichlorobenzoic acid is a halogenated benzoic acid derivative which is stable to oxidation and hydrolysis. The IUPAC name of this chemical is 3,6-dichloro-2-methoxybenzoic acid. With the CAS registry number 1918-00-9, it is also named as Dicamba. The product's categories are fine chemical & intermediates; organic acids. It is white solid dissolved in a liquid carrier. It is toxic and flammable by fire. In addition, it will produce toxic chloride gas when buring, so the storage environment should be ventilate, low-temperature and dry. And keep 2-Methoxy-3,6-dichlorobenzoic acid separate from raw materials of food. It acts by increasing plant growth rate. At sufficient concentrations, the plant outgrows its nutrient supplies, and dies.

The other characteristics of this product can be summarized as: (1)ACD/LogP: 2.76; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -0.07; (4)ACD/LogD (pH 7.4): -0.39; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 1.13; (8)ACD/KOC (pH 7.4): 1; (9)#H bond acceptors: 3; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 2; (12)Index of Refraction: 1.576; (13)Molar Refractivity: 49.65 cm3; (14)Molar Volume: 149.8 cm3; (15)Polarizability: 19.68×10-24 cm3; (16)Surface Tension: 49.6 dyne/cm; (17)Enthalpy of Vaporization: 59.99 kJ/mol; (18)Vapour Pressure: 8.98E-05 mmHg at 25°C; (19)Rotatable Bond Count: 2; (20)Exact Mass: 219.969399; (21)MonoIsotopic Mass: 219.969399; (22)Topological Polar Surface Area: 46.5; (23)Heavy Atom Count: 13.

Preparation of 2-Methoxy-3,6-dichlorobenzoic acid: By the 1,2,4-trichlorobenzene reacts with CH3OH / NaOH to get 2,5-dichlorophenol which reacts with CO2 under pressure to obtain 2-hydroxy-3,6-dichloro benzoic acid. Then, we can get the product by the reaction of 2-hydroxy-3,6-dichloro benzoic acid and (CH3)2SO4.

Uses of 2-Methoxy-3,6-dichlorobenzoic acid: It is an herbicide used to control brush and bracken in pastures. And it is also used to control annual and perennial rose weeds in grain crops and highlands. It will kill legumes and broadleaf weeds before and after they sprout. In combination with a phenoxyalkanoic acid or another herbicide, dicamba is used in pastures, range land, and noncrop areas (fence rows, roadways and wastage) to control weeds.

When you are using this chemical, please be cautious about it as the following: 
It is harmful by inhalation, in contact with skin and if swallowed. It is also irritating to eyes and has serious damage to the eyes, so in case of contact with eyes, rinse immediately with plenty of water and seek medical advice.. In addition, this chemical is harmful to aquatic organisms, may cause long-term adverse effects in the aquatic environment. If you want to contact this product, you must wear suitable protective clothing. Avoid release to the environment. 

People can use the following data to convert to the molecule structure.
1. SMILES:Clc1ccc(Cl)c(c1OC)C(=O)O
2. InChI:InChI=1/C8H6Cl2O3/c1-13-7-5(10)3-2-4(9)6(7)8(11)12/h2-3H,1H3,(H,11,12)

The following are the toxicity data which has been tested.

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
guinea pig LD50 oral 3gm/kg (3000mg/kg)   Hygiene and Sanitation Vol. 35(7-9), Pg. 14, 1970.
mammal (species unspecified) LD50 unreported 1gm/kg (1000mg/kg)   "Chemistry of Pesticides," Melnikov, N.N., New York, Springer-Verlag New York, Inc., 1971Vol. -, Pg. 147, 1971.
mouse LD50 oral 1190mg/kg (1190mg/kg)   Hygiene and Sanitation Vol. 35(7-9), Pg. 14, 1970.
mouse LD50 unreported 700mg/kg (700mg/kg)   Tsitologiya i Genetika. Cytology and Genetics. For English translation, see CYGEDX. Vol. 16(1), Pg. 45, 1982.
rabbit LD50 oral 2gm/kg (2000mg/kg)   Hygiene and Sanitation Vol. 35(7-9), Pg. 14, 1970.
rabbit LD50 skin > 2gm/kg (2000mg/kg)   Pesticide Manual. Vol. 9, Pg. 245, 1991.
rat LD50 oral 1039mg/kg (1039mg/kg)   Fundamental and Applied Toxicology. Vol. 7, Pg. 299, 1986.
rat LD50 skin > 1gm/kg (1000mg/kg)   World Review of Pest Control. Vol. 9, Pg. 119, 1970.

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