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| CAS No.: | 1918-00-9 |
|---|---|
| Name: | Dicamba |
| Article Data: | 48 |
| Molecular Structure: | |
|
|
|
| Formula: | C8H6Cl2O3 |
| Molecular Weight: | 243.022 |
| 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; |
| EINECS: | 217-635-6 |
| Density: | 1.474 g/cm3 |
| Melting Point: | 112-116 °C(lit.) |
| Boiling Point: | 326.1 °C at 760 mmHg |
| Flash Point: | 151 °C |
| Solubility: | 50 g/100 mL in water |
| Appearance: | white solid |
| Hazard Symbols: |
 Xn, N, F
|
| Risk Codes: | 22-41-52/53-36-20/21/22-11 |
| Safety: | 26-61-36-16 |
| Transport Information: | UN 3077 9/PG 3 |
| PSA: | 46.53000 |
| LogP: | 2.70020 |
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- 240444-70-62,3,5,6-Tetrafluor-4-(methoxymethyl)benzyl-2,2-dimethyl-3-(prop-1-en-1-yl)cyclopropancarboxylat
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2-methoxy-3,6-dichlorobenzaldehyde
- 1918-00-9
3,6-dichloro-O-anisic acid
| Conditions | Yield |
|---|---|
| With sodium hypochlorite In toluene at 25℃; for 5h; Temperature; Solvent; Reagent/catalyst; Time; | 95.5% |
| Conditions | Yield |
|---|---|
| In methanol at 40 - 65℃; for 2h; Temperature; | 95.5% |
| In methanol at 40 - 68℃; for 2h; | 208.7 g |
| Conditions | Yield |
|---|---|
| With sodium hydroxide In water | 95% |
| 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 |
- 73239-05-1
3',6'-dichloro-2'-methoxyacetophenone
- 1918-00-9
3,6-dichloro-O-anisic acid
| Conditions | Yield |
|---|---|
| With sodium hypochlorite In toluene at 5 - 20℃; for 8h; | 88.6% |
| With sodium carbonate In water for 8h; Reagent/catalyst; Reflux; | 68% |
- 1918-00-9
3,6-dichloro-O-anisic acid
| Conditions | Yield |
|---|---|
| With potassium permanganate In tert-butyl alcohol at 80℃; | 83% |
| Conditions | Yield |
|---|---|
| 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% |
- 1918-00-9
3,6-dichloro-O-anisic acid
| Conditions | Yield |
|---|---|
| With sodium carbonate In water for 8h; Reagent/catalyst; Reflux; | 81.6% |
| Conditions | Yield |
|---|---|
| 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% |
| Conditions | Yield |
|---|---|
| With potassium hydroxide; dimethyl sulfate In water |
- 34301-54-7
1-Adamantanethiol
- 6597-78-0
methyl 2,5-dichloro-6-methoxybenzoate
A
- 1353055-84-1
methyl 3,6-bis(1-adamantylthio)-2-methoxybenzoate
B
- 1918-00-9
3,6-dichloro-O-anisic acid
| Conditions | Yield |
|---|---|
| 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 |
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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. |