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2,4-Dichlorophenoxyacetic acid

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Identification
Molecular formula
C8H6Cl2O3
CAS number
94-75-7
IUPAC name
2-(2,4-dichlorophenoxy)acetic acid;N-methylmethanamine
State
State

A crystalline solid at room temperature, typically utilized in its solid form for various applications in agriculture as an herbicide.

Melting point (Celsius)
138.50
Melting point (Kelvin)
411.65
Boiling point (Celsius)
160.00
Boiling point (Kelvin)
433.15
General information
Molecular weight
221.04g/mol
Molar mass
221.0400g/mol
Density
1.5630g/cm3
Appearence

2,4-Dichlorophenoxyacetic acid presents as a colorless to white crystalline powder. It can also appear as colorless crystals or possibly as shiny flakes, depending on its form and purity. This material may emit a phenolic odor, and it might change color slightly upon exposure to air and light.

Comment on solubility

Solubility of 2-(2,4-dichlorophenoxy)acetic acid; N-methylmethanamine

The solubility characteristics of 2-(2,4-dichlorophenoxy)acetic acid (often known as dicamba) when combined with N-methylmethanamine (a derivative of amine) are quite intriguing. This compound exhibits a particular affinity for solubility that can be influenced by various factors. Here are some key points regarding its solubility:

  • Polar vs. Non-Polar: The presence of both polar and non-polar groups in the molecule suggests that it may exhibit amphiphilic properties, allowing it to dissolve in a range of solvents.
  • Acid-Base Interactions: The acidic nature of 2-(2,4-dichlorophenoxy)acetic acid can lead to enhanced solubility in basic solutions due to the formation of conjugate bases.
  • Temperature: Generally, an increase in temperature can improve the solubility of organic compounds, including this particular compound, as it allows for greater molecular motion.
  • Concentration: In concentrated solutions, solubility is often affected by intermolecular forces; thus, care should be taken when preparing solutions at high concentrations.
  • pH Levels: The solubility might also vary significantly with changes in pH. For instance, in acidic conditions, the compound may exist in its protonated form, which could increase its solubility in aqueous media.

To summarize, the solubility of 2-(2,4-dichlorophenoxy)acetic acid; N-methylmethanamine is contingent upon several factors including polarity, acidity, temperature, concentration, and environmental pH. Understanding these interactions is crucial for applications in various fields, especially in agrochemicals where solubility can dictate efficacy.

Interesting facts

Interesting Facts about 2-(2,4-Dichlorophenoxy)acetic Acid and N-Methylmethanamine

2-(2,4-Dichlorophenoxy)acetic acid, commonly known as 2,4-D, is a widely used herbicide renowned for its effectiveness in controlling broadleaf weeds in various crops. Its significance in the agricultural sector cannot be understated, as it has enabled farmers to increase crop yields by managing unwanted vegetation. Here are some interesting facts about this compound:

  • Mechanism of Action: 2,4-D functions through a unique mode of action, mimicking natural plant hormones called auxins. This leads to uncontrolled growth and eventually death in susceptible plant species, making it an efficient herbicide.
  • Environmental Impact: While it is effective against many weeds, 2,4-D's persistence in the environment raises concerns regarding potential ecological effects. Scientists constantly study its degradation and impact on non-target species.
  • History: Developed in the 1940s, 2,4-D was one of the first synthetic herbicides, revolutionizing weed management practices. It played a significant role during World War II, as it was used in the military for vegetation control.
  • Safety Regulations: Given its long-standing use, stringent regulations govern its application to mitigate any potential health hazards to humans and wildlife, highlighting the importance of responsible usage.

N-Methylmethanamine, on the other hand, is a less commonly discussed compound, yet it holds its own importance in chemistry and industry. Often encountered in organic synthesis, this amine is known for its utility in various reactions. Here are some highlights:

  • Reactivity: As a primary amine, N-methylmethanamine is a reactive compound that can partake in numerous addition and condensation reactions, making it valuable in laboratory settings.
  • Applications: This compound finds its use in the production of pharmaceuticals, agrochemicals, and other organic compounds, showcasing the versatility of nitrogen-containing compounds in synthetic chemistry.
  • Synthesis Routes: Its preparation often involves straightforward methods, typically by the methylation of ammonia or primary amines, emphasizing the accessibility of amines in organic chemistry.

Both of these compounds illustrate the diverse roles that chemical entities play in agriculture and industrial applications, reminding us of the intricate connections between chemistry, the environment, and society.

Synonyms
2008-39-1
2,4-D dimethylamine salt
2,4-D-Dimethylammonium
Aminol
Amicide
Phordene
Spraygraze
Amisol
Demise
Hormin
Spritz-Hormin
2,4-D dimethylamine
Dikamin D
Bladex G
Aminoprelik 39
Aminopielek 720
Aminol (herbicide)
Shirweed 500
Reed amine 400
Weedar 64
Weedar 96
Aminopielik 600SL
2,4-D DMA
D 50 (pesticide)
Farmco D 50
DMA 4 (pesticide)
Caswell No. 315O
Brabant 2,4-D amine
2,4-D-dimethylammonium [ISO]
DMA 4
DMA 6
2,4-Dichlorophenoxyacetic acid dimethylamine salt
Du Pont Weed Killer No. 2
Chipman 2,4-D Amine No. 4
HSDB 2599
Clean Crop 2,4-D Amine 500
(2,4-Dichlorophenoxy)acetic acid dimethylamine salt
Wilbur-Ellis 2,4-D Amine 500
Dimethylamine, (2,4-dichlorophenoxy)acetate
EINECS 217-915-8
(2,4-Dichlorophenoxy)acetic acid dimethylamine
EPA Pesticide Chemical Code 030019
Parsons 2,4-D Weed Killer No. 40
2,4-D, DIMETHYLAMINE
CCRIS 8565
UNII-S35W73275K
Methanamine, N-methyl-, (2,4-dichlorophenoxy)acetate
AGRO D AMINE
2,4-D, Dimethylamine salt
2,4-d dimethylammonium salt
DTXCID104896
DTXSID0024896
EC 217-915-8
2,4-D-DIMETHYLAMMONIUM [HSDB]
DIMETHYLAMMONIUM 2,4-CHLOROPHENOXYACETATE
ACETIC ACID, (2,4-DICHLOROPHENOXY)-, SALT WITH ME2NH
Pfizer
SpritzHormin
Erbitox Combi
Manco KillWeed
Chipman Mecoprop + 2,4-D Weedkiller Liquid
DedWeed Sulv
WeedRhap A4D
2,4D amine salt
2,4D dimethylamine
Banvel720
Wilson's MultiWeeder
2,4DDimethylammonium
U46 DFluid
2,4D amine
Brabant 2,4D amine
Dow DMA4
Monsanto 2,4D Amine
2,4D dimethylamine salt
Ortho Super WeedBGon Spray
Parsons 2,4D Weed Killer
Du Pont Weed Killer No 2
Coop Premium Lawn Weed Killer
Pesticide Code: 030019.
Chipman 2,4-D Amine No 4
Chipman 2,4D Amine No. 4
2,4D DMA
WilburEllis 2,4D Amine 500
Clean Crop 2,4D Amine 500
Techne 2,4D Amine Weed Killer
Sure Death 2,4D Amine Weedkiller
Floro Tox 2,4D Amine Weed Killer
Parsons 2,4-D Weed Killer No 40
Parsons 2,4D Weed Killer No. 40
Mecoturf Plus 2,4D Liquid Weedkiller
Dimethylammonium 2,4dichlorophenoxyacetate
Dimethylamine, (2,4dichlorophenoxy)acetate
Zehrung 2,4D Selective Amine Weed Killer
Chipman Mecoprop + 2,4D Weedkiller Liquid
(2,4Dichlorophenoxy)acetic acid dimethylamine
Pacific Cooperatives P 2,4D Amine Weed Killer
(2,4Dichlorophenoxy)acetic acid dimethylamine salt
Methanamine, Nmethyl, (2,4dichlorophenoxy)acetate
DIMETHYLAMMONIUM (2,4-DICHLOROPHENOXY)ACETATE
Acetic acid, (2,4dichlorophenoxy), cmpd with dimethylamine (1:1)
Acetic acid, (2,4dichlorophenoxy), cmpd with Nmethylmethanamine (1:1)
217-915-8
desormone
formula 40
un2810
Dimethylamine 2-(2,4-dichlorophenoxy)acetate
2,4-D Amine
DMA-4 herbicide
2,4-D (Dimethyl Amine Salt)
S35W73275K
Herbitex
Morselect
Manco Kill-Weed
Ded-Weed Sulv
2,4-D Amine salt; 2,4-D DMA; 2,4-D amine
Norkem 40t
Liquid Wonder Weeder
Weed-Rhap A-4D
2-(2,4-dichlorophenoxy)acetic acid;N-methylmethanamine
Blitz 64
2,4-D amine salt
Banvel-720
Wilson's Multi-Weeder
Chipman Lawn Weedkiller
Marquette Herbitex Plus
Dow DMA-4
Vigoro Dandelions Killer
Monsanto 2,4-D Amine
Techne 2,4-D Amine Weed Killer
Banvel 3 Liquid Herbicide
Du Pont Lawn Weed Killer
Dimethylammonium 2,4-dichlorophenoxyacetate
Diamond Shamrock Amine 6D
FS Amine 400 Weed Killer
N-Methylmethanamine 2,4-dichlorophenoxyacetate
Parsons 2,4-D Weed Killer
Green Cross Poison Ivy Killer
Ortho Super Weed-B-Gon Spray
Co-op Premium Lawn Weed Killer
Liquid Clearit Vegetation Killer
Du Pont Turf Food With Weed Killer
Sure Death 2,4-D Amine Weedkiller
Floro Tox 2,4-D Amine Weed Killer
Best 4 Servis Brand Lawn Weed Killer
Mecoturf Plus 2,4-D Liquid Weedkiller
(2,4-dichlorophenoxy)acetic acid - N-methylmethanamine (1:1)
Barber's Weed Killer (Amine Formulation)
Zehrung 2,4-D Selective Amine Weed Killer
Green Cross Killex Spot Weeder Pressurized Spray
Pacific Cooperatives P 2,4-D Amine Weed Killer
Dimethylamine 2,4-dichlorophenoxyacetate
2,4-D dimethylammonium
Dimethylamine2-(2,4-dichlorophenoxy)acetate
Acetic acid, (2,4-dichlorophenoxy)-, cmpd with dimethylamine (1:1)
Acetic acid, (2,4-dichlorophenoxy)-, cmpd with N-methylmethanamine (1:1)
SCHEMBL158138
CHEMBL1560250
Tox21_200302
NCGC00090713-02
NCGC00257856-01
CAS-2008-39-1
DB-045079
NS00077203
E80435
Q2813782