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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
State
State

The compound is typically in a solid state at room temperature, existing as a solid crystalline powder.

Melting point (Celsius)
140.50
Melting point (Kelvin)
413.70
Boiling point (Celsius)
160.00
Boiling point (Kelvin)
433.00
General information
Molecular weight
221.04g/mol
Molar mass
221.0310g/mol
Density
1.5630g/cm3
Appearence

2,4-Dichlorophenoxyacetic acid appears as white to grey crystalline powder. It has the form of small, colorless crystals. The compound is typically odorless or may have a slight phenolic odor.

Comment on solubility

Solubility of 2-(2,4-dichlorophenoxy)acetic acid (C8H6Cl2O3)

2-(2,4-dichlorophenoxy)acetic acid exhibits interesting solubility characteristics, primarily influenced by its structural components. Understanding its solubility can help in various applications and formulations. Here are some key points:

  • Solvent Dependence: This compound shows varying solubility depending on the solvent used. It is generally more soluble in polar organic solvents (like ethanol and methanol) compared to non-polar solvents.
  • Water Solubility: The solubility in water is relatively low, which can be attributed to its hydrophobic aromatic rings combined with the presence of functional groups that limit interactions with water molecules.
  • Effect of pH: The solubility of this acid can be enhanced in basic conditions, as it can ionize and form an anionic species, increasing its solubility in aqueous solutions.
  • Temperature Influence: Like many organic compounds, solubility may increase with temperature, making it more soluble in hot solvents than in cold.

In summary, the solubility of 2-(2,4-dichlorophenoxy)acetic acid is nuanced and varies significantly based on factors like solvent choice, pH, and temperature. For optimal usage, understanding these conditions is essential.

Interesting facts

Interesting Facts About 2-(2,4-Dichlorophenoxy)acetic Acid

2-(2,4-Dichlorophenoxy)acetic acid, commonly known as dicamba, is a fascinating compound with a rich history and a significant role in agricultural practice. Here are some intriguing aspects:

  • Herbicide Power: Dicamba is primarily used as a herbicide for controlling broadleaf weeds. Its selective action allows it to target specific weed species while sparing most crops, making it an essential tool for farmers.
  • Mode of Action: This compound works by mimicking the natural plant hormone auxin, disrupting growth processes in target weeds. It leads to uncontrolled growth and eventually death of the plants, showcasing the intricate relationship between hormonal signals and plant development.
  • Environmental Impact: While effective, dicamba has raised concerns regarding its potential impact on neighboring crops due to drift. This has propelled much discussion about sustainable usage and regulatory measures to protect non-target plants.
  • Application Strategies: Dicamba is typically applied via ground or aerial methods, adding versatility to its usage. Understanding the application timing and conditions is crucial for maximizing its effectiveness while minimizing environmental risks.
  • Chemical Structure: The presence of chlorine atoms in its structure enhances its herbicidal properties, which also makes its study a compelling subject for organic chemistry enthusiasts.

In summary, 2-(2,4-dichlorophenoxy)acetic acid stands out not only as an effective agricultural chemical but also as a compound that sparks vital discussions about the balance between agricultural productivity and environmental stewardship. As one famous quote goes, “To cultivate a field is the vision of a better future.” The study of compounds like dicamba can certainly guide us toward that vision.

Synonyms
2,4-dichlorophenoxyacetic acid
94-75-7
2-(2,4-dichlorophenoxy)acetic acid
2,4-D
(2,4-Dichlorophenoxy)acetic acid
Tributon
Weedone
Rhodia
2,4-D acid
Weed-Rhap
Weedone lv4
Agrotect
Fernesta
Fernimine
Netagrone
Vergemaster
Amoxone
Dicopur
Dormone
Estone
Ipaner
Moxone
Phenox
Pielik
Weed-B-gon
Verton 2D
Brush-rhap
Crop rider
B-Selektonon
Pennamine D
Weed-ag-bar
Weedez wonder bar
Chloroxone
Herbidal
Planotox
Weedatul
Weedtrol
Ferxone
Miracle
Monosan
Ded-Weed LV-69
Emulsamine bk
Foredex 75
Vidon 638
Mota Maskros
Envert dt
Lawn-keep
Weed tox
Acetic acid, (2,4-dichlorophenoxy)-
Esteron 76 BE
Emulsamine E-3
Emulsamine
Macrondray
Croprider
Crotilin
Plantgard
Dormon
Moxon
Netagrone 600
Esteron 44 weed killer
Superormone concentre
Agricorn D
Debroussaillant 600
Silvaprop 1
Acme LV 4
Dacamine
Deherban
Desormone
Diclordon
Esterone
Fernoxone
Macondray
Pennamine
Barrage
Esteron
Weedar
Salvo
Verton 38
Rcra waste number U240
Weed-Rhap A-4
Weed-Rhap B-4
Citrus fix
Visko-rhap low drift herbicides
Caswell No. 315
Acme LV 6
Visko-rhap low volatile 4l
Tiller S
Weed-Rhap B-266
R-H Weed Rhap 20
Weed-Rhap LV-4-0
Hedonal, herbicide
Hedonal (the herbicide)
Aminopielik 50SL
Dichlorophenoxyacetic acid
Weed-Rhap I-3.34
Esteron 99
Formula 40
U 46DP
Dezormon
Huragan
Red Devil Dry Weed Killer
Hivol-44
Uniso
De-Pester Ded-Weed LV-2
Visko-rhap
Scott's 4-XD Weed Control
Acide 2,4-dichloro phenoxyacetique
CCRIS 949
(2,4-Dichlorophenyloxy)acetic acid
Phenoxyacetic acid, 2,4-dichloro-
Barrage HF
Verton D
Atlas D
HSDB 202
Vertron 2D
2,4-Dwuchlorofenoksyoctowy kwas
Acme amine 4
2,4-Dichlorophenoxyethanoic acid
(2,4-Dichloor-fenoxy)-azijnzuur
Esteron brush killer
Acme butyl ester 4
Verton 2-D
Weedar-64
(Dichlorophenoxy)acetic acid
BH 2,4-D
DMA-4
NSC 2925
(2,4-Dichlor-phenoxy)-essigsaeure
2,4-D Mecoprop
Weedone 100 Emulsifiable [Canada]
Acido(2,4-dicloro-fenossi)-acetico
Envert 171
ENT 8,538
Basalcoat
Chipco turf herbicide D
Farmco
Spritz-hormit/2,4-D
EPA Pesticide Chemical Code 030001
2,4-D [BSI:ISO]
Esterone four
Kwas 2,4-dwuchlorofenoksyoctowy
Monosan herbi
U-5043
CHEBI:28854
2,4-Dichlorophenoxy Acetic Acid
Kyselina 2,4-dichlorfenoxyoctova
(2,4-Dichlorphenoxy)acetic acid
Weedone 100 Emulsifiable
Kwasu 2,4-dwuchlorofenoksyoctowego
AI3-08538
EINECS 202-361-1
2,4-PA
MFCD00004300
Hedonal (herbicide)
BRN 1214242
Green Cross Weed-No-More 80
DTXSID0020442
2,4-Dichlorophenyloxyacetic Acid
NSC 423
Spritz-hormin/2,4-D
UNII-2577AQ9262
NSC-2925
Butoxy-D 3: 1 Liquid emulsifiable Brushkiller LV96 [Canada]
2,4-Dichlorphenoxyessigsaeure
2,4-D (2,4-dichlorophenoxyacetic acid)
2,4-Dwuchlorofenoksyoctowy kwas [Polish]
DTXCID80442
(2,4-Dichloor-fenoxy)-azijnzuur [Dutch]
(2,4-Dichlor-phenoxy)-essigsaeure [German]
Acide 2,4-dichloro phenoxyacetique [French]
(2,4-Dichlorphenoxy)essigsaeure
Chipco turf herbicide quot DQuot
Acido(2,4-dicloro-fenossi)-acetico [Italian]
2,4-D [HSDB]
2,4-D [IARC]
2,4-Dichlorophenoxyacetate
(2,4-dichlorophenoxy)-acetic acid
(2, 4-Dichlorophenoxy)acetic acid
4-06-00-00908 (Beilstein Handbook Reference)
2,4-D [ISO]
Butoxy-D 3: 1 Liquid emulsifiable Brushkiller LV96
2,4-D [MI]
64296-19-1
DICHLOROPHENOXYACETIC ACID [MART.]
2577AQ9262
2,4-D (IARC)
Weedone 100 Emulsifiable (Canada)
2702-72-9
CAS-94-75-7
CFA
DICHLOROPHENOXYACETIC ACID (MART.)
SMR000135639
2,4-Dwuchlorofenoksyoctowy kwas (POLISH)
(2,4-Dichloor-fenoxy)-azijnzuur (DUTCH)
2,4 Dichlorophenoxyacetic Acid
2,4-d ((2,4-dichlorophenoxy)acetic acid)
(2,4-Dichlor-phenoxy)-essigsaeure (GERMAN)
Acide 2,4-dichloro phenoxyacetique (FRENCH)
Acido(2,4-dicloro-fenossi)-acetico (ITALIAN)
sodium;2-(2,4-dichlorophenoxy)acetate
Green Cross Weed-No-More "80"
RCRA waste no. U240
Isadiamineyeom
Brushrhap
Lawnkeep
Weedrhap
BSelektonon
Butoxy-D 3: 1 Liquid emulsifiable Brushkiller LV96 (Canada)
Kwas 2,4-dwuchlorofenoksyoctowy [Polish]
Kyselina 2,4-dichlorfenoxyoctova [Czech]
WeedBgon
WeedAgBar
Kwasu 2,4-dwuchlorofenoksyoctowego [Polish]
Emulsamine E3
Hedonal, Trinoxol
Planotox Plantgard
WeedRhap A4
WeedRhap B4
2,4-D [Chlorophenoxy herbicides]
Emuls-amine E-3
Hivol44
WeedRhap LV40
DedWeed LV69
WeedRhap B266
RH Weed Rhap 20
WeedRhap I3.34
2,4D acid
DePester DedWeed LV2
Spectrum_001853
2,4-dichlorophenoxyacetic acid (2,4-d)
2,4-D (Standard)
SpecPlus_000464
Spectrum2_001855
Spectrum3_000832
Spectrum4_000672
Spectrum5_001978
Chipco turf herbicide''D
Viskorhap low volatile 4l
2,4D, salts and esters
FORMOLA 40
Chipco turf herbicide 'd'
Scott's 4XD Weed Control
WLN: QV1OR BG DG
Macondray Macrondray Miracle
2,4-Dichlorphenoxyessigsaure
SCHEMBL27783
(2,4Dichloorfenoxy)azijnzuur
2,4-D, analytical standard
2,4dichlorophenoxyacetic acid
BSPBio_002383
KBioGR_001103
KBioSS_002370
SPECTRUM330040
Green Cross WeedNoMore "80
HIV OL-44
MLS001055481
MLS001066378
BIDD:ER0676
Chipco turf herbicide ''D''
DivK1c_006560
Viskorhap low drift herbicides
2,4Dwuchlorofenoksyoctowy kwas
Kwas 2,4dwuchlorofenoksyoctowy
SPBio_001670
(2,4Dichlorphenoxy)essigsaeure
CHEMBL367623
Kyselina 2,4dichlorfenoxyoctova
(2,4-Dichlorphenoxy)essigsaure
Acido(2,4diclorofenossi)acetico
2,4-dichloro-phenoxyacetic acid
2,4-dichlorophenoxy-acetic acid
CHIPCO TURF HERBICIDE "D
2,4-D (ACGIH:OSHA)
Green Cross Weed-No-More "80
KBio1_001504
KBio2_002366
KBio2_004934
KBio2_007502
KBio3_001883
Phenoxyacetic acid, 2,4dichloro
BH 2,4D
Kwasu 2,4dwuchlorofenoksyoctowego
NSC2925
Acide 2,4dichloro phenoxyacetique
(2,4Dichlorophenyloxy)acetic acid
2,4PA
HMS2749P17
VISKO-RHAP DRIFT HERBICIDES
(2,4-dichloro-phenoxy)acetic acid
2,4-dichlorophenoxy-1-acetic acid
Acetic acid, (2,4dichlorophenoxy)
MSK22017
Tox21_201751
Tox21_300890
(2,4-dichloro-phenoxy)-acetic acid
BBL007778
BDBM50486213
CCG-39393
HY-18572R
STK386452
U 46 D
Chipco turf herbicide "D" Chloroxone
2,4-D 10 microg/mL in Acetonitrile
2,4-D 1000 microg/mL in Acetone
2,4-DICHLOOR-FENOXY-AZIJNZUUR
2,4-Dichlorophenoxyacetic acid, 97%
AKOS000103940
AC-3256
BS-4286
FD21679
NSC 190751
2,4-D 100 microg/mL in Acetonitrile
2,4-DICHLOR-PHENOXY-ESSIGSAEURE
Acetic acid, 2-(2,4-dichlorophenoxy)-
NCGC00090713-01
NCGC00090713-03
NCGC00090713-04
NCGC00090713-05
NCGC00090713-06
NCGC00090713-07
NCGC00090713-08
NCGC00090713-09
NCGC00254794-01
NCGC00259300-01
1ST22017
HY-18572
DB-057528
KWASU 2,4-DWUCHLOROFENOKSY OCTOWEGO
2,4-D, PESTANAL(R), analytical standard
CS-0008188
D0396
NS00000247
U5043
EN300-16559
2,4-DICHLOOR-FENOXY-AZIJNZUUR (DUTCH)
C03664
D72463
2,4-DICHLOR-PHENOXY-ESSIGSAEURE (GERMAN)
Q209222
SR-01000596969
(2,4-dichlorophenoxy)acetic acid (ACD/Name 4.0)
2,4-D, certified reference material, TraceCERT(R)
ButoxyD 3: 1 Liquid emulsifiable Brushkiller LV96
SR-01000596969-1
2-(2,4-Dichlorophenoxy)acetic acid;2,4-D;Diclordon
Acetic acid, (2,4dichlorophenoxy), salts and esters
BRD-K01473791-001-02-2
BRD-K01473791-001-06-3
Acetic acid, (2,4-dichlorophenoxy)- (7CI,8CI,9CI)
F0850-6564
Visko-rhap low drift herbicides Visko-rhap low volatile 4l
2,4-D ((2,4-Dichlorophenoxy)acetic acid) 10 microg/mL in Acetonitrile
2,4-D ((2,4-Dichlorophenoxy)acetic acid) 100 microg/mL in Acetonitrile
2,4-D ((2,4-Dichlorophenoxy)acetic acid) 1000 microg/mL in Acetone
2,4-Dichlorophenoxyacetic acid, plant cell culture tested, >=98%, crystalline
202-361-1