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Monuron

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Identification
Molecular formula
C9H8Cl3N2O
CAS number
150-68-5
IUPAC name
1-(4-chlorophenyl)-3-(3,4-dichlorophenyl)urea
State
State

Monuron is typically in a solid state at room temperature. It is known for its stability when stored under normal conditions, making it useful for long-term applications in agriculture. Due to its solid form, it is often distributed in powder form and mixed with water prior to application.

Melting point (Celsius)
170.50
Melting point (Kelvin)
443.65
Boiling point (Celsius)
415.00
Boiling point (Kelvin)
688.15
General information
Molecular weight
265.53g/mol
Molar mass
265.1200g/mol
Density
1.5980g/cm3
Appearence

Monuron appears as a white, crystalline solid. It is commonly utilized as a herbicide and is usually formulated as wettable powders or granules for agricultural applications. It is odorless and can be dispersed in water to apply in various settings for effective weed control.

Comment on solubility

Solubility of 1-(4-chlorophenyl)-3-(3,4-dichlorophenyl)urea

1-(4-chlorophenyl)-3-(3,4-dichlorophenyl)urea is a compound that exhibits interesting solubility characteristics. Understanding its solubility is essential for various applications in both research and industrial settings.

General Solubility Behavior

  • Polar Solvents: This compound typically shows limited solubility in polar solvents due to its non-polar aromatic ring structure.
  • Non-Polar Solvents: It is more soluble in non-polar organic solvents. This behavior is attributed to the similar interactions between the compound's molecular structure and those of non-polar solvents.
  • pH Dependence: The solubility may vary with changes in pH, as the presence of –NH2 and –Cl groups can influence solubility through protonation or deprotonation under certain conditions.

Factors Influencing Solubility

Several factors can impact the solubility of 1-(4-chlorophenyl)-3-(3,4-dichlorophenyl)urea:

  • Molecular Interactions: The interactions between solvent molecules and the compound play a critical role in solubility. Stronger interactions can lead to higher solubility.
  • Temperature: Increasing temperatures usually enhance solubility for most compounds. Thus, a higher temperature may result in greater solubility for this urea derivative.
  • Concentration of Solvents: The overall concentration and composition of the solvent also affect the solubility, with mixtures sometimes offering better solubility profiles.

In summary, while 1-(4-chlorophenyl)-3-(3,4-dichlorophenyl)urea displays limited solubility in polar solvents, its affinity for non-polar solvents underscores the importance of solvent choice in practical applications. Understanding these solubility dynamics is essential for efficient formulation and use in chemical processes.

Interesting facts

Interesting Facts about 1-(4-chlorophenyl)-3-(3,4-dichlorophenyl)urea

1-(4-chlorophenyl)-3-(3,4-dichlorophenyl)urea, often referred to in its abbreviated form, is a chemical compound that offers fascinating insights into its role in various applications, particularly in the field of agricultural chemistry.

Key Applications

  • Herbicide Development: This compound is primarily recognized for its potential use in the creation of herbicides, as its structure allows for significant interactions with plant enzyme systems.
  • Pharmaceutical Research: Its distinct structural properties make it a subject of interest in pharmaceuticals, potentially leading to the development of new drugs with specific biological activities.
  • Research in Toxicology: The chlorinated phenyl groups may influence the compound's reactivity and toxicity, making it a valuable candidate for studies assessing environmental impact.

Chemical Insights

The presence of multiple chlorine atoms in its structure significantly enhances its stability and reactivity. Interestingly, chlorine substitution can lead to:

  • Increased Lipophilicity: These attributes allow for better herbicidal action by enhancing the compound's ability to penetrate plant membranes.
  • Altered Binding Affinity: Variations in the position and number of chlorine atoms can affect how the compound interacts with biological targets.

Safety and Environmental Impact

As environmental consciousness grows, understanding compounds like 1-(4-chlorophenyl)-3-(3,4-dichlorophenyl)urea has become essential. It's crucial to:

  1. Assess the compound's long-term effects on soil health and biodiversity.
  2. Evaluate its potential for bioaccumulation in aquatic systems.
  3. Understand its degradation pathways in the environment.

In summary, 1-(4-chlorophenyl)-3-(3,4-dichlorophenyl)urea is more than just a chemical formula; it represents a bridge between chemistry and practical application, illustrating the importance of understanding compound interactions in both agricultural and medicinal fields.

Synonyms
Triclocarban
101-20-2
1-(4-Chlorophenyl)-3-(3,4-dichlorophenyl)urea
3,4,4'-TRICHLOROCARBANILIDE
Solubacter
Procutene
Cutisan
Genoface
Trilocarban
Cusiter
3,4,4'-Trichlorodiphenylurea
Urea, N-(4-chlorophenyl)-N'-(3,4-dichlorophenyl)-
Trichlocarban
Trichlorocarbanilide
Triclocarbanum
N-(4-Chlorophenyl)-N'-(3,4-dichlorophenyl)urea
TCC
NSC-72005
3,4,4'-trichloro carbanilide
Caswell No. 874
3,4,4-Trichlorocarbanilide
1-(3',4'-Dichlorophenyl)-3-(4'-chlorophenyl)urea
ENT 26925
TCC (soap bacteriostat)
Carbanilide, 3,4,4'-trichloro-
CP 78416
N-(3,4-Dichlorophenyl)-N'-(4-chlorophenyl)urea
NSC 72005
CCRIS 4880
HSDB 5009
3-(4-chlorophenyl)-1-(3,4-dichlorophenyl)urea
UNII-BGG1Y1ED0Y
BGG1Y1ED0Y
EINECS 202-924-1
Triclocarbanum [INN-Latin]
EPA Pesticide Chemical Code 027901
BRN 2814890
DTXSID4026214
CHEBI:48347
AI3-26925
NSC72005
MFCD00013254
DTXCID906214
trichlorcarban
EC 202-924-1
4-12-00-01265 (Beilstein Handbook Reference)
NCGC00164034-01
Triclocarbanum (INN-Latin)
TRICLOCARBAN (MART.)
TRICLOCARBAN [MART.]
TCC Soap
TRICLOCARBAN (USP-RS)
TRICLOCARBAN [USP-RS]
C13H9Cl3N2O
TRICLOCARBAN (USP MONOGRAPH)
TRICLOCARBAN [USP MONOGRAPH]
Triclocarban [USAN:INN]
CAS-101-20-2
3,?4,?4'-?Trichlorocarbanilide (Triclocarban)
Triclocarben
DialWhite
(Triclocarban)
Dial AloeAloe
Nipaguard TCC
triclorocarbanilide
9EG
Antibacterial Beauty
Dollar General Gold
Image Essentials Gold
Triclocarbanum (Latin)
Antibacterial Ocean Fresh
Urea,4-dichlorophenyl)-
Triclocarban (USP/INN)
TRICLOCARBAN [MI]
Urea-based compound, 11
Antibacterial Golden Burst
Dial Odor ArmorOdor Armor
TRICLOCARBAN [INN]
3,4'-Trichlorocarbanilide
Personal Care Antibacterial
TRICLOCARBAN [HSDB]
TRICLOCARBAN [USAN]
3,4'-Trichlorodiphenylurea
cid_7547
NCIOpen2_008923
SCHEMBL68658
WLN: GR DMVMR CG DG
MLS002415563
Carbanilide,4,4'-trichloro-
TRICLOCARBAN [WHO-DD]
CHEMBL1076347
Rite Aid Renewal Gold Deodorant
BDBM25730
MegaFresh Antibacterial Deodorant
Triclocarban, analytical standard
3,?4,?4'-?Trichlorocarbanilide
HY-B1805
MSK21313
Tox21_112078
Tox21_202030
Tox21_300481
s6444
STK730440
3,4,4'-Trichlorocarbanilide, 99%
AKOS001713711
Coralite Ultra Antibacterial Deodorant
Tox21_112078_1
CS-7760
DB11155
FT04164
KS-5290
1st Date antibacterial Deodorant (Gold)
NCGC00164034-02
NCGC00164034-03
NCGC00164034-04
NCGC00164034-05
NCGC00254243-01
NCGC00259579-01
1st Date antibacterial Deodorant (Green)
1st Date antibacterial Deodorant (White)
AC-12602
Dial Gold BarAntibacterial Deodorant Soap
SMR001339078
3,4,4'-Trichlorocarbanilide(Triclocarban)
DG BodyAntibacterial Deodorant 3.5 oz bar
NS00000454
T1015
3,?4,?4'-?Trichlorocarbanilide(Triclocarban)
D06223
E77179
EN300-7401785
1-(4-chlorophenyl)-3-(3,4-dichlorophenyl) urea
Q416579
SR-01000860289
N-(4-chlorophenyl)-N'-(3,4-dichlorophenyl)-urea
SR-01000860289-2
BRD-K25029121-001-05-8
US8815951, 3-(4-chlorophenyl)-1-(3,4-dichlorophenyl)urea
1-(4-Chlorophenyl)-3-(3,4-dichlorophenyl)urea;TCC;Triclocarban
Triclocarban, United States Pharmacopeia (USP) Reference Standard
202-924-1
3,4,4` Trichlorocarbanilide (Triclocarban), Pharmaceutical Secondary Standard; Certified Reference Material