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Atrazine

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Identification
Molecular formula
C8H10ClN5
CAS number
1912-24-9
IUPAC name
4,6-dichloro-N-(2-chlorophenyl)-1,3,5-triazin-2-amine
State
State

At room temperature, atrazine is in a solid state. It is typically processed as a crystalline powder for agricultural applications and formulations.

Melting point (Celsius)
176.00
Melting point (Kelvin)
449.15
Boiling point (Celsius)
204.00
Boiling point (Kelvin)
477.15
General information
Molecular weight
215.65g/mol
Molar mass
215.6390g/mol
Density
2.5800g/cm3
Appearence

Atrazine is typically found as a white crystalline solid or powder. It is odorless and possesses no distinct taste. Due to its crystalline nature, it reflects light, often appearing somewhat shiny under direct lighting. It is known for its purity in commercially prepared batches.

Comment on solubility

Solubility of 4,6-dichloro-N-(2-chlorophenyl)-1,3,5-triazin-2-amine

The solubility of 4,6-dichloro-N-(2-chlorophenyl)-1,3,5-triazin-2-amine is an important characteristic that can significantly affect its applications and behavior in various environments. This compound is known to have limited solubility in water, which is typical for many triazine derivatives due to their hydrophobic aromatic rings. Below are some key points regarding its solubility:

  • Water Solubility: This compound generally exhibits poor solubility in water. This characteristic can limit its bioavailability and lessen its effectiveness when used in aqueous environments.
  • Organic Solvents: However, it is often more soluble in organic solvents such as acetone, ethanol, and dichloromethane, making it more versatile in organic synthesis and chemical reactions.
  • Influence of Temperature: Like many compounds, its solubility may improve with increasing temperature, allowing for better dissolution in higher-temperature organic solvents.

To summarize, while 4,6-dichloro-N-(2-chlorophenyl)-1,3,5-triazin-2-amine may present challenges when it comes to solubility in water, its favorable properties in organic solvents make it a valuable compound in synthetic chemistry. Understanding these solubility dynamics is crucial for effective utilization in practical applications.

Interesting facts

Interesting Facts about 4,6-Dichloro-N-(2-chlorophenyl)-1,3,5-triazin-2-amine

4,6-Dichloro-N-(2-chlorophenyl)-1,3,5-triazin-2-amine is a fascinating compound that belongs to a class of chemicals known as triazines. This compound has garnered attention for several reasons:

  • Agrochemical Importance: Often found in herbicides, triazines play a crucial role in agriculture by controlling weeds. This specific compound has the potential to enhance the effectiveness and selectivity of herbicides.
  • Environmental Behavior: Understanding the environmental impact of triazines is critical. Researchers study their degradation patterns and how they interact with soil and water systems to ensure that they’re used responsibly.
  • Safety Measures: Like many agricultural chemicals, 4,6-dichloro triazines require careful handling. Assessing toxicity levels is vital, as it helps establish safety guidelines for both humans and wildlife.

Chemical Structure and Characteristics

The structure of this compound is characterized by:

  • A triazine ring, which consists of three nitrogen atoms and three carbon atoms, contributing to its unique properties.
  • The presence of chlorine atoms enhances the herbicidal activity, making it more effective in targeting specific weed species.
  • An amine group, which can act as a site for further chemical reactions, making this compound versatile in synthetic applications.

Research and Applications

Current research into compounds like 4,6-dichloro-N-(2-chlorophenyl)-1,3,5-triazin-2-amine is broadening our understanding of:

  • Herbicide Resistance: Investigating how certain plants develop resistance to triazine herbicides is crucial for effective weed management.
  • Synergistic Effects: Studying how this compound can be combined with other herbicides to create effective mixtures.
  • Mode of Action: Exploring the biochemical pathways influenced by this compound helps improve formulations and reduce ecological impact.

In conclusion, 4,6-dichloro-N-(2-chlorophenyl)-1,3,5-triazin-2-amine represents a significant compound in agricultural chemistry, with vast implications for both plant protection and environmental safety. As we delve deeper into the chemistry of triazines, our capability to innovate and apply such compounds responsibly is ever-expanding.

Synonyms
Anilazine
101-05-3
DYRENE
Anilazin
Zinochlor
Triasym
Triazin
Kemate
Bortrysan
Triasyn
Aniyaline
Direz
Dyrene Flussig
Dyrene 50W
Triazine (pesticide)
4,6-Dichloro-N-(2-chlorophenyl)-1,3,5-triazin-2-amine
2,4-Dichloro-6-(o-chloroanilino)-s-triazine
Dairene
(o-Chloroanilino)dichlorotriazine
Caswell No. 302
NCI-C08684
1,3,5-Triazin-2-amine, 4,6-dichloro-N-(2-chlorophenyl)-
NSC 3851
Anilazine [BSI:ISO]
CCRIS 43
2,4-Dichloro-6-(2-chloroanilino)-1,3,5-triazine
Dairin
ENT 26,058
HSDB 1567
Direz; Dyrene
UNII-C6E8Y03ZJN
B-622
EINECS 202-910-5
EPA Pesticide Chemical Code 080811
s-Triazine, 2,4-dichloro-6-(o-chloroanilino)-
BRN 0223133
DTXSID9020089
CHEBI:82076
2,4-Dichloro-6-o-chloranilino-s-triazine
AI3-26058
2-Chloro-N-(4,6-dichloro-1,3,5-triazin-2-yl)aniline
ANILAZINE [ISO]
ANILAZINE [MI]
NSC-3851
ANILAZINE [HSDB]
2-(2-Chloranilin)-4,6-dichlor-1,3,5-triazin
C6E8Y03ZJN
DTXCID6089
2,4-Dichloro-6-(o-chloranilino)-s-triazine
NSC3851
5-26-08-00019 (Beilstein Handbook Reference)
Triazine (VAN)
B 622
Anilazine solution
2-(2-Chloranilin)-4,6-dichlor-1,3,5-triazin [German]
4,3,5-triazin-2-amine
Pesticide Code: 080811
SCHEMBL13280
6-(2-Chloroanilino)-2,4-dichloro-1,3,5-triazine
(oChloroanilino)dichlorotriazine
CHEMBL464135
ENT 26
2,4Dichloro6ochloranilinostriazine
Tox21_301181
2,4Dichloro6(ochloroanilino)striazine
AKOS009156485
ENT 26, 058
2(2Chloranilin)4,6dichlor1,3,5triazin
NCGC00090810-01
NCGC00090810-02
NCGC00090810-03
NCGC00255079-01
sTriazine, 2,4dichloro6(ochloroanilino)
AC-12678
CAS-101-05-3
WLN: T6N CN ENJ BMR BG & DG FG
2,4Dichloro6(2chloroanilino)1,3,5triazine
NS00002860
s-Triazine,4-dichloro-6-(o-chloroanilino)-
2ChloroN(4,6dichloro1,3,5triazin2yl)aniline
Anilazine, PESTANAL(R), analytical standard
2, 4-Dichloro-6-(o-chloranilino)-s-triazine
2, 4-Dichloro-6-(o-chloroanilino)-s-triazine
C18935
4,6DichloroN(2chlorophenyl)1,3,5triazin2amine
1,3,5Triazin2amine, 4,6dichloroN(2chlorophenyl)
2-(2-chlorophenylamino)-4,6-dichloro-s-triazine
Q413886
2, 4-Dichloro-6-(2-chloroanilino)-1,3,5-triazine
1,5-Triazin-2-amine, 4,6-dichloro-N-(2-chlorophenyl)-
2-chloro-N-(4,6-=dichloro-1,3,5-triazin-2-yl)aniline
4, 6-Dichloro-N-(2-chlorophenyl)-1,3,5-triazin-2-amine
1,3,5-Triazin-2-amine, 4, 6-dichloro-N-(2-chlorophenyl)-
1,3,5-Triazin-2-amine, 4,6-dichloro-N-(2-chlorophenyl)-(9CI)
N-(2-Chlorophenyl)-N-(4,6-dichloro-1,3,5-triazin-2-yl)amine
202-910-5