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Coumaphos

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Identification
Molecular formula
C14H16ClO5P
CAS number
56-72-4
IUPAC name
3-diethoxyphosphinothioyloxy-7,8,9,10-tetrahydrobenzo[c]chromen-6-one
State
State

At room temperature, coumaphos is a solid. It is stable under normal conditions but can decompose if exposed to extreme heat.

Melting point (Celsius)
91.00
Melting point (Kelvin)
364.15
Boiling point (Celsius)
400.00
Boiling point (Kelvin)
673.15
General information
Molecular weight
362.84g/mol
Molar mass
362.8390g/mol
Density
1.3200g/cm3
Appearence

Coumaphos appears as a colorless to pale yellow crystalline solid. It is typically found in powder form and can have a slight characteristic odor. It is used as an insecticide and acaricide in veterinary medicine and agriculture.

Comment on solubility

Solubility of 3-Diethoxyphosphinothioyloxy-7,8,9,10-tetrahydrobenzo[c]chromen-6-one

The solubility of 3-diethoxyphosphinothioyloxy-7,8,9,10-tetrahydrobenzo[c]chromen-6-one is an interesting topic of consideration due to its unique chemical structure. Generally, solubility is influenced by several factors, including the molecular size, polarity, and presence of functional groups. Here are some key points to note:

  • Polarity: The presence of diethoxy and thioyloxy groups suggests that the compound may have polar characteristics, which can enhance its solubility in polar solvents.
  • Solvent Type: This compound may show varying solubility in different solvents, particularly being more soluble in ethanol and dimethyl sulfoxide (DMSO) due to the polar nature of these solvents.
  • Molecular Interactions: Hydrogen bonding between the diethoxy groups and the solvent molecules could further promote solubility.
  • Hydrophobic Regions: The benzo[c]chromene moiety could hinder solubility in highly polar solvents, implying that it may also have some level of solubility in non-polar solvents like hexane.

In conclusion, while the solubility of 3-diethoxyphosphinothioyloxy-7,8,9,10-tetrahydrobenzo[c]chromen-6-one can be anticipated to be more favorable in polar environments, the specific solubility profile should be determined empirically through experimentation to achieve a comprehensive understanding.

Interesting facts

Interesting Facts about 3-Diethoxyphosphinothioyloxy-7,8,9,10-tetrahydrobenzo[c]chromen-6-one

This compound belongs to an intriguing class of molecules known as phosphorothioates. Its unique structure incorporates a thioate group, which notably enhances its reactivity compared to similar compounds without sulfur. Here are some key points that make this compound exceptional:

  • Structural Complexity: The inclusion of a tetrahydrobenzo[c]chromen-6-one core in its structure contributes to the compound's potential for diverse applications in organic synthesis and medicinal chemistry.
  • Bioactivity: Compounds with phosphinothioate functionalities are being studied for their bioactive properties, including potential roles as insecticides or fungicides, showcasing their importance in agricultural chemistry.
  • Phosphorus Chemistry: Phosphorus-containing compounds play crucial roles in biochemistry, notably in energy transfer and biological signaling pathways, indicating this compound's potential relevance in biochemical research.
  • Versatile Functionalization: The presence of diethoxy groups can facilitate various chemical reactions, making it a versatile intermediate for synthesizing more complex molecules.

These features highlight the compound's significance not only in theoretical studies but also in practical applications across different fields of chemistry. As researchers delve into the vast potential of such compounds, we gain valuable insights into their mechanisms and interaction capabilities, reinforcing the unparalleled creativity found in chemical science.


Synonyms
COUMITHOATE
Chromaphon
Coumithoate [ISO]
Dition Insecticide
Caswell No. 345A
572-48-5
UNII-501C188SWN
BRN 0049344
501C188SWN
COUMITHOATE [MI]
DTXSID1058131
4-18-00-00514 (Beilstein Handbook Reference)
O,O-Diethyl O-(7,8,9,10-tetrahydro-6-oxo-6H-dibenzo(b,d)pyran-3-yl) phosphorothioate
1-Cyclohexene-1-carboxylic acid, 2-(2,4-dihydorxyphenyl)-, delta-lactone, O,O-diethyl phosphorothioate
2-(2,4-Dihydroxyphenyl)-1-cyclohexene-1-carboxylic acid gamma-lactone O,O-diethyl phosphorothioate
Phosporothioic acid, O,O-diethyl ester, O-ester with 7,8,9,10-tetrahydro-3-hydroxy-6H-dibenzo(b,d)pyran-6-one
O,O-Diethyl O-(7,8,9,10-tetrahydro-6-oxo-6H-dibenzo(b,d)pyran-3-yl)phosphorothioate
O,O-DIETHYL O-(7,8,9,10-TETRAHYDRO-6-OXOBENZO(C)CHROMAN-3-YL) PHOSPHOROTHIOATE
1-CYCLOHEXENE-1-CARBOXYLIC ACID, 2-(2,4-DIHYDROXYPHENYL)-, .DELTA.-LACTONE, O,O-DIETHYL PHOSPHOROTHIOATE
DTXCID0031899
1-CYCLOHEXENE-1-CARBOXYLIC ACID, 2-(2,4-DIHYDROXYPHENYL)-, DELTA-LACTONE, O,O-DIETHYL PHOSPHOROTHIOATE
dithion (van)
dithione
nsmrhydokzamkj-uhfffaoysa-n
Dition
Chromaphton
ENT-24986
7-Hydroxy-3,4-tetramethylenecoumarin O,O-diethyl thiophosphate
O,O-Diethyl O-(3,4-tetramethylenecoumarinyl-7) thiophosphate
O,O-Diethyl 7-hydroxy-3,4-tetramethylene coumarinyl phosphorothioate
Diethyl 7,8,9,10-tetrahydro-6-oxobenzo(c)chroman-3-yl phosphorothioate
O,O-Diethyl O-(7,8,9,10-tetrahydro-6-oxobenzo(c)chroman-3-yl)phosphorothioate
Phosphorothioic acid, O,O-diethyl O-(7,8,9,10-tetrahydro-6-oxo-6H-dibenzo(b,d)pyran-3-yl) ester
1-Cyclohexene-1-carboxylic acid, 2-(2,4-dihydroxyphenyl)-, .delta.-lactone, O-ester with O,O-diethyl phosphorothioate
Phosphorothioic acid, O,O-diethyl O-(7,8,9,10-tetrahydro-6-oxo-6H-dibenzo[b,d]pyran-3-yl) ester
ditione
Diethyl 7,8,9,10-tetrahydro-6-oxobenzo[c]chroman-3-yl phosphorothioate
PHOSPHOROTHIOIC ACID, O,O-DIETHYL ESTER, O-ESTER WITH 7,8,9,10-TETRAHYDRO-3-HYDROXY-6H-DIBENZO(B,D)PYRAN-6-ONE
Phosphorothioic acid, O,O-diethyl ester, O-ester with 7,8,9,10-tetrahydro-3-hydroxy-6H-dibenzo[b,d]pyran-6-one
SCHEMBL116666
3-diethoxyphosphinothioyloxy-7,8,9,10-tetrahydrobenzo[c]chromen-6-one
1-Cyclohexene-1-carboxylic acid, 2-(2,4-dihydroxyphenyl)-, delta-lactone, O-ester with O,O-diethyl phosphorothioate
NS00123866
Q27260733
O,O-Diethyl O-(6-oxo-7,8,9,10-tetrahydro-6H-benzo[c]chromen-3-yl) thiophosphate #