An investigation of the chemical properties of bis(dodecylthio)dibutyltin

Title: An investigation of the chemical properties of bis(dodecylthio)dibutyltin

In the field of modern organic synthetic chemistry and materials science, organotin compounds have attracted much attention because of their unique physicochemical properties, among which bis(dodecylthio)dibutyltin, as a typical organotin compound, is of great significance in the study of its chemical properties for the understanding of its applications in the fields of catalysts, stabilisers and bactericides. In this paper, we will discuss the chemical properties of bis(dodecylthio)dibutyltin from the aspects of structural features, stability, reactivity and environmental protection properties.

Structural characteristics
Bis(dodecylthio)dibutyltin, the chemical formula of which can be expressed as [(C12H25S)2Sn(C4H9)2], is an organostannic compound containing two long-chain dodecylsulfanyl groups and two butyl groups. This structure endows the compound with both hydrophobicity (due to the presence of the long-chain alkyl groups) and good solubility in organic phases, which is essential for its application in organic media. At the same time, the chemical bond formed between the tin and sulphur atoms has a certain polarity, which influences its reactivity and interaction with other molecules.

Stability
Bis(dodecylthio)dibutyltin exhibits relatively good thermal and chemical stability. At room temperature, the compound is not easily oxidised or hydrolysed and is able to maintain its structure over a wide temperature range. However, at high temperatures or under strong acid and alkali conditions, especially in the presence of oxidising agents, its stability decreases significantly, which may lead to structural damage or the release of tin ions. This property requires special consideration when selecting them as additives or catalysts.

Reactivity
The reactivity of this compound is mainly reflected in the coordination reactions and catalytic processes in which it is involved. Due to the nucleophilic nature of the sulphur group, bis(dodecylthio)dibutyltin is able to form stable complexes with a wide range of transition metals, which is particularly important in catalysing polymerisation and addition reactions. In addition, it can act as a stabiliser to prevent chain transfer reactions in polymer synthesis, thereby improving the molecular weight and thermal stability of the product. It is worth noting that its reactivity is also affected by factors such as solvent environment, temperature and pressure, and its performance in a particular reaction can be optimised by modulating these conditions.

Environmentally Friendly Properties
The environmental behaviour of organotin compounds has become one of the main focuses of research as global awareness of environmental protection increases. Although bis(dodecylthio)dibutyltin (DBT) has been widely used in several industrial fields due to its high efficiency, its potential ecotoxicity cannot be ignored. Studies have shown that organotin compounds are difficult to degrade in the environment and may cause cumulative toxicity to aquatic organisms. Therefore, the development of low-toxicity and easily biodegradable alternatives, as well as the strict control of their post-use treatment and discharge, are important directions for current research.

Conclusion
As an important class of organotin compounds, bis(dodecylthio)dibutyltin (BSDBT) exhibits a wide range of potential applications in the fields of chemical synthesis and materials science due to its unique chemical properties. Understanding and mastering its structural characteristics, stability, reactivity and its environmental impact are of great significance for the rational use of this compound and the sustainable development of related industries. Future research should further explore the possibilities of its new applications, and at the same time strengthen the assessment of its safety and environmental protection to ensure the harmonious coexistence of scientific and technological progress and environmental protection.

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NT CAT DMDEE

NT CAT PC-5

NT CAT DMP-30

NT CAT DMEA

NT CAT BDMA

DMCHA – Amine Catalysts (newtopchem.com)

Dioctyltin dilaurate (DOTDL) – Amine Catalysts (newtopchem.com)

Polycat 12 – Amine Catalysts (newtopchem.com)

N-Methylmorpholine

4-Formylmorpholine

 

 

Phenylarsinic acid

Phenylarsinic acid structural formulaPhenylarsinic acid structural formula

Structural formula

Business number 02D6
Molecular formula C6H7AsO3
Molecular weight 202.04
label

Ai3-16050[qr],

Arsonicacid,phenyl-,

Arsonicacid,phenyl-[qr],

Kyselinabenzenarsonova,

Monophenylarsonic acid,

Phenylarsenic acid,

Phenyl-arsonicaci,

Phenylarsonic acid[qr]

Numbering system

CAS number:98-05-5

MDL number:MFCD00002097

EINECS number:202-631-9

RTECS number:CY3150000

BRN number:None

PubChem ID:None

Physical property data

1. Characteristics: White crystalline powder.


2. Density (g/mL,25?): 1.76


3. Relative vapor density (g/mL,air =1): Undetermined


4. Melting point (ºC): 160


5. Boiling point (ºC,normal pressure): Undetermined


6. Boiling point (ºC, kPa): Not determined


7. Refractive index: Undetermined


8. Flashpoint (ºC): Undetermined


9. Specific optical rotation (º): Undetermined


10. Autoignition point or ignition temperature (ºC?: Undetermined


11. Vapor pressure (mmHg, 55ºC): Undetermined


12. Saturated vapor pressure (kPa, 25 ºC): Not determined


13. Heat of combustion (KJ/mol): Undetermined


14. Critical temperature (ºC): Undetermined


15. Critical pressure (KPa): Undetermined


16. Oil and water (octanol/Log value of the partition coefficient (water): undetermined


17. Explosion limit (%,V/V): Undetermined


18. Lower explosion limit (%,V/V): Undetermined


19. Solubility: Undetermined

Toxicological data

Acute toxicity: Rat oral LD50: 50mg/kg;
 MouseOral LD50?270?g/kg;
-US; mso-fareast-language: ZH-CN; mso-bidi-language: AR-SA”>Rabbit intravenous injectionLD50:16mg/kg;

Ecological data

It is extremely harmful to water and toxic to fish. Do not let the product enter the water body.

Molecular structure data

None

Compute chemical data

1. Reference value for hydrophobic parameter calculation (XlogP):


2. Number of hydrogen bond donors: 2


3. Number of hydrogen bond acceptors: 3


4. Number of rotatable chemical bonds: 1


5. Number of tautomers:


6. Topological molecular polar surface area (TPSA): 57.5


7. Number of heavy atoms: 10


8. Surface charge: 0


9. Complexity: 145


10. Number of isotope atoms: 0


11. Determine the number of atomic stereocenters: 0


12. The number of uncertain atomic stereocenters: 0


13. Determine the number of stereocenters of chemical bonds: 0


14. Uncertain number of chemical bond stereocenters: 0


15. Number of covalent bond units: 1

Properties and stability

Does not decompose under normal temperature and pressure. Avoid contact with oxidants.

Storage method

Stored in a cool, ventilated warehouse. Keep away from fire and heat sources. should be kept away from oxidizer, do not store together. Use explosion-proof lighting and ventilation facilities. It is prohibited to use mechanical equipment and equipment that are prone to sparks
Tools. The storage area should be equipped with emergency release equipment and suitable containment materials.

Synthesis method

After diazotization of aniline and Arsenous acid reaction is obtained.

Purpose

is used as an analytical reagent.

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neopentyl alcohol

Neopentyl alcohol structural formulaNeopentyl alcohol structural formula

Structural formula

Business number 01K8
Molecular formula C5H12O
Molecular weight 88.15
label

2,2-Methyl-1-propanol,

tert-butylmethanol,

tert-Butyl carbinol,

2,2-Dimethylpropanol,

Neopentanol,

Neopentyl alcohol,

alcohol solvents,

aliphatic compounds

Numbering system

CAS number:75-84-3

MDL number:MFCD00004682

EINECS number:200-907-3

RTECS number:None

BRN number:1730984

PubChem number:24865983

Physical property data

1. Properties: colorless crystals with mint smell.

2. Density (g/mL, 20?): 0.811

3. Solubility parameter (J·cm-3)0.5 : 19.265

4. Melting point (ºC): 52.5

5. Boiling point (ºC, normal pressure): 113~114

6. van der Waals area (cm2·mol-1): 9.170×109

7. Refractive index ( 50ºC): 1.3915

8. Flash point (ºC, closed): 36

9. van der Waals volume (cm3·mol -1): 62.610

10. Gas phase standard entropy (J·mol-1·K-1): 366.85 p>

11. Liquid phase standard combustion heat (enthalpy) (kJ·mol-1): -3283.2

12. Liquid phase standard claimed heat (enthalpy) ( kJ·mol-1): -399.4

13. Liquid phase standard entropy (J·mol-1·K-1): 229.3

14. Liquid phase standard free energy of formation (kJ·mol-1): -175.23

15. Critical pressure ( KPa): Undetermined

16. Log value of oil-water (octanol/water) partition coefficient: Undetermined

17. Explosion upper limit (%, V/V): Undetermined

18. Lower explosion limit (%, V/V): Undetermined

19. Solubility (%, water, 20ºC): 0.039

20. Dissolution Properties: Slightly soluble in water, miscible with many organic solvents such as alcohols, ethers, ketones, esters and aromatic hydrocarbons, and also miscible with mineral oil and vegetable oil.

Toxicological data

None

Ecological data

None

Molecular structure data

1. Molar refractive index: 26.71

2. Molar volume (cm3/mol): 108.6

3. Isotonic specific volume (90.2K ):242.9

4. Surface tension (dyne/cm): 25.0

5. Polarizability (10-24cm3) :10.59

Compute chemical data

1. Reference value for hydrophobic parameter calculation (XlogP): None

2. Number of hydrogen bond donors: 1

3. Number of hydrogen bond acceptors: 1

4. Number of rotatable chemical bonds: 1

5. Number of tautomers: none

6. Topological molecule polar surface area 20.2

7. Number of heavy atoms: 6

8. Surface charge: 0

9. Complexity: 33.7

10. Number of isotope atoms: 0

11. Determine the number of atomic stereocenters: 0

12. Uncertain number of atomic stereocenters: 0

13. Determine the number of chemical bond stereocenters: 0

14. Number of uncertain chemical bond stereocenters: 0

15. Number of covalent bond units: 1

Properties and stability

1. It has the chemical reactivity of primary alcohols. Highly flammable. When using, avoid inhaling the dust of this product and avoid contact with eyes and skin.

2. Exist in smoke.

Storage method

This product should be sealed and stored in a cool place.

Synthesis method

1. Preparation method:

In a reaction bottle equipped with a stirrer, thermometer, and dropping funnel, add 800g of 30% hydrogen peroxide, cool it in an ice bath, and add dropwise a dilute solution composed of 800g of concentrated sulfuric acid and 310g of crushed ice while stirring and cool it to below 10°C. For sulfuric acid, control it at 5-10°C and finish adding it in about 20 minutes. Then, 224.4g (2.0mol) of 2,4,4-trimethyl-1-pentene (2) was added dropwise, and the addition was completed in 5 to 10 seconds. Remove the ice bath and stir the reaction at 25°C for 24 hours. Separate the organic layer and cool it in an ice bath, add 500g of 70% sulfuric acid dropwise with vigorous stirring, and keep the internal temperature at 15 to 25°C, which will take about 67 to 75 minutes. After the addition is completed, stir at 5 to 10°C for 30 minutes. Leave to stand for 1 to 3 hours, separate the organic layer, pour into 1000 mL of water, and distill under normal pressure (foam may appear, and distillation can be stopped at this time). After cooling the distilled liquid, separate the organic layer, dry it over anhydrous sodium sulfate?, fractionate, collect the fractions between 111 and 113°C to obtain 2,2-dimethyl-1-propanol ?(1) 60?70, yield 34%?40%. Note: ? Dry thoroughly before distillation, otherwise the product will form an azeotrope (80~85?) with water, which will affect the yield. ? This reaction is similar to the hydrogen peroxide oxidation of ethyl-propyl benzene to produce phenol and acetone. Under acidic conditions, the peroxide is rearranged to produce alcohol and acetone. [1]

Purpose

Solvent, raw material for organic synthesis. ?

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