Problem 26
Question
\((\mathrm{Me})_{2} \mathrm{SiCl}_{2}\) on hydrolysis will produce (a) \((\mathrm{Me})_{2} \mathrm{Si}(\mathrm{OH})_{2}\) (b) \((\mathrm{Me})_{2}^{2} \mathrm{Si}=\mathrm{O}\) (c) \(-\left[-\mathrm{O}-(\mathrm{Me})_{2} \mathrm{SI}-\mathrm{O}-\right]_{\mathrm{a}}-\) (d) \(\mathrm{Me}_{2} \mathrm{SiCl}(\mathrm{OH})\)
Step-by-Step Solution
Verified Answer
(a) \((\mathrm{Me})_{2} \mathrm{Si}(\mathrm{OH})_{2}\) is the hydrolysis product.
1Step 1: Understanding the Hydrolysis Reaction
Hydrolysis of \((\mathrm{Me})_{2} \mathrm{SiCl}_{2}\), also known as dimethyldichlorosilane, involves adding water to the compound. This reaction substitutes the chlorine atoms with hydroxyl groups (OH). The general reaction for hydrolysis of \({R_2}\mathrm{SiCl}_{2}\) is: \[ R_2SiCl_2 + 2H_2O \to R_2Si(OH)_2 + 2HCl \] where \(R\) represents the methyl group \(\mathrm{Me}\).
2Step 2: Forming the Initial Product
Through hydrolysis, each chlorine atom is replaced by an OH group. As a result, the initial product formed is \(\mathrm{Me}_2\mathrm{Si}(\mathrm{OH})_2\). Thus, the structure of the product becomes dimethylsilanediol, as chlorine atoms are fully replaced with hydroxyl groups.
3Step 3: Product Analysis and Options Consideration
Evaluate the given options. Option a, \( (\mathrm{Me})_{2} \mathrm{Si}(\mathrm{OH})_{2} \) matches our initial hydrolysis product. Option b, \( (\mathrm{Me})_{2}^{2} \mathrm{Si}=\mathrm{O} \) does not match as it describes a different compound formation, namely involving a double bond (not direct from hydrolysis). Option c, \( -\left[-\mathrm{O}-(\mathrm{Me})_{2}\mathrm{SI}-\mathrm{O}-\right]_{\mathrm{a}}- \), represents a polymer form, which may form further along with polycondensation. Option d, \( \mathrm{Me}_{2} \mathrm{SiCl}(\mathrm{OH}) \), does not match the full hydrolysis reaction.
4Step 4: Conclusion
Considering full hydrolysis, option (a) \( (\mathrm{Me})_{2} \mathrm{Si}(\mathrm{OH})_{2} \) is the direct product formed from \( (\mathrm{Me})_{2} \mathrm{SiCl}_{2} \) once it undergoes hydrolysis, as it strictly follows the reaction pattern of replacing chlorine atoms with hydroxyl groups from water.
Key Concepts
Organosilicon ChemistryDimethyldichlorosilaneHydroxyl SubstitutionReaction Mechanisms
Organosilicon Chemistry
Organosilicon chemistry involves the study of compounds containing carbon-silicon (C-Si) bonds. Silicon is located right below carbon in the periodic table, and thus shares some chemical similarities. However, it also has unique properties that lend themselves to distinct chemical behaviors and industrial applications.
In this branch of chemistry:
In this branch of chemistry:
- Silicon atoms can bond to organic groups such as methyl (Me) groups, leading to many diverse organosilicon compounds.
- These compounds are widely used in industries such as cosmetics, electronics, and construction due to their stability and versatility.
- Organosilicon compounds often exhibit interesting features, such as high thermal stability, hydrophobicity, and high flexibility.
Dimethyldichlorosilane
Dimethyldichlorosilane ( ext{Me}_2 ext{SiCl}_2) is a key compound in organosilicon chemistry that plays a crucial role in the synthesis of silicones and other silicon-based materials. It contains two methyl groups (Me) and two chlorine (Cl) atoms bonded to a central silicon (Si) atom.
The structure can be broken down as follows:
The structure can be broken down as follows:
- Each methyl group is bonded to the silicon atom. These groups are non-polar, contributing to the overall hydrophobic nature of dimethyldichlorosilane.
- The chlorine atoms are highly reactive and can be easily replaced through chemical reactions such as hydrolysis.
Hydroxyl Substitution
Hydroxyl substitution is a chemical reaction where a hydroxyl group (OH) replaces another atom or group in a molecule. In the case of organosilicon compounds like dimethyldichlorosilane, the chlorine atoms are replaced by hydroxyl groups during hydrolysis.
This substitution occurs as follows:
This substitution occurs as follows:
- Water molecules ( ext{H}_2 ext{O}) react with dimethyldichlorosilane in the presence of moisture.
- Each chlorine atom is replaced by a hydroxyl group, forming the compound dimethylsilanediol ( ext{Me}_2 ext{Si(OH)}_2).
Reaction Mechanisms
Understanding reaction mechanisms provides insight into the step-by-step process involved in chemical reactions. For the hydrolysis of dimethyldichlorosilane, the mechanism is relatively straightforward.
The mechanism includes:
The mechanism includes:
- The initial attack of water molecules on the silicon-bound chlorine atoms, due to chlorine's ability to leave easily as a chloride ion (Cl⁻).
- The stepwise replacement of each chlorine atom with a hydroxyl group, resulting in the formation of dimethylsilanediol.
Other exercises in this chapter
Problem 23
Silica is soluble in (a) HF (b) \(\mathrm{HNO}_{3}\) (c) \(\mathrm{H}_{2} \mathrm{SO}_{4}\) (d) \(\mathrm{HCl}\)
View solution Problem 24
One can obtain a silica garden if (a) silicon salts are grown in garden (b) crystals of coloured cations are added to a strong solution of sodium silicate (c) s
View solution Problem 27
What is the molecular formula of white phosphorus? (a) \(\mathrm{P}_{2}\) (c) \(\mathrm{P}_{3}\) (b) \(\mathrm{P}_{4}\) (d) \(\mathrm{P}_{16}\)
View solution Problem 28
Which of the following is an acid? (a) \(\mathrm{P}(\mathrm{OH})_{3}\) (b) \(\mathrm{NaOH}\) (c) \(\mathrm{NH}_{4} \mathrm{OH}\) (d) \(\mathrm{Ca}(\mathrm{OH})_
View solution