4-tert-Butylbenzyl mercaptan
4-tert-Butylbenzyl mercaptan (CAS 49543-63-7), with the linear formula (CH3)3CC6H4CH2SH and a molecular weight of 180.31 g/mol, is a thiol compound utilised as a versatile reactant. It serves as a key building block in various organic synthesis pathways. Its applications span stereoselective sulfa-Michael additions, nucleophilic substitutions, and trans-thioesterification reactions, making it valuable in fine chemical synthesis.
- IUPAC
- 4-tert-Butylbenzenemethanethiol,4-tert-Butylphenylmethanethiol,4-tert-Butylbenzylthiol,p-tert-Butylbenzenemethanethiol,p-tert-Butylbenzyl mercaptan
- Synonyms
- 4-tert-Butylbenzenemethanethiol4-tert-Butylphenylmethanethiol4-tert-Butylbenzylthiolp-tert-Butylbenzenemethanethiolp-tert-Butylbenzyl mercaptan
Stereoselective Sulfa-Michael Additions
This mercaptan acts as a crucial reactant in thiourea-catalyzed stereoselective sulfa-Michael addition reactions, enabling the synthesis of complex sulfur-containing molecules.
Nucleophilic Substitution Reactions
It is employed as a nucleophile in various substitution reactions, facilitating the introduction of the 4-tert-butylbenzylthio group into organic structures.
Trans-thioesterification
The compound participates in urea-catalyzed trans-thioesterification reactions, offering a method for modifying ester linkages with thiol groups.
Michael Additions and Cross-Coupling
It serves as a reactant in Sc-catalyzed Michael additions and copper-catalyzed decarboxylative cross-coupling reactions, expanding its synthetic utility.
| Molecular weight | 180.31 |
|---|---|
| Linear formula | (CH3)3CC6H4CH2SH |
| Boiling point | 102-103 °C/3.1 mmHg(lit.) |
| Density | 0.966 g/mL at 25 °C(lit.) |
| Refractive index | n20/D 1.5430(lit.) |
| Application | Reactant for:• Stereoselective thiourea-catalyzed sulfa-Michael addition1• Nucleophilic substitution reactions2• Urea-catalyzed trans-thioesterification3• Sc-catalyzed Michael addition4• Copper-catalyzed decarboxylative cross-coupling5 |
Hazard statements
- H315Causes skin irritation
- H319Causes serious eye irritation
- H335May cause respiratory irritation
Precautionary statements
- P261Avoid breathing dust, fume, gas or vapours
- P305IF IN EYES
| Protective equipment | Eyeshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter |
|---|---|
| Flash point | 72 °C / 161.6 °F |
| Transport (UN / ADR) | UN 3334 |
| Water hazard class (WGK, DE) | 3 |
| Hazard codes (EU) | Xi |
| Risk statements (R) | 36/37/38 |
| Safety statements (S) | 26-36 |
Hazard information is provided for guidance. Always consult the product Safety Data Sheet (SDS), available on request, before handling.
Documentation
Every batch ships with a Certificate of Analysis covering assay, identity and purity; the grade is confirmed against your enquiry. Safety Data Sheets and technical data sheets are available on request.
Supply & logistics
Samples for technical evaluation; bulk MOQ by grade and packaging. In-stock material ships in 7–10 working days, worldwide, with full export documentation.
What is 4-tert-Butylbenzyl mercaptan used for?
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4-tert-Butylbenzyl mercaptan (CAS 49543-63-7) is primarily used as a reactant in various organic synthesis reactions, including stereoselective sulfa-Michael additions, nucleophilic substitutions, trans-thioesterification, and Michael additions.
What are the CAS number and formula for 4-tert-Butylbenzyl mercaptan?
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The CAS number for 4-tert-Butylbenzyl mercaptan is 49543-63-7, and its linear formula is (CH3)3CC6H4CH2SH.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies 4-tert-Butylbenzyl mercaptan at a purity suitable for research and chemical synthesis applications. Specific assay details are available upon request, and TSS does not represent this product as USP, BP, or EP grade.
How should 4-tert-Butylbenzyl mercaptan be handled safely?
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4-tert-Butylbenzyl mercaptan is classified with GHS07 symbol and carries the signal word Warning. It has hazard statements H315 (Causes skin irritation), H319 (Causes serious eye irritation), and H335 (May cause respiratory irritation). Appropriate personal protective equipment, including eyeshields and gloves, should be used. Ensure adequate ventilation or use a suitable respirator. Refer to the Safety Data Sheet for comprehensive handling information.
Is 4-tert-Butylbenzyl mercaptan a controlled substance?
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The provided data does not indicate that 4-tert-Butylbenzyl mercaptan is a controlled substance.
How can I request a sample or quote for 4-tert-Butylbenzyl mercaptan?
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To request a sample or a quote for 4-tert-Butylbenzyl mercaptan, please contact the TSS sales department through our website or by phone, providing your specific requirements.
How is 4-tert-Butylbenzyl mercaptan packed and exported?
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Tech Serve Solutions ensures appropriate packaging for the safe transport of 4-tert-Butylbenzyl mercaptan, adhering to international shipping regulations for chemical exports.
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