[(2S)-oxiran-2-yl]methyl 4-methylbenzenesulfonate
C10H12O4S
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Identification
- CAS Number
- 70987-78-9
- EC Number
- 417-210-7
- UN Number
- 3077
- Index Number
- 607-411-00-X
- PubChem CID
- 153296
Physical-chemical properties
- Molecular Formula
- C10H12O4S
- Molar Mass
- 228.27 g/mol
- IUPAC Name
- [(2S)-oxiran-2-yl]methyl 4-methylbenzenesulfonate
Chemical Identifiers
- InChI
- InChI=1S/C10H12O4S/c1-8-2-4-10(5-3-8)15(11,12)14-7-9-6-13-9/h2-5,9H,6-7H2,1H3/t9-/m0/s1
- InChI Key
- NOQXXYIGRPAZJC-VIFPVBQESA-N
Overview
[(2S)-oxiran-2-yl]methyl 4-methylbenzenesulfonate (CAS 70987-78-9) is a chiral epoxide tosylate compound with high reactivity and significant safety considerations due to its carcinogenic and mutagenic properties. This specialized organic compound represents a unique class of epoxide derivatives featuring both an oxirane ring and a tosylate leaving group, making it particularly valuable in synthetic chemistry applications. The (2S) stereochemistry designation indicates its specific chiral configuration, which is crucial for applications requiring enantioselective processes. With the molecular formula C10H12O4S and a molecular weight of 228.27 g/mol, this compound combines the reactive characteristics of epoxides with the excellent leaving group properties of tosylates. The substance is classified under multiple hazard categories including Carcinogen Category 1B and Mutagen Category 2, requiring strict handling protocols and specialized safety equipment. The combination of GHS08, GHS05, GHS07, and GHS09 pictograms reflects its serious health hazards, corrosive potential, and environmental concerns. As an ADR Class 9 material, it requires careful consideration during transportation and storage. Industrial applications primarily focus on pharmaceutical intermediate synthesis, where the compound serves as a versatile building block for complex molecular architectures. Its dual functionality enables sophisticated chemical transformations in the production of active pharmaceutical ingredients and fine chemicals. The compound also finds use in specialized polymer chemistry applications where controlled reactivity is essential. Unlike simpler compounds such as benzene-1,4-diol, this tosylate derivative offers enhanced reactivity patterns suitable for advanced synthetic methodologies. OYSI provides this high-purity specialty chemical to European industrial customers requiring reliable supply chains for critical manufacturing processes.
Safety & Classification
Carc. 1B; Muta. 2; Eye Dam. 1; Skin Sens. 1; Aquatic Chronic 2
GHS Pictograms
Health Hazard
GHS08
Serious health hazard. May cause cancer, organ damage, or genetic defects.
Corrosion
GHS05
Corrosive. Causes severe skin burns and eye damage.
Exclamation Mark
GHS07
Harmful. May cause irritation, allergic reactions, or drowsiness.
Environment
GHS09
Environmental hazard. Toxic to aquatic life with long lasting effects.
HHazard Statements (H-Statements)
Describe the nature and severity of the hazard
Classification according to CLP Regulation (EC) No 1272/2008. The complete list of hazard and precautionary statements can be found in the Safety Data Sheet (SDS).
First Aid Measures
Skin Contact
Measures if substance contacts the skin
First Aid Actions
- +P302IF ON SKIN:
- +P352Wash with plenty of water.
- +P361Take off immediately all contaminated clothing.
- +P313Get medical advice/attention.
Related hazard statements:
Eye Contact
Measures if substance gets into the eyes
First Aid Actions
- +P305IF IN EYES:
- +P351Rinse cautiously with water for several minutes.
- +P338Remove contact lenses, if present and easy to do. Continue rinsing.
- +P313Get medical advice/attention.
Related hazard statements:
General Measures
Emergency 112 | Poison Control: +49 30 19240 (DE), +33 1 45 42 59 59 (FR), +31 30 274 88 88 (NL)
First aid measures are based on CLP classification and associated P-statements. They do not replace the Safety Data Sheet (SDS). In case of emergency, always consult the full SDS and a physician.
Transport (ADR)
| UN Number | 3077 |
| ADR Class | 9 |
| Packing Group | III |
| Tunnel Code | - |
| Proper Shipping Name | (2S)-Oxiran-2-ylmethyl-4-methylbenzensulfonat |
| Marine Pollutant | No |
Frequently Asked Questions
What is [(2S)-oxiran-2-yl]methyl 4-methylbenzenesulfonate?
[(2S)-oxiran-2-yl]methyl 4-methylbenzenesulfonate is a chiral organic compound with molecular formula C10H12O4S and molecular weight 228.27 g/mol. This substance features an epoxide ring (oxirane) attached to a methylbenzenesulfonate group, making it a reactive intermediate in organic synthesis. It is classified as a hazardous chemical with carcinogenic and mutagenic properties, requiring careful handling in professional environments.
What are the physicochemical properties of [(2S)-oxiran-2-yl]methyl 4-methylbenzenesulfonate?
[(2S)-oxiran-2-yl]methyl 4-methylbenzenesulfonate is typically a solid or liquid organic compound at room temperature. The presence of the epoxide ring makes it chemically reactive, particularly susceptible to ring-opening reactions. Its molecular structure includes both hydrophobic aromatic regions and polar functional groups, affecting its solubility profile. The compound's stability and reactivity are influenced by pH, temperature, and the presence of nucleophiles.
What is [(2S)-oxiran-2-yl]methyl 4-methylbenzenesulfonate used for?
[(2S)-oxiran-2-yl]methyl 4-methylbenzenesulfonate serves as a reactive intermediate in pharmaceutical and fine chemical synthesis. Its epoxide functionality makes it valuable for creating complex molecular structures through ring-opening reactions. The compound is typically used in research and development applications, particularly in the synthesis of chiral compounds where stereochemical control is important. It may also serve as a building block in specialty chemical manufacturing.
How to handle [(2S)-oxiran-2-yl]methyl 4-methylbenzenesulfonate safely?
[(2S)-oxiran-2-yl]methyl 4-methylbenzenesulfonate requires strict safety measures due to its carcinogenic and mutagenic properties. Essential protective equipment includes chemical-resistant gloves, safety goggles, and protective clothing. Work must be conducted in well-ventilated areas or under fume hoods to prevent inhalation exposure. Avoid skin and eye contact completely. Regular safety training and adherence to occupational exposure limits are mandatory when handling this substance.
How to store [(2S)-oxiran-2-yl]methyl 4-methylbenzenesulfonate correctly?
[(2S)-oxiran-2-yl]methyl 4-methylbenzenesulfonate should be stored in tightly sealed containers in a cool, dry place away from heat sources and direct sunlight. Due to the reactive epoxide group, avoid contact with acids, bases, and nucleophilic substances that could cause ring-opening reactions. Store separately from incompatible materials and ensure proper labeling. Temperature-controlled storage may be necessary to maintain stability and prevent decomposition.
What to do in case of contact with [(2S)-oxiran-2-yl]methyl 4-methylbenzenesulfonate?
Immediate decontamination is crucial following contact with [(2S)-oxiran-2-yl]methyl 4-methylbenzenesulfonate. For skin contact, remove contaminated clothing and rinse affected area with plenty of water for at least 15 minutes. In case of eye contact, flush immediately with water and seek medical attention. If inhaled, move to fresh air immediately. Due to its carcinogenic properties, all exposures should be documented and medical consultation sought promptly.
How to dispose of [(2S)-oxiran-2-yl]methyl 4-methylbenzenesulfonate properly?
[(2S)-oxiran-2-yl]methyl 4-methylbenzenesulfonate must be disposed of as hazardous waste according to local and national regulations. Due to its carcinogenic classification, it cannot be disposed of with regular chemical waste. Contact licensed hazardous waste disposal companies for proper treatment and destruction. Ensure proper documentation of disposal activities. Never discharge into sewers, waterways, or soil, as it poses environmental risks to aquatic life.
How to transport [(2S)-oxiran-2-yl]methyl 4-methylbenzenesulfonate?
[(2S)-oxiran-2-yl]methyl 4-methylbenzenesulfonate is classified under ADR Class 9 (miscellaneous dangerous goods) with Packing Group III. Transportation requires appropriate UN-specification packaging and proper hazard labeling including GHS pictograms. Transport documentation must include safety data sheets and emergency response information. Drivers must have appropriate dangerous goods training. Ensure packages are secured against damage and leakage during transit, and follow all applicable transportation regulations.
Is [(2S)-oxiran-2-yl]methyl 4-methylbenzenesulfonate subject to special regulations?
[(2S)-oxiran-2-yl]methyl 4-methylbenzenesulfonate is subject to extensive regulatory oversight under REACH and CLP regulations in Europe. Its Carc. 1B and Muta. 2 classifications require special authorization procedures and risk assessments. Users must comply with occupational health and safety regulations, including exposure monitoring and worker protection measures. Import/export may require special permits, and usage restrictions may apply depending on the application and quantities involved.
Where to buy [(2S)-oxiran-2-yl]methyl 4-methylbenzenesulfonate in Europe?
[(2S)-oxiran-2-yl]methyl 4-methylbenzenesulfonate is available through OYSI, a specialized European distributor of technical chemicals. As a professional supplier, OYSI ensures proper documentation, regulatory compliance, and quality assurance for hazardous substances. Contact OYSI directly for availability, technical specifications, and regulatory support. Due to the substance's hazardous nature, purchases are typically restricted to qualified industrial users with appropriate handling facilities and safety protocols.
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[(2S)-oxiran-2-yl]methyl 4-methylbenzenesulfonate is a dangerous good. We support you with labeling, packaging, and transport documentation.
Data Sources
Classification per CLP Regulation (EC) No 1272/2008. Data from ECHA and PubChem.