[(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 biological activity concerns. This specialized organic compound represents a synthetic intermediate combining an epoxide functional group with a tosylate leaving group, creating a highly reactive molecule with distinctive stereochemical properties. The (2S)-configuration indicates its chiral nature, making it valuable for stereoselective synthetic applications. With the molecular formula C10H12O4S and a molecular weight of 228.27 g/mol, this compound exhibits dual electrophilic character through both the strained three-membered epoxide ring and the excellent tosylate leaving group. The substance carries significant safety considerations, classified as a Category 1B carcinogen and Category 2 mutagen under CLP regulation, requiring strict handling protocols and specialized safety equipment. Additional hazard classifications include severe eye damage, skin sensitization potential, and chronic aquatic toxicity. The presence of multiple GHS pictograms (GHS08, GHS05, GHS07, GHS09) emphasizes the comprehensive safety measures required during storage, handling, and transportation under ADR Class 9 regulations. Industrial applications primarily focus on pharmaceutical intermediate synthesis, where the compound's dual reactive sites enable complex molecular transformations. It serves as a key building block in stereoselective organic synthesis and finds utility in specialty chemical manufacturing requiring precise stereochemical control. Unlike simpler compounds such as benzene-1,4-diol, this tosylate derivative offers enhanced reactivity patterns suitable for advanced synthetic methodologies. OYSI maintains regulatory compliance and technical support for this specialized intermediate, ensuring proper documentation and safety protocols for European distribution.
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 synthetic organic compound with CAS number 70987-78-9 and molecular formula C10H12O4S. This substance features an epoxide ring (oxirane) attached to a tosylate group, making it a valuable intermediate in organic synthesis. With a molecular weight of 228.27 g/mol, it belongs to the class of glycidyl tosylates and is classified as highly hazardous due to its carcinogenic and mutagenic properties.
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 viscous liquid at room temperature with a molecular weight of 228.27 g/mol. The compound contains both polar tosylate and reactive epoxide functional groups, which influence its solubility characteristics. Due to the presence of the aromatic ring and polar sulfonate group, it likely exhibits moderate solubility in polar organic solvents while being less soluble in water.
What is [(2S)-oxiran-2-yl]methyl 4-methylbenzenesulfonate used for?
[(2S)-oxiran-2-yl]methyl 4-methylbenzenesulfonate serves as an important synthetic intermediate in pharmaceutical and chemical manufacturing. The compound's epoxide and tosylate functionalities make it valuable for nucleophilic substitution reactions and ring-opening processes. It is commonly used in the synthesis of complex organic molecules, particularly in the development of pharmaceutical compounds where stereochemical control is crucial, given its (2S)-configuration.
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 (1B) and mutagenic (2) properties. Personnel must wear appropriate PPE including chemical-resistant gloves, safety goggles, and protective clothing. Work should be conducted in well-ventilated areas or under fume hoods to prevent inhalation exposure. The substance can cause severe eye damage and skin sensitization, requiring immediate safety protocols and emergency procedures to be readily available.
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, well-ventilated area away from incompatible materials. Due to its reactive epoxide group, avoid exposure to acids, bases, and nucleophiles that could cause ring-opening reactions. Storage areas must be designed to contain spills and prevent environmental release, considering its aquatic chronic toxicity classification. Access should be restricted to trained personnel only.
What to do in case of contact with [(2S)-oxiran-2-yl]methyl 4-methylbenzenesulfonate?
Immediate action is required upon contact with [(2S)-oxiran-2-yl]methyl 4-methylbenzenesulfonate due to its severe hazard profile. For skin contact, remove contaminated clothing and rinse thoroughly with water for at least 15 minutes. In case of eye contact, flush immediately with water for at least 15 minutes and seek medical attention urgently due to its eye-damaging properties. If inhaled, move to fresh air immediately and seek medical attention, especially considering its carcinogenic nature.
How to dispose of [(2S)-oxiran-2-yl]methyl 4-methylbenzenesulfonate appropriately?
[(2S)-oxiran-2-yl]methyl 4-methylbenzenesulfonate must be disposed of as hazardous waste through licensed waste management companies due to its carcinogenic and mutagenic properties. Disposal must comply with local, national, and EU waste regulations including the Waste Framework Directive. The substance cannot be disposed of in regular waste streams and requires specialized treatment facilities. Container disposal must also follow hazardous waste protocols, and all disposal activities must be properly documented.
How to transport [(2S)-oxiran-2-yl]methyl 4-methylbenzenesulfonate?
[(2S)-oxiran-2-yl]methyl 4-methylbenzenesulfonate is classified as ADR Class 9 (Miscellaneous dangerous substances), Packing Group III for transportation purposes. Transport requires appropriate packaging, labeling with GHS pictograms (GHS08, GHS05, GHS07, GHS09), and proper documentation including safety data sheets. Vehicles must comply with ADR regulations for Class 9 substances, and drivers require appropriate training. Emergency response information must accompany shipments, and transport routes should consider environmental protection requirements.
Is [(2S)-oxiran-2-yl]methyl 4-methylbenzenesulfonate subject to specific regulations?
[(2S)-oxiran-2-yl]methyl 4-methylbenzenesulfonate is subject to extensive EU chemical regulations including REACH registration requirements and CLP classification obligations. While not currently listed as an SVHC, its Carcinogenic 1B classification subjects it to strict occupational exposure controls under EU workplace directives. The substance requires safety data sheets, appropriate hazard communication, and may be subject to authorization or restriction procedures. Users must comply with national implementation of EU chemical safety legislation.
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 serving industrial and research customers across Europe. OYSI provides comprehensive regulatory documentation, safety data sheets, and technical support for this controlled substance. Due to its hazardous classification, purchases require appropriate documentation of end-use and compliance with regulatory requirements. Contact OYSI directly for availability, specifications, and regulatory guidance for your specific application.
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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.