(R)-2-Oxiranylanisole
(R)-2-Oxiranylanisole (CAS: 71031-02-2), with the molecular formula C9H10O2 and a molecular weight of 150.17 g/mol, is a chiral epoxide building block. It is principally utilised as a reactant in complex organic synthesis, contributing to the creation of various biologically relevant molecules, including neuroprotective agents and anti-tuberculosis drug candidates. Its epoxide functionality makes it a versatile intermediate for creating diverse molecular architectures.
- IUPAC
- (R)-α-(2-Oxiranyl)anisole,(R)-Glycidyl phenyl ether,(R)-Phenoxymethyloxirane
- Synonyms
- (R)-α-(2-Oxiranyl)anisole(R)-Glycidyl phenyl ether(R)-Phenoxymethyloxirane
Synthesis of Neuroprotective Agents
This compound serves as a key reactant in the synthesis of small molecules designed for neuroprotective applications. Its chiral nature is often leveraged to build stereospecific drug candidates.
Preparation of Piperidinol Analogs
It is involved in the synthetic routes to piperidinol analogs investigated for their potential anti-tuberculosis activity. This highlights its role in medicinal chemistry research.
Access to Benzoxazines and Azetidines
(R)-2-Oxiranylanisole facilitates the construction of complex heterocyclic systems like 2-substituted 3,4-dihydro-2H-1,4-benzoxazines and bicyclic azetidines through multi-step synthetic sequences.
Enzyme Substrate in Biocatalysis
The compound is used as a substrate in biochemical studies, specifically with Bacillus-produced enantioselective epoxide hydrolase, demonstrating its utility in biocatalytic transformations.
| Molecular weight | 150.17 |
|---|---|
| Empirical formula | C9H10O2 |
| Assay | ≥97.0% (sum of enantiomers, GC) |
| Application | Reactant involved in the synthesis of:• Neuroprotective small molecules1• Piperidinol analogs for studies of anti-tuberculosis activity2• 2-Substituted 3,4-dihydro-2H-1,4-benzoxazines via cyclization of hydroxyl sulfonamides3• Bicyclic azetidines via ring opening, esterification, chlorination and intramolecular alkylation4• Bromoalkanes via ring opening and addition across C-O bonds5Involved in biological studies as a substrate for Bacillus-produced enantioselective eposide hydrolase6 |
Hazard statements
- H312Harmful in contact with skin
- H315Causes skin irritation
- H317May cause an allergic skin reaction
- H318Causes serious eye damage
- H332Harmful if inhaled
- H335May cause respiratory irritation
- H350May cause cancer
Precautionary statements
- P201Obtain special instructions before use
- P261Avoid breathing dust, fume, gas or vapours
- P280Wear protective gloves, clothing and eye/face protection
- P305IF IN EYES
- P308IF exposed or concerned
| Protective equipment | Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter |
|---|---|
| Flash point | 71 °C / 159.8 °F |
| Transport (UN / ADR) | NA 1993 / PGIII |
| Water hazard class (WGK, DE) | 3 |
| Hazard codes (EU) | T |
| Risk statements (R) | 45-20/21-37/38-41-43-52/53-68 |
| Safety statements (S) | 53-26-36/37/39-45-61 |
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 (R)-2-Oxiranylanisole used for?
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(R)-2-Oxiranylanisole is a versatile chiral building block used in organic synthesis for the preparation of various complex molecules, including neuroprotective agents, anti-tuberculosis drug candidates, benzoxazines, and azetidines. It also serves as a substrate in biocatalytic studies.
What is the CAS number and molecular formula for (R)-2-Oxiranylanisole?
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The CAS number for (R)-2-Oxiranylanisole is 71031-02-2, and its molecular formula is C9H10O2.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies (R)-2-Oxiranylanisole with an assay of ≥97.0% (sum of enantiomers, GC). We do not represent this product as USP, BP, EP, or other pharmacopoeia grades.
What are the primary safety concerns when handling (R)-2-Oxiranylanisole?
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(R)-2-Oxiranylanisole carries significant hazards. It is classified as Danger with potential for serious eye damage, skin irritation, skin sensitisation, respiratory tract irritation, and is suspected of causing cancer. Appropriate personal protective equipment, including eye protection, gloves, and respiratory protection, must be used. Handle only in well-ventilated areas.
How is (R)-2-Oxiranylanisole packed, shipped, and exported?
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Tech Serve Solutions securely packs and ships (R)-2-Oxiranylanisole globally, adhering to all relevant transportation regulations for hazardous chemicals. Specific packaging details are available upon request.
How can I request a sample or obtain a quote for (R)-2-Oxiranylanisole?
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To request a sample or obtain a quote for (R)-2-Oxiranylanisole, please contact our sales department via the website or email. We will respond promptly with the requested information and availability.
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