S-Bioallethrin CAS 28434-00-6, S-Bioallethrin, CAS 28434-00-6
Structural characteristics: S-configured chiral molecule, with optical activity ([α]₂₀ᴰ ≈ +15° to +20°), hydroxyl group (-OH) attached to the chiral carbon.
28434-00-6
C19H26O3
302.41
249-013-5
CAS | 28434-00-6 |
Molecular formula | C19H26O3 |
Molecular weight | 302.41 |
EIENCS | 249-013-5 |
Form | Liquid |
Melting point | / |
boling point | 140°C (13.33 Pa) |
Density | 1.02 |
Solubility | DMSO : 100 mg/mL (330.68 mM; Need ultrasonic) |
PKA | / |
Color | Light yellow to yellow |
Storage temp | 2-8°C |
Molecules and Structure
Molecular formula: C₄H₁₀O (the same as common isobutanol)
Molecular weight: 74.12 g/mol
Structural characteristics: S-configured chiral molecule, with optical activity ([α]₂₀ᴰ ≈ +15° to +20°), hydroxyl group (-OH) attached to the chiral carbon.
Physical properties:
Appearance: Colorless transparent liquid, with a pungent odor similar to alcohol.
Boiling point: 107.9°C (consistent with the racemic form).
Density: 0.802 g/cm³ (20°C).
Solubility: Slightly soluble in water (about 8.5% by mass, 20°C), easily soluble in organic solvents such as ethanol and ether.
Biological preparation process
Synthesis pathway:
Ethanol homologation method: Using ethanol as the raw material, it is converted under the action of a catalyst (such as MgO, γ-Al₂O₃ supported Pd/Ni, etc.) according to the reaction equation: 2CH 3 CH 2 OH→CH 3 CH 2 CH 2 CH 2 OH+H 2 O
This method has a short process and generates few by-products, being environmentally friendly.
Biological fermentation method: Using engineered bacterial strains (such as Clostridium species) to metabolize sugars to produce chiral isobutanol, with high selectivity.
Chiral Synthesis and Medicine
Drug intermediates: S-configuration is used for the synthesis of chiral drugs (such as anesthetics, anti-inflammatory drugs), enhancing efficacy and reducing side effects.
Asymmetric Catalysis: Acting as a chiral catalyst or solvent, participating in stereoselective reactions (such as esterification, reduction).
High-end Solvents and Additives
Paints and Inks: Added to paint to reduce viscosity, improve fluidity, and reduce surface residue.
Fuel Additives: Increase the octane number of gasoline, prevent carburetors from freezing, and may be used as a biofuel alternative in the future.
Flavors and Food Industry
Edible Flavors: Approved as a legal flavor (FEMA 2179) in GB 2760-2014, used for blending fruit essential oils and flavorings.
Extractants: Separating metal salts such as strontium and lithium, or purifying natural products.
Health hazards
Irritation: The vapor has moderate irritation to the eyes, respiratory tract and skin, and can cause corneal vacuoles and skin erythema.
Toxicity data:
Acute oral LD₅₀ (rat): 2460 mg/kg (low toxicity).
Inhalation of high concentration vapor can cause central inhibition (dizziness, drowsiness), and severe cases can lead to coma.
Explosion risk
Flash point: 27°C (highly flammable).
Explosion limit: 1.7 - 10.9% (V/V).
Fire extinguishing agent: Anti-solvent foam, CO₂, dry powder (prohibited from direct water spraying).
Operation and storage
Protective measures:
Respiratory protection: Wear self-contained breathing apparatus in high concentrations.
Physical protection: Anti-static clothing + chemical-resistant gloves (nitrile/ chloroprene).
Storage conditions: Cool and ventilated (≤30°C), away from oxidants, strong acids, and grounded with anti-static measures.
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