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(1S,2R)-(+)-Trans-2-Phenyl-1-Cyclohexanol

    • Product Name (1S,2R)-(+)-Trans-2-Phenyl-1-Cyclohexanol
    • Alias TCC
    • Einecs 602-888-7
    • Mininmum Order 1 g
    • Factory Site Tengfei Creation Center,55 Jiangjun Avenue, Jiangning District,Nanjing
    • Price Inquiry admin@sinochem-nanjing.com
    • Manufacturer Sinochem Nanjing Corporation
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    Specifications

    HS Code

    244769

    Iupac Name (1S,2R)-2-Phenylcyclohexan-1-ol
    Molecular Formula C12H16O
    Molar Mass 176.26 g/mol
    Appearance White to off-white solid
    Melting Point 108-111 °C
    Boiling Point 324-325 °C
    Optical Rotation [α]D20 +45° (c=1, CHCl3)
    Cas Number 5523-39-1
    Density 1.07 g/cm³ (approximate)
    Solubility Slightly soluble in water; soluble in organic solvents such as ethanol, ether, and chloroform

    As an accredited (1S,2R)-(+)-Trans-2-Phenyl-1-Cyclohexanol factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.

    Packing & Storage
    Packing A 25g amber glass bottle with a screw cap, labeled as (1S,2R)-(+)-Trans-2-Phenyl-1-Cyclohexanol, chemical details and hazards.
    Shipping (1S,2R)-(+)-Trans-2-Phenyl-1-Cyclohexanol is carefully packaged in sealed, labeled containers to prevent contamination and degradation. It is shipped in compliance with all relevant chemical transportation regulations, typically via ground or air freight, and includes all necessary safety documentation. Temperature and handling requirements are strictly followed to ensure product integrity during transit.
    Storage (1S,2R)-(+)-Trans-2-Phenyl-1-Cyclohexanol should be stored in a tightly sealed container, protected from light and moisture, in a cool, dry, well-ventilated area. Keep away from strong oxidizers and acids. Store at room temperature or as recommended by the manufacturer. Ensure proper labeling and restrict access to trained personnel to prevent accidental exposure or contamination.
    Application of (1S,2R)-(+)-Trans-2-Phenyl-1-Cyclohexanol

    Applications of (1S,2R)-(+)-Trans-2-Phenyl-1-Cyclohexanol in Industrial Manufacturing

    (1S,2R)-(+)-Trans-2-Phenyl-1-Cyclohexanol is a chiral intermediate widely used by leading pharmaceutical and fine chemical manufacturers worldwide. This compound is preferred in complex asymmetric synthesis, owing to its established performance in producing optically pure substances necessary for high-value end markets. The following sections outline specific downstream processing environments, with reference to regulatory standards, practical dosage parameters, process entry points, and typical end products. Each section reflects established uses throughout the global chemical value chain.

    1. Chiral Drug Intermediate in Beta-Blocker APIs

    Large-scale pharmaceutical companies and API producers use this substance as a key asymmetric auxiliary during the synthesis of beta-blocker drugs, including those targeting cardiovascular conditions. The compound supports high enantiomeric excess in the critical step where chirality must be transferred to the product molecule, ensuring pharmacological specificity in the finished active ingredient.

    Industry compliance standards

    • ICH Q7 Good Manufacturing Practice for Active Pharmaceutical Ingredients
    • United States Pharmacopeia (USP) 42–NF 37 for API synthesis intermediates
    • European Pharmacopoeia 10.0
    • Chinese Pharmacopoeia (ChP) API safety guidelines

    Typical usage ratio

    • 0.8–1.2 molar equivalents per API target intermediate, adjusted based on desired enantiopurity

    Downstream process integration

    • Enantioselective addition or reduction step immediately prior to resolving agent removal and intermediate isolation in batch synthesis of beta-blocker APIs

    Final product types

    • Bulk metoprolol tartrate, atenolol, bisoprolol fumarate, and related chiral beta-blocker active ingredients

    2. Precursor for Chiral Agrochemical Synthesis

    Agrochemical formulators and contract manufacturing organizations (CMOs) adopt this raw material to construct stereochemically defined intermediates involved in next-generation crop protection agents. The chiral framework ensures only the desired isomer is incorporated during subsequent synthetic sequences, minimizing racemic byproducts and enhancing regulatory compliance for selective pesticide actives.

    Industry compliance standards

    • OECD Guidelines for the Testing of Chemicals, Section 1: Test No. 107 - Partition Coefficient (n-octanol/water), isomer specification
    • FAO/WHO Specification and Evaluation for Agricultural Pesticides
    • ISO 9001:2015 for chemical raw material supply
    • European Union Regulation (EC) No 1107/2009 concerning the placing of plant protection products on the market

    Typical usage ratio

    • 0.5–1.1 molar equivalents per chiral intermediate; amount varies depending on targeted enantiopurity and downstream coupling yield

    Downstream process integration

    • Introduced at stereocenter-forming stage of active ingredient synthesis via asymmetric hydrogenation or Grignard-type addition, preceding formulation and refinement of active moiety

    Final product types

    • Enantioenriched herbicide or fungicide technical concentrates, including phenyl-substituted cyclohexyl agrochemicals

    3. Chiral Ligand and Catalyst Synthesis for Fine Chemistry

    Producers of chiral catalysts and ligand libraries utilize this cyclohexanol derivative as a structural basis for constructing metal ligand complexes required in asymmetric catalytic systems. The precise 3D arrangement of this chiral alcohol enables robust attachment to phosphine, amine, or oxazoline groups, which are then deployed in batch or flow enantioselective reactions in both laboratory and industrial fine chemical production.

    Industry compliance standards

    • REACH (EC 1907/2006) for intermediate and catalyst monomer registration
    • ISO 14001:2015—Environmental Management Systems in specialty chemical manufacture
    • Process-specific QC as per recipient manufacturer requirements for catalyst impurity minima
    • No direct FDA, EMA, or WHO requirement as ligand is not present in final pharmaceutical product

    Typical usage ratio

    • 1.0 equivalent for single-ligand synthesis; variable for library generation (0.5–2.0 equivalents based on downstream coupling reactions)

    Downstream process integration

    • Engaged in first-stage ligand formation, typically via etherification or esterification, before complexation with transition metals and final purification

    Final product types

    • Chiral phosphine or oxazoline ligand complexes for use in Rh-, Pd-, or Ru-catalyzed enantioselective reactions, sold to API, fragrance, or material science labs

    4. Optical Resolution Auxiliary in Laboratory and Pilot Scale Synthesis

    Specialty chemical R&D centers and kilo-lab operators employ (1S,2R)-(+)-Trans-2-Phenyl-1-Cyclohexanol as a resolving agent or auxiliary template for enantioseparation of racemic mixtures, especially where chromatographic purification is impractical for scale. Its stereochemistry allows for temporary formation of diastereomeric salts, which can be readily separated and then cleaved to yield high optical purity fine chemicals.

    Industry compliance standards

    • ISO 17025 for laboratory process traceability and calibration
    • OECD GLP (Good Laboratory Practice) for preclinical intermediate development
    • In-house material transfer and trace documentation per receiving client’s GMP or R&D protocol
    • No external regulatory submission, but preparation must match project-specific purity benchmarks

    Typical usage ratio

    • 1.0–1.2 molar equivalents per racemic compound to be resolved; precise ratio set by solubility and separation efficiency

    Downstream process integration

    • Engages in batch or continuous crystallization as a temporary auxiliary, followed by filtrative or solvent-based diastereomer isolation and subsequent cleavage to recover target optically pure product

    Final product types

    • Enantiomerically pure amino alcohols, acids, or custom research intermediates in gram to kilogram scales for pharmaceutical or specialty material R&D
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    Certification & Compliance
    More Introduction

    Introducing (1S,2R)-(+)-Trans-2-Phenyl-1-Cyclohexanol: Quality and Consistency from the Manufacturer’s Bench

    Delivering Pure Chirality for Sensitive Organic Synthesis

    Every batch of (1S,2R)-(+)-Trans-2-Phenyl-1-Cyclohexanol begins as a challenge and an opportunity. As manufacturers, the responsibility runs deeper than just making a compound; it stretches into precise stereochemistry and honest purity. Over years on the floor and in the lab, many colleagues and I have watched our customers rely on the subtle difference between the (1S,2R) and (1R,2S) forms. While both might look similar on paper, the directionality of each molecule twists the outcome of a synthesis. The achiral variants never satisfy the demands for selectivity — enantiopure material sets reaction pathways with dependable control, especially in advanced pharmaceuticals and high-value fragrance intermediates.

    Our model for this product focuses on high enantiomeric excess, where we target upwards of 98%. This isn’t just a number for a data sheet. Chemists searching for reliable building blocks need confidence that downstream reactions won’t veer in unexpected directions. A racemic blend, even with minor contamination, often throws entire chiral product runs off track. Years of benchwork taught us that careful control at each synthesis step makes the difference between a reliable partner and just another supplier. We insist on clear optical rotation readings for each batch — the transparency helps both sides avoid headaches in application.

    Specifications That Reflect Real-World Use

    Technical details drive manufacturing, but customers remind us that ultimate success appears in their flasks. The melting range for our product falls between 68 to 72 degrees Celsius. This physical property gives a quick check for chemists preparing to scale reactions: a distinct, narrow melting point signals minimal impurity drift and proper enantiomeric ratio. Over the years, we’ve had partners request custom packaging for moisture-sensitive stockrooms or special labeling for GMP compliance. On those occasions, adapting comes from listening to scientists, not from templated promises or generic assurances.

    Particle size hasn’t raised issues for most users, but we keep an ear to variations in solubility. Typically, our (1S,2R)-(+)-Trans-2-Phenyl-1-Cyclohexanol provides a clean, manageable white solid, easy to weigh and handle without elaborate precautions. Water solubility stays low, while solubility in typical solvents like ether or dichloromethane remains steady, supporting standard work-ups for epoxidations, reductions, and Grignard-type additions. Years of handling this product taught us not to lazily trust old data sheets. Any observed changes prompt a direct reevaluation, guided by fresh analytical results — not just what the literature reported decades ago.

    Why Chemists Seek This Chiral Cyclohexanol

    Demand for (1S,2R)-(+)-Trans-2-Phenyl-1-Cyclohexanol comes from fine chemical, API, and fragrance markets. Many customers use this molecule for constructing more complex chiral centers. It slots into asymmetric synthesis, attaches as a chiral auxiliary, or provides a platform for further elaboration. On a practical level, we’ve seen it incorporated in the multi-step synthesis of beta-lactams, non-steroidal anti-inflammatory drugs, and active pharmaceutical ingredients that hinge on exact chirality of phenyl and hydroxyl substituents. Some research groups report it as a stepping stone in menthol analog design, while others push the aromatic system further for selective oxidations.

    Maintaining real traceability matters here. Having stood through countless customer audits, we know that pharmaceutical and GMP users dig far deeper into batch histories than standard research buyers. Our logs connect every step, from choosing starting cyclohexene derivatives to the eventual enantiomeric analysis. This traceability isn’t window dressing; it saves costly delays and avoids nasty surprises when customers validate materials for regulatory submissions or clinical batches. Vendors without direct manufacturing oversight rarely grasp these nuances — it helps when a chemist can pick up the phone and ask about a real deviation, not just an opaque number on a document.

    How Our Process Sets Us Apart

    Our team controls the synthesis from initial chiral induction through work-up and purification. Working at the source allows careful selection of amino alcohol catalysts, tuning reduction conditions, and screening for potential by-products that could complicate downstream reactivity. In contrast, resellers and third parties may not pinpoint why a batch shows inconsistent chiral purity or hint at subtle contamination with cis isomers.

    During a particularly humid summer one year, we saw an uptick in requests concerning batch consistency. Responding from inside the plant, we ran an additional round of Karl Fischer titration, confirming the solid still held to our moisture threshold. This type of real-time adjustment grew from direct shop-floor experience; it reflects a philosophy of leaning into process variation rather than masking it with disclaimers.

    Comparing (1S,2R)-(+)-Trans-2-Phenyl-1-Cyclohexanol to Other Cyclohexanol Isomers

    Many first-time buyers expect that cyclohexanol derivatives all behave similarly in synthesis. The experience at scale tells a very different story. Even the cis isomers lead to dramatically altered selectivities, often introducing inconsistent stereochemistry or less predictable outcomes in enantioselective transformations. Of particular note, the (1S,2R) arrangement aligns the hydroxyl and phenyl groups trans to each other, producing more crystalline solids and frequently simplifying recrystallization or chromatographic separation.

    Some researchers drawn by lower prices of racemic or alternate diastereomers quickly discover higher downstream costs due to rerunning chiral separations, encountering reduced yields, or managing compounded impurities. For applications like catalyst scaffolds, the precise configuration frequently determines whether a synthesis works or fails altogether.

    Having manufactured both the (1S,2R) and its mirror (1R,2S), our bench teams regularly troubleshoot why academic procedures falter when applied at pilot scale. We address these issues head-on, recommending process changes that take advantage of our data — for example, leveraging solvent purification to ensure dissolved racemization doesn’t undo delicate chiral induction established earlier in a route.

    Support Through Every Stage: From Sourcing to Scale-up

    Lab ordering rarely reflects the realities faced in kilo-scale productions. Ordering a few grams from catalog stock covers research, but hundreds of grams or kilos driven by internal manufacture means we anticipate the added stress of larger reactors, new filtration bottlenecks, or unexpected interaction with plant equipment. Over time, we built in-house guidelines to reduce batch-to-batch drift, planning for precise addition rates, variable cooling profiles, and longer crystallization cycles to guarantee consistent purity, even as requests stretch to multi-kilogram lots.

    Having real skin in the game means we don’t send a product off blindly. If a batch doesn’t meet agreed chiral excess, our process pauses for full reanalysis. This mindset emerged from tricky experiences early on, where generous interpretations of tolerance once led to wasted time for customer teams working downstream. One customer, synthesizing a statin intermediate, flagged a minute shift in GC retention times — we remedied the route with a tailored purification method, explained the root cause, and put it into our revised SOP. That collaborative spirit, grounded in direct accountability, doesn’t survive in environments split by too many supply chain intermediaries.

    Applications Pushing the Field Forward

    Organic chemistry stays fueled by reliable starting points. (1S,2R)-(+)-Trans-2-Phenyl-1-Cyclohexanol keeps showing up in novel projects. Some research chemists utilize its chiral core for asymmetric hydrogenation catalysts, while large pharma draws on its structure to navigate complex natural product syntheses. We’ve seen it underpin new excursion-proof fragrance molecules where sensory characteristics shift with the absolute configuration. These real-world stories steer our R&D. When an innovation appears, we consult our toolkit, trial alternate purification steps, or source greener solvents— not just to tick compliance boxes, but to create practical, scalable production that keeps the lab and plant aligned.

    Process development never sleeps. One year, a strategic partner shared a new route involving borylation, requiring a specific impurity profile alongside the desired enantiomeric excess. We partnered directly, adjusting synthesis and purification to give precise specifications. This type of collaboration lifts results out of the theoretical — matching bench chemistry to kilogram-scale realities.

    Challenges and the Way Forward

    Producing chiral intermediates means accepting that minor process variations ripple into end-use performance. The molecular details require constant vigilance — stirring speed, temperature ramp, and even storage conditions shift outcome more drastically than many expect. As manufacturers, we track the market for new analytical advances. Fresh tools like chiral SFC or sensitive NMR probes strengthen QC and demonstrate progressive tightening of specifications.

    Sourcing high-purity starting reagents sometimes creates hiccups. Many specialty chemicals rise and fall in availability with global feedstock swings. We address this with diversified supplier audits, backup stocks, and transparent communication about potential delays. Direct manufacturing means facing these challenges without a buffer. If unexpected impurities present a risk, we communicate options with real timelines and technical backup, grounded in hands-on experience instead of vendor platitudes.

    Another challenge comes from regulatory and sustainability demands. As conversations worldwide push for greener chemistry, we’ve explored less solvent-intensive methods, enzyme-based reductions, and waste minimization routes. None of this works at scale without keeping both product consistency and shelf-life requirements front of mind. Our team gets feedback loops from customers who pilot new processes, ensuring that greener routes translate to equal or higher reliability, not just lower environmental burden.

    Conclusion: Experience and Accountability in Every Drum

    Looking over the history of (1S,2R)-(+)-Trans-2-Phenyl-1-Cyclohexanol production, the lessons keep coming not from slogans, but from direct engagement. Chemists on the ground value open feedback, willingness to troubleshoot, and respect for the tiny molecular differences that impact entire research initiatives or commercial production lines. With each lot, we tie together batch integrity, clear analytical results, and application knowledge built up through years on both sides of the laboratory and manufacturing fence. Customers — small labs and global multinationals alike — have guided our standards. Our product stands as a direct result of this ongoing partnership between practical know-how and industry needs. Every detail, from chiral purity to supplier transparency, reflects our commitment as the manufacturer, ready to deliver a dependable, high-value building block for your synthesis journey.