1.1'-Binaphthyl-2.2'-diphemyl phosphine Cas 98327-87-8
Product Description
Product Name: 1.1'-Binaphthyl-2.2'-diphemyl phosphine
Synonyms: BINAP
CAS No. 98327-87-8
M.F.: C44H32P2
M.W.: 622.69
EINECS: 619-338-0
Specifications
Items | Specifications | Results |
Appearance | White to off-white powder | White solid |
Assay(HPLC) | ≥98.0% | 98.2% |
Melting Point | 283-286℃ | 284-285℃ |
Conclusion | The product conforms to the above specifications. |
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The compound you're asking about appears to be a slight misnomer. The correct and incredibly important molecule you are referring to is:
BINAP, or more precisely, 2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl.
This is one of the most famous and successful chiral ligands in the history of chemistry. Its structure consists of two naphthalene rings linked at the 1 and 1' positions (the "binaphthyl" core), with a diphenylphosphine (–PPh₂) group attached to the 2 and 2' position of each naphthyl ring.
It exists in two mirror-image forms: (R)-BINAP and (S)-BINAP. This three-dimensional "chiral" shape is the source of its immense utility.
Primary Use: Asymmetric Catalysis
BINAP's sole and revolutionary use is as a ligand in transition metal catalysts to perform asymmetric synthesis—creating molecules with a specific "handedness" (chirality). This is crucial in pharmaceuticals, where typically only one enantiomer of a drug is therapeutically active.
When bound to a metal center (like Ruthenium, Rhodium, or Palladium), the rigid, chiral pocket of BINAP steers a chemical reaction to produce one chiral product overwhelmingly over its mirror image.
Key Reactions and Impact:
Asymmetric Hydrogenation (Nobel Prize-Winning Chemistry):
This is BINAP's most celebrated application. (R)-BINAP-Ruthenium complexes, developed by Ryoji Noyori, can hydrogenate a wide range of functional groups (like ketones and olefins) with extremely high enantioselectivity.
Industrial Example: The synthesis of (-)-menthol by Takasago International, which produces thousands of tons annually using a BINAP-Rhodium catalyst.
Asymmetric Isomerization:
Other Carbon-Carbon Bond Forming Reactions:
Why It's So Significant:
High Efficiency & Selectivity: It provides exceptional enantioselectivity (often >99%) for many reactions.
Broad Substrate Scope: It works on a wide variety of starting materials, making it a versatile tool.
Industrial Viability: Its robustness and effectiveness have made it a mainstay for large-scale manufacturing of single-enantiomer chemicals, especially pharmaceuticals (e.g., antibiotics, antihypertensive agents, and anti-inflammatory drugs).
In summary, 1,1'-Binaphthyl-2,2'-diphosphine (BINAP) is not a drug or material itself. It is a foundational tool of modern synthetic chemistry—a chiral ligand that enables the industrial-scale production of pure, single-handed enantiomers of complex molecules, which is a cornerstone of contemporary drug development and fine chemical synthesis. Its development was a milestone that earned Ryoji Noyori the 2001 Nobel Prize in Chemistry.
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First of all, our quality control will reduce the quality issue to near zero. If there is a quality problem caused by us, we will send you free goods for replacement or compensate your loss.
Company Information
Company profile
Wuhan Fortuna Chemical Co.,Ltd established in 2006, is a big integrative chemical enterprise being engaged in Pharmaceutical & its intermediates, Food/Feed additives, Fine chemicals in distributing the products of our own company and affiliated enterprises, are the members of Hubei E-commerce Chamber.
Our company has professional persons who major in chemical R&D and sicentific management, supply fine chemical products with high quality and close service, also supply custom-tailored products according to our clients’ requirement.
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Since Wuhan Fortuna Chemical Co., Ltd founded, we continuously innovate our products and improve our service, sales network. Hence, we initiate the first sale mode on net in China, which is the retail trade of small package bring along wholesale of diversified management modes. Our products are exported widely to South Korea, Vietnam, Australia, Europe and South America, highly recommended by our clients.
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