Cas no 65283-60-5 ((R)-(-)-6,6'-Dibromo-1,1'-bi-2-naphthol)

(R)-(-)-6,6'-Dibromo-1,1'-bi-2-naphthol is a chiral binaphthol derivative widely used in asymmetric synthesis and catalysis. Its brominated structure enhances steric and electronic properties, making it valuable as a ligand in transition-metal-catalyzed reactions, such as asymmetric C–C bond formations. The rigid binaphthyl backbone ensures high enantioselectivity, while the bromo substituents improve reactivity and stability. This compound is particularly useful in the synthesis of enantiomerically pure pharmaceuticals and fine chemicals. Its well-defined chiral environment and compatibility with various reaction conditions make it a preferred choice for researchers seeking precise stereochemical control. Available in high purity, it is suitable for demanding applications in organic and organometallic chemistry.
(R)-(-)-6,6'-Dibromo-1,1'-bi-2-naphthol structure
65283-60-5 structure
Product Name:(R)-(-)-6,6'-Dibromo-1,1'-bi-2-naphthol
CAS No:65283-60-5
MF:C20H12Br2O2
MW:444.116084098816
MDL:MFCD00798290
CID:58306
PubChem ID:24871836
Update Time:2025-05-19

(R)-(-)-6,6'-Dibromo-1,1'-bi-2-naphthol Chemical and Physical Properties

Names and Identifiers

    • (R)-(-)-6,6'-Dibromo-1,1'-bi-2-naphthol
    • (R)-(-)-6,6'-Dibromo-[1,1'-binaphthalene]-2,2'-diol
    • (R)-(-)-6'-DIBROMO-1,1'-BI-2-NAPHTHOL
    • (R)-6,6'-dibromo-1,1'-bi-2-naphthol
    • (S)-(+)-6,6'-Dibromo-1,1'-bi-2-naphthol
    • (+/-)-6,6'-DIBROMO-1,1'-BI-2-NAPHTHOL
    • (R)-(-)-6,6'-DIBROMO-1,1'-BI-NAPHTHOL
    • (R)-(-)-6,6'-dibromo-2,2'-dihydroxy-1,1'-binaphthyl
    • (R)-6,6'-Br2BINOL
    • (R)-6,6''-DIBROMO-1,1''-BI-2-NAPTHOL
    • (R)-6,6'-dibromobinol
    • (S)-(+)-6,6'-DIBROMO-1,1'-BI-NAPHTHOL
    • (S)-(+)-6'-DIBROMO-1,1'-BI-2-NAPHTHOL
    • (S)-6,6'-Dibromo-1,1'-bi-2-naphthal
    • 6'-DIBROMO-1,1'-BI-2-NAPHTHOL
    • R(a)-6,6'-dibromo-2,2'-dihydroxy-1,1'-binaphthalene
    • (S)-(-)-6,6'-Dibromo-1,1'-bi-2-naphthol
    • 6,6'-Dibromo-1,1'-bi-2-naphthol
    • 6,6'-Dibromo[1,1'-binaphthalene]-2,2'-diol
    • (S)-(+)-6,6'-Dibromo-[1,1'-binaphthalene]-2,2'-diol
    • (S)-6,6'-DIBROMO-1,1'-BI-2-NAPHTHOL
    • RACEMIC-6,6'-DIBROMO-1,1'-BI-2-NAPHTHOL
    • 6,6
    • 6-bromo-1-(6-bromo-2-hydroxy-1-naphthyl)naphthalen-2-ol
    • SCHEMBL993774
    • D2729
    • F11543
    • A835047
    • 6,6'-Dibromo-1,1'-bi-2-naphthol, 97%
    • (R)-(-)-6,6 inverted exclamation mark -Dibromo-1,1 inverted exclamation mark -bi-2-naphthol
    • FT-0654066
    • 80655-81-8
    • BCP10043
    • 13185-00-7
    • YSCH0231
    • AB88256
    • AS-66572
    • BCP10042
    • AKOS015911146
    • CS-W011595
    • D2779
    • (+/-)-6,6'-dibromo[1,1']binaphthalinyl-2,2'-diol
    • 6-bromo-1-(6-bromo-2-hydroxynaphthalen-1-yl)naphthalen-2-ol
    • SY009994
    • D74605
    • (+/-)-6,6'-Dibromo-2,2'-dihydroxy-1,1'-binaphthyl
    • (R)-6,6'-Dibromo-[1,1'-binaphthalene]-2,2'-diol
    • 6,6'-Dibromo-1,1'-binaphthalene-2,2'-diol
    • (S)-(+)-6,6'-Dibromo-1,1'-bi-2-naphthol, 98%
    • (S)-(+)-6,6'-Dibromo-2,2'-dihydroxy-1,1'-binaphthyl
    • 6,6'-dibromo-2,2'-dihydroxy-1,1'-binaphthyl
    • 65283-60-5
    • [1,1'-Binaphthalene]-2,2'-diol,6,6'-dibromo-
    • 6,6'-DIBROMO-[1,1'-BINAPHTHALENE]-2,2'-DIOL
    • (S)-(+)-6,6/'-DIBROMO-1,1/'-BI-2-NAPHTHOL
    • 6-bromo-1-(6-bromo-2-hydroxy-1-naphthyl)naphthalen-2-ol;(R)-(-)-6,6'-Dibromo-[1,1'-binaphthalene]-2,2'-diol
    • FT-0605159
    • F11529
    • 79082-80-7
    • (R)-(-)-6,6'-Dibromo-1,1'-bi-2-naphthol, 98%
    • (S)-6,6'-DIBROMO-2,2'-DIHYDROXY-1,1'-BINAPHTHYL
    • [1,1'-Binaphthalene]-2,2'-diol, 6,6'-dibromo-
    • DTXSID80927367
    • FT-0641006
    • A839958
    • CS-0085962
    • FT-0756408
    • 6,6'-dibromo-1,1'-binaphthyl-2,2'-diol
    • J-006070
    • MFCD00798290
    • OORIFUHRGQKYEV-UHFFFAOYSA-N
    • D2730
    • NSC9772
    • NSC-9772
    • (S)-(+)-6,6\\'-Dibromo-2,2\\'-dihydroxy-1,1\\'-binaphthyl
    • (R)-(-)-6,6\\'-Dibromo-1,1\\'-bi-2-naphthol
    • MDL： MFCD00798290
    • Inchi： 1S/C20H12Br2O2/c21-13-3-5-15-11(9-13)1-7-17(23)19(15)20-16-6-4-14(22)10-12(16)2-8-18(20)24/h1-10,23-24H
    • InChI Key： OORIFUHRGQKYEV-UHFFFAOYSA-N
    • SMILES： BrC1C=CC2=C(C=1)C=CC(=C2C1=C(C=CC2C=C(C=CC1=2)Br)O)O

Computed Properties

  • Exact Mass: 441.92000
  • Monoisotopic Mass: 441.92
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 24
  • Rotatable Bond Count: 1
  • Complexity: 405
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Surface Charge: 0
  • XLogP3: 6.7
  • Topological Polar Surface Area: 40.5

Experimental Properties

  • Color/Form: White solid
  • Density: 1.5428 (rough estimate)
  • Melting Point: 195-199?°C (lit.)
  • Boiling Point: 546.2±45.0 °C at 760 mmHg
  • Flash Point: 284.1±28.7 °C
  • Refractive Index: 1.4947 (estimate)
  • PSA: 40.46000
  • LogP: 6.59620
  • Specific Rotation: -48 o (c=1.8, THF)
  • Optical Activity: [α]20/D ?49°, c =?1.8 in acetic acid
  • Solubility: Insoluble in water

(R)-(-)-6,6'-Dibromo-1,1'-bi-2-naphthol Security Information

  • Symbol: GHS07
  • Prompt：warning
  • Signal Word：Warning
  • Hazard Statement： H315,H319,H335
  • Warning Statement： P261,P305+P351+P338
  • Hazardous Material transportation number：NONH for all modes of transport
  • WGK Germany：3
  • Hazard Category Code： 36/37/38
  • Safety Instruction： S26-S36-S37/39
  • Hazardous Material Identification： Xi
  • Safety Term：S26;S37/39
  • Risk Phrases：R22; R36/37/38
  • Storage Condition：Store at 4°C,-4At ℃Store…Better

(R)-(-)-6,6'-Dibromo-1,1'-bi-2-naphthol Customs Data

  • HS CODE：2907299090
  • Customs Data：

    China Customs Code:

    2907299090

    Overview:

    2907299090 Other polyphenols,Phenolic alcohol.Regulatory conditions:AB(Customs clearance form for Inbound Goods,Customs clearance form for outbound goods).VAT:17.0%.Tax refund rate:9.0%.MFN tariff:5.5%.general tariff:30.0%

    Declaration elements:

    Product Name, component content, use to

    Regulatory conditions:

    A.Customs clearance form for Inbound Goods
    B.Customs clearance form for outbound goods

    Inspection and quarantine category:

    R.Sanitary supervision and inspection of imported food
    S.Sanitary supervision and inspection of exported food
    M.Import commodity inspection
    N.Export commodity inspection

    Summary:

    2907299090 polyphenols; phenol-alcohols.supervision conditions:AB(certificate of inspection for goods inward,certificate of inspection for goods outward).VAT:17.0%.tax rebate rate:9.0%.MFN tariff:5.5%.general tariff:30.0%

(R)-(-)-6,6'-Dibromo-1,1'-bi-2-naphthol Pricemore >>

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(R)-(-)-6,6'-Dibromo-1,1'-bi-2-naphthol Suppliers

Amadis Chemical Company Limited
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(CAS:65283-60-5)(R)-(-)-6,6'-Dibromo-1,1'-bi-2-naphthol
Order Number:A835047
Stock Status:in Stock
Quantity:25g
Purity:99%
Pricing Information Last Updated:Friday, 30 August 2024 06:32
Price ($):422.0
Tiancheng Chemical (Jiangsu) Co., Ltd
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(CAS:65283-60-5)(R)-(-)-6,6’-Dibromo-[1,1’-binaphthalene]-2,2’-diol
Order Number:LE16973
Stock Status:in Stock
Quantity:25KG,200KG,1000KG
Purity:99%
Pricing Information Last Updated:Friday, 20 June 2025 12:15
Price ($):discuss personally

(R)-(-)-6,6'-Dibromo-1,1'-bi-2-naphthol Related Literature

Additional information on (R)-(-)-6,6'-Dibromo-1,1'-bi-2-naphthol

Comprehensive Guide to (R)-(-)-6,6'-Dibromo-1,1'-bi-2-naphthol (CAS No. 65283-60-5): Properties, Applications, and Market Insights

(R)-(-)-6,6'-Dibromo-1,1'-bi-2-naphthol (CAS No. 65283-60-5) is a chiral binaphthol derivative widely recognized for its role in asymmetric synthesis and catalysis. This optically active compound belongs to the class of axially chiral molecules, making it valuable for applications in pharmaceuticals, agrochemicals, and advanced materials. With the growing demand for enantiomerically pure compounds, (R)-(-)-6,6'-Dibromo-BINOL has gained significant attention in both academic and industrial research.

The molecular structure of (R)-(-)-6,6'-Dibromo-1,1'-bi-2-naphthol features two naphthalene rings connected by a single bond, with bromine substitutions at the 6 and 6' positions. This configuration enhances its steric hindrance and electronic properties, which are critical for its performance as a chiral ligand in transition-metal catalysis. Researchers often compare its efficacy with other BINOL derivatives, such as (S)-BINOL or unsubstituted BINOL, to optimize reaction outcomes.

One of the most prominent applications of (R)-(-)-6,6'-Dibromo-BINOL is in the synthesis of chiral catalysts for asymmetric transformations, including hydrogenation, epoxidation, and C-C bond formation. Its ability to induce high enantioselectivity makes it indispensable for producing pharmaceutical intermediates and fine chemicals. Recent studies highlight its use in developing novel metal-organic frameworks (MOFs) and supramolecular assemblies, aligning with the current trend toward sustainable and green chemistry.

From a market perspective, the demand for (R)-(-)-6,6'-Dibromo-1,1'-bi-2-naphthol is driven by the expanding pharmaceutical sector, particularly in the synthesis of chiral drugs and bioactive molecules. Companies specializing in custom synthesis and catalyst development frequently seek high-purity grades of this compound. Additionally, its utility in organic electronics and photocatalysis has opened new avenues for research, especially in renewable energy applications.

For researchers and procurement specialists, understanding the storage conditions and handling protocols of (R)-(-)-6,6'-Dibromo-BINOL is essential. The compound is typically supplied as a crystalline solid and should be stored under inert conditions to prevent degradation. Analytical techniques such as HPLC, NMR, and chiral chromatography are commonly employed to verify its purity and enantiomeric excess (ee).

In summary, (R)-(-)-6,6'-Dibromo-1,1'-bi-2-naphthol (CAS No. 65283-60-5) remains a cornerstone in asymmetric synthesis, with its applications continually evolving to meet the needs of modern chemistry. Its unique structural features and versatility ensure its relevance in cutting-edge research and industrial processes. For those exploring chiral auxiliaries or enantioselective catalysis, this compound offers a robust solution with proven efficacy.

65283-60-5 ((R)-(-)-6,6'-Dibromo-1,1'-bi-2-naphthol) Related Products

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Tiancheng Chemical (Jiangsu) Co., Ltd
(CAS:65283-60-5)(R)-(-)-6,6’-Dibromo-[1,1’-binaphthalene]-2,2’-diol
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