Lot numbers can be found on the outside label of a product:
2,2'-Dibromo-1,1'-binaphthyl
-
CAS No. 74866-28-7
- Cat. No. CS-0085184
- Purity≥96%
- MDL No.None
*For research and further manufacturing use only, not for direct human use.
Structure of 74866-28-7
Please choose your location and provide accurate information for you
| Size |
|
Price | Quantity | |||
|---|---|---|---|---|---|---|
|
* Please select Quantity before adding items. |
||||||
Recommended Products
General Information
- CAS No. 74866-28-7
- Cat. No. CS-0085184
- Purity ≥96%
- MDL No. None
- Storage 4°C, protect from light, stored under nitrogen
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₂₀H₁₂Br₂
- Molecular Weight 412.12
- Synonym(s) RACEMIC-2,2'-DIBROMO-1,1'-BINAPHTHYL
- SMILES BrC1=C(C2=C(C=CC=C3)C3=CC=C2Br)C4=CC=CC=C4C=C1
Description
2,2'-Dibromo-1,1'-binaphthyl features a rigid, chiral binaphthyl scaffold bearing bromine substituents at the 2,2' positions, enabling its use in asymmetric synthesis and transition-metal-catalyzed coupling reactions. The electron-deficient aryl framework enhances reactivity in cross-coupling processes, while the steric bulk supports enantioselective transformations. This bench-stable compound integrates readily into catalytic systems requiring halogenated aromatic motifs.
Application
2,2'-Dibromo-1,1'-binaphthyl serves as a versatile chiral scaffold for asymmetric synthesis, offering enhanced steric and electronic modulation compared to its parent binaphthyl. The bromine substituents enable direct functionalization via palladium-catalyzed cross-coupling reactions, facilitating the construction of complex biaryl architectures. Its stability under standard reaction conditions and compatibility with common protecting group strategies make it a practical choice for ligand development and the synthesis of advanced catalysts.
Synthesis
-
Route1
-
In-stock
602-09-5 - ~44%
-
In-stock
74866-28-7
References
-
Journal of the American Chemical Society, , vol. 102, # 27 p. 7932 - 7934
-
-
Route2
-
In-stock
580-13-2 - ~55%
-
In-stock
74866-28-7
References
-
Journal of the American Chemical Society, , vol. 102, # 21 p. 6504 - 6512
-
-
Route3
-
In-stock
![(R)-[1,1'-Binaphthalene]-2,2'-diamine|CS-W007978](https://file.chemscene.com/productPIC/CS-W007978.gif)
18741-85-0 - ~67%
-
In-stock
74866-28-7
References
-
Tetrahedron Asymmetry, , vol. 24, # 15-16 p. 894 - 902
-
Safety Information
Download SDS|
GHS Pictogram :
|
GHS No : GHS07
|
|
Signal Word : Warning
|
UN#: N/A
|
|
Class : N/A
|
Packing Group : N/A
|
|
Hazard Statements : H302-H413
|
|
|
Precautionary Statements : P264-P270-P273-P330-P501
|
|
Quality Control
Computational Chemistry Data
- TPSA 0
- LogP 7.185
- H_Acceptors 0
- H_Donors 0
- Rotatable_Bonds 1
Similar Products
Recently Viewed Products
Leave US a Message
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
Upload Pictures
|
|
Key Words
- 2,2'-Dibromo-1,1'-binaphthyl sigma2,2'-Dibromo-1,1'-binaphthyl manufacturer2,2'-Dibromo-1,1'-binaphthyl price2,2'-Dibromo-1,1'-binaphthyl structure2,2'-Dibromo-1,1'-binaphthyl SDSbuy 2,2'-Dibromo-1,1'-binaphthyl2,2'-Dibromo-1,1'-binaphthyl supplier2,2'-Dibromo-1,1'-binaphthyl uses2,2'-Dibromo-1,1'-binaphthyl molecular weightprice of 2,2'-Dibromo-1,1'-binaphthyl2,2'-Dibromo-1,1'-binaphthyl chemical name formula of 2,2'-Dibromo-1,1'-binaphthyl