1,1'-Binaphthyl-2,2'-diyl hydrogenphosphate

Name: 1,1'-Binaphthyl-2,2'-diyl hydrogenphosphate
Brand: ChemScene
Availability: InStock
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CAS No. 35193-63-6
Cat. No. CS-0031445
Purity≥98%
MDL No.MFCD00010045

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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1,1'-Binaphthyl-2,2'-diyl hydrogenphosphate|CS-0031445

Structure of 35193-63-6

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General Information

CAS No. 35193-63-6
Cat. No. CS-0031445
Purity ≥98%
MDL No. MFCD00010045
Storage 4°C, protect from light, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₀H₁₃O₄P
Molecular Weight 348.29
Synonym(s) None
SMILES O=P1(O)OC2=C(C3=C(C=CC=C4)C4=CC=C3O1)C5=CC=CC=C5C=C2

Description

1,1'-Binaphthyl-2,2'-diyl hydrogenphosphate features a rigid, chiral binaphthyl scaffold that imparts high stereocontrol in asymmetric synthesis. The phosphoryl groups offer strong coordination to metal ions and enhance solubility in polar solvents, enabling efficient use in catalytic systems requiring both stability and defined spatial orientation.

Application

1,1'-Binaphthyl-2,2'-diyl hydrogenphosphate serves as a robust chiral phosphate ester scaffold, enabling asymmetric induction in catalytic transformations. Its rigid binaphthyl backbone confers high enantioselectivity in metal-catalyzed reactions, while the hydrogenphosphate group offers tunable acidity and compatibility with diverse reaction conditions. This compound functions as a versatile building block for chiral ligands and catalysts, demonstrating bench stability and ease of purification in synthetic workflows.

Synthesis

Route1
- In-stock
  
  602-09-5
- ~92%
- In-stock
  
  35193-63-6
References
- Chen, Chun Xia; Xu, Rong; Li, Bin Science China Chemistry, 2012 , vol. 55, # 7 p. 1257 - 1262
Route2
- 124583-86-4
- ~%
- In-stock
  
  35193-63-6
References
- Canadian Journal of Chemistry, , vol. 58, p. 134 - 137

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H315
Precautionary Statements : P261-P280-P302+P352

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Computational Chemistry Data

TPSA 55.76
LogP 5.5316
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 0

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1,1'-Binaphthyl-2,2'-diyl hydrogenphosphate

CAS No. 35193-63-6

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