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(R)-(-)-1,1′-Binaphthyl-2,2′-diyl hydrogenphosphate_Molecular_structure_CAS_39648-67-4)
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(R)-(-)-1,1′-Binaphthyl-2,2′-diyl hydrogenphosphate

Catalog No. 248932 Name Sigma Aldrich
CAS Number 39648-67-4 Website http://www.sigmaaldrich.com
M. F. C20H13O4P Telephone 1-800-521-8956
M. W. 348.288581 Fax
Purity ≥98% Email
Storage Chembase ID: 79706

SYNONYMS

Title
R-联萘酚磷酸酯
IUPAC name
13-hydroxy-12,14-dioxa-13λ5-phosphapentacyclo[13.8.0.02,11.03,8.018,23]tricosa-1(15),2(11),3,5,7,9,16,18,20,22-decaen-13-one
IUPAC Traditional name
13-hydroxy-12,14-dioxa-13λ5-phosphapentacyclo[13.8.0.02,11.03,8.018,23]tricosa-1(15),2(11),3,5,7,9,16,18,20,22-decaen-13-one
Synonyms
(R)-(-)-1,1′-Binaphthalene-2,2′-diyl hydrogen phosphate
(R)-(-)-1,1′-联萘-2,2′-二基磷酸氢酯
(R)-4-Hydroxydinaphtho[2,1-d:1′,2′-f][1,3,2]dioxaphosphepin-4-oxide
(R)-4-羟基二萘并[2,1-d:1′,2′-f][1,3,2]二噁磷杂庚英-4-氧化物

DATABASE IDS

CAS Number 39648-67-4
MDL Number MFCD00010045
PubChem SID 24854961
Beilstein Number 4713363

PROPERTIES

Empirical Formula (Hill Notation) C20H13O4P
Purity ≥98%
Optical Rotation [α]20/D -605°, c = 1.35 in methanol
GHS Pictograms GHS07
GHS Signal Word Warning
GHS Hazard statements H315-H319-H335
European Hazard Symbols Irritant Irritant (Xi)
MSDS Link Download
Personal Protective Equipment dust mask type N95 (US), Eyeshields, Gloves
GHS Precautionary statements P261-P305 + P351 + P338
Risk Statements 36/37/38
Safety Statements 26-36
German water hazard class 3

DETAILS

Description (English)
Packaging
1, 5 g in glass bottle
Application
A chiral ligand used in hydrocarboxylation reactions.1 Complexes with rhodium and mediates the asymmetric dipolar cycloaddition of diazo compounds.2 A number of racemic amines which have proven difficult to separate have been resolved with this chiral acid.3 Palladium derivatives have been used in asymmetric hydrocarboxylations,4 and rhodium derivatives have been used in dipolar cycloadditions.5
Used in a chiral Bronsted acid catalyzed enantoselective Mannich reaction.
Protocols & Applications
Reductive Amination using BINOL-Derived Chiral Phosphoric Acids
Description (简体中文)
包装
1, 5 g in glass bottle
Application
用于手性布朗斯特酸催化的不对称 Mannich 反应。
用于氢羧基化反应的手性配体。1与铑络合并调节重氮化合物的不对称偶极环加成反应。2许多已证明难以分离的外消旋胺可以使用该手性酸进行分离。3钯衍生物已用于不对称氢羧基化反应,4并且铑衍生物已用于偶极环加成反应。5
Protocols & Applications
Reductive Amination using BINOL-Derived Chiral Phosphoric Acids

REFERENCES