Reaction
ChemicalBook > CAS DataBase List > (R)-(-)-1,1'-Binaphthyl-2,2'-diyl hydrogenphosphate

(R)-(-)-1,1'-Binaphthyl-2,2'-diyl hydrogenphosphate

Reaction
Product Name
(R)-(-)-1,1'-Binaphthyl-2,2'-diyl hydrogenphosphate
CAS No.
39648-67-4
Chemical Name
(R)-(-)-1,1'-Binaphthyl-2,2'-diyl hydrogenphosphate
Synonyms
(R)-(-)-BNP ACID;(R)-(-)-BPA;(R)-(-)-BNPA;(R)-(-)-1,1’-BinaphthyL;(R)-(-)-1,1-BINAPHTHYL-2,2-DIYL HYDROGENPHOSPHATE;SF110023;(S)-(+)-BPA;(S)-(+)-BNPA;(S)-(+)-BNP ACID;(R)-(-)-1,1'-Binapht
CBNumber
CB8107332
Molecular Formula
C20H13O4P
Formula Weight
348.29
MOL File
39648-67-4.mol
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(R)-(-)-1,1'-Binaphthyl-2,2'-diyl hydrogenphosphate Property

Melting point:
≥300 °C
alpha 
-607.5 º (c=1.4,MeOH)
Boiling point:
619.5±38.0 °C(Predicted)
Density 
1.49±0.1 g/cm3(Predicted)
refractive index 
-595 ° (C=1, MeOH)
storage temp. 
Inert atmosphere,Room Temperature
solubility 
Solubility in hot Methanol, almost transparency.
form 
Powder
pka
1.14±0.20(Predicted)
color 
white
optical activity
[α]20/D 605°, c = 1.35 in methanol
BRN 
4713363
InChI
InChI=1S/C20H13O4P/c21-25(22)23-17-11-9-13-5-1-3-7-15(13)19(17)20-16-8-4-2-6-14(16)10-12-18(20)24-25/h1-12H,(H,21,22)
InChIKey
JEHUZVBIUCAMRZ-UHFFFAOYSA-N
SMILES
O=P1(OC2C=CC3C=CC=CC=3C=2C2=C3C=CC=CC3=CC=C2O1)O
CAS DataBase Reference
39648-67-4(CAS DataBase Reference)
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Safety

Hazard Codes 
Xi,Xn
Risk Statements 
36/37/38-20/21/22
Safety Statements 
26-36-36/37/39-22
RIDADR 
3464
WGK Germany 
3
RTECS 
RZ2475100
F 
10-23
HS Code 
29199000
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
248932
Product name
(R)-(?)-1,1′-Binaphthyl-2,2′-diyl hydrogenphosphate
Purity
≥98%
Packaging
1g
Price
$24.7
Updated
2024/03/01
Sigma-Aldrich
Product number
248932
Product name
(R)-(?)-1,1′-Binaphthyl-2,2′-diyl hydrogenphosphate
Purity
≥98%
Packaging
5g
Price
$111
Updated
2024/03/01
TCI Chemical
Product number
B1143
Product name
(R)-(-)-1,1'-Binaphthyl-2,2'-diyl Hydrogen Phosphate
Purity
>98.0%(T)
Packaging
1g
Price
$59
Updated
2024/03/01
TCI Chemical
Product number
B1143
Product name
(R)-(-)-1,1'-Binaphthyl-2,2'-diyl Hydrogen Phosphate
Purity
>98.0%(T)
Packaging
5g
Price
$146
Updated
2024/03/01
Alfa Aesar
Product number
L14149
Product name
(R)-(-)-1,1'-Binaphthyl-2,2'-diyl hydrogen phosphate, 98+%
Packaging
250mg
Price
$39.65
Updated
2024/03/01
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(R)-(-)-1,1'-Binaphthyl-2,2'-diyl hydrogenphosphate Chemical Properties,Usage,Production

Reaction

  1. Asymmetric hetero Diels-Alder reaction catalyzed by chiral lanthanide(III) complex.
  2. Highly efficient Mannich reaction.
  3. Acidic Resolving agent for certain amine/racemic mixtures.

Chemical Properties

off-white powder

Uses

chiral ligand for hydroxycarboxylations, complexes rhodium

Uses

The R enantiomer of binaphthol derivative as chiral quenching agent.

Uses

A chiral ligand used in hydrocarboxylation reactions. Complexes with rhodium and mediates the asymmetric dipolar cycloaddition of diazo compounds. A number of racemic amines which have proven difficult to separate have been resolved with this chiral acid. Palladium derivatives have been used in asymmetric hydrocarboxylations, and rhodium derivatives have been used in dipolar cycloadditions.

Purification Methods

Recrystallise it from EtOH. Reflux for 3hours in N NaOH is required to hydrolyse the cyclic phosphate. [Jacques et al. Tetrahedron Lett 4617 1971, Arnold et al. Tetrahedron 24, 343 1983.]

(R)-(-)-1,1'-Binaphthyl-2,2'-diyl hydrogenphosphate Preparation Products And Raw materials

Raw materials

Preparation Products

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(R)-(-)-1,1'-Binaphthyl-2,2'-diyl hydrogenphosphate Suppliers

Americas 1 Belgium 2 Canada 2 China 248 Europe 3 France 1 Germany 5 India 14 Japan 3 Norway 1 Poland 1 South Korea 1 Switzerland 1 The Netherlands 1 Ukraine 1 United Kingdom 18 United States 30 Global 333
Chiron AS
Tel
--
Fax
--
Email
chiron@chiron.no
Country
Norway
ProdList
2801
Advantage
72
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View Lastest Price from (R)-(-)-1,1'-Binaphthyl-2,2'-diyl hydrogenphosphate manufacturers

Shanghai UCHEM Inc.
Product
1,1'-Binaphthyl-2,2'-diyl hydrogenphosphate 39648-67-4
Price
US $24.00-213.00/g
Min. Order
5g
Purity
0.99
Supply Ability
25kg
Release date
2023-11-17
Chongqing Chemdad Co., Ltd
Product
(R)-(-)-1,1'-Binaphthyl-2,2'-diyl hydrogenphosphate 39648-67-4
Price
US $200.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
20 tons
Release date
2024-09-10
XINXIANG RUNYU MATERIAL CO., LTD.
Product
(R)-(-)-1,1'-Binaphthyl-2,2'-diyl hydrogenphosphate 39648-67-4
Price
US $0.00-0.00/KG
Min. Order
1KG
Purity
99
Supply Ability
500
Release date
2024-02-21

39648-67-4, (R)-(-)-1,1'-Binaphthyl-2,2'-diyl hydrogenphosphateRelated Search:

R- 4-oxide-4-hydroxy-2,6-bis([1,1':3',1''-terphenyl]-5'-yl)-Dinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepin S-3,3'-Bis(9-anthracenyl)-1,1'-binaphthyl-2,2'-diyl hydrogenphosphate S-4-oxide-4-hydroxy-2,6-bis(4-nitrophenyl)- Dinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepin R-3,3'-Bis(4-(1,1-diMethylethyl)phenyl)-1,1'-binaphthyl-2,2'-diyl hydrogenphosphate SULPHOSUCCINIC ACID ESTER 1,1'-Bi-2-naphthol Clindamycin phosphate (S)-(+)-3,3'-BIS(3,5-BIS(TRIFLUOROMETHYL)PHENYL)-1,1'-BINAPHTHYL-2,2'-DIYL HYDROGENPHOSPHATE, 95% (S)-(+)-1,1'-Binaphthyl-2,2'-diyl hydrogenphosphate, min. 98%,(S)-(+)-1,1'-BINAPHTHYL-2,2'-DIYL HYDROGENPHOSPHATE,S-1,1'-BINAPHTHYL-2,2'-DIYL HYDROGENPHOSPHATE (+/-)-1,1'-BINAPHTHYL-2,2'-DIYL HYDROGENPHOSPHATE,1,1'-BINAPHTHYL-2,2'-DIYL HYDROGENPHOSPHATE,(+/-)-1,1''-BINAPHTHYL-2,2''-DIYL HYDROGENPHOSPHATE 99% Water treatment agent POE 1,1'-BINAPHTHYL (R)-(-)-3,3'-BIS(TRIPHENYLSILYL)-1,1'-BINAPHTHYL-2,2'-DIYL HYDROGENPHOSPHATE, 95% (R)-(-)-1,1'-Binaphthyl-2,2'-diyl hydrogenphosphate (R)-3,3'-BIS[3,5-BIS(TRIFLUOROMETHYL)PHENYL]-1,1'-BINAPHTHYL-2,2'-DIYL HYDROGENPHOSPHATE

  • Dinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepin,4-hydroxy-, 4-oxi
  • (R)-5,5',6,6',7,7',8,8'-Octahydro-1,1'-binaphthyl-2,2'-diyl hydrogen phosphate
  • (<i>R</i>)-(-)-1,1'-Binaphthyl-2,2'-diyl hydrogen phosphate
  • (R)-4-Hydroxydinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepine 4-oxide
  • (R)-(-)-1,1'-BINAPHTHYL-2,2'-DIYL HYDROGEN PHOSPHONATE
  • (R)-(-)-1,1'-Binaphthyl-2,2'-diyl Hydrogen Phosphate, (R)-(-)-BNDHP
  • (R)-(-)-1,1'-Biphthyl-2,2'-diyl hydrogenphosphate
  • (R)-1,1'-Binaphthalene-2,2'-diyl Hydrogen Phosphate,99%e.e.
  • (R)-(-)-1,1'-Binaphthalene-2,2'-diyl-phosphate for synthesis
  • R-(-)-1,1'-Binaphthyl-2,2'-diyl
  • 2-HYDROXY-2LAMBDA5-DINAPHTHO[2,1-D:1,2-F][1,3,2]DIOXAPHOSPHEPIN-2-ONE
  • (R)-(-)-1,1'-Binaphthyl-2,2'-d
  • (R)-(-)-1,1'-Binaphthyl-2,2'-diylhydrogenphosphate,min.98%
  • Dinaphtho2,1-d:1,2-f1,3,2dioxaphosphepin, 4-hydroxy-, 4-oxide, (11bR)-
  • R-(-)BNP ACID/ S-(+)-1,1''-BINAPHTHALENE-2,2''-DIYL HYDROGENPHOSPHATE
  • (11bR)-4-Hydroxydinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepin 4-Oxide
  • (R)-BNPPA(R)-(-)-BNDHP
  • (R)-4-Hydroxydinaphtho[2,1-d:1μ,2μ-f][1,3,2]dioxaphosphepin-4-oxide, (R)-(-)-1,1μ-Binaphthalene-2,2μ-diyl hydrogen phosphate
  • (R)-(-)1,1'-BINAPHTHYL-2,2'-DIYL HYDROGEN PHOSPHATE,99%
  • (R)-(-)-1,1'-Binaphthyl-2,2'-diyl hydrogenphosphate, min. 98%
  • [aR,(-)]-2,2'-Phosphinicobisoxy-1,1'-binaphthalene
  • (R)-(-)-1,1'-Binapht
  • (11bR)-4-Hydroxy-4-oxide-dinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepin
  • R-(-)-1,1'-Binaphthyl-2,2'-diy
  • (+/-)-2,2'-DIHYDROXY-1,1'-BINAPHTHYL HYDROGENPHOSPHATE
  • (S)-4-HYDROXY DINAPHTHO[2,1-D:1',2'-F][1,3,2]-DIOXAPHOPHEPIN-4-OXID
  • (S)-4-HYDROXYDINAPHTHO[2,1-D:1',2'-F][1,3,2]DIOXAPHOSPHEPIN-4-OXIDE
  • (S)-(+)-BPA
  • (S)-(+)-BNPA
  • (S)-(+)-BNP ACID
  • (R)-(-)-1,1'-BINAPHTHYL-2,2'-DIYL HYDROG ENPHOSPHATE, 98+%
  • (R)-4-HYDROXYDINAPHTHO[2,1-D:1',2'-F][1,3,2]DIOXAPHOSPHEPIN-4-OXIDE:(R)-(-)-BNP ACID
  • R-(-)-1,1Binaphthalene-2,2Dihydrogen Phosphate
  • (R)-(-)-1,1'-Binaphthyl-2,2'-diylhydrogenephosphate
  • (R)-(-)-1,1-Binaphthyl-2,2'-dihydrogen phosphate
  • (R)-(-)-1,1'-binaphthyl-2
  • (R)-(-)-BPA
  • (R)-(-)-BNPA
  • (R)-(-)-BNP ACID
  • (R)-(-)-1,1'-BINAPHTHYL-2,2'-DIYL HYDROGENPHOSPHATE
  • (R)-(-)-1,1-BINAPHTHYL-2,2-DIYL HYDROGENPHOSPHATE
  • (R)-1,1'-BINAPHTHYL-2,2'-DIYL HYDROGEN PHOSPHATE
  • (R)-(-)-1,1'-BINAPHTHALENE-2,2'-DIYL HYDROGEN PHOSPHATE
  • (R)-(-)-1,1'-BINAPHTHALENE-2,2'-DIYL-PHOSPHATE
  • R(-)-1,1'-BI-2-NAPHTHYL-2,2'-DIYL HYDROGEN PHOSPHATE
  • (R)-(-)-2,2'-DIHYDROXY-1,1'-BINAPHTHYL HYDROGENPHOSPHATE
  • (R)-4-HYDROXY DINAPHTHO[2,1-D:1',2'-F][1,3,2]-DIOXAPHOSPHEPIN-4-OXID
  • (R)-4-HYDROXYDINAPHTHO[2,1-D:1',2'-F][1,3,2]DIOXAPHOSPHEPIN-4-OXIDE
  • (S)-(+)-2,2'-DIHYDROXY-1,1'-BINAPHTHYL HYDROGENPHOSPHATE
  • S(+)-1,1'-BI-2-NAPHTHYL-2,2'-DIYL HYDROGEN PHOSPHATE
  • (S)-(-)-1,1'-BINAPHTHALENE-2,2'-DIYL HYDROGEN PHOSPHATE
  • S(+)-1,1'-BINAPHTHALENE-2,2'-DIYL HYDROGEN PHOSPHATE
  • (S)-(+)-1,1'-BINAPHTHELENE-2,2'-DIYL-PHOSPHATE
  • SF110023
  • (R)-(-)-1,1'-Binaphthyl-2,2'-diyl hydrogenphosphate, 98%, for synthesis
  • (R)-(-)-1,1'-Binaphthyl-2,2'-diyl Hydrogen Phosphate &gt
  • (R)-(-)-1,1’-BinaphthyL
  • (R)-BINAPHTHYL DIYLHYDROGEPHOSPHATE