Basic information
- CAS
35193-63-6- Standard SMILES
O=P1(O)Oc2ccc3ccccc3c2-c2c(ccc3ccccc23)O1- InChIKey
JEHUZVBIUCAMRZ-UHFFFAOYSA-N- Molecular formula
- C20H13O4P
- Average molar mass
- 348.3 g/mol
- Monoisotopic mass
- 348.05514553
Overview
structure in first source
Names & identifiers
- Preferred name
- (+-)-1,1'-Binaphthyl-2,2'-diyl hydrogen phosphate
- IUPAC
- 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-decaene 13-oxide
- English name
- 1,1'-Binaphthyl-2,2'-diyl hydrogenphosphate
- Molecular formula
- C20H13O4P
- Molecular weight
- 348.29
Names & synonyms
35193-63-61,1'-Binaphthyl-2,2'-diyl hydrogen phosphateDTXSID50188685BDHP cpdRefChem:707681,1'-binaphthyl-2,2'-diylhydrogenphosphateDTXCID10111176(+-)-1,1'-Binaphthyl-2,2'-diyl hydrogen phosphate252-425-835193-64-71,1'-Binaphthyl-2,2'-diyl hydrogenphosphate(S)-(+)-1,1'-Binaphthyl-2,2'-diyl hydrogenphosphate
Show more names
BNDHP(R)-(-)-BNP ACID(R)-(-)-BNPA(R)-(-)-BPA(S)-(+)-BNP ACID(S)-(+)-BPA(S)-(+)-BNPAEinecs 252-425-81,1'-Bi-2-naphthol phosphate1,1'-Biphthyl-2,2'-diyl hydrogenphosphate
(R)-(-)-1,1'-Binaphthyl-2,2'-diyl hydrogenphosphate(S)-(+)-1,1'-Binaphthyl-2,2'-diyl Hydrogen Phosphate(11bS)-4-Hydroxydinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepine 4-oxide(R)-(-)-1,1'-Binaphthyl-2,2'-diyl hydrogen phosphate1,1-Binaphthyl-2,2-diyl hydrogenphosphateMFCD00010045(R)-4-Hydroxydinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepine 4-oxide4-Hydroxydinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepine 4-oxide
Properties
Computed structural properties
- XLogP
- 4.8
- Topological polar surface area
- 55.8 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 4
- Rotatable bonds
- 0
- Heavy atoms
- 25
- Formal charge
- 0
- Complexity
- 508
Physicochemical properties
- Melting point
- 300 °C · ≥300 °C
- Boiling point
- 619.5 · 619.5±38.0 °C(Predicted)
- Density
- 1.49 · 1.49±0.1 g/cm3(Predicted)
- storage temp.
- Sealed in dry,Room Temperature
- pka
- 1.14 · 1.14±0.20(Predicted)
- form
- Solid
- color
- White to Yellow to Orange
- optical activity
- Consistent with structure
- Water Solubility
- Extremely low soluble in water.
- 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
- O1C2=CC=C3C(=C2C2=C4C(C=CC=C4)=CC=C2OP1(=O)O)C=CC=C3
- CAS DataBase Reference
- 35193 · 35193-63-6(CAS DataBase Reference)
- UNSPSC Code
- 12352005 · 12352005
- NACRES
- 22 · NA.22
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Warning
H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 6 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
This chemical does not meet GHS hazard criteria for 50% (1 of 2) of reports.
Warning
Hazard information
Hazard Classes and Categories
Skin Irrit. 2 (100%)
Skin Irrit. 2 (50%)
Safety data
- F
- 10-23
- PPE
- Eyeshields, Gloves, type N95 (US)
- wgk
- 3
- rtecs
- RZ2475100
- hs_code
- 2931499090
- risk_code
- 36/37/38-20/21/22
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xi,Xn
- safety_code
- 26-36-36/37/39-22
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H315
- Precautionary statements
- P261-P280-P301+P312-P302+P352-P305+P351+P338
Chemistry & industry
Applications
Uses1,1'-Binaphthyl-2,2'-diyl hydrogen phosphate, is used as a chiral chemical compound, 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.
Suppliers100 total
国药集团化学试剂有限公司86-21-63210123 · [email protected]
北京华美互利生物化工010-56205725 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
郑州阿尔法化工有限公司+86-18530059196 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
山东科立康药业有限公司053-88113608 17854192669
湖北万得化工有限公司15377098680 15377098680 · [email protected]
Career Henan Chemica Co+86-0371-86658258 +86-13203830695 · [email protected]
毕佳索（上海毕得医药科技股份有限公司）400-6005915 · [email protected]
上海麦克林生化科技股份有限公司021-50706066 15221275939 · [email protected]
Related reactions
5 records
Compound notes
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