Basic information
- CAS
18531-95-8- Standard SMILES
Nc1ccc2ccccc2c1-c1c(N)ccc2ccccc12- InChIKey
DDAPSNKEOHDLKB-UHFFFAOYSA-N- Molecular formula
- C20H16N2
- Average molar mass
- 284.4 g/mol
- Monoisotopic mass
- 284.13134852
Overview
structure in first source
Names & identifiers
- Preferred name
- (+-)-1,1'-Binaphthyl-2,2'-diamine
- IUPAC
- 1-(2-aminonaphthalen-1-yl)naphthalen-2-amine
- English name
- (R)-(+)-2,2'-Diamino-1,1'-binaphthalene
- Molecular formula
- C20H16N2
- Molecular weight
- 284.35
Names & synonyms
4488-22-6[1,1'-Binaphthalene]-2,2'-diamine2,2'-Diamino-1,1'-dinaphthyl1,1'-Bi(2-naphthylamine)(1,1'-BINAPHTHALENE)-2,2'-DIAMINETL35MU1249NSC-519704DTXSID701963281,1'-Bi[2-naphthylamine]RefChem:905492DTXCID801188192,2'-D-DN
Show more names
(R)-BINAMR(+)-DABNS(-)-DABN2,2-DIAMINO-1,1'-BINAPHTHALENE(R)-(+)-1,1'-BI(2-NAPHTHYLAMINE)(+)-1,1'-Binaphthyl-2,2'-diamine(R)-(+)-2,2'-Diamino-1,1'-biphthyl(aR)-2,2'-Diamino-1,1'-binaphthalene(aR)-1,1'-Binaphthalene-2,2'-diamine
(+-)-1,1'-Binaphthyl-2,2'-diamine18741-85-018531-95-81,1'-Binaphthyl-2,2'-diamine(R)-[1,1'-Binaphthalene]-2,2'-diamine(S)-(-)-1,1'-Binaphthyl-2,2'-diamine(R)-(+)-2,2'-Diamino-1,1'-binaphthalene(S)-(-)-2,2'-Diamino-1,1'-binaphthalene
Database identifiers
- CAS
18531-95-8、18741-85-0、4488-22-6
Properties
Computed structural properties
- XLogP
- 4.7
- Topological polar surface area
- 52 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 1
- Heavy atoms
- 22
- Formal charge
- 0
- Complexity
- 346
Experimental & physicochemical properties
Collision Cross Section206.1 Ų [M+Na]+
Physicochemical properties
- Melting point
- 242 · 242-244 °C(lit.)
- alpha
- 156 · 156 º (c=1, pyridine)
- Boiling point
- 416.85 °C · 416.85°C (rough estimate)
- Density
- 1.0447 · 1.0447 (rough estimate)
- refractive index
- 1.645 · 1.6450 (estimate)
- storage temp.
- Keep in dark place,Sealed in dry,Room Temperature
- solubility
- Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
- pka
- 3.79 · 3.79±0.10(Predicted)
- form
- Powder
- color
- slightly beige
- optical activity
- 20 · [α]20/D +157°, c = 1 in pyridine
- Water Solubility
- slightly soluble
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 46 reports by companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Warning
H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
Hazard information
Hazard Classes and Categories
Acute Tox. 4 (90.7%)
Skin Irrit. 2 (100%)
Skin Irrit. 2 (100%)
Safety data
- F
- 10
- PPE
- dust mask type N95 (US), Eyeshields, Gloves
- wgk
- 3
- rtecs
- DU3090000
- hs_code
- 29215900
- risk_code
- 36/37/38
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xn,Xi
- safety_code
- 26-39-37/39-36
- Storage Class
- 11 - Combustible Solids
- target organs
- Respiratory system
- Hazard statements
- H315-H319-H335
Chemistry & industry
Applications
Uses(R)-(+)-1,1'-Bi(2-naphthylamine) derivatives have been used for asymmetric hydrogenations, cyclopropanations and formation of chiral lactones. It can be used for the synthesis of sterically hindered binaphthalene-based monophosphane ligands.
General Description(R)-(+)-1,1′-Binaphthyl-2,2′-diamine is an axially dissymmetric binaphthyl ligand mainly used in enantioselective catalysis.
Upstream & downstream products
Upstream raw materials
Downstream products
Suppliers100 total
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]
山东春雨精细化工有限责任公司13561220159 · [email protected]
上海麦克林生化科技股份有限公司021-50706066 15221275939 · [email protected]
Related reactions
3 records
Compound notes
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