Synthesis
ChemicalBook > CAS DataBase List > (R)-(+)-2,2'-Diamino-1,1'-binaphthalene

(R)-(+)-2,2'-Diamino-1,1'-binaphthalene

Synthesis
Product Name
(R)-(+)-2,2'-Diamino-1,1'-binaphthalene
CAS No.
18741-85-0
Chemical Name
(R)-(+)-2,2'-Diamino-1,1'-binaphthalene
Synonyms
(R)-BINAM;R(+)-DABN;S(-)-DABN;2,2-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;(S)-(-)-2,2'-DIAMINO-1,1'-BINAPHTHYL
CBNumber
CB0357339
Molecular Formula
C20H16N2
Formula Weight
284.35
MOL File
18741-85-0.mol
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(R)-(+)-2,2'-Diamino-1,1'-binaphthalene Property

Melting point:
242-244 °C(lit.)
alpha 
156 º (c=1, pyridine)
Boiling point:
416.85°C (rough estimate)
Density 
1.0447 (rough estimate)
refractive index 
1.6450 (estimate)
storage temp. 
Keep in dark place,Sealed in dry,Room Temperature
solubility 
Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
form 
Powder
pka
3.79±0.10(Predicted)
color 
slightly beige
optical activity
[α]20/D +157°, c = 1 in pyridine
Water Solubility 
slightly soluble
BRN 
5279621
InChI
1S/C20H16N2/c21-17-11-9-13-5-1-3-7-15(13)19(17)20-16-8-4-2-6-14(16)10-12-18(20)22/h1-12H,21-22H2
InChIKey
DDAPSNKEOHDLKB-UHFFFAOYSA-N
SMILES
Nc1ccc2ccccc2c1-c3c(N)ccc4ccccc34
CAS DataBase Reference
18741-85-0(CAS DataBase Reference)
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Safety

Hazard Codes 
Xn,Xi
Risk Statements 
36/37/38
Safety Statements 
26-39-37/39-36
WGK Germany 
3
RTECS 
DU3090000
10
HS Code 
29215900
Storage Class
11 - Combustible Solids
Hazard Classifications
Eye Irrit. 2
Skin Irrit. 2
STOT SE 3
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

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

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

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
382426
Product name
(R)-(+)-1,1′-Binaphthyl-2,2′-diamine
Purity
99%
Packaging
1g
Price
$230
Updated
2025/07/31
TCI Chemical
Product number
D3207
Product name
(R)-(+)-1,1'-Binaphthyl-2,2'-diamine
Purity
>98.0%(HPLC)(T)
Packaging
200mg
Price
$41
Updated
2025/07/31
Strem Chemicals
Product number
07-0327
Product name
(R)-(+)-2,2'-Diamino-1,1'-binaphthyl, 99%
Packaging
250mg
Price
$72
Updated
2024/03/01
Strem Chemicals
Product number
07-0327
Product name
(R)-(+)-2,2'-Diamino-1,1'-binaphthyl, 99%
Packaging
1g
Price
$210
Updated
2024/03/01
Matrix Scientific
Product number
126569
Product name
(R)-[1,1'-Binaphthalene]-2,2'-diamine
Purity
>97%
Packaging
1g
Price
$216
Updated
2021/12/16
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(R)-(+)-2,2'-Diamino-1,1'-binaphthalene Chemical Properties,Usage,Production

Synthesis

(R)-(+)-2,2'-Diamino-1,1'-binaphthalene can be 1a , 2b, potassium carbonate, potassium iodide, dimethyl sulfoxide as a reaction solvent, then react with adding potassium hydroxide, and finally extract with ethyl acetate And get.

Physical properties

(R)-(+)-2,2'-Diamino-1,1'-binaphthalene is a off-white to brown powder.

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.

References

[1] Patent: CN107814729, 2018, A. Location in patent: Paragraph 0170-0173; 0254-0257
[2] Organic and Biomolecular Chemistry, 2016, vol. 14, # 38, p. 9021 - 9032

(R)-(+)-2,2'-Diamino-1,1'-binaphthalene Preparation Products And Raw materials

Raw materials

Preparation Products

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(R)-(+)-2,2'-Diamino-1,1'-binaphthalene Suppliers

Daicel Chiral Technologies (China)CO.,LTD
Tel
021-50460086-9 15921403865
Fax
+86-21-50462321
Email
han_yajun@dctc.daicel.com
Country
China
ProdList
7440
Advantage
65
Zhengzhou HQ Material Co., Ltd.
Tel
0371-0371-67759225 13526468238
Fax
0371-55919558
Email
sales@hqmat.com
Country
China
ProdList
342
Advantage
55
Chengdu Forest Science and Technology Development Co., Ltd.
Tel
18030648795 18030648795
Fax
028-61777050
Email
sales@cdforestchem.com
Country
China
ProdList
2000
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Xinxiang Runyu Material Co., Ltd.
Tel
166-166-37336996 15690792173
Fax
0373-7759608
Email
chenxi.song@runvmat.com
Country
China
ProdList
285
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Sigma-Aldrich
Tel
021-61415566 800-8193336
Email
orderCN@merckgroup.com
Country
China
ProdList
51395
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80
Shanghai Boyle Chemical Co., Ltd.
Tel
Fax
86-21-57758967
Email
sales@boylechem.com
Country
China
ProdList
2922
Advantage
55
J & K SCIENTIFIC LTD.
Tel
18210857532; 18210857532
Fax
86-10-82849933
Email
jkinfo@jkchemical.com
Country
China
ProdList
96815
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76
Meryer (Shanghai) Chemical Technology Co., Ltd.
Tel
4006356688 18621169109
Fax
86-21-61259102
Email
market03@meryer.com
Country
China
ProdList
40228
Advantage
62
Alfa Aesar
Tel
400-6106006
Fax
021-67582001/03/05
Email
saleschina@alfa-asia.com
Country
China
ProdList
30123
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84
Energy Chemical
Tel
021-021-58432009 400-005-6266
Fax
021-58436166
Email
sales8178@energy-chemical.com
Country
China
ProdList
44801
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View Lastest Price from (R)-(+)-2,2'-Diamino-1,1'-binaphthalene manufacturers

ZHENGZHOU JIUYI TIME NEW MATERIALS CO,.LTD
Product
(R)-(+)-2,2'-Diamino-1,1'-binaphthalene 18741-85-0
Price
US $2.00-5.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
100kg
Release date
2025-06-23
Shanghai UCHEM Inc.
Product
(R)-(+)-1,1'-Bi(2-naphthylamine) 18741-85-0
Price
US $86.00-296.00/g
Min. Order
5g
Purity
0.97
Supply Ability
25kg
Release date
2023-12-08
XINXIANG RUNYU MATERIAL CO., LTD.
Product
(R)-(+)-1,1'-binaphthyl-2,2'-diamine 18741-85-0
Price
US $0.00-0.00/KG
Min. Order
1KG
Purity
0.99
Supply Ability
500kg
Release date
2021-12-01

18741-85-0, (R)-(+)-2,2'-Diamino-1,1'-binaphthaleneRelated Search:


  • (R)-(+)-1,1''-BINAPHTHALENE-2,2''-DIAMINE (R-BINAM) ((R)-(+) -2,2''-DIAMINO-1''1-BINAPHTHYL)
  • (R)-(+)-1,1μ-Binaphthalene-2,2μ-diamine, (R)-(+)-2,2μ-Diamino-1,1μ-binaphthalene, (R)-(+)-DABN
  • (R)-(+)-1,1μ-Bi(2-naphthylamine), (R)-(+)-1,1μ-Binaphthalene-2,2μ-diamine, (R)-(+)-2,2μ-Diamino-1,1μ-binaphthalene, (R)-(+)-DABN
  • (aR)-1,1'-Binaphthalene-2,2'-diamine
  • (aR)-2,2'-Diamino-1,1'-binaphthalene
  • (R)-BINAM
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  • (+/-)-2,2'-DIAMINO-1,1'-BINAPHTHALENE
  • 2,2-DIAMINO-1,1'-BINAPHTHALENE
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  • S(-)-1,1'-BINAPHTHALENE-2,2'-DIAMINE
  • S(-)-DABN
  • (R)-(+)-1,1'-BI(2-NAPHTHYLAMINE)
  • R(+)-1,1'-BINAPHTHALENE-2,2'-DIAMINE
  • RACEMIC-2,2'-DIAMINO-1,1'-BINAPHTHYL
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  • (+/-)-1,1'-BINAPHTHALENE-2,2'-DIAMINE
  • [1,1'-Binaphthalene]-2,2'-diamine, (1R)-
  • 1-(2-aminonaphthalen-1-yl)naphthalen-2-amine
  • (R)-(+)-2,2'-Diamino-1,1'-binaphthyl,99%,99%ee
  • (R)-[1,1'-Binaphthalene]-2,2'-diamine [(R)-Binam]
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  • (R)-[1,1'-Binaphthalene]-2,2'-diamine
  • (R)-(+)-2,2'-Diamino-1,1'-binaphthalene
  • (R)-(+)-1,1'-binaphthyl-2,2'-diamine
  • (R)-[1,1'-Binaphthalene]-2,2'-diamine [(R)-Binam
  • (R)-(+)-2,2'-Diamino-1,1'-binaphthyl
  • (R)-(+)-1,1′-Bi(2-naphthylamine), CAS 18741-85-0
  • (R)-(+)-2,2'-DIAMINO-1,1'-BINAPHTHALENE 99%
  • (R)-(+)-2,2'-Diamino-1,1'-biphthyl
  • 18741-85-0
  • Asymmetric Synthesis
  • Polyamines
  • Other Chiral Ligands
  • Organic Building Blocks
  • Nitrogen Compounds
  • Chiral Catalysts, Ligands, and Reagents
  • Building Blocks
  • BINAM Series
  • Achiral Nitrogen