(S)-(-)-2,2'-Diamino-1,1'-binaphthalene

Base Information

• Chemical Name: (S)-(-)-2,2'-Diamino-1,1'-binaphthalene
• CAS No.: 18531-95-8
• Molecular Formula: C20H16N2
• Molecular Weight: 284.36
• Hs Code.: 29215900
• Mol file: 18531-95-8.mol

Synonyms:[1,1'-Binaphthalene]-2,2'-diamine,(S)-;[1,1'-Binaphthalene]-2,2'-diamine, (S)-(-)- (8CI);(-)-1,1'-Binaphthyl-2,2'-diamine;(S)-(-)-1,1'-Binaphthalene-2,2'-diamine;(S)-(-)-2,2'-Diamino-1,1'-binaphthyl;(S)-1,1'-Binaphthyl-2,2'-diamine;(S)-2,2'-Diamino-1,1'-binaphthalene;(S)-2,2'-Diamino-1,1'-binaphthyl;(S)-BINAM;(S)-[1,1'-Binaphthalene]-2,2'-diamine;

Chemical Property of (S)-(-)-2,2'-Diamino-1,1'-binaphthalene

Chemical Property:

• Appearance/Colour: off-white to beige powder
• Melting Point: 242-244 °C(lit.)
• Refractive Index: 1.6450 (estimate)
• Boiling Point: 480.839 °C at 760 mmHg
• PKA: 3.79±0.10(Predicted)
• Flash Point: 293.854 °C
• PSA: 52.04000
• Density: 1.25 g/cm³
• LogP: 5.98680
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Water Solubility.: slightly soluble

Purity/Quality:

99.9% ^*data from raw suppliers

(S)-(-)-1,1'-Binaphthyl-2,2'-diamine >98.0%(HPLC)(T) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn, Xi
• Hazard Codes: Xn,Xi
• Statements: 36/37/38
• Safety Statements: 26-39-37/39-36

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Used in the synthesis of chiral lactones.

Technology Process of (S)-(-)-2,2'-Diamino-1,1'-binaphthalene

There total 78 articles about (S)-(-)-2,2'-Diamino-1,1'-binaphthalene which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 92.0%

naphthalen-2-ylamine (91-59-8) → 1,1'-binaphthalene-2,2'-diamine (4488-22-6,18531-95-8)

Guidance literature:

With iron(III) chloride hexahydrate; at 100 ℃; for 72h; Ionic liquid;

Reference yield: 90.0%

1,1'-bi-2-naphthol (602-09-5) → 1,1'-binaphthalene-2,2'-diamine (4488-22-6,18531-95-8)

Guidance literature:

With ammonia; sodium hydrogencarbonate; In water; at 150 ℃; Large scale;

Reference yield: 80.1%

1,2-di(naphthalen-2-yl)hydrazine (613-64-9) → 7H-dibenzo[c,g]carbazole (194-59-2) + 1,1'-binaphthalene-2,2'-diamine (4488-22-6,18531-95-8) + 2,2'-azonaphthalene (582-08-1)

Guidance literature:

With lithium perchlorate; perchloric acid; In 1,4-dioxane; water; at 0 ℃; for 24h;

DOI:10.1021/ja00297a030

upstream raw materials:

2-nitronaphthalene

2,2'-dinitro-[1,1']binaphthyl

naphthalen-2-ylamine

β-naphthol

Downstream raw materials:

7H-dibenzo[c,g]carbazole

1,1'-binaphthyl-2,2'-dicarboxylic acid

N,N'-(1,1'-binaphthyl-2,2'-diyl)dibenzamide

(S)-2,2'-diiodo-1,1'-binaphthyl

Refernces

• 1、 Shine,Trisler. "-". . p. 4054,4056. Retrieved 1960.
• 2、 Shine. "-". . p. 4807. Retrieved 1956.
• 3、 Banthorpe. "-". . p. 2407,2412. Retrieved 1962.
• 4、 Stoddard, Jonathan M.,Nguyen, Lien,Mata-Chavez, Hector,Nguyen, Kelly. "TLC plates as a convenient platform for solvent-free reactions". . p. 1240 - 1241. Retrieved 2007.
• 5、 Cumming,Howie. "-". . p. 528,531. Retrieved 1932.
• 6、 Yu, Jeongjae,Lee, Jung Mi,Ryoo, Jae Jeong. "Chiral separation on various modified amino alcohol-derived HPLC chiral stationary phases". . p. 276 - 281. Retrieved 2016.
• 7、 -. "Synthesis method of 2, 2 '-bisdiphenylphosphino-1, 1'-binaphthalene". Paragraph 0027-0029. . Retrieved 2020/09/12.