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Merck

684147

Sigma-Aldrich

(1S,2S)-1,2-二-1-萘基-乙二胺二盐酸盐

97%

别名:

(S,S)-1,2-双(1-萘基)-1,2-乙二胺二盐酸盐

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About This Item

经验公式(希尔记法):
C22H20N2 · 2HCl
分子量:
385.33
MDL號碼:
分類程式碼代碼:
12352005
PubChem物質ID:
NACRES:
NA.22

化驗

97%

形狀

powder

光學活性

[α]22/D +258.0°, c = 1 in H2O

mp

219-224 °C

SMILES 字串

Cl[H].Cl[H].N[C@H]([C@@H](N)c1cccc2ccccc12)c3cccc4ccccc34

InChI

1S/C22H20N2.2ClH/c23-21(19-13-5-9-15-7-1-3-11-17(15)19)22(24)20-14-6-10-16-8-2-4-12-18(16)20;;/h1-14,21-22H,23-24H2;2*1H/t21-,22-;;/m0../s1

InChI 密鑰

SHNGCXWOHADIKG-IXOXMDGESA-N

應用

(1S, 2S)-1,2-di-1-Naphthyl-ethylenediamine dihydrochloride can be used to synthesize N,N′-[(1S,2S)-1,2-di-1-naphthyl-ethylene]bis2-propenamide, a chiral monomer, to prepare polymeric chiral stationary phase for HPLC.

象形圖

Exclamation mark

訊號詞

Warning

危險分類

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

標靶器官

Respiratory system

儲存類別代碼

11 - Combustible Solids

水污染物質分類(WGK)

WGK 3

閃點(°F)

Not applicable

閃點(°C)

Not applicable

個人防護裝備

dust mask type N95 (US), Eyeshields, Gloves


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Tharanga Payagala et al.
Analytical and bioanalytical chemistry, 399(7), 2445-2461 (2011-01-05)
Three new polymeric chiral stationary phases were synthesized based on (1S,2S)-1,2-bis(2,4,6-trimethylphenyl)ethylenediamine, (1S,2S)-1,2-bis(2-chlorophenyl)ethylenediamine, and (1S,2S)-1,2-di-1-naphthylethylenediamine via a simple free-radical-initiated polymerization in solution. These monomers are structurally related to (1S,2S)-1,2-diphenylethylenediamine which is the chiral monomer used for the commercial P-CAP-DP polymeric chiral

商品

Chiral vicinal diamines are of tremendous interest to the synthetic chemist as they are found in many chiral catalysts and pharmaceuticals.

相关内容

The Chin group is interested in computational and experimental approaches to understanding stereoselective recognition and catalysis. Their studies in weak forces (H-bonding, electronic and steric effects) has led to a highly efficient method for making limitless varieties of chiral vicinal diamines from the 'mother diamine' that are useful for developing stereoselective organocatalysts or transition metal-based catalysts as well as for developing drugs (Acc Chem Res (2012) p1345). The 'mother diamine' is also useful for making binol, monophos and binap analogs. The Chin group is also interested in using reversible covalent bonds for stereoselective recognition and L to D conversion of natural and non-natural amino acids (EJOC (2012) p229).

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