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Merck

38370

Sigma-Aldrich

N,N′-二异丙基碳二亚胺

purum, ≥98.0% (GC)

别名:

N,N′-二异丙基碳二亚胺

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About This Item

线性分子式:
(CH3)2CHN=C=NCH(CH3)2
CAS号:
分子量:
126.20
Beilstein:
878281
EC號碼:
MDL號碼:
分類程式碼代碼:
12352001
PubChem物質ID:
NACRES:
NA.22

等級

purum

品質等級

化驗

≥98.0% (GC)

形狀

liquid

反應適用性

reaction type: Coupling Reactions

折射率

n20/D 1.433 (lit.)

bp

145-148 °C (lit.)

密度

0.815 g/mL at 20 °C (lit.)
0.815 g/mL at 20 °C

應用

peptide synthesis

SMILES 字串

CC(C)N=C=NC(C)C

InChI

1S/C7H14N2/c1-6(2)8-5-9-7(3)4/h6-7H,1-4H3

InChI 密鑰

BDNKZNFMNDZQMI-UHFFFAOYSA-N

基因資訊

human ... EPHX2(2053)
mouse ... Ephx2(13850)

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一般說明

N,N′-二异丙基碳二亚胺(DIC)是一种碳二亚胺,可作为酰胺、多肽、尿素、杂环和不对称碳二亚胺合成的偶联剂。它还可用作聚合反应的活化剂。

應用

N,N′-二异丙基碳二亚胺可用于:
  • 通过插入碳二亚胺到镧系元素次级氨基配合物的 Ln-N 键合成镧系元素 (Ln) 胍盐配合物。
  • 促进 N -(β-羟基)酰胺形成 2-恶唑啉。
  • 在转换金属盐存在下与重氮乙酸烷基酯反应合成 1-异丙基-2-烷氧羰基-3-异丙基芳基氮丙啶。

DIC可用作:
  • 偶联剂,用于将羧酸分别与酚和胺反应合成各种酯和酰胺。
  • 试剂,用于通过Moffatt氧化反应在DMSO存在下将醇转化成醛或酮。
  • 试剂,用于通过醇形成o-烷基异脲制备相应的卤代烃。

替代肽合成中的二环己基碳二亚胺。

訊號詞

Danger

危險分類

Acute Tox. 1 Inhalation - Eye Dam. 1 - Flam. Liq. 3 - Resp. Sens. 1 - Skin Sens. 1

儲存類別代碼

3 - Flammable liquids

水污染物質分類(WGK)

WGK 3

閃點(°F)

91.4 °F

閃點(°C)

33 °C

個人防護裝備

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter


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Insertion of a carbodiimide into the Ln? N ?-bond of organolanthanide complexes. Isomerization and rearrangement of organolanthanides containing guanidinate ligands.
Zhang J
Organometallics, 23(13), 3303-3308 (2004)
1, 3-Diisopropylcarbodiimide
Nora GP, et al.
Encyclopedia of Reagents for Organic Synthesis, Second Edition (2001)
Stefano Crosignani et al.
Chemical communications (Cambridge, England), (2), 260-261 (2003-02-15)
Alcohols can be converted in high yields to the corresponding alkyl halides in a one-pot procedure via the corresponding O-alkylisourea; very short reaction times are possible when microwave irradiation is used.
Synthesis of iminoaziridines from carbodiimides and diazoesters: a new example of transition metal salt catalysed reactions of carbenes.
Hubert A
Tetrahedron Letters, 17(16), 1317-1318 (1976)
Yu Shao et al.
Molecules (Basel, Switzerland), 24(11) (2019-06-07)
In this article, we report the facile synthesis, self-assembly, and characterization of shape amphiphiles (BPOSS-PDI-X) based on isobutyl-functionalized polyhedral oligomeric silsesquioxane (BPOSS), perylene tetracarboxylic diimide (PDI), and (60)fullerene (C60) moieties. Firstly, an asymmetrically functionalized diblock shape amphiphile precursor (BPOSS-PDI-OH) was

商品

In principle, the seemingly simple formation of a peptide bond can be accomplished using all the procedures available in organic chemistry for the synthesis of carboxylic acid amides. However, due to the presence of various functional groups in natural and unnatural amino acids and particularly the requirement for full retention of chiral integrity, the coupling of amino acids and peptides under mild conditions can be challenging. A plethora of coupling reagents has been developed superseding each other in efficiency and suitability for specific applications (e.g., solid-phase peptide synthesis or fragment condensation).

In principle, the seemingly simple formation of a peptide bond can be accomplished using all the procedures available in organic chemistry for the synthesis of carboxylic acid amides. However, due to the presence of various functional groups in natural and unnatural amino acids and particularly the requirement for full retention of chiral integrity, the coupling of amino acids and peptides under mild conditions can be challenging. A plethora of coupling reagents has been developed superseding each other in efficiency and suitability for specific applications (e.g., solid-phase peptide synthesis or fragment condensation).

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