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Merck
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주요 문서

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38370

Sigma-Aldrich

DIC

≥98.0% (GC), for peptide synthesis

동의어(들):

N,N′-Diisopropylcarbodiimide

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About This Item

Linear Formula:
(CH3)2CHN=C=NCH(CH3)2
CAS Number:
693-13-0
Molecular Weight:
126.20
Beilstein:
878281
EC Number:
211-743-7
MDL number:
MFCD00065689
UNSPSC 코드:
12352001
PubChem Substance ID:
329755678
NACRES:
NA.22

제품명

DIC, purum, ≥98.0% (GC)

grade

purum

Quality Level

200

분석

≥98.0% (GC)

양식

liquid

반응 적합성

reaction type: Coupling Reactions

refractive index

n20/D 1.433 (lit.)

bp

145-148 °C (lit.)

density

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

응용 분야

peptide synthesis

작용기

amine

SMILES string

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

InChI

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

InChI key

BDNKZNFMNDZQMI-UHFFFAOYSA-N

유전자 정보

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

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관련 카테고리

일반 설명

N,N′-Diisopropylcarbodiimide (DIC) is a carbodiimide used as a coupling reagent in the synthesis of amides, peptides, ureas, heterocycles, and unsymmetrical carbodiimides. It is also used in the polymerization reactions as an activator.

애플리케이션

N,N′-Diisopropylcarbodiimide can be used:
  • To synthesize lanthanide (Ln) guanidinate complexes via insertion of carbodiimide into the Ln-N bond of lanthanocene secondary amido complexes.
  • To facilitate the cyclization of N-(β-Hydroxy)amides to form 2-oxazolines.
  • To synthesize 1-isopropyl-2-alkoxycarbonyl-3-isopropyliminio-aziridine by reacting with alkyl diazoacetates in the presence of transition metal salts.

Alternative to dicyclohexylcarbodiimide in peptide synthesis.
DIC can be used as:
  • A coupling reagent for the synthesis of various esters and amides by treating carboxylic acids with phenols and amines respectively.
  • A reagent for the conversion of alcohols to aldehydes or ketones in the presence of DMSO via modified Moffatt-type oxidation reaction.
  • A reagent to facilitates the preparation of alkyl halides from corresponding alcohols via the formation of o-alkylisourea.

관련 제품

제품 번호
설명
가격

신호어

Danger

유해 및 위험 성명서

H226,H317,H318,H330,H334

Hazard Classifications

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

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point (°F)

91.4 °F

Flash Point (°C)

33 °C

개인 보호 장비

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

가장 최신 버전 중 하나를 선택하세요:

시험 성적서(COA)

Lot/Batch Number
BCCH2478
BCCF5927
BCCC8108
BCBZ4926
BCBV5765

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문서 라이브러리에서 최근에 구매한 제품에 대한 문서를 찾아보세요.

문서 라이브러리 방문

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
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문서

Coupling Reagents

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).

Coupling Reagents

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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