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633267

Sigma-Aldrich

Dicyclohexylcarbodiimide solution

60 wt. % in xylenes

Synonym(s):

N,N′-Methanetetraylbis[cyclohexanamine], DCC, NSC 30022, NSC 53373, NSC 57182

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About This Item

Empirical Formula (Hill Notation):
C13H22N2
CAS Number:
Molecular Weight:
206.33
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.22

reaction suitability

reaction type: Coupling Reactions

concentration

60 wt. % in xylenes

refractive index

n20/D 1.503

density

0.898 g/mL at 25 °C

SMILES string

C1CCC(CC1)N=C=NC2CCCCC2

InChI

1S/C13H22N2/c1-3-7-12(8-4-1)14-11-15-13-9-5-2-6-10-13/h12-13H,1-10H2

InChI key

QOSSAOTZNIDXMA-UHFFFAOYSA-N

Application

Catalyst for Mitsunobu reaction to synthesize tetramethylpyrazine derivatives

Coupling agent for generation of graphene and graphene oxide sheets supported on silica

Endophytic bacterium L14 biomass inhibitor

Used to produce:
  • Multifunctional aqueous nanocrystals stabilized by hyperbranched polyglycerol
  • MnO2 nanosheets attached to Au nanoparticles on carbon nantubes
  • Functionalized single-walled carbon nantotube arrays

Signal Word

Danger

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 4 Oral - Aquatic Chronic 3 - Asp. Tox. 1 - Eye Dam. 1 - Flam. Liq. 3 - Skin Irrit. 2 - Skin Sens. 1 - STOT RE 2 Inhalation - STOT SE 3

Target Organs

Central nervous system,Liver,Kidney, Respiratory system

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

86.0 °F

Flash Point(C)

30 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Myo-inositol trispyrophosphate (ITPP), a synthetic allosteric effector of hemoglobin, increases the regulated oxygen-releasing capacity of red blood cells (RBCs), leading to suppression of hypoxia-inducible factor 1α (HIF-1α) and to down-regulation of hypoxia-inducible genes such as vascular endothelial growth factor (VEGF).
Andreia Biolo et al.
Proceedings of the National Academy of Sciences of the United States of America, 106(6), 1926-1929 (2009-02-11)
A major determinant of maximal exercise capacity is the delivery of oxygen to exercising muscles. myo-Inositol trispyrophosphate (ITPP) is a recently identified membrane-permeant molecule that causes allosteric regulation of Hb oxygen binding affinity. In normal mice, i.p. administration of ITPP
Daniel P Keeley et al.
Developmental cell, 54(1), 60-74 (2020-06-26)
Basement membranes (BMs) are supramolecular matrices built on laminin and type IV collagen networks that provide structural and signaling support to tissues. BM complexity, however, has hindered an understanding of its formation, dynamics, and regulation. Using genome editing, we tagged
Denys Pogoryelov et al.
Nature chemical biology, 6(12), 891-899 (2010-10-26)
The microscopic mechanism of coupled c-ring rotation and ion translocation in F(1)F(o)-ATP synthases is unknown. Here we present conclusive evidence supporting the notion that the ability of c-rings to rotate within the F(o) complex derives from the interplay between the

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