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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:
538-75-0
Molecular Weight:
206.33
MDL number:
MFCD00011659
UNSPSC Code:
12352200
PubChem Substance ID:
329759830
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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

PRTR

Class I Designated Chemical Substances

FSL

Group 4: Flammable liquids
Type 2 petroleums
Hazardous rank III
Water insoluble liquid

ISHL Indicated Name

Substances Subject to be Indicated Names

ISHL Notified Names

Substances Subject to be Notified Names

JAN Code

633267-100ML:4548173299822
633267-VAR:
633267-800ML:4548173299839
633267-BULK:

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Certificates of Analysis (COA)

Lot/Batch Number
MKBV2290V
MKBN3036V
MKBL6424V
MKBK6144V
MKBD3961

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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
Kenji Mizutani et al.
Proceedings of the National Academy of Sciences of the United States of America, 108(33), 13474-13479 (2011-08-05)
The prokaryotic V-ATPase of Enterococcus hirae, closely related to the eukaryotic enzymes, provides a unique opportunity to study the ion-translocation mechanism because it transports Na(+), which can be detected by radioisotope (22Na(+)) experiments and X-ray crystallography. In this study, we
Masashi Toei et al.
The Journal of biological chemistry, 288(36), 25717-25726 (2013-07-31)
N,N-Dicyclohexylcarbodiimide (DCCD) is a classical inhibitor of the F0F1-ATP synthase (F0F1), which covalently binds to the highly conserved carboxylic acid of the proteolipid subunit (c subunit) in F0. Although it is well known that DCCD modification of the c subunit
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