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15406

Sigma-Aldrich

N-Boc-cadaverine

≥97.0% (NT)

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Synonym(s):
N-Boc-1,5-diaminopentane, tert-Butyl N-(5-aminopentyl)carbamate
Linear Formula:
(CH)3COCONH(CH2)5NH2
CAS Number:
Molecular Weight:
202.29
Beilstein/REAXYS Number:
3603658
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

≥97.0% (NT)

reaction suitability

reagent type: cross-linking reagent

refractive index

n20/D 1.460

density

0.972 g/mL at 20 °C (lit.)

functional group

Boc
amine

SMILES string

NCCCCCNC(OC(C)(C)C)=O

InChI

1S/C10H22N2O2/c1-10(2,3)14-9(13)12-8-6-4-5-7-11/h4-8,11H2,1-3H3,(H,12,13)

InChI key

DPLOGSUBQDREOU-UHFFFAOYSA-N

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N-Boc-cadaverine ≥97.0% (NT)

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N-Boc-ethanolamine

Quality Level

200

Quality Level

-

Quality Level

200

Quality Level

-

reaction suitability

reagent type: cross-linking reagent

reaction suitability

reagent type: cross-linking reagent

reaction suitability

reagent type: cross-linking reagent

reaction suitability

reagent type: cross-linking reagent

density

0.972 g/mL at 20 °C (lit.)

density

0.965 g/mL at 20 °C (lit.)

density

1.012 g/mL at 20 °C (lit.)

density

1.042 g/mL at 25 °C (lit.)

refractive index

n20/D 1.460

refractive index

n20/D 1.462

refractive index

n20/D 1.458 (lit.)

refractive index

n20/D 1.449 (lit.)

functional group

Boc

functional group

Boc, amine

functional group

Boc, amine

functional group

Boc, amine, hydroxyl

Application

Some of the reported applications of N-Boc-cadaverine include:
  • Synthesis of of a supermacrocycle that self-assemble to form organic nanotubes.
  • Preparation of water-soluble unsymmetrical sulforhodamine fluorophores from monobrominated sulfoxanthene dye.
  • Synthesis of functionalized porphyrins as biocompatible carrier system for photodynamic therapy (PDT).

Other Notes

Building block for preparing polyamines and polyamides

pictograms

Corrosion

signalword

Danger

hcodes

Hazard Classifications

Skin Corr. 1B

Storage Class

8A - Combustible, corrosive hazardous materials

wgk_germany

WGK 3

flash_point_f

228.2 °F - closed cup

flash_point_c

109.0 °C - closed cup

ppe

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


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Articles

Mono-Boc-protected diamines are versatile building blocks for chemical synthesis. Their production is a lot more challenging than the simple reaction scheme might imply, because the Boc-anhydride reagent cannot differentiate between the two identical amino moieties in the substrate.

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