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Sigma-Aldrich

N-Boc-ethylenediamine

≥98.0% (NT)

Synonym(s):

N-Boc-1,2-diaminoethane, tert-Butyl N-(2-aminoethyl)carbamate

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About This Item

Linear Formula:
(CH3)3COCONHCH2CH2NH2
CAS Number:
Molecular Weight:
160.21
Beilstein:
1932330
MDL number:
UNSPSC Code:
12352116
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

≥98.0% (NT)

reaction suitability

reagent type: cross-linking reagent

refractive index

n20/D 1.458 (lit.)
n20/D 1.458

bp

72-80 °C/0.1 mmHg (lit.)

density

1.012 g/mL at 20 °C (lit.)

functional group

Boc
amine

SMILES string

NCCNC(OC(C)(C)C)=O

InChI

1S/C7H16N2O2/c1-7(2,3)11-6(10)9-5-4-8/h4-5,8H2,1-3H3,(H,9,10)

InChI key

AOCSUUGBCMTKJH-UHFFFAOYSA-N

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Application

  • Facile synthesis of new N-(aminocycloalkylene) amino acid compounds: Describes the use of N-Boc-ethylenediamine in the preparation of benzyl 2-{[2-(Boc-amino)ethyl]amino}acetate (G Matulevičiūtė et al., 2023).
  • Synthesis of a new tripod BODIPY dye: Reports on the chemical synthesis involving N-Boc-ethylenediamine for creating a BODIPY dye (H Wang et al., 2022).
  • Single‐Entity Electrocatalysis: Discusses the application of N-Boc-ethylenediamine in modifying Co3O4 nanoparticles used in electrocatalysis (T Quast et al., 2021).

Other Notes

Mono-protected derivative of ethylenediamine, preparation of pharmacologically active analogues; introduction of an ethylenediamine spacer.

Pictograms

Corrosion

Signal Word

Danger

Hazard Statements

Hazard Classifications

Skin Corr. 1B

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

235.4 °F - closed cup

Flash Point(C)

113 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Synthesis of N,N-dilactitol ethylenediamine: a versatile spacer for attachment of residualizing labels to protein.
M M Dowd et al.
Analytical biochemistry, 205(2), 369-371 (1992-09-01)
W S Saari et al.
Journal of medicinal chemistry, 34(10), 3132-3138 (1991-10-01)
Basic nitrobenzenesulfonamides containing nitroisopropyl and (ureidooxy)methyl groups were prepared and evaluated as novel hypoxic cell selective cytotoxic agents. In vitro, N-(2-aminoethyl)-N-methyl-3-nitro-4-(1-methyl-1-nitroethyl)benzene sulfonamide hydrochloride (11) proved to be preferentially toxic to hypoxic EMT6 mammary carcinoma cells. At 1 mM concentration in
Qi Zhang et al.
Journal of biophotonics, 11(6), e201700339-e201700339 (2018-01-18)
Targeting cyclooxygenase-2 (COX-2) for molecular imaging is an attractive approach applicable for its overexpression in inflammation and many malignancies. Herein, for monitoring COX-2, we synthesize a specific COX-2 probe celecoxib-MPA probe (CMP), based on celecoxib and a water-soluble near-infrared dye
Hao Li et al.
Investigative ophthalmology & visual science, 58(12), 5142-5150 (2017-10-08)
Intravitreal injection of antiangiogenic agents is becoming a standard treatment for neovascular retinal diseases. Sustained release of therapeutics by injecting colloidal carriers is a promising approach to reduce the injection frequency, which reduces treatment burdens and the risk of complications
G. Kada et al.
Biochimica et Biophysica Acta, 1427, 33-33 (1998)

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