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Sigma-Aldrich

Di-tert-butyl iminodiacetate

98%

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About This Item

Linear Formula:
HN[CH2CO2C(CH3)3]2
CAS Number:
85916-13-8
Molecular Weight:
245.32
MDL number:
MFCD01863672
UNSPSC Code:
12352100
PubChem Substance ID:
24873439
NACRES:
NA.22

assay

98%

mp

38-42 °C (lit.)

SMILES string

CC(C)(C)OC(=O)CNCC(=O)OC(C)(C)C

InChI

1S/C12H23NO4/c1-11(2,3)16-9(14)7-13-8-10(15)17-12(4,5)6/h13H,7-8H2,1-6H3

InChI key

SMXMBXPLRFTROI-UHFFFAOYSA-N

General description

Di-tert-butyl iminodiacetate is a secondary amine.

Application

Di-tert-butyl iminodiacetate may be used as a reagent in the synthesis of:
  • multi-carboxylic acid-containing carbocyanine dyes
  • monosubstituted difunctionalized polyhedral oligomeric silsesquioxanes (POSS) monomers
  • multigenerational fluorinated dendrimers
  • 2,6-dipyrazol-1-ylpyridine derivatives
It may also be used for the preparation of di-tert-butyl N-(4-allyloxy-4-oxobutanoyl)iminodiacetate.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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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Solid-Supported Synthesis of Bicyclic Peptides Containing Three Parallel Peptide Chains.
Karskela T, et al.
European Journal of Organic Chemistry, 2003(9), 1687-1691 (2003)
Fluorous mixture synthesis of asymmetric dendrimers.
Jiang ZX and Yu YB.
The Journal of Organic Chemistry, 75(6), 2044-2049 (2010)
Lanthanide Complexes of Polyacid Ligands derived from 2,6-bis(pyrazol-1-yl) pyridine, pyrazine, and 6,6'-bis(pyrazol-1-yl)-2, 2'-bipyridine: Synthesis and luminescence properties.
Rodriguez-Ubis JC, et al.
Helvetica Chimica Acta, 80(1), 86-96 (1997)
Yunpeng Ye et al.
Bioconjugate chemistry, 16(1), 51-61 (2005-01-20)
Synergistic multivalent interactions can amplify desired chemical or biological molecular recognitions. We report a new class of multicarboxylate-containing carbocyanine dye constructs for use as optical scaffolds that not only serve as fluorescent antennas but also participate in structural assembly of
A facile route to difunctionalized monosubstituted octasilsesquioxanes.
Liu H, et al.
Chemistry (Weinheim An Der Bergstrasse, Germany), 17(18), 5019-5023 (2011)

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