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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

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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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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)
A facile route to difunctionalized monosubstituted octasilsesquioxanes.
Liu H, et al.
Chemistry (Weinheim An Der Bergstrasse, Germany), 17(18), 5019-5023 (2011)
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

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