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11625

Di-tert-butyl azodicarboxylate

purum, ≥98.0% (GC)

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Synonym(s):

Bis(1,1-dimethylethyl)azodicarboxylate, DBAD, Di-tert-butyl azodiformate, NSC 109889

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Size/SKUAvailabilityPrice
5 g
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₪240.00
25 g
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₪751.00

About This Item

Linear Formula:
(CH3)3COCON=NCOOC(CH3)3
CAS Number:
Molecular Weight:
230.26
UNSPSC Code:
12352108
NACRES:
NA.22
PubChem Substance ID:
EC Number:
212-796-9
Beilstein/REAXYS Number:
1911434
MDL number:
Assay:
≥98.0% (GC)
Form:
solid

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grade

purum

Quality Segment

assay

≥98.0% (GC)

form

solid

mp

89-92 °C

functional group

azo

storage temp.

2-8°C

SMILES string

CC(C)(C)OC(=O)\N=N\C(=O)OC(C)(C)C

InChI

1S/C10H18N2O4/c1-9(2,3)15-7(13)11-12-8(14)16-10(4,5)6/h1-6H3/b12-11+

InChI key

QKSQWQOAUQFORH-VAWYXSNFSA-N

General description

Di-tert-butyl azodicarboxylate is a an acid labile reagent for Mitsunobu reactions allowing facile isolation of products and for the electrophilic amination and hydrazination of enolates and lithium alkyls.

Application

Reactant for:
  • Preparation of hexapeptide key fragments via stereoselective selenocyclization/oxidative deselenylation or hydrazination/cyclization reactions
  • Asymmetric Michael addition reactions
  • Preparation of dipeptidyl peptidase IV dependent water-soluble prodrugs via Mitsunobu reaction
  • Synthesis of pyrroloisoquinoline template via stereoselective N-acyliminium-mediated cyclization and enolate amination for synthesis of peptidomimetic compounds
  • Barbier-type propargylation reactions
  • Synthesis of bacterial peptide deformylase (PDF) inhibitor fumimycin
  • Asymmetric amination of glycine Schiff bases

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This Item
135992419885140414
description

purum, ≥98.0% (GC)

description

98%

description

98%

description

99%

assay

≥98.0% (GC)

assay

98%

assay

98%

assay

99%

Quality Level

200

Quality Level

200

Quality Level

200

Quality Level

100

form

solid

form

solid

form

liquid

form

powder or crystals

mp

89-92 °C

mp

89-92 °C (lit.)

mp

18-20 °C (lit.)

mp

59-61 °C (lit.)

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

-

storage temp.

-

grade

purum

grade

-

grade

-

grade

-


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Storage Class

11 - Combustible Solids

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable

PPE (personal protective equipment)

dust mask type N95 (US), Eyeshields, Gloves



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