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Key Documents

20023

Sigma-Aldrich

O-tert-Butylhydroxylamine hydrochloride

≥99.0% (AT)

Synonym(s):

2-Aminooxy-2-methylpropane hydrochloride, O-(1,1-Dimethylethyl)hydroxylamine hydrochloride, tert-Butoxyamine hydrochloride

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About This Item

Linear Formula:
(CH3)3CONH2 · HCl
CAS Number:
Molecular Weight:
125.60
Beilstein:
3668106
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

≥99.0% (AT)

form

solid

mp

~155 °C (dec.)

solubility

H2O: soluble 0.5 g/10 mL

SMILES string

Cl.CC(C)(C)ON

InChI

1S/C4H11NO.ClH/c1-4(2,3)6-5;/h5H2,1-3H3;1H

InChI key

ZBDXGNXNXXPKJI-UHFFFAOYSA-N

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Application

O-tert-Butylhydroxylamine hydrochloride was used in the synthesis of N-methyl-O-tert-butylhydroxylamine hydrochloride. It was also used in the preparation of N-tert-butoxyamino acids as substrates for the unambiguous synthesis of N-hydroxy peptides.
Reactant involved in synthesis of biologically active molecules including:
  • CGS 25966 derivatives for use as MMP inhibitors
  • Imidazolidinedione derivatives for use as antimalarial treatments
  • Pyrimidine ribonucleotide analogs as P2Y6 receptor agonists
  • Rab proteins for isoprenylation and geranylgeranylation inhibition

Reactant involved in:
  • Synthesis of N-(arylethyl)-O-tert-butylhydroxamates for use as Weinreb amide equivalents
  • Double allylic alkylation of indole-2-hydroxamates
  • SN2 substitution reactions at amide nitrogens
  • Photocycloaddition to C=N bonds for synthesis of 1,3-diazepines

Pictograms

Flame

Signal Word

Warning

Hazard Statements

Precautionary Statements

Hazard Classifications

Flam. Sol. 2

Storage Class Code

4.1B - Flammable solid hazardous materials

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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Non-invasive measurement of matrix metalloproteinase (MMP) activity in vivo is a clinical challenge in many disease processes such as inflammation, tumor metastasis and atherosclerosis. Therefore, radioiodinated analogues of the non-peptidyl broad-spectrum MMP inhibitor (MMPI) CGS 27023A 1a were synthesized for
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