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20023

Sigma-Aldrich

O-tert-Butylhydroxylamine hydrochloride

≥99.0% (AT)

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Synonym(s):
2-Aminooxy-2-methylpropane hydrochloride, O-(1,1-Dimethylethyl)hydroxylamine hydrochloride, tert-Butoxyamine hydrochloride
Linear Formula:
(CH3)3CONH2 · HCl
CAS Number:
Molecular Weight:
125.60
Beilstein:
3668106
EC Number:
MDL number:
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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1 of 4

This Item
328103896050070
form

solid

form

powder

form

-

form

solid

mp

~155 °C (dec.)

mp

280 °C (dec.) (lit.)

mp

170-173 °C (lit.)

mp

-

solubility

H2O: soluble 0.5 g/10 mL

solubility

water: soluble 1 g/10 mL, clear, colorless

solubility

H2O: 0.5 g/10 mL

solubility

H2O: 0.1 g/mL, clear, colorless

Quality Level

200

Quality Level

400

Quality Level

200

Quality Level

200

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

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Customers Also Viewed

Slide 1 of 4

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Klaus Kopka et al.
Nuclear medicine and biology, 31(2), 257-267 (2004-03-12)
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
T. Kolasa et al.
Tetrahedron, 30, 3591-3591 (1974)

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