O-tert-butylhydroxylamine hydrochloride

• ChemBase ID: 81897
• Molecular Formular: C4H12ClNO
• Molecular Mass: 125.59718
• Monoisotopic Mass: 125.06074169
• SMILES: O(C(C)(C)C)N.Cl
• Canonical SMILES: NOC(C)(C)C.Cl
• InChI: InChI=1S/C4H11NO.ClH/c1-4(2,3)6-5;/h5H2,1-3H3;1H
• InChIKey: ZBDXGNXNXXPKJI-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: O-tert-butylhydroxylamine hydrochloride
• IUPAC Traditional name: O-tert-butylhydroxylamine hydrochloride
• Synonyms: O-(tert-Butyl)hydroxylamine hydrochloride; 2-Aminooxy-2-methylpropane hydrochloride; O-(1,1-Dimethylethyl)hydroxylamine hydrochloride; tert-Butoxyamine hydrochloride; O-tert-Butylhydroxylamine hydrochloride; O-tert-butylhydroxylamine hydrochloride; O-tert-Butylhydroxylamine hydrochloride; O-t-Butylhydroxylamine hydrochloride; O-tert-Butylhydroxylamine 盐酸盐; O-叔丁基羟胺 盐酸盐

Database IDs

• CAS Number: 39684-28-1
• EC Number: 254-590-1
• MDL Number: MFCD00043272
• Beilstein Number: 3668106
• PubChem SID: 24891858; 162069016; 24851352
• PubChem CID: 2777906

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 0.637605
• LogD (pH = 7.4): 0.6907032
• Log P: 0.691424
• Molar Refractivity: 26.1366 cm^3
• Polarizability: 10.314882 Å^3
• Polar Surface Area: 35.25 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: ~155 °C (dec.); 158 - 159°C; 158-159 °C(lit.)
• Hydrophobicity(logP): 0.184

Safety Information

• Storage Warning: Highly Flammable/Hygroscopic/Store under Argon
• European Hazard Symbols: Flammable (F)
• UN Number: 1325
• German water hazard class: 3
• Hazard Class: 4.1
• Packing Group: 3
• Risk Statements: 11
• GHS Pictograms: GHS02
• GHS Signal Word: Warning
• GHS Hazard statements: H228
• GHS Precautionary statements: P210
• Personal Protective Equipment: Eyeshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
• RID/ADR: UN 1325 4.1/PG 3

Product Information

• Purity: ≥99%; ≥99.0% (AT); 95%; 99%
• Linear Formula: (CH3)3CONH2 · HCl

DETAILS

Sigma Aldrich - B5765

Packaging
5 g in glass bottle
Application
Reactant involved in synthesis of biologically active molecules including:
• CGS 25966 derivatives for use as MMP inhibitors1
• Imidazolidinedione derivatives for use as antimalarial treatments2
• Pyrimidine ribonucleotide analogs as P2Y6 receptor agonists3
• Rab proteins for isoprenylation and geranylgeranylation inhibition4Reactant involved in:
• Synthesis of N-(arylethyl)-O-tert-butylhydroxamates for use as Weinreb amide equivalents5
• Double allylic alkylation of indole-2-hydroxamates6
• SN2 substitution reactions at amide nitrogens7
• Photocycloaddition to C=N bonds for synthesis of 1,3-diazepines8

Sigma Aldrich - 20023

Other Notes
Useful reagent for the preparation of N-tert-butoxyamino acids as substrates for the unambiguous synthesis of N-hydroxy peptides9
Packaging
1, 5 g in glass bottle
Application
Reactant involved in synthesis of biologically active molecules including:
• CGS 25966 derivatives for use as MMP inhibitors1
• Imidazolidinedione derivatives for use as antimalarial treatments2
• Pyrimidine ribonucleotide analogs as P2Y6 receptor agonists3
• Rab proteins for isoprenylation and geranylgeranylation inhibition4Reactant involved in:
• Synthesis of N-(arylethyl)-O-tert-butylhydroxamates for use as Weinreb amide equivalents5
• Double allylic alkylation of indole-2-hydroxamates6
• SN2 substitution reactions at amide nitrogens7
• Photocycloaddition to C=N bonds for synthesis of 1,3-diazepines8