bis(2-(aminooxy)acetic acid) hydrochloride

• ChemBase ID: 102961
• Molecular Formular: C4H11ClN2O6
• Molecular Mass: 218.59294
• Monoisotopic Mass: 218.03056376
• SMILES: Cl.NOCC(=O)O.NOCC(=O)O
• Canonical SMILES: NOCC(=O)O.NOCC(=O)O.Cl
• InChI: InChI=1S/2C2H5NO3.ClH/c2*3-6-1-2(4)5;/h2*1,3H2,(H,4,5);1H
• InChIKey: KBXIJIPYZKPDRU-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: bis(2-(aminooxy)acetic acid) hydrochloride
• IUPAC Traditional name: bis((aminooxy)acetic acid) hydrochloride; bis(aminooxyacetic acid) hydrochloride
• Synonyms: (Aminooxy)acetic acid hemihydrochloride; O-(Carboxymethyl)hydroxylamine hemihydrochloride; O-(Carboxymethyl)hydroxylamine hemihydrochloride; (Carboxymethoxy)amine hemihydrochloride; Hydroxylamine-O-acetic acid hemihydrochloride; (AMINOOXY)ACETIC ACID HEMIHYDROCHLORIDE; 2-(Aminooxy)acetic acid hydrochloride (2:1); (氨氧基)乙酸 半盐酸盐; (羧基甲氧基)胺 半盐酸盐; 羟胺-O-乙酸 半盐酸盐; O-(羧甲基)羟胺 半盐酸盐

Database IDs

• CAS Number: 2921-14-4
• EC Number: 220-862-3
• MDL Number: MFCD00012955
• Beilstein Number: 3680528
• PubChem SID: 24853112; 24892403; 162090779
• PubChem CID: 2723609

CALCULATED PROPERTIES

• Acid pKa: 3.1585097
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -3.0627282
• LogD (pH = 7.4): -4.300726
• Log P: -2.2156832
• Molar Refractivity: 18.4156 cm^3
• Polarizability: 7.3367243 Å^3
• Polar Surface Area: 72.55 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 156 °C (dec.)(lit.); 156°C (decomposes)

Safety Information

• Storage Condition: Room Temperature (15-30°C), Desiccate
• RTECS: AF3150000
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥97.0% (AT); 95+%; 98%
• Grade: purum
• Linear Formula: NH2OCH2COOH · 0.5HCl

DETAILS

MP Biomedicals - 02150104

Hemihydrochloride
Crystalline

Sigma Aldrich - C13408

Packaging
1, 10, 25 g in glass bottle
Application
Undergoes condensation with aldehydes1 and ketones1,2 to form oximes.

Sigma Aldrich - 21920

Other Notes
Reagent for introducing an acid group in ketones; used e.g. to prepare chemiluminescent ABEI labels from ketones1,2