methyl 4-hydroxybenzene-1-carboximidate hydrochloride

• ChemBase ID: 103401
• Molecular Formular: C8H10ClNO2
• Molecular Mass: 187.6235
• Monoisotopic Mass: 187.04000625
• SMILES: Cl.COC(=N)c1ccc(O)cc1
• Canonical SMILES: COC(=N)c1ccc(cc1)O.Cl
• InChI: InChI=1S/C8H9NO2.ClH/c1-11-8(9)6-2-4-7(10)5-3-6;/h2-5,9-10H,1H3;1H
• InChIKey: LUGNZZHPWPZWQF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl 4-hydroxybenzene-1-carboximidate hydrochloride
• IUPAC Traditional name: methyl 4-hydroxybenzenecarboximidate hydrochloride
• Synonyms: Wood's reagent; Methyl 4-hydroxybenzimidate hydrochloride; METHYL p-HYDROXY-BENZIMIDATE; MHBI; Methyl 4-hydroxybenzimidate hydrochloride; 4-羟基苯甲亚胺酸甲酯 盐酸盐

Database IDs

• CAS Number: 57943-60-9
• MDL Number: MFCD00043248
• Beilstein Number: 5622546
• PubChem SID: 162090902; 24878872
• PubChem CID: 13616646

CALCULATED PROPERTIES

• Acid pKa: 9.014371
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 0.57811785
• LogD (pH = 7.4): 1.58548
• Log P: 1.6527523
• Molar Refractivity: 52.8051 cm^3
• Polarizability: 16.016508 Å^3
• Polar Surface Area: 53.31 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 174-180 °C (dec.)

Safety Information

• Storage Condition: 0°C
• 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: -20°C; 2-8°C

Product Information

• Purity: ≥98.0% (AT)
• Empirical Formula (Hill Notation): C8H9NO2 · HCl

DETAILS

MP Biomedicals - 02151654

Hydrochloride
Crystalline
Easily iodinated imidoester for tagging proteins in presence of sulfhydryl reagents.
Used to label ribosomal proteins lacking tyrosine and histidine residues.

Sigma Aldrich - 54605

Other Notes
Water-soluble reagent for the modification of proteins with specificity for ε-amino groups of lysyl residues.; Proteins which lack tyrosine and histidine residues can thus be labeled with 125 iodine1,2

REFERENCES

• Wood, F.T., et al., Anal. Biochem., 69: 399 (1975).
• Lambert, M.M., et al., Anal. Biochem., 103: 101 (1980).