Home > Compound List > Compound details
622-32-2 molecular structure
click picture or here to close

N-(phenylmethylidene)hydroxylamine

ChemBase ID: 88864
Molecular Formular: C7H7NO
Molecular Mass: 121.13658
Monoisotopic Mass: 121.05276385
SMILES and InChIs

SMILES:
N(=C\c1ccccc1)/O
Canonical SMILES:
O/N=C/c1ccccc1
InChI:
InChI=1S/C7H7NO/c9-8-6-7-4-2-1-3-5-7/h1-6,9H
InChIKey:
VTWKXBJHBHYJBI-UHFFFAOYSA-N

Cite this record

CBID:88864 http://www.chembase.cn/molecule-88864.html

Collapse All Expand All

NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
N-(phenylmethylidene)hydroxylamine
(E)-N-(phenylmethylidene)hydroxylamine
IUPAC Traditional name
benzaldoxime
benzaldoxime,syn
Synonyms
(E)-Benzaldoxime
trans-Benzaldoxime
Benzaldehyde oxime
Benzaldoxime
(E)-Benzaldehyde oxime
Benzaldoxime, predominantly (E)-isomer
BENZALDEHYDE OXIME
(E)-Benzaldehyde oxime
syn-Benzaldoxime
(E)-苯甲醛肟
苯甲醛肟, 主要为 E式异构体
CAS Number
622-32-2
622-31-1
932-90-1
EC Number
213-261-2
MDL Number
MFCD00002119
Beilstein Number
774138
PubChem SID
24847415
162075762
24854749
PubChem CID
5324611

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 8.73708  H Acceptors
H Donor LogD (pH = 5.5) 1.6939479 
LogD (pH = 7.4) 1.6757065  Log P 1.695228 
Molar Refractivity 36.4637 cm3 Polarizability 13.57526 Å3
Polar Surface Area 32.59 Å2 Rotatable Bonds
Lipinski's Rule of Five true 

PROPERTIES

PROPERTIES

Physical Property Safety Information Product Information Bioassay(PubChem)
Solubility
Acetone expand Show data source
Dichloromethane expand Show data source
Methanol expand Show data source
Apperance
White Solid expand Show data source
Melting Point
126-128°C expand Show data source
33-35°C expand Show data source
34-36 °C(lit.) expand Show data source
Boiling Point
104 °C/6 mmHg(lit.) expand Show data source
118-120°C/10mm expand Show data source
118-120°C/10mm expand Show data source
Flash Point
108°C expand Show data source
108°C(226°F) expand Show data source
109 °C expand Show data source
228.2 °F expand Show data source
Density
1.110 expand Show data source
Refractive Index
1.5900 expand Show data source
n20/D 1.591(lit.) expand Show data source
Storage Warning
Irritant expand Show data source
European Hazard Symbols
Irritant Irritant (Xi) expand Show data source
MSDS Link
Download expand Show data source
Download expand Show data source
Download expand Show data source
German water hazard class
3 expand Show data source
Risk Statements
36/37/38 expand Show data source
Safety Statements
26-37 expand Show data source
26-37/39 expand Show data source
TSCA Listed
expand Show data source
GHS Pictograms
GHS07 expand Show data source
GHS Signal Word
Warning expand Show data source
GHS Hazard statements
H315-H319-H335 expand Show data source
GHS Precautionary statements
P261-P305 + P351 + P338 expand Show data source
P261-P305+P351+P338-P302+P352-P321-P405-P501A expand Show data source
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves expand Show data source
Purity
≥97.0% (GC) expand Show data source
97% (mixture of cis and trans) expand Show data source
98% expand Show data source
Grade
purum expand Show data source
Certificate of Analysis
Download expand Show data source
Linear Formula
C6H5CH=NOH expand Show data source

DETAILS

DETAILS

Sigma Aldrich Sigma Aldrich TRC TRC
Sigma Aldrich - 245674 external link
Packaging
10, 50 g in glass bottle

REFERENCES

REFERENCES

From Suppliers Google Scholar IconGoogle Scholar PubMed iconPubMed Google Books IconGoogle Books
  • • Jeong, H., et al.: Bioorg. Med. Chem. Lett., 16, 5576 (2006)
  • • Andresen Bergstroem, M., et al.: J. Med. Chem., 51, 2541 (2006)
  • • For conversion to the isothiocyanate, see Thiourea, A12828.
  • • The oximate anion displaces activated aromatic nitro (or halogen) substituents. A second mole of oximate functions as base with elimination of benzonitrile and overall conversion of the nitro-compound to a phenol: J. Org. Chem., 39, 3343 (1974):
  • • Conjugate addition of the oximate anion to ɑ?-unsaturated acetylenic carbonyl compounds gives ?-dicarbonyl compounds: J. Org. Chem., 59, 1219 (1994). For example with reaction scheme, see Methyl phenylpropiolate, B24587.
  • • Aldoximes are conventionally dehydrated to nitriles with acetic anhydride; see, e.g.: Org. Synth. Coll., 2, 622 (1943). Many other dehydration methods have been described, including: Triethyl orthoformate and acid: J. Org. Chem., 39, 3424 (1974). DMF - SOCl2: Tetrahedron Lett., 25, 3365 (1984). SOCl2 - DMAP: Synthesis, 472 (1983). DCC: Synth. Commun., 3, 101 (1973); Chem. Ber., 107, 1221 (1974). PPh3 - CBr4: Synth. Commun., 20, 2785 (1990). Trichloromethyl chloroformate (diphosgene): Synthesis, 129 (1990). For a further example, see Trichloroacetonitrile, A10565. See also Hydroxylamine hydrochloride, A15398 for one-pot conversion of aldehydes to nitriles.
  • • Chlorination followed by elimination of HCl from the benzohydroxamoyl chloride leads, in situ, to the 1,3-dipole benzonitrile oxide. See, e.g.: Org. Synth. Coll., 5, 504 (1973).
  • Searching...Please wait...

PATENTS

PATENTS

PubChem iconPubChem Patent Google Patent Search IconGoogle Patent

INTERNET

INTERNET

Baidu iconBaidu google iconGoogle