Benzaldehyde, oxime, (Z)-

Base Information

• Chemical Name: Benzaldehyde, oxime, (Z)-
• CAS No.: 932-90-1
• Molecular Formula: C7H7NO
• Molecular Weight: 121.139
• Hs Code.: 29280090
• European Community (EC) Number: 213-261-2,629-590-3
• NSC Number: 154850
• UNII: YR8F3Q0KSH
• DSSTox Substance ID: DTXSID201031547
• Nikkaji Number: J131.184K,J6.838A
• Wikipedia: Benzaldehyde_oxime
• Wikidata: Q76303640
• Metabolomics Workbench ID: 129917
• ChEMBL ID: CHEMBL265435
• Mol file: 932-90-1.mol

Synonyms:(Z)-Benzaldehyde oxime;Benzaldehyde, oxime, (Z)-;(Z)-Benzaldoxime;622-32-2;anti-Benzaldoxime;(E)-Benzaldehyde oxime;Benzaldoxime;syn-Benzaldehyde oxime;(NZ)-N-benzylidenehydroxylamine;cis-Benzaldoxime;Benzaldoxime, (Z)-;Benzaldehyde oxime;932-90-1;YR8F3Q0KSH;NSC-154850;BENZALDEHYDEOXIME;Z-Benzaldoxime;(Z)-Benzaldehydeoxime;(E)-benzaldehydeoxime;Benzaldehyde, (Z)-;Benzaldehyde oxime, cis;UNII-YR8F3Q0KSH;CIS-BENZALDEHYDE OXIME;SCHEMBL309201;CHEMBL265435;DTXSID201031547;NSC154850;NSC 154850;BENZALDEHYDE, OXIME, (C(Z))-;CS-0357523;D78196;A913705

Chemical Property of Benzaldehyde, oxime, (Z)-

Chemical Property:

• Appearance/Colour: After melting, clear colorless crystals.
• Vapor Pressure: 0.204mmHg at 25°C
• Melting Point: 30-33 ºC
• Refractive Index: 1.59-1.592
• Boiling Point: 118-120°C 10mm
• PKA: 10.80±0.70(Predicted)
• Flash Point: 108 ºC
• PSA: 32.59000
• Density: 1.02g/cm³
• LogP: 1.49470
• Storage Temp.: 2-8°C
• Solubility.: methanol: 0.1 g/mL, clear
• Water Solubility.: Slightly soluble in water. Soluble in ethanol and ether.
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 121.052763847
• Heavy Atom Count: 9
• Complexity: 95.1

Purity/Quality:

99%, ^*data from raw suppliers

Benzaldoxime ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,Xn
• Statements: 36/37/38-20/21/22
• Safety Statements: 26-36-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Nitrogen Compounds -> Oximes
• Canonical SMILES: C1=CC=C(C=C1)C=NO
• Isomeric SMILES: C1=CC=C(C=C1)/C=N\O
• Uses: Oximes are used as a peel-preventing additive in paints and lacquers. It acts as an antioxidant against oxidative drying materials which forms sticky skin with air oxygen. Oximes are used as chemical building block for the synthesis of agrochemicals and pharmaceuticals. In medicine application, Oxime structure is effective in cholinesterase reactivators to treat the poisoning by organophosphates. Oxime is used as a ligand in transition-metal complex catalyst chemistry. Oxime acts as an antioxidant, radical scavenger which find applications in textile, plastic, paint, detergent, and rubber industry. Benzaldoxime is an intermediate used to prepare Δ2-Isoxazoline derivatives as DNA methyltransferase 1 inhibitors. It is also used in the synthesis of potent 1,2,4-Oxadiazole EthR inhibitors.

Technology Process of Benzaldehyde, oxime, (Z)-

There total 195 articles about Benzaldehyde, oxime, (Z)- which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

benzaldehyde (100-52-7) → syn-benzaldehyde oxime (932-90-1,622-31-1,140461-24-1,140461-25-2,622-32-2)

Guidance literature:

With pyridine; hydroxylamine hydrochloride; In ethanol;

DOI:10.1021/ol0168768

Reference yield: 97.0%

N-benzylhydroxylamine hydrochloride (29601-98-7) → syn-benzaldehyde oxime (932-90-1,622-31-1,140461-24-1,140461-25-2,622-32-2)

Guidance literature:

With 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In dimethyl sulfoxide; at 45 ℃; for 0.5h;

DOI:10.1002/anie.200352076

Reference yield: 94.0%

benzylamine (100-46-9) → benzaldehyde (100-52-7) + Benzaldoxime (932-90-1)

Guidance literature:

With diperoxydodecanedioic acid; In N,N-dimethyl-formamide; at 20 - 55 ℃; for 0.333333h; Solvent; Temperature; Reagent/catalyst;

DOI:10.1039/c5nj00801h

upstream raw materials:

2-benzoyl-3-phenylacrylonitrile

N-benzyl-N-phenylhydroxylamine

ethanol

phenylnitromethane sodium salt

Downstream raw materials:

benzaldehyde-(O-diethoxyphosphoryl oxime )

3-methyl-4-(1-phenylmethylidene)-5-isoxazolone

3-phenyl-4-(1-phenylmethylidene)-5-isoxazolone

N-benzylformamide

Refernces

• 1、 Niimi, Ryoko,Suzuka, Toshimasa,Uozumi, Yasuhiro. "Cyanide-Free Cyanation of Aryl Iodides with Nitromethane by Using an Amphiphilic Polymer-Supported Palladium Catalyst". . p. 40 - 44. Retrieved 2021/11/30.
• 2、 -. "Novel oxime derivative and application thereof in agriculture". Paragraph 0143-0144. . Retrieved 2021/04/10.