2-Bromobenzaldehyde oxime

Base Information

• Chemical Name: 2-Bromobenzaldehyde oxime
• CAS No.: 34158-72-0
• Molecular Formula: C₇H₆BrNO
• Molecular Weight: 200.035
• Hs Code.: 2928000090
• European Community (EC) Number: 608-951-9
• DSSTox Substance ID: DTXSID801307554
• Wikidata: Q106902641
• Mol file: 34158-72-0.mol

Synonyms:2-Bromobenzaldoxime;2-bromobenzaldehyde oxime;34158-72-0;N-[(2-bromophenyl)methylidene]hydroxylamine;Benzaldehyde, 2-bromo-, oxime;DTXSID801307554;AKOS030229360;FT-0611527

Chemical Property of 2-Bromobenzaldehyde oxime

Chemical Property:

• Appearance/Colour: light yellow liquid or solid
• Vapor Pressure: 0.00454mmHg at 25°C
• Melting Point: 102-104 °C
• Refractive Index: 1.581
• Boiling Point: 265.6 °C at 760 mmHg
• PKA: 10.43±0.10(Predicted)
• Flash Point: 114.4 °C
• PSA: 32.59000
• Density: 1.52 g/cm³
• LogP: 2.25720
• Storage Temp.: 2-8°C
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 198.96328
• Heavy Atom Count: 10
• Complexity: 127

Purity/Quality:

98%,99%, ^*data from raw suppliers

2-Bromobenzaldoxime ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi, Xn
• Hazard Codes: Xi,Xn
• Statements: 36/37/38
• Safety Statements: 26-37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)C=NO)Br

Technology Process of 2-Bromobenzaldehyde oxime

There total 3 articles about 2-Bromobenzaldehyde oxime 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: 95.0%

ortho-bromobenzaldehyde (6630-33-7) → 2-bromobenzaldehyde oxime (34158-72-0,52707-51-4,52707-56-9)

Guidance literature:

With hydroxylamine hydrochloride; silica gel; for 0.05h;

DOI:10.1080/00397919908086156

Reference yield:

o-bromobenzyl alcohol (18982-54-2) → 2-bromobenzaldehyde oxime (34158-72-0,52707-51-4,52707-56-9)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium carbonate; fluorosulfonyl fluoride; dimethyl sulfoxide / 12 h / 20 °C

2: hydroxylamine hydrochloride; potassium carbonate / 20 °C

With fluorosulfonyl fluoride; hydroxylamine hydrochloride; potassium carbonate; dimethyl sulfoxide;

DOI:10.1002/ejoc.201900478

Reference yield:

→ 2-bromobenzaldehyde oxime (34158-72-0,52707-51-4,52707-56-9)

Guidance literature:

DOI:10.1039/j29660000722

upstream raw materials:

ortho-bromobenzaldehyde

o-bromobenzyl alcohol

Downstream raw materials:

1-Bromo-2-dinitromethyl-benzene

2-bromobenzothioamide

(E)-2-bromobenzaldehyde O-4-methoxybenzoyl oxime

N-(1-(2-bromophenyl)but-3-enyl)-O-(4-methoxybenzoyl)hydroxylamine

Refernces

• 1、 Hsueh, Nai-Chen,Chen, Shin-Mei,Lin, Chun-Yi,Chang, Meng-Yang. "HCl-mediated cascade cyclocondensation of oxygenated arylacetic acids with arylaldehydes: one-pot synthesis of 1-arylisoquinolines". . p. 1047 - 1059. Retrieved 2021/02/16.
• 2、 Hu, Aixi,Jiang, chan,Li, mingfang,Xu, Leitao,Ye, Jiao,Yi, Yangjie. "Electrochemical synthesis of 1,2,4-oxadiazoles from amidoximes through dehydrogenative cyclization". supporting information. p. 10611 - 10616. Retrieved 2021/12/27.