1,1-Dibromoformaldoxime

Base Information

• Chemical Name: 1,1-Dibromoformaldoxime
• CAS No.: 74213-24-4
• Molecular Formula: CHBr2NO
• Molecular Weight: 202.833
• Hs Code.: 2905590090
• European Community (EC) Number: 672-901-2
• DSSTox Substance ID: DTXSID70376820
• Nikkaji Number: J807.510G
• Mol file: 74213-24-4.mol

Synonyms:1,1-dibromoformaldoxime;74213-24-4;Dibromoformaldoxime;hydroxycarbonimidic dibromide;carbonimidic dibromide, hydroxy-;N-(dibromomethylidene)hydroxylamine;1-bromo-N-hydroxymethanecarbonimidoyl bromide;MFCD06796211;dibromomethanone oxime;CHBr2NO;SCHEMBL101102;DTXSID70376820;AWBKQZSYNWLCMW-UHFFFAOYSA-N;AMY16047;N-(dibromo-methylene)-hydroxylamine;AKOS015833916;CS-W008748;GS-4493;SB38531;BP-21275;SY007120;FT-0647261;EN300-91324;A19121;J-520237

Chemical Property of 1,1-Dibromoformaldoxime

Chemical Property:

• Vapor Pressure: 0.0129mmHg at 25°C
• Melting Point: 65-68 °C
• Refractive Index: 1.615
• Boiling Point: 229.963 °C at 760 mmHg
• PKA: 7.52±0.11(Predicted)
• Flash Point: 92.879 °C
• PSA: 32.59000
• Density: 2.707 g/cm³
• LogP: 1.52140
• Storage Temp.: Sealed in dry,Store in freezer, under -20°C
• Solubility.: Chloroform (Very Slightly, Heated), Methanol
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 202.84044
• Heavy Atom Count: 5
• Complexity: 47.6

Purity/Quality:

97% ^*data from raw suppliers

Dibromoformaldoxime ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(=NO)(Br)Br
• Uses: Dibromoformaldoxime is a reagent that undergoes cycloaddition with alkynes to prepare substituted 3-bromo-isoxazoles in high yield.

Technology Process of 1,1-Dibromoformaldoxime

There total 20 articles about 1,1-Dibromoformaldoxime 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: 88.0%

hydroxyiminoacetic acid (3545-80-0) → N-dibromomethylidenehydroxylamine (74213-24-4)

Guidance literature:

With bromine; chlorine; sodium hydroxide; In water; at 25 - 30 ℃; for 2h;

Reference yield: 81.0%

Glyoxilic acid (298-12-4) → N-dibromomethylidenehydroxylamine (74213-24-4)

Guidance literature:

Glyoxilic acid; With hydroxylamine hydrochloride; In water; at 20 ℃; for 24h;

With bromine; sodium hydrogencarbonate; In dichloromethane; water; at 6 - 20 ℃; for 3.3h;

DOI:10.1016/j.tetlet.2015.02.006

Reference yield: 70.0%

2-(hydroxyimino)propanedioic acid (69676-53-5) → N-dibromomethylidenehydroxylamine (74213-24-4)

Guidance literature:

With bromine; chlorine; sodium hydroxide; In water; at 10 - 15 ℃; for 2.5h;

upstream raw materials:

hydroxyiminoacetic acid

2-(hydroxyimino)propanedioic acid

mercury fulminate

sodium cyanate

Downstream raw materials:

3-bromo-5-phenylisoxazole

3,4-dibromo-1,2,5-oxadiazole 2-oxide

3-bromo-5-isopropyl-1,2,4-oxadiazole

5-<(benzyloxycarbonylamino)methyl>-3-bromo-2-isoxazoline

Refernces

Synthesis and pharmacological characterization at glutamate receptors of the four enantiopure isomers of tricholomic acid

10.1021/jm701394a

The research focuses on the synthesis and pharmacological characterization of the four enantiopure isomers of tricholomic acid at glutamate receptors. The study involves the synthesis of erythro- and threo-amino-(3′-hydroxy-4′,5′-dihydro-isoxazol-5′-yl)-acetic acids, which were prepared via the 1,3-dipolar cycloaddition of bromonitrile oxide to (R)- or (S)-3-(tert-butoxycarbonyl)2,2-dimethyl-4-vinyloxazolidine. The pharmacological profiles of these amino acids were evaluated to understand the relationship between their activity/selectivity and the stereochemistry of the two stereogenic centers. The experiments utilized various reactants, including dibromoformaldoxime and NaHCO3, and analytical techniques such as 1H NMR and 13C NMR spectroscopy, HPLC, and optical rotation measurements to determine the enantiomeric excess and absolute configuration of the synthesized compounds. The synthesized enantiomers were then tested for their activity at iGluRs and mGluRs using in vitro binding assays, calcium imaging assays on HEK cells expressing different iGluR subtypes, and second messenger assays on CHO cells expressing mGluR subtypes.