35003-56-6

Basic information

• Product Name: Methanamine, N-[(4-bromophenyl)methylene]-
• CAS NO: 35003-56-6
• Molecular Formula: C8H8BrN
• Molecular Weight: 198.062
• Mol File: 35003-56-6.mol
• Article Data: 21

Chemical Properties

• CAS DataBase Reference: Methanamine, N-[(4-bromophenyl)methylene]-(CAS DataBase Reference)
• NIST Chemistry Reference: Methanamine, N-[(4-bromophenyl)methylene]-(35003-56-6)
• EPA Substance Registry System: Methanamine, N-[(4-bromophenyl)methylene]-(35003-56-6)

Safety Data

• Hazardous Substances Data: 35003-56-6(Hazardous Substances Data)

Upstream product

• 1122-91-4 4-bromo-benzaldehyde 
• 74-89-5 methylamine 
• 593-51-1 methylamine hydrochloride 
• 3132-99-8 m-bromobenzoic aldehyde 
• 67344-77-8 1-(3-bromophenyl)-N-methylmethanamine 
• 98760-22-6 C₈H₉Br₂N 
• 111291-49-7 C₁₅H₁₃BrF₃NO₃S 
• 65398-48-3 methylammonium N-methylcarbamate 
• 100-52-7 benzaldehyde 
• 75-52-5 nitromethane 
• 70972-94-0 N-Chloro-N-methyl-m-bromobenzylamin 

Downstream Products

• 1218910-50-9 C₁₀H₉BrN₂ 
• 136350-71-5 C₁₀H₉BrN₂ 

Relevant articles and documents

Stable carbamate pathway towards organic-inorganic hybrid perovskites and aromatic imines

Methyl ammonium methyl carbamate (MAC), formulated as CH3NH3+CH3NHCO2-, was synthesized by reacting liquid methylamine with supercritical CO2, and its structure was refined by single-crystal X-ray diffraction. MAC is a white crystalline salt and is as reactive as methylamine, and is a very efficient alternative to toxic methylamine. We were able to produce hybrid perovskite MAPbI3 (MA = methyl ammonium) by grinding MAC with PbI2 and I2 at room temperature, followed by storing the mixed powder. Moreover, this one-pot method is easily scalable for the large-scale synthesis of MAPbI3 in a small vessel. We have also investigated the reactivity of MAC towards aromatic aldehydes in the absence of solvent. The solventless reactions afforded imines as exclusive products with over 97% yield, which show higher selectivity than the methylamine-based synthesis. Complete conversions were typically accomplished within 3 h at 25 °C. The results of this study emphasize the importance of solid carbamates such as MAC to develop an environmentally friendly process for the synthesis of various amine-based materials on the industrial scale.

Stereocomplementary Synthesis of cis- and trans-2-(p-Bromophenyl)-5-methylthiazolidin-4-ones: Useful Umpolung-type Suzuki–Miyaura Cross-coupling Partner and Donor

Novel cis- and trans-2-(p-bromophenyl)-5-methylthiazolidin-4-ones, S,N-containing heterocyclic compounds, were provided in a cis-stereocomplementary and trans-stereocomplementary synthetic manner. cis-Selective cyclo-condensation proceeded between 2-sulfanylpropanoic acid (thiolactic acid) and an imine derived from 4-bromobenzaldehyde and methylamine, whereas Ti(OiPr)4 and Ti(OiBu)4-promoted trans-selective cyclo-condensation proceeded between benzyl 2-sulfanylpropanoate and the imine. The obtained cis- and trans-2-(p-bromophenyl)-5-methylthiazolidin-4-ones were successfully converted to 2-(3-furyl)phenyl derivatives and bis(pinacolato)diborane derivatives utilizing Suzuki–Miyaura and Miyaura–Ishiyama cross-coupling reactions, respectively, in an umpolung manner.

Four-Electron Electrocyclic Ring-Opening/Intermolecular [4+2] Cycloadditions of α-Hydroxycyclobutenones: Stereoselective Synthesis of Multiple Substituted δ-Lactams

A four-electron electrocyclic ring-opening/intermolecular [4+2] cycloaddition of α-hydroxycyclobutenones is reported. The reaction represents the first example for the intermolecular cycloaddition of the extensively studied enol-ketene intermediate, and provides a new synthetic route to multiply substituted δ-lactams in high stereoselectivity.