5170-68-3

Basic information

• Product Name: 2,1,3-BENZOTHIADIAZOLE-4-CARBALDEHYDE
• Synonyms: AKOS BB-8672;2,1,3-BENZOTHIADIAZOLE-4-CARBOXALDEHYDE;2,1,3-BENZOTHIADIAZOLE-4-CARBALDEHYDE;1,2,3-BENZOTHIADIAZOLE-4-CARBALDEHYDE;2,1,3-Benzothiadiazole-4-carbaldehyde ,97%;benzo[c][1,2,5]thiadiazole-4-carbaldehyde;4-ForMyl-2,1,3-benzothiadiazole;2,1,3-Benzothiadiazole-4-aldehyde
• CAS NO: 5170-68-3
• Molecular Formula: C₇H₄N₂OS
• Molecular Weight: 164.18
• Mol File: 5170-68-3.mol
• Article Data: 4

Chemical Properties

• Melting Point: 99 °C
• Boiling Point: 291.9±13.0℃ (760 Torr)
• Flash Point: 130.3±19.8℃
• Appearance: /
• Density: 1.477±0.06 g/cm3 (20 ºC 760 Torr)
• Vapor Pressure: 0.0019mmHg at 25°C
• Refractive Index: 1.752
• Storage Temp.: 2-8°C
• PKA: -0.96±0.45(Predicted)
• CAS DataBase Reference: 2,1,3-BENZOTHIADIAZOLE-4-CARBALDEHYDE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,1,3-BENZOTHIADIAZOLE-4-CARBALDEHYDE(5170-68-3)
• EPA Substance Registry System: 2,1,3-BENZOTHIADIAZOLE-4-CARBALDEHYDE(5170-68-3)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39-24/25
• Hazardous Substances Data: 5170-68-3(Hazardous Substances Data)

Usage

Chemical Properties

Yellow to orange powder

InChI:InChI=1/C7H4N2OS/c10-4-5-2-1-3-6-7(5)9-11-8-6/h1-4H

Upstream product

• 16405-99-5 4-(bromomethyl)benzo[c][1,2,5]thiadiazole 
• 19706-16-2 4-chloromethyl-2,1,3-benzothiadiazole 
• 19706-20-8 1-benzo[1,2,5]thiadiazol-4-ylmethyl-pyridinium; chloride 
• 273-13-2 benzo[1,2,5]thiadiazole 
• 151869-77-1 4-acetomethyl-2,1,3-benzothiadiazole 
• 2687-25-4 3-methyl-1,2-benzenediamine 
• 1457-92-7 4-Methyl-2,1,3-benzothiadiazol 
• 570-24-1 2-Methyl-6-nitroaniline 
• 151869-78-2 4-dibromomethyl-2,1,3-benzothiadiazole 
• 16406-00-1 4-hydroxymethyl-2,1,3-benzothiadiazole 
• 5573-33-1 N'-benzo[1,2,5]thiadiazol-4-ylmethylene-N,N-dimethyl-benzene-1,4-diamine N'-oxide 

Downstream Products

• 16406-00-1 4-hydroxymethyl-2,1,3-benzothiadiazole 
• 273749-25-0 hydroxymethyl-para-phenylenediamine 
• 151869-76-0 6-(2,3-diaminophenyl)-5-methyl-2,3,4,5-tetrahydro-pyridazin-3-one 
• 3529-57-5 benzo[1,2,5]thiadiazole-4-carboxylic acid 
• 71605-69-1 4-thiazolidin-2-yl-benzo[1,2,5]thiadiazole 

Relevant articles and documents

Biomimetic hydrogen-bonding cascade for chemical activation: telling a nucleophile from a base

Hydrogen bonding-assisted polarization is an effective strategy to promote bond-making and bond-breaking chemical reactions. Taking inspiration from the catalytic triad of serine protease active sites, we have devised a conformationally well-defined benzimidazole platform that can be systematically functionalized to install multiple hydrogen bonding donor (HBD) and acceptor (HBA) pairs in a serial fashion. We found that an increasing number of interdependent and mutually reinforcing HBD-HBA contacts facilitate the bond-forming reaction of a fluorescence-quenching aldehyde group with the cyanide ion, while suppressing the undesired Br?nsted acid-base reaction. The most advanced system, evolved through iterative rule-finding studies, reacts rapidly and selectively with CN- to produce a large (>180-fold) enhancement in the fluorescence intensity at λmax = 450 nm.

An original way for synthesis of new nitro-benzothiadiazole derivatives

The C-alkylation reaction of 4-chloromethyl-7-nitro-2,1,3-benzothiadiazole with 2-nitropropane anion which is shown to proceed by an SRN1 mechanism is an original way for the synthesis of new 2,1,3-benzothiadiazoles.