619-22-7

Basic information

• Product Name: 3-(DIMETHYLAMINO)BENZALDEHYDE
• Synonyms: 3-N,N-DIMETHYLBENZALDEHYDE;3-(DIMETHYLAMINO)BENZALDEHYDE;Benzaldehyde, m-(dimethylamino)-
• CAS NO: 619-22-7
• Molecular Formula: C₉H₁₁NO
• Molecular Weight: 149.18974
• Mol File: 619-22-7.mol
• Article Data: 28

Chemical Properties

• Boiling Point: 259.7°C at 760 mmHg
• Flash Point: 99.1°C
• Appearance: /
• Density: 1.072g/cm³
• Vapor Pressure: 0.0128mmHg at 25°C
• Refractive Index: 1.595
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• PKA: 3.67±0.10(Predicted)
• CAS DataBase Reference: 3-(DIMETHYLAMINO)BENZALDEHYDE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(DIMETHYLAMINO)BENZALDEHYDE(619-22-7)
• EPA Substance Registry System: 3-(DIMETHYLAMINO)BENZALDEHYDE(619-22-7)

Safety Data

• Hazardous Substances Data: 619-22-7(Hazardous Substances Data)

Usage

General Description

3-(Dimethylamino)benzaldehyde, also known as Fast Blue B Salt or FBBS, is a compound used as a reagent in various chemical reactions, particularly in the staining of non-specific esterase activity in cells, which is helpful in medical and biological research. It is available in a pure solid form and has a molecular weight of about 149.19 g/mol. With a boiling point of 246-247 degree Celsius, it is a highly sensitive and flammable substance that decrees potential health hazards such as skin irritations, eye damage, and respiratory irritations. Therefore, while handling this chemical, appropriate precautions and safety measures should be taken.

InChI:InChI=1/C9H11NO/c1-10(2)9-5-3-4-8(6-9)7-11/h3-7H,1-2H3

Upstream product

• 23501-93-1 3-dimethylaminobenzyl alcohol 
• 16518-62-0 3-bromo-N,N-dimethylaniline 
• 68-12-2 N,N-dimethyl-formamide 
• 110-89-4 piperidine 
• 612-25-9 2-Nitrobenzyl alcohol 
• 121-69-7 N,N-dimethyl-aniline 
• 121-72-2 N,N-dimethyl-m-toluidine 
• 143024-52-6 3-Dimethylamino-N,N-diethyl-benzamide 
• 54263-82-0 3-(dimethylamino)benzoyl chloride 
• 16518-65-3 m-dimethylaminobenzoic acid ethyl ester 
• 16518-64-2 3-(dimethylamino)benzoic acid methyl ester 
• 99-61-6 3-nitro-benzaldehyde 
• 53663-37-9 3-aminobenzaldehyde dimethyl acetal 
• 3395-79-7 m-nitrobenzaldehyde dimethylacetal 

Downstream Products

• 110605-32-8 2-(3-dimethylamino-trans-styryl)-1-methyl-quinolinium; iodide 
• 54158-94-0 (3-dimethylamino-phenyl)-bis-(4-dimethylamino-phenyl)-methane 
• 118004-11-8 (E)-3-(3-(dimethylamino)phenyl)-1-phenylprop-2-en-1-one 
• 17580-79-9 (E)-N,N-dimethyl-3-(2-phenylethenyl)aniline 
• 63982-01-4 3-formyl-N,N,N-trimethyl-benzenaminium iodide 
• 93569-42-7 5-methyl-isoxazole-3-carboxylic acid (3-dimethylamino-benzylidene)-hydrazide 
• 94674-49-4 (3-dimethylamino-benzylidene)-(3-phenyl-[1,2,4]thiadiazol-5-yl)-amine 
• 127034-03-1 (E)-3-(3-Dimethylamino-phenyl)-1-(3,4,5-trimethoxy-phenyl)-propenone 

Relevant articles and documents

Selective Benzylic CH-Borylations by Tandem Cobalt Catalysis

Metal-catalyzed C?H activations are environmentally and economically attractive synthetic strategies for the construction of functional molecules as they obviate the need for pre-functionalized substrates and minimize waste generation. Great challenges reside in the control of selectivities, the utilization of unbiased hydrocarbons, and the operation of atom-economical dehydrocoupling mechanisms. An especially mild borylation of benzylic CH bonds was developed with the ligand-free pre-catalyst Co[N(SiMe3)2]2 and the bench-stable and inexpensive borylation reagent B2pin2 that produces H2 as the only by-product. A full set of kinetic, spectroscopic, and preparative mechanistic studies are indicative of a tandem catalysis mechanism of CH-borylation and dehydrocoupling via molecular CoI catalysts.

Reduction of N,N-Dimethylcarboxamides to Aldehydes by Sodium Hydride–Iodide Composite

A new and concise protocol for selective reduction of N,N-dimethylamides into aldehydes was established using sodium hydride (NaH) in the presence of sodium iodide (NaI) under mild reaction conditions. The present protocol with the NaH-NaI composite allows for reduction of not only aromatic and heteroaromatic but also aliphatic N,N-dimethylamides with wide substituent compatibility. Retention of α-chirality in the reduction of α-enantioriched amides was accomplished. Use of sodium deuteride (NaD) offers a new step-economical alternative to prepare deuterated aldehydes with high deuterium incorporation rate. The NaH-NaI composite exhibits unique chemoselectivity for reduction of N,N-dimethylamides over ketones.

Structurally Simple Benzylidene-Type Photolabile Diol Protecting Groups

Two structurally simple photolabile protecting groups for releasing 1,2- and 1,3-diols have been developed. The diols can be protected in high yields and released from their corresponding acetals with high chemical efficiency.