5736-88-9

Basic information

• Product Name: 4-N-BUTOXYBENZALDEHYDE
• Synonyms: TIMTEC-BB SBB008007;OTAVA-BB BB7020401737;P-BUTOXYBENZALDEHYDE;P-N-BUTOXYBENZALDEHYDE;4-butoxy-benzaldehyd;Benzaldehyde, p-butoxy-;4-BUTOXYBENZALDEHYDE;4-N-BUTYLOXYBENZALDEHYDE
• CAS NO: 5736-88-9
• Molecular Formula: C₁₁H₁₄O₂
• Molecular Weight: 178.23
• EINECS: 227-247-9
• Product Categories: Aldehydes;blocks;Carboxes;IndolesOxindoles;Aromatic Aldehydes & Derivatives (substituted);Aliphatics;Pyrazines, Pyrimidines & Pyridazines;Pyrazoles & Triazoles;Pyrroles & Indoles;Pyrrolidines;Furans, Benzofurans & Dihydrobenzofurans;Imidazoles & Benzimidazoles;Oxazoles, Isoxazoles & Benzoxazoles;Phenyls & Phenyl-Het;Benzaldehyde (Building Blocks for Liquid Crystals);Building Blocks for Liquid Crystals;Functional Materials;Pyrroles & Indoles;Pyrazoles & Triazoles;Imidazoles & Benzimidazoles;Phenyls & Phenyl-Het;Oxazoles, Isoxazoles & Benzoxazoles;Pyrazines, Pyrimidines & Pyridazines;Pyridines;Furans, Benzofurans & Dihydrobenzofurans;Fused Ring Systems;C10 to C21;Carbonyl Compounds
• Mol File: 5736-88-9.mol
• Article Data: 107

Chemical Properties

• Melting Point: 184 °C
• Boiling Point: 285 °C(lit.)
• Flash Point: >230 °F
• Appearance: Clear yellow to orang-red/Liquid
• Density: 1.031 g/mL at 25 °C(lit.)
• Refractive Index: n20/D 1.539(lit.)
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• CAS DataBase Reference: 4-N-BUTOXYBENZALDEHYDE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-N-BUTOXYBENZALDEHYDE(5736-88-9)
• EPA Substance Registry System: 4-N-BUTOXYBENZALDEHYDE(5736-88-9)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 36/37/38-22
• Safety Statements: 26
• WGK Germany: 3
• TSCA: Yes
• HazardClass: IRRITANT
• Hazardous Substances Data: 5736-88-9(Hazardous Substances Data)

Usage

Description

4-N-BUTOXYBENZALDEHYDE, also known as 4-Butoxybenzaldehyde, is an organic compound with the chemical formula C11H14O2. It is a clear yellow to orang-red liquid that has been evaluated for its kinetic constant in inhibiting the diphenolase activity of mushroom tyrosinase. 4-N-BUTOXYBENZALDEHYDE has been utilized in various applications, particularly in the synthesis of different chemical compounds.

Uses

Used in Chemical Synthesis:
4-N-BUTOXYBENZALDEHYDE is used as a key intermediate in the synthesis of various organic compounds for different applications. It plays a crucial role in the formation of new molecules with potential uses in various industries.
Used in Pharmaceutical Industry:
4-N-BUTOXYBENZALDEHYDE is used as a building block for the synthesis of pharmaceutical compounds. Its ability to inhibit the diphenolase activity of mushroom tyrosinase makes it a valuable compound in the development of drugs targeting specific enzymes.
Used in Condensation Reactions:
In the synthesis of 6-amino-4-(4-butoxyphenyl)-3,5-dicyanopyridine-2(1H)-thione and 16-(p-butoxybenzylidene)androsta-1,4-diene-3,17-dione, 4-N-BUTOXYBENZALDEHYDE is used as a reactant in condensation reactions. These synthesized compounds may have potential applications in various fields, such as pharmaceuticals or materials science.
Used in Research and Development:
4-N-BUTOXYBENZALDEHYDE is used as a research compound to study its properties and potential applications in various fields. Its chemical properties and reactivity make it an interesting subject for further investigation and development.

Synthesis Reference(s)

The Journal of Organic Chemistry, 66, p. 2966, 2001 DOI: 10.1021/jo0056848

Upstream product

• 6214-45-5 (4-butoxyphenyl)methanol 
• 123-08-0 4-hydroxy-benzaldehyde 
• 109-69-3 n-Butyl chloride 
• 106-44-5 p-cresol 
• 10519-06-9 1-butoxy-4-methylbenzene 
• 100-97-0 hexamethylenetetramine 
• 40141-13-7 1-butoxy-4-(chloromethyl)benzene 
• 874-80-6 1-butylpyridinium bromide 
• 123-11-5 4-methoxy-benzaldehyde 
• 862387-21-1 (4-buthoxyphenyl)(1,2,3,4,5-pentamethyl-2,4-cyclopentadienyl)methanol 
• 542-69-8 1-iodo-butane 
• 109-65-9 1-bromo-butane 
• 1122-91-4 4-bromo-benzaldehyde 
• 71-36-3 butan-1-ol 

Downstream Products

• 23014-31-5 ethyl-(4-butoxy-benzyl)-amine 
• 4796-06-9 butyl-[4-(2-nitro-cis-propenyl)-phenyl]-ether 
• 14921-49-4 4-butoxy-N-(4-butoxy-benzyliden)-aniline 
• 6214-45-5 (4-butoxyphenyl)methanol 
• 21244-35-9 p-n-butoxybenzylamine 
• 99163-23-2 4,4'-di-n-butoxybenzalazine 
• 4796-06-9 1-(p-Butoxyphenyl)-2-nitro-1-propen 
• 109042-28-6 4-butoxy-benzaldehyde-selenosemicarbazone 
• 63237-41-2 1-(4-Butoxy-phenyl)-4-dibutylamino-butan-1-ol 
• 66786-80-9 1-Butoxy-4-((Z)-2-methanesulfinyl-2-methylsulfanyl-vinyl)-benzene 
• 41464-55-5 2,6-Bis(4-butoxybenzylidene)cyclohexanone 

Relevant articles and documents

Tuning the SOCT-ISC of bodipy based photosentizers by introducing different electron donating groups and its application in triplet-triplet-annihilation upconversion

To study the effect of electron-donating ability on spin orbit charge transfer intersystem crossing (SOCT-ISC) efficiency, a series of bodipy derivatives (BDP-O, BDP-2-MN, BDP-2-EN) linked with electron-donating groups with different electron-donor abilities were synthesized. For BDP-2-MN and BDP-2-EN, both compounds show a sharp charge transfer emission band at 630 nm, and the local excited (LE) emission in both compounds were completely quenched due to photo-induced electron transfer (PET). By femtosecond transient absorption measurement, the triplet state population in both compounds was confirmed to occur through charge recombination (1996 ps ~2307 ps) process after the photo-induced electron transfer upon photoexcitation of bodipy moiety. A long-lived triplet excited state was observed for both compounds (lifetimes: 37 ~ 42 μs) via nanosecond transient absorption. The BDP-2-MN and BDP-2-EN can act as the triplet photosensitizers without heavy elements for the application of triplet-triplet-annihilation upconversion (TTA-UC, ΦUC can reach 4.88%). In case of BDP-O molecule, no triplet signal was observed for this compound because of poor electronic coupling between donor and acceptor. Therefore, the triplet excited state properties of bodipy chromophore was successfully regulated by adjusting electronic strength of donor moiety and implement these photosensitizers in the application of TTA-UC.

Novel N-heterocyclic carbene cyclic palladium compound as well as preparation method and application thereof

The invention discloses a novel N-heterocyclic carbene cyclic palladium compound as well as a preparation method and application thereof, and belongs to the technical field of organic catalysis. The novel N-heterocyclic carbene cyclic palladium compound is prepared by the following steps: heating, stirring and mixing N-(4-butoxybenzyl)-N-ethylethylamine, palladium chloride and an organic solvent in an inert gas atmosphere, then adding potassium carbonate, performing stirring and mixing, and finally adding 1-(2,6-diisopropyl phenyl)-3-butyl-brominated imidazole for reflux reaction; and after the reaction is finished, performing quenching with an acid solution, performing extracting to obtain a crude product, and performing column chromatography separation and purification to obtain the novel N-heterocyclic carbene cyclic palladium compound. The N-heterocyclic carbene cyclic palladium compound provided by the invention has high catalytic activity, can catalyze cross-coupling reactions between aryl chloride and aryl phenylboronic acid and between aryl chloride and secondary amine in a catalytic amount of 1 mol%, and can be used as a high-efficiency catalyst for the coupling reactions.

2-Aryl benzazole derived new class of anti-tubercular compounds: Endowed to eradicate mycobacterium tuberculosis in replicating and non-replicating forms

The high mortality rate and the increasing prevalence of Mtb resistance are the major concerns for the Tuberculosis (TB) treatment in this century. To counteract the prevalence of Mtb resistance, we have synthesized 2-aryl benzazole based dual targeted molecules. Compound 9m and 9n were found to be equally active against replicating and non-replicating form of Mtb (MIC(MABA) 1.98 and 1.66 μg/ml; MIC(LORA) 2.06 and 1.59 μg/ml respectively). They arrested the cell division (replicating Mtb) by inhibiting the GTPase activity of FtsZ with IC50 values 45 and 64 μM respectively. They were also capable of kill Mtb in non-replicating form by inhibiting the biosynthesis of menaquinone which was substantiated by the MenG inhibition (IC50 = 11.62 and 7.49 μM respectively) followed by the Vit-K2 rescue study and ATP production assay.