126695-59-8

Basic information

• Product Name: Benzenemethanol, 4-azido-2,3,5,6-tetrafluoro-
• Synonyms: 4-azidotetrafluorophenylmethanol;4-azidotetrafluorobenzyl alcohol;p-azidotetrafluorobenzyl alcohol;4-azido-2,3,5,6-tetrafluorobenzyl alcohol;4-azidotetrafluororobenzyl alcohol
• CAS NO: 126695-59-8
• Molecular Formula: C7H3F4N3O
• Molecular Weight: 221.114
• Mol File: 126695-59-8.mol
• Article Data: 9

Chemical Properties

• CAS DataBase Reference: Benzenemethanol, 4-azido-2,3,5,6-tetrafluoro-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenemethanol, 4-azido-2,3,5,6-tetrafluoro-(126695-59-8)
• EPA Substance Registry System: Benzenemethanol, 4-azido-2,3,5,6-tetrafluoro-(126695-59-8)

Safety Data

• Hazardous Substances Data: 126695-59-8(Hazardous Substances Data)

Upstream product

• 17078-34-1 4-(hydroxymethyl)-2,3,5,6-tetrafluoroaniline 
• 122590-77-6 4-azido-2,3,5,6-tetrafluorobenzoic acid 
• 944-43-4 4-amino-2,3,5,6-tetrafluorobenzoic acid 
• 4537-76-2 distearylphosphatidylethanolamine 
• 120384-18-1 4-azido-2,3,5,6-tetrafluorobenzaldehyde 
• 5681-36-7 1,2-dipalmitoyl-sn-glycero-3-phospoethanolamine 
• 20255-95-2 dimyristoylphosphatidylethanolamine 
• 653-37-2 perfluorobenzaldehyde 

Downstream Products

• 145293-37-4 [3-(4-Azido-2,3,5,6-tetrafluoro-benzyloxymethyl)-5-(2-methoxy-ethoxymethoxy)-phenyl]-trimethyl-silane 
• 1315501-26-8 C₁₆H₁₉F₄N₃O₃ 
• 1315501-25-7 C₁₅H₁₇F₄N₃O₃ 
• 1315501-24-6 C₃₉H₆₅F₄N₄O₉P 
• 1028745-53-0 4-(Nα-trifluoroacetyl-L-glutaminyl)amido-2,3,5,6-tetrafluorobenzyl phosphoramide 
• 1028745-93-8 glutaryl-Hyp-Ala-Ser-Chg-Gln-NH-2,3,5,6-tetrafluorobenzyl phosphoramide 
• 1028745-31-4 4-azido-2,3,5,6-tetrafluorobenzyl phosphoramide mustard 
• 17078-34-1 4-(hydroxymethyl)-2,3,5,6-tetrafluoroaniline 

Relevant articles and documents

Tetrafluoroaryl azide as an N-Terminal capping group for click-To-dissolve diphenylalanine hydrogels

The synthesis of a bioorthogonal-responsive low molecular weight diphenylalanine (PhePhe)-based hydrogel that is capped with a 4-Azido-2,3,5,6-Tetrafluorobenzyl carbamate self-immolative linker is reported. The hydrogelator (AzF4-PhePhe) generates a stable hydrogel at 0.1 wt%, and rapidly reacts with the bioorthogonal reagent trans-cyclooctene (TCO), inducing a gel-To-solution transition. The critical gel concentration is five-fold lower than our previously synthesized non-fluorinated hydrogelator (Az-PhePhe), and the minimum concentration of TCO required for visible gel-To-solution transition in 24 hours is 1 mM. Doxorubicin can be encapsulated in the hydrogel and TCO-Triggered dissolution results in 76% and 89% release after 10 and 24 hours, respectively. Compared with our non-substituted aryl azide capping group used for Az-PhePhe, the tetrafluorinated aryl azide group improves the stability of the hydrogel in unbuffered water at a lower critical gel concentration, while improving sensitivity towards the bioorthogonal reagent TCO.

Mechanistic Evaluation of Bioorthogonal Decaging with trans-Cyclooctene: The Effect of Fluorine Substituents on Aryl Azide Reactivity and Decaging from the 1,2,3-Triazoline

Bioorthogonal prodrug activation/decaging strategies need to be selective, rapid and release the drug from the masking group upon activation. The rates of the 1,3-dipolar cycloaddition between a trans-cyclooctene (TCO) and a series of fluorine-substituted

Photoactivatable phospholipids bearing tetrafluorophenylazido chromophores exhibit unprecedented protonation-state-dependent 19F NMR signals

Phospholipids bearing tetrafluorophenylazido chromophores were synthesized with perfectly conserved amphiphilicity and photochemical activity. Interestingly however, those phospholipids harboring the amine-linked chromophores exhibited unusual 19/su