Description

4-(Difluoromethoxy)-3-hydroxybenzaldehyde (CAS No. 151103-08-1) is a high-purity fluorinated benzaldehyde derivative with the molecular formula C₈H₆F₂O₃. This compound features a difluoromethoxy group at the 4-position and a hydroxy group at the 3-position of the benzaldehyde scaffold, making it a versatile intermediate for pharmaceutical, agrochemical, and materials science research. Its unique fluorinated structure enhances metabolic stability and lipophilicity, which is critical for drug discovery applications. Available in >98% purity by HPLC, this product is rigorously tested for quality and consistency, ensuring optimal performance in synthetic workflows. Suitable for use in cross-coupling reactions, nucleophilic additions, and as a precursor for heterocyclic synthesis.

Properties

• CAS Number: 151103-08-1
• Complexity: 175
• IUPAC Name: 4-(difluoromethoxy)-3-hydroxy-benzaldehyde
• InChI: InChI=1S/C8H6F2O3/c9-8(10)13-7-2-1-5(4-11)3-6(7)12/h1-4,8,12H
• InChI Key: ZLIKNROJGXXNJG-UHFFFAOYSA-N
• Exact Mass: 188.02850037
• Molecular Formula: C8H6F2O3
• Molecular Weight: 188.13
• SMILES: C1=CC(=C(C=C1C=O)O)OC(F)F
• Topological: 46.5
• Monoisotopic Mass: 188.02850037
• Synonyms: 4-(difluoromethoxy)-3-hydroxybenzaldehyde, 687-745-0, 4-Difluoromethoxy-3-hydroxybenzaldehyde, 151103-08-1, Benzaldehyde, 4-(difluoromethoxy)-3-hydroxy-, MFCD04406687, CHEMBL1673314, 3-hydroxy-4-difluoromethoxybenzaldehyde, F0293-0136, 4-Difluoromethoxy-3-hydroxy-benzaldehyde, 3-Hydroxy-4-difluoromethoxybenzaldehyde; 4-(Difluoromethoxy)-3-hydroxybenzaldehyde;, SCHEMBL142767, DTXSID70374265, SMSSF-0042760, BCP05191, BBL102434, BDBM50336529, CL8349, GEO-02629, SBB052174, STL556236, AKOS005063854, CS-W016828, G62H353J98, GS-3641, 3-hydroxy-4-difluoromethoxy benzaldehyde, 4-Difluoromethoxy 3-hydroxy benzaldehyde, 4-difluoromethoxy-3-hydroxy benzaldehyde, AC-29998, SY028766, 3-hydroxy-4-(difluoromethoxy)-benzaldehyde, 4-(difluoromethoxy)-3-hydroxy benzaldehyde, DB-011336, D4505, 4-(Difluoromethoxy)-3-hydroxybenzaldehyde, 95%, EN300-2056860, Z1255395774

Application

4-(Difluoromethoxy)-3-hydroxybenzaldehyde is widely used as a key intermediate in the synthesis of bioactive molecules, particularly in the development of fluorinated pharmaceuticals and agrochemicals. Its difluoromethoxy group is valuable for modulating the physicochemical properties of lead compounds, improving their metabolic stability and membrane permeability. Researchers utilize this compound in the preparation of fluorinated heterocycles, such as benzofurans and quinazolines, which are prevalent in medicinal chemistry. Additionally, it serves as a building block for fluorescent dyes and advanced materials due to its electron-withdrawing characteristics.

Safety and Hazards

GHS Hazard Statements

• H302 (89.8%): Harmful if swallowed [Warning Acute toxicity, oral]
• H315 (93.9%): Causes skin irritation [Warning Skin corrosion/irritation]
• H319 (98%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
• H335 (91.8%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]
• H411 (85.7%): Toxic to aquatic life with long lasting effects [Hazardous to the aquatic environment, long-term hazard]

Precautionary Statements

• P261, P264, P264+P265, P270, P271, P273, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P391, P403+P233, P405, and P501

Hazard Classes and Categories

• Acute Tox. 4 (89.8%)
• Skin Irrit. 2 (93.9%)
• Eye Irrit. 2 (98%)
• STOT SE 3 (91.8%)
• Aquatic Chronic 2 (85.7%)

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Disclaimer: Sold exclusively for laboratory research. Prohibited for commercial use, diagnostics, or human/animal applications. Buyers assume all compliance liability.