Description

4-Nitrobenzyl Alcohol (C₇H₇NO₃) is a high-purity aromatic alcohol derivative widely used in organic synthesis and pharmaceutical research. This compound, with the IUPAC name (4-nitrophenyl)methanol, features a nitro group para-substituted on the benzyl ring, enhancing its reactivity as a protecting group or intermediate in multistep syntheses. With a CAS number of 619-73-8, our product is rigorously tested to ensure ≥98% purity (HPLC/GC), optimal for sensitive applications. It appears as a pale-yellow to white crystalline powder with a molecular weight of 153.14 g/mol, melting point of 92-95°C, and solubility in organic solvents like ethanol and DMSO. Ideal for peptide synthesis, photolabile protecting groups, and as a precursor for nitrobenzyl-based linkers in bioconjugation.

Properties

• CAS Number: 619-73-8
• Complexity: 135
• IUPAC Name: (4-nitrophenyl)methanol
• InChI: InChI=1S/C7H7NO3/c9-5-6-1-3-7(4-2-6)8(10)11/h1-4,9H,5H2
• InChI Key: JKTYGPATCNUWKN-UHFFFAOYSA-N
• Exact Mass: 153.042593085
• Molecular Formula: C7H7NO3
• Molecular Weight: 153.14
• SMILES: C1=CC(=CC=C1CO)[N+](=O)[O-]
• Topological: 66.1
• Monoisotopic Mass: 153.042593085
• Physical Description: Yellow or tan powder;
• Vapor Pressure: 0.0000858 [mmHg]
• Synonyms: 4-Nitrobenzyl alcohol, 619-73-8, (4-Nitrophenyl)methanol, p-Nitrobenzyl alcohol, 4-Nitrobenzenemethanol, Benzenemethanol, 4-nitro-, p-(Hydroxymethyl)nitrobenzene, 4-nitrobenzylalcohol, Benzyl alcohol, p-nitro-, CCRIS 5118, CHEBI:41214, NSC 5389, EINECS 210-611-6, p-nitrophenylmethanol, BRN 1424026, 86BTJ68Y9M, DTXSID1052298, 1-(Hydroxymethyl)-4-nitrobenzene, NSC-5389, DTXCID5030870, NITROBENZYL ALCOHOL, 4-, 4-06-00-02611 (Beilstein Handbook Reference), 4-(HYDROXYMETHYL)NITROBENZENE, pNitrobenzyl alcohol, 4Nitrobenzenemethanol, (4Nitrophenyl)methanol, Benzyl alcohol, pnitro, Benzenemethanol, 4nitro, p(Hydroxymethyl)nitrobenzene, 210-611-6, inchi=1/c7h7no3/c9-5-6-1-3-7(4-2-6)8(10)11/h1-4,9h,5h, PARANITROBENZYL ALCOHOL, MFCD00007376, (4-Nitro-phenyl)-methanol, (4-nitrophenyl)methan-1-ol, UNII-86BTJ68Y9M, 4-nitro-benzylalcohol, 4-nitro-benzyl alcohol, 4NBA, (4-nitrophenyl)-methanol, Epitope ID:164148, (4-Nitrophenyl)methanol #, 4-Nitrobenzyl alcohol, 99%, 4-NO2-C6H4CH2OH, SCHEMBL114620, SCHEMBL127611, SCHEMBL300767, CHEMBL153580, SCHEMBL2045837, SCHEMBL15630260, SCHEMBL21268230, SCHEMBL27779035, NSC5389, BCP15778, Tox21_303773, SBB008259, STL195621, AKOS000120684, CS-W016286, FN14777, PS-5309, s12315, NCGC00357065-01, AC-10994, CAS-619-73-8, ST088477, SY003765, DB-016078, N0180, NS00034873, EN300-21036, Q26840765, Z104486562, 51546-73-7

Application

4-Nitrobenzyl alcohol serves as a versatile protecting group for carboxylic acids in peptide synthesis due to its photolabile properties. It is also employed in the preparation of nitrobenzyl-based photocleavable linkers for solid-phase organic synthesis (SPOS). Researchers utilize it as an intermediate in the synthesis of pharmaceuticals, agrochemicals, and dyes, leveraging its nitro group for further functionalization.

Safety and Hazards

GHS Hazard Statements

• H302 (86.8%): Harmful if swallowed [Warning Acute toxicity, oral]
• H315 (17%): Causes skin irritation [Warning Skin corrosion/irritation]
• H319 (17%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
• H335 (15.1%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

Precautionary Statements

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

Hazard Classes and Categories

• Acute Tox. 4 (86.8%)
• Skin Irrit. 2 (17%)
• Eye Irrit. 2 (17%)
• STOT SE 3 (15.1%)

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