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4-Nitrobenzyl alcohol

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4-Nitrobenzyl alcohol Basic information
Product Name:4-Nitrobenzyl alcohol
Synonyms:PARA NITRO BENZYL ALCOHOL;RARECHEM AL BD 0193;TIMTEC-BB SBB008259;1-Hydroxymethyl-4-nitrobenaene;4-(Hydroxymethyl)nitrobenzene;4-Nitrobenaylalcohol;4-nitro-benzenemethano;4-nitrobenzenemethanol
CAS:619-73-8
MF:C7H7NO3
MW:153.14
EINECS:210-611-6
Product Categories:FINE Chemical & INTERMEDIATES;Building Blocks;C7 to C8;Chemical Synthesis;Organic Building Blocks;Oxygen Compounds;Alcohols;C7 to C8;Oxygen Compounds;Benzhydrols, Benzyl & Special Alcohols;619-73-8
Mol File:619-73-8.mol
4-Nitrobenzyl alcohol Structure
4-Nitrobenzyl alcohol Chemical Properties
Melting point 92-94 °C(lit.)
Boiling point 185 °C12 mm Hg(lit.)
density 1.3585 (rough estimate)
refractive index 1.5030 (estimate)
Fp 180 °C
storage temp. Sealed in dry,Room Temperature
solubility 2g/l
pka13.61±0.10(Predicted)
form Crystalline Powder
color Yellow
Water Solubility Soluble in water (2 mg/ml at 20°C).
BRN 1424026
Dielectric constant22.0(20℃)
InChI1S/C7H7NO3/c9-5-6-1-3-7(4-2-6)8(10)11/h1-4,9H,5H2
InChIKeyJKTYGPATCNUWKN-UHFFFAOYSA-N
SMILESOCc1ccc(cc1)[N+]([O-])=O
CAS DataBase Reference619-73-8(CAS DataBase Reference)
NIST Chemistry Reference4-NO2-C6H4CH2OH(619-73-8)
EPA Substance Registry SystemBenzenemethanol, 4-nitro- (619-73-8)
Safety Information
Hazard Codes Xi,C,F,Xn
Risk Statements 36/37/38-34-11-22
Safety Statements 22-24/25-36/37/39-26-45-16
WGK Germany 3
RTECS DP0657100
8
Hazard Note Irritant
TSCA TSCA listed
HS Code 29062900
Storage Class11 - Combustible Solids
MSDS Information
ProviderLanguage
p-Nitrobenzyl alcohol English
ACROS English
SigmaAldrich English
ALFA English
4-Nitrobenzyl alcohol Usage And Synthesis
Chemical Propertieswhite to light yellow crystal powde
Uses4-Nitrobenzenemethanol is a potential building block in the synthesis of various pharmaceuticals.
Uses4-nitrobenzyl alcohol is used as the sole source of carbon and nitrogen to study the pathway for the catabolism of 4-nitrotoluene by Pseudomonas.
DefinitionChEBI: 4-nitrobenzyl alcohol is a member of the class of benzyl alcohols that is benzyl alcohol substituted at the para-position by a nitro group. It has a role as a xenobiotic metabolite. It is a member of benzyl alcohols and a C-nitro compound.
Reactions4-Nitrobenzyl alcohol (200 mmol) was hydrogenated over 1.0 g 10% palladium on carbon (50% water) in 500 ml methyl t-butyl ether.
Synthesis Reference(s)Organic Syntheses, Coll. Vol. 3, p. 652, 1955
The Journal of Organic Chemistry, 55, p. 2968, 1990 DOI: 10.1021/jo00296a078
Tetrahedron Letters, 19, p. 4985, 1978
Synthesis The synthesis method takes p-nitrobenzyl chloride (or bromine) as a raw material and water as a solvent, and obtains a white product, i.e. the 4-Nitrobenzyl alcohol through heating hydrolysis, cooling crystallization under the catalysis of imidazole type ionic liquid.
Purification MethodsCrystallise the alcohol from EtOH and sublime it in vacuo. Purity should be at least 99.5%. Sublimed samples should be stored in the dark over anhydrous CaSO4 (Drierite). If the IR contains OH bands, then the sample should be resublimed before use. [Mohammed & Kosower J Am Chem Soc 93 2709 1979, Beilstein 6 IV 2611.]
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