CAS 100-11-8|4-nitrobenzyl bromide|1-(bromomethyl)-4-nitrobenzene|4-(Bromomethyl)nitrobenzene|1-(Bromomethyl)-4-nitrobenzene|4-Nitrobenzyl bromide 98%|alpha-Bromo-4-nitrotoluene|4-硝基苄溴|nitrobenz...

General Information

Structure

Molecular Formula

C₇H₆BrNO₂

Molecular Mass

216.03204

Exact Mass

214.95819044

Charge

InChI

InChI=1S/C7H6BrNO2/c8-5-6-1-3-7(4-2-6)9(10)11/h1-4H,5H2

InChIKey

VOLRSQPSJGXRNJ-UHFFFAOYSA-N

Canonic Smiles

BrCc1ccc(cc1)[N+](=O)[O-]

Isomeric Smiles

BrCc1ccc(cc1)[N+](=O)[O-]

Calculated Properties

JChem

H Acceptors

H Donor

LogD (pH = 5.5)

2.6859674

LogD (pH = 7.4)

2.6859674

Log P

2.6859674

Molar Refractivity

45.2289

Polarizability

16.891603

Polar Surface Area

43.14

Rotatable Bonds

Lipinski's Rule of Five

true

Data Source

Names and Identifiers

Synonyms

4-Nitrobenzyl bromide 98%alpha-Bromo-4-nitrotoluene1-(Bromomethyl)-4-nitrobenzene4-(Bromomethyl)nitrobenzene4-Nitrobenzyl bromide4-硝基苄溴p-NITROBENZYL BROMIDEα-溴-4-硝基甲苯α-Bromo-4-nitrotoluene4-硝基溴苄4-Nitrobenzyl bromide1-(Bromomethyl)-4-nitrobenzene

IUPAC name

1-(bromomethyl)-4-nitrobenzene

IUPAC Traditional name

4-nitrobenzyl bromide nitrobenzyl bromide

Names and Identifiers

Registration numbers

PubChem SID

PubChem CID

CAS Number

MDL Number

EC Number

Beilstein Number

Registration numbers

Properties

Physical Property

Melting Point

97-101°C

96-99 °C(lit.)

97-101°C

Properties

Related Proteins

No Data Available

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Molecular Spectra

No Data Available

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Molecule Details

MP Biomedicals

05205773

MP Biomedicals Rare Chemical collection

Sigma Aldrich

N13054

Packaging
25, 100 g in glass bottle

Molecule Details

References

PubChem Literature

From Data Sources

• For the protection of alcohols, introduction of the group by the use of silver oxide has been recommended. Selective cleavage can be accomplished with DDQ (2,3-Dichloro-5,6-dicyanobenzoquinone, A11879) or by anodic oxidation. Many other benzyl-type protecting groups are unaffected by these conditions: Tetrahedron Lett., 31, 389 (1990). Indium metal in the presence of ammonium chloride is an effective deprotection system for 4-nitrobenzyl ethers and esters: J. Chem. Soc., Perkin 1, 955 (2001).

• Has been used as a protecting reagent for the carboxyl group in peptide synthesis: Helv. Chim. Acta, 42, 972 (1959); see 4-Nitrobenzyl chloride, A15749, and Appendix 6. Has also been used in ?-lactam synthesis. Cleavage by sodium sulfide avoids hydrogenolysis problems otherwise encountered with these sulfur-containing nuclei: J. Org. Chem., 43, 1243 (1978).

References

Bioactivity

PubChem BioAssay

Bioactivity