CAS 939-26-4|(2-naphthyl)bromomethane|2-(bromomethyl)naphthalene|2-(Bromomethyl)naphthalene 96%|2-(bromomethyl)naphthalene|2-Naphthylmethyl bromide|2-(Bromomethyl)naphthalene|2-(溴甲基)萘

General Information

Structure

Molecular Formula

C₁₁H₉Br

Molecular Mass

221.09316

Exact Mass

219.98876229

Charge

InChI

InChI=1S/C11H9Br/c12-8-9-5-6-10-3-1-2-4-11(10)7-9/h1-7H,8H2

InChIKey

RUHJZSZTSCSTCC-UHFFFAOYSA-N

Canonic Smiles

BrCc1ccc2c(c1)cccc2

Isomeric Smiles

BrCc1cc2c(cc1)cccc2

Calculated Properties

JChem

H Acceptors

H Donor

LogD (pH = 5.5)

3.73546

LogD (pH = 7.4)

3.73546

Log P

3.73546

Molar Refractivity

55.3586

Polarizability

22.21318

Polar Surface Area

0.0

Rotatable Bonds

Lipinski's Rule of Five

true

Data Source

Names and Identifiers

IUPAC Traditional name

(2-naphthyl)bromomethane

IUPAC name

2-(bromomethyl)naphthalene

Synonyms

2-(Bromomethyl)naphthalene 96%2-(bromomethyl)naphthalene2-Naphthylmethyl bromide2-(Bromomethyl)naphthalene2-(溴甲基)萘

Names and Identifiers

Registration numbers

CAS Number

939-26-4

EC Number

213-359-5

Beilstein Number

636546

PubChem SID

2485055624848601162075754

MDL Number

MFCD00004123

PubChem CID

70320

Registration numbers

Properties

Related Proteins

No Data Available

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Molecular Spectra

No Data Available

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Molecule Details

Sigma Aldrich

143677

Packaging
5, 25, 100 g in glass bottle

Molecule Details

References

PubChem Literature

From Data Sources

• Primary or secondary OH groups can be protected as 2-naphthylmethyl (NAP) ethers, e.g. with NaH in DMF. The NAP ether is stable to dilute aqueous HCl or NaOH, but is cleanly hydrogenolyzed with Pd/C; preferential cleavage in the presence of a benzyl ether can be achieved in high yield: J. Org. Chem., 63, 4172 (1998). NAP protection has been utilized in carbohydrate synthesis where stability to 4% TFA in CHCl₃, hot 80% AcOH, SnCl₂/AgOTf, or HCl/EtOH were demonstrated, conditions under which the 4-methoxybenzyl (PMB) group is cleaved; both NAP and PMB groups are efficiently cleaved with DDQ: Tetrahedron Lett., 41, 169 (2000).

• NAP protection of amino groups and other N functions has also been reported. Cleavage was effected under mild condtions with DDQ: Synlett, 2065 (2003).

References

Bioactivity

PubChem BioAssay

Bioactivity

Names and Identifiers

IUPAC Traditional name

(2-naphthyl)bromomethane

IUPAC name

2-(bromomethyl)naphthalene

Synonyms

2-(Bromomethyl)naphthalene 96%2-(bromomethyl)naphthalene2-Naphthylmethyl bromide2-(Bromomethyl)naphthalene2-(溴甲基)萘

Registration numbers

CAS Number

939-26-4

EC Number

213-359-5

Beilstein Number

636546

PubChem SID

2485055624848601162075754

MDL Number

MFCD00004123

PubChem CID

70320

Molecule Details

Sigma Aldrich

143677

Packaging
5, 25, 100 g in glass bottle

References

PubChem Literature

From Data Sources

• NAP protection of amino groups and other N functions has also been reported. Cleavage was effected under mild condtions with DDQ: Synlett, 2065 (2003).

Bioactivity

PubChem BioAssay

Properties

Molecule

ID:88856