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698-19-1

698-19-1 Structure

698-19-1 Structure
IdentificationBack Directory
[Name]

(2-BROMOBENZYL)METHYLAMINE
[CAS]

698-19-1
[Synonyms]

(2-BROMOBENZYL)METHY
(2-BROMOBENZYL)METHYLAMINE
2-BROMO-N-METHYLBENZYLAMINE
N-Methyl-2-bromobenzylamine
(2-Bromobenzyl)methylamine95%
2-(2-broMophenyl)ethan-1-aMine
2-Bromo-N-methylbenzylamine 97%
2-Bromo-N-methyl-Benzenemethanamine
Benzenemethanamine, 2-bromo-N-methyl-
[Molecular Formula]

C8H10BrN
[MDL Number]

MFCD05262953
[MOL File]

698-19-1.mol
[Molecular Weight]

200.08
Chemical PropertiesBack Directory
[Boiling point ]

71-74 °C2 mm Hg(lit.)
[density ]

1.358 g/mL at 25 °C(lit.)
[refractive index ]

n20/D 1.5670(lit.)
[Fp ]

220 °F
[storage temp. ]

Keep in dark place,Inert atmosphere,Room temperature
[form ]

Viscous Liquid
[pka]

9.14±0.10(Predicted)
[Appearance]

Colorless to light yellow Liquid
[Sensitive ]

Air Sensitive
[InChI]

1S/C8H10BrN/c1-10-6-7-4-2-3-5-8(7)9/h2-5,10H,6H2,1H3
[InChIKey]

TUADRPBKJHMHDH-UHFFFAOYSA-N
[SMILES]

CNCc1ccccc1Br
Safety DataBack Directory
[Hazard Codes ]

Xn
[Risk Statements ]

22
[Safety Statements ]

36
[WGK Germany ]

2
[HazardClass ]

8
[Storage Class]

10 - Combustible liquids
[Hazard Classifications]

Acute Tox. 4 Oral
Aquatic Chronic 3
Spectrum DetailBack Directory
[Spectrum Detail]

(2-BROMOBENZYL)METHYLAMINE(698-19-1)1HNMR
Hazard InformationBack Directory
[Synthesis]

2-Bromobenzaldehyde

6630-33-7

(2-BROMOBENZYL)METHYLAMINE

698-19-1

Preparation of Example (Compound 22a): 29.4 g of o-bromobenzaldehyde and 81 mL of 40% aqueous methylamine were mixed with 238 mL of tetrahydrofuran (THF). At room temperature, 19 g of sodium borohydride (NaBH4) was added in batches over 25 minutes. The reaction mixture was stirred overnight at room temperature and then concentrated using a rotary evaporator. The residue was stirred into ice water and the aqueous phase was extracted twice with ether. The combined ether phases were concentrated by evaporation under reduced pressure. The product was purified by silica gel column chromatography using ethyl acetate or ethyl acetate/methanol (4:1) as eluent to give 18.5 g of N-methyl-2-bromobenzylamine (22a) in yellow liquid form. Yield: 58%.

[References]

[1] Patent: US6232468, 2001, B1
[2] Tetrahedron, 2003, vol. 59, # 40, p. 8049 - 8056
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