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M31104

Sigma-Aldrich

α-Methylbenzylamine

99%

Synonym(s):

(±)-α-Methylbenzylamine, alpha-Methylbenzylamine, (±)-1-Phenylethylamine

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About This Item

Linear Formula:
C6H5CH(CH3)NH2
CAS Number:
618-36-0
Molecular Weight:
121.18
Beilstein/REAXYS Number:
636127
EC Number:
210-545-8
MDL number:
MFCD00008069
UNSPSC Code:
12352100
PubChem Substance ID:
24896793
NACRES:
NA.22

assay

99%

form

liquid

refractive index

n20/D 1.526 (lit.)

bp

185 °C/756 mmHg (lit.)

density

0.94 g/mL at 25 °C (lit.)

SMILES string

CC(N)c1ccccc1

InChI

1S/C8H11N/c1-7(9)8-5-3-2-4-6-8/h2-7H,9H2,1H3

InChI key

RQEUFEKYXDPUSK-UHFFFAOYSA-N

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General description

α-Methylbenzylamine is a nitrogen source that is widely used as a representative substrate to study the chemo-enzymatic kinetic resolution of primary amines.

Application

α-Methylbenzylamine can be used as a reactant for the synthesis of dihydro-5H-dibenz[c,e]azepinium salts by reacting with racemic biphenol derivatives.
It is used in the synthesis of o-fluorobenzylamines.

pictograms

CorrosionExclamation mark
GHS05,GHS07

signalword

Danger

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Oral - Eye Dam. 1 - Skin Corr. 1B

Storage Class

8A - Combustible corrosive hazardous materials

wgk_germany

WGK 1

flash_point_f

158.0 °F - closed cup

flash_point_c

70 °C - closed cup

ppe

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter

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Certificates of Analysis (COA)

Lot/Batch Number
WXBD2087V
WXBD1528V
WXBC8971V
STBD6497V
STBC4673V

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Boyeong Kang et al.
Scientific reports, 7(1), 4786-4786 (2017-07-08)
The energy flow during natural photosynthesis is controlled by maintaining the spatial arrangement of pigments, employing helices as scaffolds. In this study, we have developed porphyrin-peptoid (pigment-helix) conjugates (PPCs) that can modulate the donor-acceptor energy transfer efficiency with exceptional precision
Chemoenzymatic dynamic kinetic resolution of primary amines.
Paetzold, Jens and Backvall, Jan E
Journal of the American Chemical Society, 127(50), 17620-17621 (2005)
Nora Weber et al.
Microbial cell factories, 16(1), 3-3 (2017-01-05)
Whole-cell biocatalysis based on metabolically active baker's yeast with engineered transamination activity can be used to generate molecules carrying a chiral amine moiety. A prerequisite is though to express efficient ω-transaminases and to reach sufficient intracellular precursor levels. Herein, the
Palladium-Catalyzed ortho-Selective C-H Fluorination of Oxalyl Amide-Protected Benzylamines.
Chen, Changpeng et al.
The Journal of Organic Chemistry, 80(2), 942-949 (2014)
Jan Dines Knudsen et al.
Microbial cell factories, 15, 37-37 (2016-02-18)
Saccharomyces cerevisiae can be engineered to perform a multitude of different chemical reactions that are not programmed in its original genetic code. It has a large potential to function as whole-cell biocatalyst for one-pot multistep synthesis of various organic molecules
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