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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:
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

Signal Word

Danger

Hazard Statements

H302 + H312,H314

Hazard Classifications

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

WGK

WGK 1

Flash Point(F)

closed cup

Flash Point(C)

closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
Kinetic resolution of ??methylbenzylamine with o?transaminase screened from soil microorganisms: Application of a biphasic system to overcome product inhibition.
Shin, Jong-Shik and Kim, Byung-Gee
Biotechnology and Bioengineering, 55(2), 348-358 (1997)
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
Chemoenzymatic dynamic kinetic resolution of primary amines.
Paetzold, Jens and Backvall, Jan E
Journal of the American Chemical Society, 127(50), 17620-17621 (2005)
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
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