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163228

Sigma-Aldrich

2-Methyl-1-tetralone

98%

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About This Item

Empirical Formula (Hill Notation):
C11H12O
CAS Number:
1590-08-5
Molecular Weight:
160.21
EC Number:
216-461-8
MDL number:
MFCD00001690
UNSPSC Code:
12352100
PubChem Substance ID:
24850029
NACRES:
NA.22

Quality Level

100

Assay

98%

form

liquid

refractive index

n20/D 1.5535 (lit.)

bp

127-131 °C/12 mmHg (lit.)

density

1.057 g/mL at 25 °C (lit.)

functional group

ketone

SMILES string

CC1CCc2ccccc2C1=O

InChI

1S/C11H12O/c1-8-6-7-9-4-2-3-5-10(9)11(8)12/h2-5,8H,6-7H2,1H3

InChI key

GANIBVZSZGNMNB-UHFFFAOYSA-N

General description

2-Methyl-1-tetralone undergoes enantioselective hydrogenation catalyzed by 1,4-diamine-ruthenium(II) complexes.

Application

2-Methyl-1-tetralone was used in enantioselective separation of indan, tetralin and benzosuberan derivatives in the presence of chiral additives by capillary electrophoresis.

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
MKCQ3685
MKCK4250
SHBJ4713
18296MM
64996JK

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Chiral separations of indan, tetralin and benzosuberan derivatives by capillary electrophoresis.
Gahm K-H, et al.
Journal of Chromatography A, 793(1), 135-143 (1998)
Takeshi Ohkuma et al.
Organic letters, 6(16), 2681-2683 (2004-07-30)
A combined system of a RuCl(2)(binap)(1,4-diamine) complex and t-C(4)H(9)OK in i-C(3)H(7)OH catalyzes enantioselective hydrogenation of various 1-tetralone derivatives and some methylated 2-cyclohexenones. Hydrogenation of 2-methyl-1-tetralone under dynamic kinetic resolution gives the cis alcohol with high ee. [reaction: see text]

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