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Merck
CN

D105937

1,2-Dihydronaphthalene

95%

Synonym(s):

1,2-Dialin, 3,4-Dihydronaphthalene

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About This Item

Empirical Formula (Hill Notation):
C10H10
CAS Number:
447-53-0
Molecular Weight:
130.19
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
24893339
EC Number:
207-183-8
Beilstein/REAXYS Number:
1851372
MDL number:
MFCD00001672

Key Documents

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Product Name

1,2-Dihydronaphthalene, 95%

InChI key

KEIFWROAQVVDBN-UHFFFAOYSA-N

InChI

1S/C10H10/c1-2-6-10-8-4-3-7-9(10)5-1/h1-3,5-7H,4,8H2

SMILES string

C1Cc2ccccc2C=C1

assay

≥94.5% (GC)
95%

form

liquid

refractive index

n20/D 1.582 (lit.)

bp

89 °C/16 mmHg (lit.)

mp

−8 °C (lit.)

density

0.997 g/mL at 25 °C (lit.)

Quality Level

100

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Storage Class

10 - Combustible liquids

wgk

WGK 3

flash_point_f

152.6 °F - closed cup

flash_point_c

67 °C - closed cup

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

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Certificates of Analysis (COA)

Lot/Batch Number
BCCN3137
BCCJ9567
BCCJ1863
BCBQ3661V
BCBQ0980V

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D S Torok et al.
Journal of bacteriology, 177(20), 5799-5805 (1995-10-01)
Bacterial strains expressing toluene and naphthalene dioxygenase were used to examine the sequence of reactions involved in the oxidation of 1,2-dihydronaphthalene. Toluene dioxygenase of Pseudomonas putida F39/D oxidizes 1,2-dihydronaphthalene to (+)-cis-(1S,2R)-dihydroxy-1,2,3,4-tetrahydronaphthalene, (+)-(1R)-hydroxy-1,2-dihydronaphthalene, and (+)-cis-(1R,2S)-dihydroxy-1,2-dihydronaphthalene. In contrast, naphthalene dioxygenase of Pseudomonas
S L Eaton et al.
Applied and environmental microbiology, 62(12), 4388-4394 (1996-12-01)
The substrate oxidation profiles of Sphingomonas yanoikuyae B1 biphenyl-2,3-dioxygenase and cis-biphenyl dihydrodiol dehydrogenase activities were examined with 1,2-dihydronaphthalene and various cis-diols as substrates. m-Xylene-induced cells of strain B1 oxidized 1,2-dihydronaphthalene to (-)-(1R,2S)-cis-1,2-dihydroxy-1,2-3,4-tetrahydronaphthalene as the major product (73% relative yield). Small
Keith Smith et al.
Chemical communications (Cambridge, England), (8)(8), 886-887 (2002-07-19)
We have successfully prepared an unsymmetrical analogue of a Katsuki-type salen ligand having a single hydroxyalkyl group at its 6-position, and also its Mn(III) complex; attachment of the complex to a polymer gives a highly enantioselective and recoverable catalyst for
Tian-Yu Liu et al.
Chemical communications (Cambridge, England), (22)(22), 2228-2230 (2007-05-31)
The asymmetric Michael-type Friedel-Crafts reaction of naphthols and nitroolefins promoted by bifunctional thiourea-tertiary amine organocatalysts (up to 95% ee) was investigated; on simply extending the reaction time further cascade reactions could occur to generate enantiopure dimeric tricyclic 1,2-dihydronaphtho[2,1-b]furanyl-2-hydroxylamine derivatives.
D R Boyd et al.
Chemical research in toxicology, 6(6), 808-812 (1993-11-01)
Both 1,2-dihydronaphthalene and 1,2-dihydroanthracene were hydroxylated at the benzylic (1-) or the allylic (2-) position by rat liver microsomes and purified cytochrome P-450 enzymes to yield "arene hydrates". Two other classes of metabolites were formed, the dehydrogenation products naphthalene and
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