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Merck
CN

430986

1,2-Dihydronaphthalene

≥99%

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About This Item

Empirical Formula (Hill Notation):
C10H10
CAS Number:
Molecular Weight:
130.19
EC Number:
207-183-8
UNSPSC Code:
12352100
MDL number:
Beilstein/REAXYS Number:
1851372
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InChI

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

InChI key

KEIFWROAQVVDBN-UHFFFAOYSA-N

SMILES string

C1Cc2ccccc2C=C1

assay

≥99%

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.)

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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, multi-purpose combination respirator cartridge (US)

Regulatory Information

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Claudia Sanfilippo et al.
Biotechnology letters, 26(23), 1815-1819 (2005-01-27)
Chloroperoxidase from Caldariomyces fumago catalyses the oxidation of 1,2-dihydronaphthalene to (1R,2R)-(+)-dihydroxytetrahydronaphthalene in homogenous citrate buffer/ionic liquid mixtures, using t-butyl hydroperoxide as O2 donor. It tolerates up to 30 (v/v) 1,3-dimethylimidazolium methylsulfate or 1-butyl-3-methylimidazolium methylsulfate. The enzyme activity in these ionic
Márcia Kameyama et al.
Molecules (Basel, Switzerland), 16(11), 9421-9438 (2011-11-15)
A new approach for the synthesis of indatraline was developed using as the key step an iodine(III)-mediated ring contraction of a 1,2-dihydronaphthalene derivative. Behavioral tests were conducted to evaluate the effect of indatraline and of its precursor indanamide on the
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
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.

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