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D105937

Sigma-Aldrich

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
Beilstein:
1851372
EC Number:
207-183-8
MDL number:
MFCD00001672
UNSPSC Code:
12352100
PubChem Substance ID:
24893339
NACRES:
NA.22

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.)

SMILES string

C1Cc2ccccc2C=C1

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

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Related Categories

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

152.6 °F - closed cup

Flash Point(C)

67 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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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
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
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
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
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
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