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Product Name:
1,4-Dimethoxybenzene
CAS No:
150-78-7
Usage:
ADF
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Product Introduction

1,4-Dimethoxybenzene(cas 150-78-7)

Synonym: p-Methoxyanisole
CAS Number: 150-78-7
Purity: 98%
Molecular Weight: 138.16
Molecular Formula: C8H10O2

Technical Information

Physical State: Solid
Storage: Store at room temperature
Melting Point: 54-56° C (lit.)
Boiling Point: 213° C (lit.)
Density: 1.053 g/mL at 25° C

Safety and Reference Information

RTECS: CZ6650000
PubChem CID: 9016
MDL Number: MFCD00008401
EC Number: 205-771-9
Beilstein Registry: 774605
SMILES: COC1=CC=C(OC)C=C1

1,4-Dimethoxybenzene(cas 150-78-7) is an organic compound with the formula C6H4(OCH3)2. It is one of three isomers of dimethoxybenzene. It is a white solid with an intensely sweet floral odor. It is produced by several plant species.

1,4-Dimethoxybenzene(cas 150-78-7) Occurrence
It occurs naturally in willow (Salix), tea, hyacinth, zucchini (Cucurbita pepo). It appears to attract bees as it has a powerful response in their antenna.[4] In a study in mice, Brazilian researchers identified 1,4-Dimethoxybenzene(cas 150-78-7) as the major psychoactive chemical in musk willow (Salix aegyptiaca) by its ability to cause somnolescence and depressed activity.

1,4-Dimethoxybenzene(cas 150-78-7) Preparation
It is produced by the methylation of hydroquinone using dimethylsulfate and an alkali.

1,4-Dimethoxybenzene(cas 150-78-7) Uses
1,4-Dimethoxybenzene(cas 150-78-7) is mainly used in perfumes and soaps.

It is an intermediate in synthesis of organic compounds, including pharmaceuticals.

1,4-Dimethoxybenzene(cas 150-78-7) Niche uses

It can be used as a developer in black and white film, and as a base in synthesizing catecholamines and phenethylamines.

1,4-Dimethoxybenzene(cas 150-78-7), a floral scent compound in willows that attracts an oligolectic bee

Abstract Many bees are oligolectic and collect pollen for their larvae only from one particular plant family or genus. Here, we identified flower scent compounds of two Salix species important for the attraction of the oligolectic bee Andrena vaga, which collects pollen only from Salix. Flower scent was collected by using dynamic-headspace methods from Salix caprea and S. atrocinerea, and the samples were subsequently analyzed by coupled gas chromatographic-electroantennographic detection (GC-EAD) to detect possible attractants of A. vaga. EAD active compounds were identified by gas chromatography coupled to mass spectrometry. Both Salix species had relatively similar scent profiles, and the antennae of male and female bees responded to at least 16 compounds, among them different benzenoids as well as oxygenated monoterpenoids and sesquiterpenoids. The strongest antennal responses were triggered by 1,4-Dimethoxybenzene(cas 150-78-7), and in field bioassays, this benzenoid attracted females of A. vaga at the beginning of its flight period, but not at the end.

Facile oxidation of fused 1,4-Dimethoxybenzenes(cas 150-78-7) to 1,4-quinones using NBS: fine-tuned control over bromination and oxidation reactions

Fused 1,4-Dimethoxybenzene(cas 150-78-7)s could be oxidized to benzoquinones by either direct oxidation or demethylation-oxidation. The oxidative demethylation of 5,8-dimethoxy-2-methylquinoline using 1.1 equiv of NBS in aqueous THF and a catalytic amount of H2SO4 at 20 degrees C for 5 min gave 2-methylquinoline-5,8-dione in 98% yield without bromination. Moreover, we can control either bromination or oxidative demethylation, or both reactions.

Synthesis and Characterization of Semiconductive Poly1,4Dimethoxybenzene and Its Derived Polyquinone

Poly‐1,4‐dimethoxybenzene has been synthesized by the anodic oxidation of 1,4‐dimethoxybenzene in aprotic electrolytes. The black polymer is a doped semiconductor as formed. This material is converted to polymeric (oligomeric) hydroquinone and quinone. The polymers are insoluble in all common solvents except for the polyhydroquinone in aqueous base. A coulombic titration of this quinone, using an electrode compounded with carbon and in an aprotic electrolyte, gave an equivalent weight corresponding to 650.5 e 61 per quinone unit. Similar results were observed in the initial cycles in Li cells, however, the capacity of the electrode degraded on cycling.

Anodic oxidation of mono- and disubstituted 1,4-Dimethoxybenzenes(cas 150-78-7)

The electrochemical oxidation of mono- and disubstituted 1,4-Dimethoxybenzene(cas 150-78-7) derivatives with zero, one, and two benzylic CH(2)X groups (X = OAc, Cl, OH) (5a-c and 6a-c) has been carried out by using both constant-current and controlled-potential techniques in methanol and in the presence of different electrolytes and working electrodes. Constant-current electrolysis in KOH-methanol solutions yielded mostly the corresponding 1,4-quinone derivatives from 5a-c and 6b, whereas the disubstituted 1,4-Dimethoxybenzene(cas 150-78-7)s 6a,c underwent side-chain oxidation to form 2,5-dimethoxyterephthalaldehydes. Upon alteration of the medium from the commonly used basic KOH-methanol to neutral LiClO(4)-methanol, a new spectrum of products was achieved in most cases, involving novel coupling products from monosubstituted substrates and quinone derivatives from disubstituted ones. Controlled-potential oxidation at the glassy carbon anodes and in a neutral LiClO(4)-methanol medium led to more complex mixtures of products, namely, polymers and new coupling products from monosubstituted substrates and quinones and side-chain oxidation (or substitution) products from the disubstituted ones. Three new coupling products were isolated and characterized by X-ray measurements.