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1,4-Dimethoxybenzene

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1,4-Dimethoxybenzene Basic information

Product Name:
1,4-Dimethoxybenzene
Synonyms:
  • 1,3-Bis(hydroxymethyl)-2-benzimidazolinone
  • 1,4-dimethoxy-benzen
  • 2-Benzimidazolinone, 1,3-bis(hydroxymethyl)-
  • 4-Methoxyanisole
  • Anisole, p-methoxy-
  • Benzene, p-dimethoxy-
  • Benzene,1,4-dimethoxy-
  • dimethoxybenzene
CAS:
150-78-7
MF:
C8H10O2
MW:
138.16
EINECS:
205-771-9
Product Categories:
  • Building Blocks
  • C2 to C8
  • Chemical Synthesis
  • Ethers
  • Organic Building Blocks
  • Oxygen Compounds
  • Aromatic Ethers
  • Benzene derivates
  • 150-78-7
Mol File:
150-78-7.mol
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1,4-Dimethoxybenzene Chemical Properties

Melting point:
54-56 °C(lit.)
Boiling point:
213 °C(lit.)
Density 
1.053 g/mL at 25 °C(lit.)
vapor density 
4.8 (vs air)
vapor pressure 
<1 mm Hg ( 20 °C)
refractive index 
1.5231 (estimate)
FEMA 
2386 | P-DIMETHOXYBENZENE
Flash point:
98 °C
storage temp. 
Sealed in dry,Room Temperature
solubility 
dioxane: 0.1 g/mL, clear
form 
Crystalline Powder, Crystals, or Flakes
color 
White
Specific Gravity
1.053
Odor
at 1.00 % in dipropylene glycol. sweet green new mown hay fennel
PH
7 (H2O, 20℃)(saturated solution)
explosive limit
1.2-5.6%(V)
Odor Type
green
Water Solubility 
0.8 g/l (20 ºC)
Sensitive 
Light Sensitive
JECFA Number
1250
BRN 
774605
Dielectric constant
4.5(23℃)
Stability:
Stable. Combustible. Incompatible with strong oxidizing agents.
LogP
2.08 at 20℃
CAS DataBase Reference
150-78-7(CAS DataBase Reference)
NIST Chemistry Reference
Benzene, 1,4-dimethoxy-(150-78-7)
EPA Substance Registry System
p-Dimethoxybenzene (150-78-7)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36-24/25
WGK Germany 
1
RTECS 
CZ6650000
Autoignition Temperature
1463 °F
TSCA 
Yes
HS Code 
29093090
Hazardous Substances Data
150-78-7(Hazardous Substances Data)

MSDS

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1,4-Dimethoxybenzene Usage And Synthesis

Chemical Properties

white crystals or powder

Chemical Properties

Hydroquinone Dimethyl Ether occurs in hyacinth oil and has also been identified in tea. It is a white, crystalline solid (mp 57–58°C) with an intensely sweet, somewhat herbal, nut-like odor.
Hydroquinone dimethyl ether is prepared by etherification of hydroquinone and is used in soap perfumes.

Chemical Properties

p-Dimethoxybenzene has a bitter taste.

Occurrence

Reported found in hyacinth (Hyacinthus orientalis L.) essential oil, Rhodophyllus icterius, papaya, peppermint oil, green tea, cherimoya and cooked shrimp

Uses

1,4-Dimethoxybenzene is used as Pharmaceutical Intermediate. It is used in some paints and as a diazo dye. It is also used in perfumes and flavors in order to its floral odor. In addition, it is used on greasy skin, and with sulfur to treat acne, or as a dandruff treatment.

Uses

Weathering agent in paints and plastics, fixative in perfumes, dyes, resin intermediate, cosmetics, especially suntan preparations, flavoring.

Definition

ChEBI: 1,4-Dimethoxybenzene is a dimethoxybenzene.

Preparation

By methylation of hydroquinone using dimethyl sulfate and alkali.

Synthesis Reference(s)

Journal of the American Chemical Society, 83, p. 1251, 1961 DOI: 10.1021/ja01466a056

General Description

Colorless crystals.

Air & Water Reactions

Slightly water soluble .

Reactivity Profile

1,4-Dimethoxybenzene is an ether. Ethers may react violently with strong oxidizing agents. In other reactions, which typically involve the breaking of the carbon-oxygen bond, ethers are relatively inert.

Flammability and Explosibility

Not classified

Synthesis

An aqueous solution of sodium hydroxide (40%,175 ml) is added dropwiseduring 3 hr at 18-22° to a well stirred mixture of hydroquinone (50 g,0.45mole),sodium hydrosulphite (2.0 g,0.115 mole), dimethyl sulphate (110ml,146.63 g,1.16 mole) and alcohol (150 ml). Ice (1 kg) is added and the reaction mixture left overnight at room temperature. It is extracted withether (2 × 200 ml). The ether extract is washed with water,dried(anhydrous sodium sulphate) and distilled.1,4-Dimethoxy benzene isobtained as an oil. Yield 52.75 g (84.1%).It solidifies on cooling and iscrystallised from ether-petroleum ether as shining needles. M.p. 55-56°.

Purification Methods

Steam distil 1,4-dimethoxybenzene, then crystallise it from hexane or *benzene, and from MeOH or EtOH, but these are wasteful due to high solubilities. Dry it under vacuum. It also sublimes under vacuum. [Beilstein 6 IV 5718.]

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