1,4-Dimethoxybenzene Property

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)

Safety

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)

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

1,4-Dimethoxybenzene Chemical Properties,Usage,Production

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.]