DIMETHYLHYDROQUINONE ETHER

PRODUCT IDENTIFICATION
CAS NO. 150-78-7

DIMETHYLHYDROQUINONE ETHER

EINECS NO. 205-771-9
FORMULA C6H4(OCH3)2
MOL WT. 138.18

H.S. CODE

 

TOXICITY

 Oral rat LD50: 3600 mg/kg
SYNONYMS Hydroquinone dimethyl ether; Quinol dimethyl ether;  
p-Dimethoxybenzene; Dimethylhydroquinone ether; DMB; Hydroquinone Dimethyl ether; Quinol dimethyl ether; 1,4-Dimethoxybenzene; Dimethylhydroquinone; p-Methoxyanisole; Dimethyl ether hydroquinone; Dimethylolbenzimidazolon; Methyl p-methoxyphenyl ether; 1,3-Bis(hydroxymethyl)-2-benzimidazolinone; 1,3-bis(hydroxymethyl)-2-Benzimidazolinone; p-methoxy-anisole; Dimethylether hydrochinonu; 4-Methoxyanisole;

SMILES

 c1(ccc(OC)cc1)OC

CLASSIFICATION

 Aromatic ether

PHYSICAL AND CHEMICAL PROPERTIES
PHYSICAL STATE white crystal

MELTING POINT

 56 - 60 C
BOILING POINT 213 C
SPECIFIC GRAVITY 1.053

SOLUBILITY IN WATER

 slightly soluble (very soluble in ether, benzene)
VAPOR DENSITY  

AUTOIGNITION

 > 450 C
pKa (Dissociation Constant at 20 C)
log Pow 2.04 (Octanol-water)
VAPOR PRESSURE 0.087 (mmHg at 25 C)
HENRY'S LAW 3.54E-03 (atm-m3/mole at 25 C)
OH RATE 2.03E-11 (Atmospheric at 25 C )
AUTOIGNITION  

NFPA RATINGS

 

REFRACTIVE INDEX

  
FLASH POINT

98 C

STABILITY Stable under ordinary conditions

GENERAL DESCRIPTION & EXTERNAL LINKS
There are three isomeric compounds of dihydroxybenzene molecule structure, which all have traditional names respectively. The ortho (1,2) isomer is called catechol (Also known as catechin; pyrocatechol; pyrocatechuic acid), which forms clear crystals used as a photographic developer in solution and as a starting material to produce synthetic catecholamines which have important physiological effects as neurotransmitters and hormonesany (such as epinephrine,  adrenaline, norepinephrine, and dopamine). The meta (1,3) isomer is resorcinol (also known as resorcin), which forms clear needle crystals used in the production of diazo dyes and plasticizers. It is produced by sulfonating benzene with fuming sulfuric acid and fusing the resulting benzenedisulfonic acid with caustic soda. Resorcinol is used in resins as an UV absorber. It is used in manufacturing fluorescent and leather dyes and adhesives. Reaction with formaldehyde produces resins( (resorcinol formaldehyde resins) used to make rayon and nylon. It is used as a pharmaceutical to treat acne and other greasy skin conditions in combination with other acne treatments such as sulfur. It is used as an anti-dandruff agent in shampoo and sunscreen cosmetics. It is also used as a chemical intermediate to synthesis pharmaceuticals and other organic compounds. The para (1,4) isomer is hydroquinone (also known as quinol), which forms clear prisms used as a photographic reducer and developer (except in color film). It is formed in large quantities by chemical reduction of benzoquinone. This compound is a general-purpose inhibitor, stabilizer, antioxidant, and intermediate. One of the major uses of hydroquinone is as an intermediate to make other inhibitors, stabilizers, antioxidants, agricultural chemicals, and dyes.

Ether is any of a number of organic compounds characterized by an oxygen atom joined with single bonds by two carbon atoms that are part of hydrocarbon groups. The general formula is R-O-R', where R and R' are alkyl or aromatic groups. Ethers are formed by the condensation of two alcohols by heating with sulfuric acid; the reaction is one of dehydration. Ethers can be prepared from alkyl halide reacted with metallic alkoxide (called Williamson synthesis). Ethers are similar to alcohols but are generally less dense, less soluble in water, and have lower boiling points. They are relatively unreactive, which makes them valuable solvents. But ethers will be cleaved at high temperatures by concentrated hydrogen halides. Ethers have relatively low boiling point compare to alkanes as they don't form hydrogen bonds each other. Ethers are more lipophilic than esters [R-C(=O)-O-R']or amides [RCO-NH2]. Ethers are widely used as solvents for various organic reactions because they are relatively the least reactive among common organic compounds except alkanes and fluorocarbons. The common reaction of ethers is cleavage of the C–O bond by strong acids either in linear chain or cyclic structure. Ethers in which oxygen is bonded to primary and secondary alkyl groups can form peroxide compounds in the presence of gaseous oxygen due to two unpaired electrons in oxygen. Ethers can act as Lewis bases in chemical reactions. Commonly, ethers are named simply in listing the alkyl groups in alphabetical order or alkane order such as ethyl methyl ether or methyl ethyl ether, which is methoxyethane in IUPAC nomenclature ( the formula of "alkoxyalkane" ). When ether is a parts of complex molecule or aromatic derivatives, it is described as an alkoxy substituent such as methoxybenzene ( trivial name is anisole). The methoxy prefix indicates the function methyl group joined by single bonds to an oxygen atom, with the general formula  -O-CH3. Cyclic ethers have ring structure where the oxygen has become part of the ring. The term of epoxide indicate three membered cyclic ether (also called oxirane) in which an oxygen atom is joined to each of two carbon atoms that are already bonded to each other; four membered cyclic ether is called oxetane; five membered cyclic ether, furan (or oxolane); six membered cyclic ether, pyran (also called oxane) respectively. Their unhindered oxygen atom carries two unshared pairs of electrons - a structure which favors the formation of coordination complexes and the solvation of cations. Cyclic ethers are used as important solvents, as chemical intermediate and as monomer for ring-opening polymerization. Crown Ether is a macrocyclic polyether whose structure contains hydrogen, carbon and oxygen atoms. Each oxygen atoms are confined between two carbon atoms and exhibits a conformation with a hole (accordingly called "crown").  Anisole is one of the simplest aromatic compound to which ether group is linked. But it is different with aromatic compounds like furan where the oxygen is a part of the ring.  Anisole, C6H5OCH3 (methyl phenyl ether), is a clear liquid that is soluble in ether and alcohol; insoluble in water; boiling point 155 C. Anisole and its derivatives are used as solvents and in perfumery. Anisole can be obtained from anise seed. Anisic acid, p-methoxybenzoic acid, is a part of cresol class antiseptic compounds. It is also used as an insect repellent and ovicide. Anisole, anisic acid, and their derivatives are also widely used in chemical reaction as intermediates to obtain target materials such as dyes, pharmaceuticals, perfumes, photoinitiators and agrochemicals.

Hydroquinone Dimethyl Ether is used as a component in perfume fixative, flavoring agent and cosmetics. It is used as an intermediate for plastic additive, dyes and pharmaceuticals. It is used in paints.

SALES SPECIFICATION

APPEARANCE

 white crystal

ASSAY

99.0% min

MELTING POINT

55 C min

HYDROQUINONE

0.01% max

TRANSPORTATION
PACKING 25kgs in fiber drum
HAZARD CLASS  
UN NO.  
OTHER INFORMATION

Hazard Symbols: XI, Risk Phrases: 36/37/38, Safety Phrases: 26-36