DIETHYLENE GLYCOL DIACETATE

PRODUCT IDENTIFICATION
CAS NO. 628-68-2

DIETHYLENE GLYCOL DIACETATE
EINECS NO. 211-049-4
FORMULA C8H14O5
MOL WT. 190.20
H.S. CODE 2915.39

TOXICITY

  
SYNONYMS 2,2'-Oxybisethanol, Diacetate;
3-Oxapentane-1,5-diyl diacetate; Oxydiethylene acetate; Diglycol, diacetate; 2-[2-(Acetyloxy)ethoxy]ethyl acetate; Oxydiethylendi(acetat); Di(acetato) de oxidietileno (Spanish}; Di(acétate) d'oxydiéthylène (French);

SMILES

 

CLASSIFICATION

 

PHYSICAL AND CHEMICAL PROPERTIES
PHYSICAL STATE clear liquid
MELTING POINT 18 - 20 C
BOILING POINT

 
SPECIFIC GRAVITY

1.115  - 1.120
SOLUBILITY IN WATER
pH

VAPOR DENSITY
AUTOIGNITION
NFPA RATINGS Health: 1; Flammability: 2; Reactivity: 0
REFRACTIVE INDEX

1.430 - 1.432
FLASH POINT 135 C
STABILITY

Stable under ordinary conditions

APPLICATIONS
Glycol: any of a class of organic chemicals characterized by having separate two hydroxyl (-OH) groups, contribute to high water solubility, hygroscopicity and reactivity with many organic compounds, on usually linear and aliphatic carbon chain. The general formula is CnH2n(OH)2 or (CH2)n(OH)2. The wider meaning names include diols, dihydric alcohols, and dihydroxy alcohols. Polyethylene glycols and polypropylene glycols are sometimes called polyglycols which are derived by polymerization of ethylene oxide and propylene oxide respectively. Polyethylene glycols are water-soluble at all molecular weights, but polypropylene glycols become increasingly less water-soluble at high molecular weights. Ethylene glycol, HOCH2CH2OH, is the simplest member of the glycol family. Mono-, di- and triethylene glycols are the first three members of a homologous series of dihydroxy alcohols. They are colourless, essentially odourless stable liquids with low viscosities and high boiling points. Ethylene glycol is a colourless, odourless, involatile and hygroscopic liquid with a sweet taste.  It is somewhat viscous liquid; miscible with water; boiling point 198 C, melting point 13 C; soluble in ethanol, acetone, acetic acid, glycerine, pyridine, aldehydes; slightly soluble in ether; insoluble in oil, fat, hydrocarbones. It is prepared commercially by oxidation of ethylene at high temperature in the presence of silver oxide catalyst, followed by hydration of ethylene oxide to yield mono-, with di-, tri-, and tetraethylene glycols as co-products.  The yields of ethylene glycol are depend on pH conditions. The acid-catalyzed condition in the presence of excess water provides the highest yield of monoethylene glycol. Because of its low freezing point, involatility and low corrosive activity, it is widely used in mixtures of automobile antifreeze and engine-cooling liquids. Ethylene glycol has become increasingly important in the plastics industry for the manufacture of polyester fibers and resins, including polyethylene terephthalate, which is used to make plastic bottles for soft drinks (PET bottles). MEG is the raw material in the production of polyester fiber, PET resins, alkyd, and unsaturated polyester. Diethylene glycol, CH2OHCH2OCH2CH2OH, is similar in properties to MEG, but with a higher boiling point, viscosity, and specific gravity. Diethylene glycol is used in the manufacture of unsaturated polyester resins, polyurethanes and plasticizers. It is a water-soluble liquid;  boiling point 245 C; soluble in many organic solvents. It is used as a humectant in the tobacco industry and in the treatment of corks, glue, paper and cellophane. Diethylene glycol (DEG) is derived as a co-product with ethylene glycol and triethylene glycol. The industry generally operates to maximize MEG production. Ethylene glycol is by far the largest volume of the glycol products in a variety of applications. Availability of DEG will depend on demand for derivatives of the primary product, ethylene glycol, rather than on DEG market requirements. Triethylene glycol, HO(C2H4O)3H, is a colourless, odourless, non-volatile, and hygroscopic liquid. It is characterised by two hydroxyl groups along with two ether linkages, which contribute to its high water solubility, hygroscopicity, solvent properties and reactivity with many organic compounds. DEG is used in the synthesis of morpholine and 1,4-dioxane. TEG is displacing diethylene glycol in many of these applications on account of its lower toxicity. TEG finds use as a vinyl plasticizer, as an intermediate in the manufacture of polyester resins and polyols, and as a solvent in many miscellaneous applications. Triethylene glycol (TEG) is derived as a coproduct in the manufacture of ethylene glycol from ethylene oxide, and from "on-purpose" TEG production using diethylene glycol. Some capacities are based on total capacity for ethylene glycols. The main uses for TEG depend upon its hygroscopic properties. Air conditioning systems use TEG as dehumidifiers and, when volatilized, as an air disinfectant for bacteria and virus control. Glycols, having high boiling point and affinity for water, are employed as liquid desiccant for the dehydration of natural gas. The dehydration means the removal of water vapor in refinery tower so that dry hydrocarbon gases can exit from the top of the tower. There are wide range of glycol ethers which have bifunctional nature of ether and alcohol. cellosolves are monoether derivatives of ethylene glycol. They are excellent solvents, having solvent properties of both ethers and alcohols. Glycol family products are versatile compounds used in the fields include;
  • Anti-freezing and anti-icing additive
  • Intermediate in polymer production and chemical reaction
  • Solvent or plasticizer for plastic, lacquer, paint and varnish
  • Hydraulic, brake, thermal exchange fluids and fuel additive
  • Humidifying and plasticizing
  • Dehydrating
  • Coupling printing inks
  • Textile conditioning
  • Solvent for dyes in textile and leather finishing
  • Agricultural formulation
  • General purpose cleaners
  • Explosives manufacture
  • Electrolytic component
  • Humectant
  • Water-based coating
  • Preservative, rust remover, and disinfectant
Acetate is the ester that an organic group replaces a hydrogen atom in -OH group of acetic acid through reaction (typically condensation) with alcohols. Condensation is the reaction in which two molecules having -OH groups are joined with eliminating a water molecule from their -OH groups. They are produced by esterification reaction from acetic acid and the corresponding alcohol in the presence of strong acids like sulfuric acid. This reaction is reversible and acetate can be hydrolyzed back into alcohol and acetic acid in the presence of strong bases or strong acid, especially at elevated temperature. The term acetate is also for the salt that one or more of the hydrogen atoms of acetic acid are replaced by one or more cations of the base, resulting in a compound containing the negative organic ion of CH3COO-. Lower acetate is a non-polar to weak polar aprotic solvent which have some solubility portion in water. Its miscibility with water gets higher at elevated temperature. Higher acetates have a low solubility in water and used as extraction solvents for fine chemicals particularly for certain antibiotics. Organic acetates are good solvents for a broad range of resins as they are miscible with almost all common organic liquids. Due to their powerful solvency, high volatility and mild odor, acetates are widely used as solvents for paints, coatings, adhesives, cellulose, plastics, fats, wood stains. Additionally ether acetates series are also widely used as solvents. This surfactant-like structure provides the compatibility between water and a number of organic solvents, and the ability to couple unlike phases. The main products include ethyleneglycol monoethyl ether acetate, ethyleneglycol monobutyl ether acetate, and propyleneglycol monomethyl ether acetate. Aromatic acetates such as benzyl acetate are also useful solvent. Benzyl acetate has jasmine like odor. Isoamyl acetate has a similar smell to both banana and pear. Acetates have characteristic fruity odor. They are used as component of perfumes and flavorings. They are used as chemical intermediate to manufacture pharmaceuticals, synthetic flavorings, cleaners, and other organic compounds.

Acetate

 FORMULA

CAS RN

B.P C
Methyl acetate CH3COOCH3 79-20-9 57 - 58
Ethyl acetate CH3COOC2H5 141-78-6 76.5 - 77.5
Propyl acetate CH3COOCH2CH2CH3 109-60-4

101 - 102
Isopropyl acetate CH3COOCH(CH3)2 108-21-4 89

Butyl acetate

 CH3COO(CH2)3CH3

123-86-4

 124 - 126 
isobutyl acetate CH3COOCH2CH(CH3)2 110-19-0 115 - 117

Amyl acetate

 CH3COO(CH2)4CH3

628-63-7

 149
Isoamyl acetate CH3COOCH2CH2CH(CH3)2 123-92-2 142

Hexyl acetate

 CH3COO(CH2)5CH3

142-92-7

 170 - 172

Heptyl acetate

 CH3COO(CH2)6CH3

112-06-1

 192 - 193
Octyl acetate CH3COO(CH2)7CH3 112-14-1 205 - 211
Nonanyl acetate CH3COO(CH2)8CH3 143-13-5 212

Decyl acetate

 CH3COO(CH2)9CH3

112-17-4

 272
Undecyl acetate CH3COO(CH2)10CH3 112-19-6 269 - 271

Lauryl acetate

 CH3COO(CH2)11CH3

112-66-3

 265
Tridecyl acetate CH3COO(CH2)12CH3 1072-33-9

 
Myristyl acetate CH3COO(CH2)13CH3 638-59-5

 

Pentadecyl acetate

 CH3COO(CH2)14CH3

629-58-3

 
Cetyl acetate CH3COO(CH2)15CH3

629-70-9

 
Heptadecyl acetate CH3COO(CH2)16CH3 822-20-8

 

Stearyl acetate

 CH3COO(CH2)17CH3

822-23-1

 

Behenyl acetate

 CH3COO(CH2)21CH3

822-26-4

 

Hexacosyl acetate

 C28H56O2

822-32-2

 

Triacontyl acetate

 C32H64O2

41755-58-2

 
Benzyl acetate CH3COOCH2C6H5 140-11-4 213 - 214
Bornyl acetate C12H20O2 76-49-3 228 - 231
Isobornyl acetate C12H20O2 125-12-2 229 - 233
Cyclohexyl acetate CH3COOC6H11 622-45-7 172 - 173
SALES SPECIFICATION

APPEARANCE

clear liquid
ESTER CONTENT

94.0% min

WATER

0.2% max

COLOR, APHA

50 max
TRANSPORTATION
PACKING 200kgs in drum
HAZARD CLASS  
UN NO.  
OTHER INFORMATION
Hazard Symbols: F, Risk Phrases: 45-46-60-23/24/25-36/37/38-48/23/24/25-63, Safety Phrases: 53-23-36/37/39-45