Dimethyl terephthalate

Dimethyl terephthalate
Preferred IUPAC name Dimethyl terephthalate
Systematic name 1,4-Dimethyl benzene-1,4-dicarboxylate
Other names 1,4-Benzenedicarboxylic acid dimethyl ester Dimethyl 4-phthalate Dimethyl-p-phthalate Di-Me terephthalate Methyl 4-carbomethoxybenzoate Methyl-p-(methoxycarbonyl)benzoate Methyl terephthalate Terephthalic acid methyl ester
Identifiers
Abbreviations	DMT
CAS number	120-61-6 Y
PubChem	8441, 12241382 (2H4)
ChemSpider	13863300 Y
EC number	204-411-8
MeSH	Dimethyl+4-phthalate
RTECS number	WZ1225000
Beilstein Reference	1107185
Jmol-3D images	Image 1 Image 2
SMILES COC(=O)C1=CC=C(C=C1)C(=O)OC O=C(OC)c1ccc(cc1)C(=O)OC
InChI InChI=1S/C10H10O4/c1-13-9(11)7-3-5-8(6-4-7)10(12)14-2/h3-6H,1-2H3 Y Key: WOZVHXUHUFLZGK-UHFFFAOYSA-N Y InChI=1/C10H10O4/c1-13-9(11)7-3-5-8(6-4-7)10(12)14-2/h3-6H,1-2H3 Key: WOZVHXUHUFLZGK-UHFFFAOYSA-N
Properties
Molecular formula	C10H10O4
Molar mass	194.18 g mol−1
Exact mass	198.083015792 g mol-1
Appearance	white solid
Density	1.2 g/cm³, ?
Melting point	142 °C, 415 K, 288 °F
Boiling point	288 °C, 561 K, 550 °F
Acidity (pKa)	-7.21
Basicity (pKb)	-6.60
Y terephthalate (verify) (what is: Y/N?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

Dimethyl terephthalate (DMT) is an organic compound with the formula C₆H₄(CO₂CH₃)₂. It is the diester formed from terephthalic acid and methanol. It is a white solid that melts to give a distillable colourless liquid.^[1]

Production

DMT has been produced in a number of ways. Conventionally and still of commercial value is the direct esterification of terephthalic acid. Alternatively, it can be prepared by alternating oxidation and methyl-esterification steps from p-xylene via methylp-toluate.^[1]

Use

DMT is used in the production of polyesters, including polyethylene terephthalate (PET) and polytrimethylene terephthalate. It consists of benzene substituted with carboxymethyl groups (CO₂CH₃) at the 1 and 4 positions. Because DMT is volatile, it is an intermediate is some schemes for the recyclic of PET, e.g. from plastic bottles.

Hydrogenation of DMT affords the diol cyclohexanedimethanol, which is a useful monomer.

References

1. ^ ^{a b} Richard J. Sheehan "Terephthalic Acid, Dimethyl Terephthalate, and Isophthalic Acid" in Ullmann's Encyclopedia of Industrial Chemistry, Wiley-VCH, Weinheim, 2005.doi:10.1002/14356007.a26_193

External links

• http://www.inchem.org/documents/icsc/icsc/eics0262.htm
• International Chemical Safety Card 0262

This article about an ester is a stub. You can help Wikipedia by expanding it.v · Categories: Methyl esters Benzoates Ester stubs Wikimedia Foundation. 2010. Игры ⚽ Поможем сделать НИР Australian Rail Track Corporation ARTC Look at other dictionaries: dimethyl terephthalate — noun : a chemical C10H10O2 used for making polyester film and fiber …   Useful english dictionary terephthalate — noun Date: 1868 a salt or ester of terephthalic acid; especially a dimethyl ester that is a major starting material for polyester fibers and coatings …   New Collegiate Dictionary Polyethylene terephthalate — PETE redirects here. For the first name, see Peter (disambiguation). For other uses, see Pete (disambiguation). Polyethylene terephthalate fibre IUPAC name …   Wikipedia Dioctyl terephthalate — IUPAC name Bis(2 ethylhexyl) benzene 1,4 dicarboxylate …   Wikipedia Polytrimethylene terephthalate — Polytrimethylene terephthalate, or PTT, has been a commercially available polymer for nearly 50 years. It is produced by a method called condensation polymerization or transesterification. The two monomer units used in producing this polymer are …   Wikipedia polyethylene terephthalate —    A polyester formed from ethylene glycol by direct esterification or by catalyzed ester exchange between ethylene glycol and dimethyl terephthalate. Uses: blended with cotton, for wash andwear fabrics, blended with wool, for worsteds and… …   Forensic science glossary Polyester — For the 1981 motion picture, see Polyester (film). SEM picture of a bend in a high surface area polyester fiber with a seven lobed cross section …   Wikipedia Terephthalic acid — Chembox new Name = Terephthalic acid ImageFile = Terephthalic acid 2D skeletal.png ImageName = Terephthalic acid OtherNames = Benzene 1,4 dicarboxylic acid para Phthalic acid TPA PTA Section1 = Chembox Identifiers SMILES = C1=CC(=CC=C1C… …   Wikipedia Cyclohexanedimethanol — IUPAC name [4 (hydroxymethyl)cyclohexyl]methanol …   Wikipedia Petrochemical — Petrochemicals are chemical products made from raw materials of petroleum or other hydrocarbon origin. Although some of the chemical compounds that originate from petroleum may also be derived from World production of ethylene is around 110… …   Wikipedia 18+ © Academic, 2000-2024 Contact us: Technical Support, Advertising Dictionaries export, created on PHP, Joomla, Drupal, WordPress, MODx. Mark and share Search through all dictionaries Translate… Search Internet Share the article and excerpts Direct link … Do a right-click on the link above and select “Copy Link”