1,4-Benzenedicarboxylicacid, 1,4-dimethyl ester

NTP Carcinogenesis Bioassay (feed) Equivocal Evidence: mouse NCITR*    National Cancer Institute Carcinogenesis Technical Report Series. (Bethesda, MD 20014) No. NCI-TR-121 ,1979. ; (feed) No Evidence rat NCITR*    National Cancer Institute Carcinogenesis Technical Report Series. (Bethesda, MD 20014) No. NCI-TR-121 ,1979. . Reported in EPA TSCA Inventory.

The IUPAC name of Dimethyl terephthalate is dimethyl benzene-1,4-dicarboxylate. With the CAS registry number 120-61-6, it is also named as Methyl p-(methoxycarbonyl)benzoate. The product's categories are Color Former & Related Compounds; Functional Materials; Sensitizer; Alpha Sort; Pesticides & Metabolites; C10 to C11; Carbonyl Compounds; Esters. It is white needle crystal which is insoluble in water, soluble in methanol, ether, acetone and chloroform. What's more, it is stable and incompatible with strong acids, strong bases, strong oxidizing agents. When heated to decomposition it emits acrid smoke and irritating fumes. Additionally, this chemical should be sealed in the container and stored in the cool and ventilate place.

The other characteristics of this product can be summarized as: (1)ACD/LogP: 2.47; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2.47; (4)ACD/LogD (pH 7.4): 2.47; (5)ACD/BCF (pH 5.5): 44.66; (6)ACD/BCF (pH 7.4): 44.66; (7)ACD/KOC (pH 5.5): 528.01; (8)ACD/KOC (pH 7.4): 528.01; (9)#H bond acceptors: 4; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 4; (12)Index of Refraction: 1.514; (13)Molar Refractivity: 49.79 cm³; (14)Molar Volume: 165.2 cm³; (15)Polarizability: 19.74×10^-24 cm³; (16)Surface Tension: 40.5 dyne/cm; (17)Enthalpy of Vaporization: 52.4 kJ/mol; (18)Vapour Pressure: 0.00288 mmHg at 25°C; (19)Rotatable Bond Count: 4; (20)Exact Mass: 194.057909; (21)MonoIsotopic Mass: 194.057909; (22)Topological Polar Surface Area: 52.6; (23)Heavy Atom Count: 14; (24)Complexity: 192.

Preparation of Dimethyl terephthalate: It is obtained by oxidation of p-xylene and subsequent esterification with methyl alcohol.
CH₃C₆H₄CH₃ + [O] → HOOCC₆H₄COOH
HOOCC₆H₄COOH + 2CH₃OH → CH₃OOCC₆H₄COOCH₃

Uses of Dimethyl terephthalate: It is used in the production of polyesters, including polyethylene terephthalate and polytrimethylene terephthalate. It is also used in the synthesis of polyester fibers, resins, films, polyester paint and engineering plastics. In addition, it can react with phenylmagnesium bromide to get 1,4-bis-(a-hydroxy-benzhydryl)-benzene. The yield is 50%.

When you are using this chemical, please be cautious about it as the following:
It is flammable by fire, heat and oxidants. It is also irritating to eyes, respiratory system and skin. So people should avoid contact with skin and eyes.

People can use the following data to convert to the molecule structure.
1. Smiles:c1(C(OC)=O)ccc(C(OC)=O)cc1
2. InChI:InChI=1/C10H10O4/c1-13-9(11)7-3-5-8(6-4-7)10(12)14-2/h3-6H,1-2H3

The following are the toxicity data which has been tested.

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
guinea pig	LD50	skin	> 5gm/kg (5000mg/kg)		"Industrial Hygiene and Toxicology," 2nd ed., Patty, F.A., ed., New York, John Wiley & Sons, Inc., 1958-63Vol. 2, Pg. 1906, 1963.
rat	LD50	intraperitoneal	3900mg/kg (3900mg/kg)	BEHAVIORAL: MUSCLE WEAKNESS	American Industrial Hygiene Association Journal. Vol. 34, Pg. 455, 1973.
rat	LD50	oral	> 3200mg/kg (3200mg/kg)		"Industrial Hygiene and Toxicology," 2nd ed., Patty, F.A., ed., New York, John Wiley & Sons, Inc., 1958-63Vol. 2, Pg. 1906, 1963.