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Dimethyl phthalate

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Name

Dimethyl phthalate

EINECS 205-011-6
CAS No. 131-11-3 Density 1.175 g/cm3
PSA 52.60000 LogP 1.25980
Solubility soluble in benzene or acetone Melting Point 2 °C(lit.)
Formula C10H10O4 Boiling Point 282.7 °C at 760 mmHg
Molecular Weight 194.187 Flash Point 146.7 °C
Transport Information UN 3082 Appearance clear oily liquid
Safety 7-16-24/25-45-36/37 Risk Codes 20/21/22-36/37/38-39/23/24/25
Molecular Structure Molecular Structure of 131-11-3 (Dimethyl phthalate) Hazard Symbols FlammableF,ToxicT
Synonyms

Mipax;Avolin;Fermine;Dimethyl benzene-o-dicarboxylate;DMP;Unimoll DM;Dimethyl Phthalate (P001);o-dimethyl phthalate;Di methyl phthalate;Phthalsaeuredimethylester;1,2-benzenedicarboxylic acid, dimethyl ester;Solvanom;Repeat motifs (protein)Repeftal;Phthalic acid methyl ester;Solvarone;dimethyl benzene-1,2-dicarboxylate;

Article Data 173

Dimethyl phthalate Synthetic route

119920-93-3, 119886-14-5

(2,3-dicarbomethoxy-7-(carbethoxy)-7-azanorbornadiene)tricarbonyliron

131-11-3

phthalic acid dimethyl ester

Conditions
ConditionsYield
In acetonitrile heating (60°C);100%
67-56-1

methanol

88-99-3

benzene-1,2-dicarboxylic acid

131-11-3

phthalic acid dimethyl ester

Conditions
ConditionsYield
With boron trifluoride at 95℃; for 1h; Product distribution; other reaction time: 15, 20, 30 min;99.9%
With boron trifluoride at 95℃; for 1h;99.9%
With sulfuric acid for 24h; Reflux;96%
123-73-9

trans-Crotonaldehyde

762-42-5

dimethyl acetylenedicarboxylate

131-11-3

phthalic acid dimethyl ester

Conditions
ConditionsYield
With acetamide; toluene-4-sulfonic acid for 0.166667h; Beller reaction; microwave irradiation;98%

[Pd(OAc){C6H3(CO2Me)2-3,4}(phen)]

64-19-7

acetic acid

35679-81-3

(1,10-phenanthroline)-palladium(II) acetate

B

131-11-3

phthalic acid dimethyl ester

Conditions
ConditionsYield
at 100℃; for 0.5h;A 98%
B 78%
88-99-3

benzene-1,2-dicarboxylic acid

616-38-6

carbonic acid dimethyl ester

131-11-3

phthalic acid dimethyl ester

Conditions
ConditionsYield
With sulfuric acid at 80 - 85℃; for 6h; Neat (no solvent);97.6%
With 5 wt percent zeolite NaY-Bf at 180℃; for 20h; Autoclave; Green chemistry;95%
With dimanganese decacarbonyl at 180℃; for 1h; Sealed tube;93%
67-56-1

methanol

85-44-9

phthalic anhydride

131-11-3

phthalic acid dimethyl ester

Conditions
ConditionsYield
With sulfonated graphene In neat (no solvent) at 90℃; for 3h;96%
With thionyl chloride for 3h; Ambient temperature;81%
With diacidic ionic liquid supported on magnetic-silica nanoparticles In neat (no solvent) at 65℃; for 10h; Dean-Stark;80%
67-56-1

methanol

615-42-9

1,2-Diiodobenzene

201230-82-2

carbon monoxide

131-11-3

phthalic acid dimethyl ester

Conditions
ConditionsYield
With C57H43IP2Pd; triethylamine at 90℃; under 3750.38 Torr; for 12h; Autoclave;96%

[Pd(OAc){C6H3(CO2Me)2-2,3}(phen)]

64-19-7

acetic acid

35679-81-3

(1,10-phenanthroline)-palladium(II) acetate

B

131-11-3

phthalic acid dimethyl ester

Conditions
ConditionsYield
at 100℃; for 0.5h;A 96%
B 87%

(C6H4N(COOCH3)3)Fe(CO)3

131-11-3

phthalic acid dimethyl ester

Conditions
ConditionsYield
In acetonitrile heating (60°C);95%
7500-55-2

dimethyl cyclohex-4-ene-1,2-dicarboxylate

131-11-3

phthalic acid dimethyl ester

Conditions
ConditionsYield
With palladium (II) trifluoroacetate; sodium anthraquinone-2-sulfonate; oxygen; magnesium sulfate In chlorobenzene at 110℃; under 760.051 Torr; for 24h; Sealed tube;95%
With styrene In N,N-dimethyl acetamide at 130℃; under 760.051 Torr; for 7h; Schlenk technique; Inert atmosphere;62 %Chromat.

Dimethyl phthalate Consensus Reports

Reported in EPA TSCA Inventory. Community Right-To-Know List.

Dimethyl phthalate Standards and Recommendations

OSHA PEL: TWA 5 mg/m3
ACGIH TLV: TWA 5 mg/m3

Dimethyl phthalate Specification

The Dimethylphthalate, with the CAS registry number 131-11-3, has the IUPAC name of dimethyl benzene-1,2-dicarboxylate. For being colorless oily liquid with little aroma, it is stable chemically while incompatible with strong oxidizing agents, strong acids, strong bases, nitrates, and it is very sensitive to prolonged exposure to light. Besides, it could be complete soluble with ethanol and ethyl ether and soluble in benzene or acetone while insoluble in water or mineral oil.

Its product categories are including Phthalates; Organics; Functional Materials; Phthalates (Plasticizer); Plasticizer; Alphabetical Listings; C-D; Flavors and Fragrances; C10 to C11; Carbonyl Compounds; Esters; OthersCosmetics; Allergens; Alpha Sort; D; DAlphabetic; DID - DINMethod Specific.

The physical properties of this chemical are as follows: (1)ACD/LogP: 1.64; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.64; (4)ACD/LogD (pH 7.4): 1.64; (5)ACD/BCF (pH 5.5): 10.34; (6)ACD/BCF (pH 7.4): 10.34; (7)ACD/KOC (pH 5.5): 185.24; (8)ACD/KOC (pH 7.4): 185.24; (9)#H bond acceptors: 4; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 4; (12)Polar Surface Area: 52.6; (13)Index of Refraction: 1.514; (14)Molar Refractivity: 49.79 cm3; (15)Molar Volume: 165.2 cm3; (16)Polarizability: 19.74 ×10-24 cm3; (17)Surface Tension: 40.5 dyne/cm; (18)Density: 1.175 g/cm3; (19)Flash Point: 146.7 °C; (20)Enthalpy of Vaporization: 52.16 kJ/mol; (21)Boiling Point: 282.7 °C at 760 mmHg; (22)Vapour Pressure: 0.00331 mmHg at 25°C; (23)Exact Mass: 194.057909; (24)MonoIsotopic Mass: 194.057909; (25)Topological Polar Surface Area: 52.6; (26)Heavy Atom Count: 14; (27)Complexity: 200.

The production method of this chemical is below: phthalic anhydride could have the esterification with methyl alcohol for about more than ten hours to get the raw ester; Next go through the process of neutralization, washing, distillation to get this products.

When you are dealing with this chemical, you should be careful. For one thing, it is highly flammable which may catch fire in contact with air, only needing brief contact with an ignition source, and it has a very low flash point or evolve highly flammable gases in contact with water. For another thing, it is toxic which may at low levels cause damage to health. This chemical is irritating to eyes, respiratory system and skin, and it will be harmful if by inhalation, in contact with skin and if swallowed. Besides, it has the danger of very serious irreversible effects through inhalation, in contact with skin and if swallowed.

Therefore, you should take the following instructions to protect yourself. Wear suitable protective clothing and gloves Avoid contact with skin and eyes, and if in case of accident or if you feel unwell seek medical advice immediately (show the label where possible). In addition, keep container tightly closed Keep away from sources of ignition - No smoking.

Additionally, you could obtain the molecular structure by converting the following datas:
(1)Canonical SMILES: COC(=O)C1=CC=CC=C1C(=O)OC
(2)InChI: InChI=1S/C10H10O4/c1-13-9(11)7-5-3-4-6-8(7)10(12)14-2/h3-6H,1-2H3
(3)InChIKey: NIQCNGHVCWTJSM-UHFFFAOYSA-N 

Below are the toxicity information of this chemical:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
cat LCLo inhalation 9300mg/m3/6.5 (9300mg/m3)   "Industrial Hygiene and Toxicology," 2nd ed., Patty, F.A., ed., New York, John Wiley & Sons, Inc., 1958-63Vol. 2, Pg. 1905, 1963.
chicken LD50 oral 8500uL/kg (8.5mL/kg)   Journal of Pharmacology and Experimental Therapeutics. Vol. 93, Pg. 26, 1948.
dog LD oral > 1400mg/kg (1400mg/kg)   EHP, Environmental Health Perspectives. Vol. 3, Pg. 61, 1973.
 
guinea pig LD50 oral 2400uL/kg (2.4mL/kg)   Journal of Pharmacology and Experimental Therapeutics. Vol. 93, Pg. 26, 1948.
guinea pig LD50 skin > 10mL/kg (10mL/kg)   Journal of Pharmacology and Experimental Therapeutics. Vol. 93, Pg. 26, 1948.
guinea pig LD50 unreported 4800mg/kg (4800mg/kg)   Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 32(7), Pg. 52, 1988.
mouse LD50 intraperitoneal 1380mg/kg (1380mg/kg)   International Polymer Science and Technology. Vol. 3, Pg. 93, 1976.
mouse LD50 oral 6800mg/kg (6800mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: WITHDRAWAL
Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 24(3), Pg. 25, 1980.
mouse LD50 unreported 6800mg/kg (6800mg/kg)   Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 32(7), Pg. 52, 1988.
mouse LDLo subcutaneous 6500mg/kg (6500mg/kg) LUNGS, THORAX, OR RESPIRATION: DYSPNEA

LUNGS, THORAX, OR RESPIRATION: CYANOSIS
"Beitrag zur Toxikologie Technischer Weichmachungsmittel, Dissertation," Eller, H., Pharmakologischen Institut der Universitat Wurzburg, Fed. Rep. Ger., 1937Vol. -, Pg. -, 1937.
rabbit LD50 oral 4400uL/kg (4.4mL/kg)   Journal of Pharmacology and Experimental Therapeutics. Vol. 93, Pg. 26, 1948.
rabbit LD50 skin > 20mL/kg (20mL/kg)   "Patty's Industrial Hygiene and Toxicology," 3rd rev. ed., Clayton, G.D., and F.E. Clayton, eds., New York, John Wiley & Sons, Inc., 1978-82. Vol. 3 originally pub. in 1979; pub. as 2n rev. ed. in 1985.Vol. 2A, Pg. 2343, 1981.
rat LD50 intraperitoneal 3375uL/kg (3.375mL/kg)   Journal of Pharmaceutical Sciences. Vol. 61, Pg. 51, 1972.
 
rat LD50 oral 6800mg/kg (6800mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: WITHDRAWAL
Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 24(3), Pg. 25, 1980.
rat LD50 skin > 4800mg/kg (4800mg/kg)   "Agrochemicals Handbook," with updates, Hartley, D., and H. Kidd, eds., Nottingham, Royal Soc of Chemistry, 1983-86Vol. A154, Pg. 1983,
rat LD50 unreported 9500mg/kg (9500mg/kg)   Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 32(7), Pg. 52, 1988.

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