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| CAS No.: | 84-74-2 |
|---|---|
| Name: | Dibutyl phthalate |
| Article Data: | 62 |
| Molecular Structure: | |
|
|
|
| Formula: | C16H22O4 |
| Molecular Weight: | 278.348 |
| Synonyms: | Vestinol C;Witcizer 300;n-Butyl phthalate;Dibutyl-o-phthalate;Dibutyl- o-phthalate;1,2-Benzenedicarboxylicacid, dibutyl ester (9CI);Phthalic acid, dibutyl ester (6CI,8CI);Bis-n-butylphthalate;Butyl phthalate;Celluflex DPB;Corflex 440;DBP;DBP (ester);Di(n-butyl) 1,2-benzenedicarboxylate;Di-n-butyl phthalate;Dibutylo-phthalate;Dibutyl phthalate;Elaol;Ergoplast FDB;Genoplast B;Hatco DBP;Hexaplas M/B;Kodaflex DBP;Monocizer DBP;NSC 6370;PX 104;Palatinol C;Phthalic acid di-n-butyl ester;Plasthall DBP;Polycizer DBP;Staflex DBP;Unimoll DB; |
| EINECS: | 201-557-4 |
| Density: | 1.053 g/cm3 |
| Melting Point: | -35 °C |
| Boiling Point: | 336.989 °C at 760 mmHg |
| Flash Point: | 177.43 °C |
| Solubility: | 0.0013 g/100 mL in water |
| Appearance: | clear liquid |
| Hazard Symbols: |
 T,  N,  F
|
| Risk Codes: | 61-50-62-39/23/24/25-23/24/25-11 |
| Safety: | 53-45-61-36/37-16 |
| Transport Information: | UN 3082 9/PG 3 |
| PSA: | 52.60000 |
| LogP: | 3.60040 |
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| Conditions | Yield |
|---|---|
| With diacidic ionic liquid supported on magnetic-silica nanoparticles In neat (no solvent) at 118℃; for 2h; Temperature; Dean-Stark; | 100% |
| With sulfuric acid; acetonitrile at 80 - 85℃; for 16 - 18h; | 99% |
| With phosphotungstic acid; bis(acetylacetonato)dioxomolybdenum(VI); potassium tetranitroplatinate at 95 - 105℃; under 540.054 Torr; for 1h; | 99.4% |
- 85-44-9
phthalic anhydride
- 71-36-3
butan-1-ol
A
- 84-74-2
Phthalic acid dibutyl ester
B
- 131-70-4
phthalic acid monobutyl ester
| Conditions | Yield |
|---|---|
| With nanosilica-supported hydroxyl-functionalized diacidic ionic liquid In neat (no solvent) at 125℃; for 8h; Catalytic behavior; Reagent/catalyst; Temperature; Dean-Stark; Green chemistry; | A 92% B 8% |
| With nanosilica-supported sulfonated diacidic ionic liquid In neat (no solvent) at 125℃; for 24h; Reagent/catalyst; Dean-Stark; Green chemistry; | A 12% B 88% |
| Conditions | Yield |
|---|---|
| With tetradecyl(trihexyl)phosphonium bistriflamide; N-ethyl-N,N-diisopropylamine at 80℃; | 86% |
| With tetradecyl(trihexyl)phosphonium bistriflimide; N-ethyl-N,N-diisopropylamine at 80℃; for 12h; | 86% |
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Chemistry
MF: C16H22O4
MW: 278.34
EINECS: 201-557-4
mp： -35 °C
bp： 340 °C(lit.)
density： 1.043 g/mL at 25 °C(lit.)
vapor density： 9.6 (vs air)
vapor pressure： 1 mm Hg ( 147 °C)
refractive index： n20/D 1.492(lit.)
Fp： 340 °F
storage temp： 2-8°C
Water Solubility： Slightly soluble. 0.0013 g/100 mL
FreezingPoint： -35℃
Merck： 14,3035
BRN： 1914064
Synonyms:ai-3-00283;benzene-1,2-dicarboxylicaciddibutylester;Benzene-o-dicarboxylic acid, di-n-butyl ester;benzene-o-dicarboxylicaciddi-n-butylester; Bufa; caswellno292; Celluflex DPB;celluflexdpb
The structure of DIBUTYL PHTHALATE is:
Production
Production of Dibutyl phthalate by direct esterification of n-butanol and phthalic anhydride.
Toxicity Data With Reference
1、RTECS#: CAS# 84-74-2: TI0875000
2、LD50/LC50: RTECS: CAS# 84-74-2: Inhalation, mouse: LC50 = 25 gm/m3/2H;Inhalation, rat: LC50 = 4250 mg/m3;Oral, mouse: LD50 = 3474 mg/kg;Oral, rat: LD50 = 7499 mg/kg;Skin, rabbit: LD50 = >20 mL/kg;
3、Carcinogenicity: Dibutyl phthalate - Not listed as a carcinogen by ACGIH, IARC, NTP, or CA Prop 65.
4、Other: See actual entry in RTECS for complete information.
Consensus Reports
Safety Profile
Hazard Codes： T,N,F
Risk Statements： 61-50-62-39/23/24/25-23/24/25-11
Safety Statements： 53-45-61-36/37-16
RIDADR： UN 3082 9/PG 3
WGK Germany： 2
RTECS： TI0875000
HazardClass： 9
PackingGroup： III
HS Code： 29173100
Moderately toxic by intraperitoneal and intravenous routes. Mildly toxic by ingestion. Human systemic eye effects by ingestion, hallucinations, distorted perceptions, nausea or vomiting, and kidney, ureter, or bladder changes. Experimental teratogenic and reproductive effects.
Standards and Recommendations
ACGIH TLV: TWA 5 mg/m3
Analytical Methods
Specification
The dibutyl phthalate , with the register number 84-74-2, has other names as ai-3-00283;benzene-1,2-dicarboxylicaciddibutylester;Benzene-o-dicarboxylic acid, di-n-butyl ester;benzene-o-dicarboxylicaciddi-n-butylester;Bufa;caswellno292;Celluflex DPB;celluflexdpb .
The physical properties of this kind of chemcial are as followings: (1)#H bond acceptors: 4 ; (2)#Freely Rotating Bonds: 10 ; (3)Polar Surface Area: 52.6 ; (4)Index of Refraction: 1.499 ; (5)Molar Refractivity: 77.59 cm3 ; (6)Molar Volume: 264.2 cm3 ; (7)Polarizability: 30.76 ×10-24 cm3 ; (8)Surface Tension: 37.9 dyne/cm ; (9)Density: 1.053 g/cm3 ; (10)Flash Point: 177.4 °C ; (11)Enthalpy of Vaporization: 58.02 kJ/mol ; (12)Boiling Point: 337 °C at 760 mmHg ; (13)Vapour Pressure: 0.000108 mmHg at 25°C.
This is a kind of colourless oily liquid and it is insoluble in water while soluble in ethanol, aether, acetone, benzene and other organic solvent. Its product categories are including the followings: phthalates;piperazine derivates;analytical chemistry;environmental endocrine disruptors;functional materials;phthalates (environmental endocrine disruptors);phthalates (plasticizer);plasticizer;aromatics;isotope labeled compounds;miscellaneous reagents;dia - diccosmetics;plasticizers (phthalates);allergens;alpha sort;d;dalphabetic;oeko-tex standard 100;phthalatesmethod specific;volatiles/ semivolatiles.
Being a kind of toxic chemcial, it may at low levels cause damage to health. And it will have danger of very serious irreversible effects through inhalation, or in contact with skin or if swallowed. Then it may cause harm to the unborn child and it also have possible risk of impaired fertility Besides, it is dangerous for the environment and toxic to aquatic organisms, for this kind of chemicals may present an immediate or delayed danger to one or more components of the environment. What's more, it is highly flammable for it 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.
And you should be very careful while dealing with it. Wear suitable protective clothing and gloves. Avoid exposure - obtain special instructions before use and if in case of accident or if you feel unwell seek medical advice immediately (show the label where possible). Besides, avoid release to the environment and then refer to special instructions/safety data sheet. Then, keep away from sources of ignition - No smoking. If you need more safety informaion, you could refer to the WGK Germany 2.
In addition, you could refer to the following data information to get the molecular structure:
SMILES:O=C(OCCCC)c1ccccc1C(=O)OCCCC
Below are the toxicity information of this kind of chemcial:
| Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
|---|---|---|---|---|---|
| guinea pig | LD50 | oral | 10gm/kg (10000mg/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. |
| human | TDLo | oral | 140mg/kg (140mg/kg) | BEHAVIORAL: "HALLUCINATIONS, DISTORTED PERCEPTIONS" GASTROINTESTINAL: NAUSEA OR VOMITING KIDNEY, URETER, AND BLADDER: OTHER CHANGES | Schweizerische Medizinische Wochenschrift. Vol. 84, Pg. 1243, 1954. |
| mammal (species unspecified) | LD50 | oral | 5gm/kg (5000mg/kg) | Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 39(4), Pg. 86, 1974. | |
| mouse | LC50 | inhalation | 25gm/m3/2H (25000mg/m3) | "Toxicometric Parameters of Industrial Toxic Chemicals Under Single Exposure," Izmerov, N.F., et al., Moscow, Centre of International Projects, GKNT, 1982Vol. -, Pg. 44, 1982. | |
| mouse | LD50 | intraperitoneal | 3570mg/kg (3570mg/kg) | Journal of the Society of Cosmetic Chemists. Vol. 28, Pg. 667, 1977. | |
| mouse | LD50 | intravenous | 720mg/kg (720mg/kg) | Kanagawa-ken Eisei Kenkyusho Kenkyu Hokoku. Bulletin of Kanagawa Prefectural Public Health Laboratories. Vol. (3), Pg. 19, 1973. | |
| mouse | LD50 | oral | 3474mg/kg (3474mg/kg) | Weisheng Dulixue Zazhi. Journal of Health Toxicology. Vol. 5, Pg. 264, 1991. | |
| mouse | LD50 | unreported | 8140mg/kg (8140mg/kg) | BEHAVIORAL: GENERAL ANESTHETIC LUNGS, THORAX, OR RESPIRATION: DYSPNEA BEHAVIORAL: ATAXIA | Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 55(6), Pg. 86, 1990. |
| rabbit | LD50 | skin | > 20mL/kg (20mL/kg) | Union Carbide Data Sheet. Vol. 12/29/1971, |