p-Phthaloyl dichloride
Terephthaloyl chloride
CAS: 100-20-9
Molecular Formula: C8H4Cl2O2
p-Phthaloyl dichloride - Names and Identifiers
| Name | Terephthaloyl chloride |
| Synonyms | TCl p-phthaloyl chloride Terephthaloyl chloride p-Phthaloyl dichloride Terephthaoloyl Chloride terephthaloyl dichloride 1,4-dichloroformylbenzene 1,4-Benzenecarbonyl chloride 1,4-benzenedicarbonyl chloride p-phenylenedicarbonyldichloride Benzene-1,4-dicarbonyl chloride p-Phenylenedicarbonyl dichloride benzene-1,4-dicarbonyl dichloride |
| CAS | 100-20-9 |
| EINECS | 202-829-5 |
| InChI | InChI=1/C8H4Cl2O2/c9-7(11)5-1-2-6(4-3-5)8(10)12/h1-4H |
| InChIKey | LXEJRKJRKIFVNY-UHFFFAOYSA-N |
p-Phthaloyl dichloride - Physico-chemical Properties
| Molecular Formula | C8H4Cl2O2 |
| Molar Mass | 203.02 |
| Density | 1,34 g/cm3 |
| Melting Point | 79-81°C(lit.) |
| Boling Point | 266°C(lit.) |
| Flash Point | 356°F |
| Water Solubility | REACTS |
| Solubility | ethanol: 5%, clear |
| Vapor Presure | 0.02 mm Hg ( 25 °C) |
| Vapor Density | 7 (vs air) |
| Appearance | flakes |
| Color | White to Almost white |
| BRN | 607796 |
| Storage Condition | 2-8°C |
| Sensitive | Moisture Sensitive |
| Explosive Limit | 1.5-8.9%(V) |
| Refractive Index | 1.5684 (estimate) |
| Physical and Chemical Properties | Trait monoclinic crystals or white flaky crystals. melting point 83~84 ℃ boiling point 259 ℃ soluble in ethanol and organic solvents. |
| Use | It is a monomer for the synthesis of special fibers. It can be used as a reinforcing agent for aramid fiber and nylon, and can also be used as a raw material for organic synthesis. |
p-Phthaloyl dichloride - Risk and Safety
| Risk Codes | R34 - Causes burns R23 - Toxic by inhalation R35 - Causes severe burns |
| Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S27 - Take off immediately all contaminated clothing. S36/37/39 - Wear suitable protective clothing, gloves and eye/face protection. S45 - In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) S38 - In case of insufficient ventilation, wear suitable respiratory equipment. S28B - |
| UN IDs | UN 2923 8/PG 3 |
| WGK Germany | 3 |
| RTECS | WZ1797000 |
| TSCA | Yes |
| HS Code | 29173980 |
| Hazard Class | 6.1 |
| Packing Group | II |
p-Phthaloyl dichloride - Upstream Downstream Industry
| Raw Materials | Terephthalic acid p-Xylene Terephthalic acid Chlorine |
| Downstream Products | p-Toluenesulfonamide |
p-Phthaloyl dichloride - Reference Information
| NIST chemical information | Information provided by: webbook.nist.gov (external link) |
| EPA chemical information | Information provided by: ofmpub.epa.gov (external link) |
| use | terephthaloyl chloride and isophthaloyl chloride have many similar uses, and are also raw materials for polymers such as polyamide and polyester. As a heat-resistant flame-retardant fiber, wholly aromatic polyamide fiber has attracted widespread attention. The product is also used as an intermediate for pesticides, medicines, dyes, pigments, ultraviolet absorbers, and cross-linking agents. It is a monomer for synthetic special fibers, which can be used as a reinforcing agent for aramid and nylon, and can also be used as a raw material for organic synthesis |
| production methods | include thionyl chloride method, phosphorus pentachloride method, phosgene method, acid chloride method and ester chloride method. 1. The thionyl chloride method is to mix terephthalic acid and thionyl chloride, reflux at 80 ℃ for 10-12h, then evaporate thionyl chloride, and distill the crude product under reduced pressure to obtain the finished product. 2. The acid chlorination method is to pass terephthalic acid into chlorine in the presence of phosphorus trichloride. The reaction temperature is 120-140 ℃, the reaction time is 4-5h, the conversion rate is close to 100%, and the purity of the product is above 99%. Phosphorus trichloride generates phosphorus oxychloride in the process, which can be recycled. 3. p-xylene is photocatalytic chlorination to produce p-bis (trichloromethyl) benzene, and then heated and refluxed with terephthalic acid for acyl chlorination reaction, and then adjusted to alkaline with solid sodium carbonate. After filtering out sodium chloride, the liquid is distilled under reduced pressure, and the fraction of 68-75 ℃(1.866kPa) is collected to obtain. |
| category | corroded articles |
| toxicity classification | low toxicity |
| acute toxicity | oral-rat LD50: 2500 mg/kg; Oral-mouse LD50: 2140 mg/kg |
| flammability hazard characteristics | combustible; toxic hydrogen chloride gas released when exposed to water |
| storage and transportation characteristics | warehouse ventilation and low temperature drying; Store separately from alkali and oxidant |
| fire extinguishing agent | sand, dry powder, carbon dioxide |
| toxic substance data | information provided by: pubchem.ncbi.nlm.nih.gov (external link) |
Last Update：2024-04-09 19:55:45
p-Phthaloyl dichloride - Nature
Open Data Verified Data
monoclinic crystals or white plate-like crystals. Melting point 83~84 ℃, boiling point 259 ℃;140~145 ℃(1. 99kPa). Smoke in moist air, water decomposition. Soluble in ethanol and organic solvents.
Last Update：2024-01-02 23:10:35
p-Phthaloyl dichloride - Preparation Method
Open Data Verified Data
- p-bis (trichloromethyl) benzene is prepared by photocatalytic chlorination of p-xylene, then it is subjected to acylation reaction under heating reflux with terephthalic acid, then it is adjusted to alkali with solid sodium carbonate, and after filtering off sodium chloride, the liquid is distilled under reduced pressure, fractions of 68-75 °c (1.866kPa) were collected.
- results from the interaction of terephthalic acid with dichlorosulfoxide.
- The acid chloride is obtained by introducing chlorine gas in the presence of phosphorus trichloride.
Last Update：2022-01-01 10:43:46
p-Phthaloyl dichloride - Use
Open Data Verified Data
important organic raw materials can be used in the manufacture of resins, dyes, pigments, pharmaceuticals and pesticides.
Last Update：2022-01-01 10:43:45
p-Phthaloyl dichloride - Safety
Open Data Verified Data
- This product toxicity: Rat oral LD502500mg/kg. See benzoyl chloride.
- It is packed in a plastic bag, external iron drum or barrel. Store in a cool, ventilated, dry place. Protection from light, heat and moisture.
Last Update：2022-01-01 10:43:46
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View History
p-Phthaloyl dichloride
ESTAR GUM 8 BG
1-methyl-2-picoliniuiodide
Acetic acid, decyl ester
3-氯-4-异丙氧基苯基硼酸
1891169-09-7
benzoic acid 2-(2-methyl-5-nitro-imidazol-1-yl)ethyl ester
GOLD TRICHLORIDE ACID BROWN
3-dibroMoMethyl-2-nitro-pyridine
4-氯-2-羟基-3-碘苯甲醛
ESTAR GUM 8 BG
1-methyl-2-picoliniuiodide
Acetic acid, decyl ester
3-氯-4-异丙氧基苯基硼酸
1891169-09-7
benzoic acid 2-(2-methyl-5-nitro-imidazol-1-yl)ethyl ester
GOLD TRICHLORIDE ACID BROWN
3-dibroMoMethyl-2-nitro-pyridine
4-氯-2-羟基-3-碘苯甲醛
Raw Materials for p-Phthaloyl dichloride
Downstream Products for p-Phthaloyl dichloride