a13-14884
4-Chlorobenzyl chloride
CAS: 104-83-6
Molecular Formula: C7H6Cl2
a13-14884 - Names and Identifiers
a13-14884 - Physico-chemical Properties
| Molecular Formula | C7H6Cl2 |
| Molar Mass | 161.03 |
| Density | 1.26 |
| Melting Point | 27-29 °C (lit.) |
| Boling Point | 216-222 °C (lit.) |
| Flash Point | 208°F |
| Water Solubility | insoluble |
| Solubility | insoluble |
| Vapor Presure | 0.147mmHg at 25°C |
| Appearance | Crystalline Low Melting Solid |
| Specific Gravity | 1.26 |
| Color | Colorless to white |
| BRN | 471558 |
| Storage Condition | Store at RT. |
| Sensitive | Lachrymatory |
| Refractive Index | 1.5575 |
| Physical and Chemical Properties | character needle-like crystal. |
| Use | Used in the pharmaceutical industry, also used as an intermediate of pesticide pyrethroid |
a13-14884 - Risk and Safety
| Risk Codes | R34 - Causes burns R51/53 - Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment. R20/21/22 - Harmful by inhalation, in contact with skin and if swallowed. R52/53 - Harmful to aquatic organisms, may cause long-term adverse effects in the aquatic environment. R43 - May cause sensitization by skin contact R22 - Harmful if swallowed |
| Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 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.) S29 - Do not empty into drains. S61 - Avoid release to the environment. Refer to special instructions / safety data sheets. S36/37 - Wear suitable protective clothing and gloves. |
| UN IDs | UN 3427 6.1/PG 3 |
| WGK Germany | 2 |
| RTECS | XT0720000 |
| FLUKA BRAND F CODES | 19-21 |
| TSCA | Yes |
| HS Code | 29049090 |
| Hazard Note | Corrosive/Lachrymatory |
| Hazard Class | 6.1 |
| Packing Group | III |
a13-14884 - Upstream Downstream Industry
| Raw Materials | 4-Chlorotoluene Chlorine |
| Downstream Products | Paclobutrazol |
a13-14884 - Nature
Open Data Verified Data
needle Crystal, melting point 29 C, boiling point 222 C (214 C decomposition). Flash point 97 degrees Celsius. Sublimation, soluble in ether, acetic acid, carbon disulfide and benzene, soluble in cold ethanol. Freezing point 31 ℃, relative density 1. 270~1.280. Soluble in ethanol, ether and acetone, insoluble in water.
Last Update：2024-01-02 23:10:35
a13-14884 - Preparation Method
Open Data Verified Data
- benzyl chloride low-temperature chlorination method the above chlorination reaction is carried out in the presence of sulfur and iron powder. The ratio of sulfur to iron powder is 9:1, the reaction temperature is 15~17 ℃, and the chlorination is finished when the density of the reaction liquid phase is increased to 1.22. The crude product obtained was distilled under reduced pressure to obtain a finished product with a yield (based on benzyl chloride) of 80.8% and a content of 94.4%.
- p-chlorotoluene high temperature chlorination method: firstly, P-chlorotoluene is put into the reactor, and the chlorine is slowly passed through at 100 ℃, then the temperature is raised to about 115 ℃, and then the obtained crude p-chlorobenzyl chloride is washed with water and distilled under reduced pressure, collect 110~120 C (97. 325kPa) fraction is the finished product.
- chlorobenzene method in addition, P-chlorotoluene is obtained by light chlorination under the catalysis of azobisisobutyronitrile.
Last Update：2022-01-01 10:41:07
a13-14884 - Use
Open Data Verified Data
This product is a raw material for organic synthesis, which can be used for the manufacture of p-chlorobenzyl alcohol, p-chlorobenzaldehyde, p-chlorophenylacetonitrile, p-chlorobenzoic acid, etc. The pharmaceutical industry is used for the preparation of pyrimethamine, etc., in addition, there are applications in the dye industry.
Last Update：2022-01-01 10:41:06
a13-14884 - Safety
Open Data Verified Data
- This product is toxic, eye, mucosal irritation, can tear. To avoid direct contact with the human body during operation, the equipment must be sealed. The operator should wear protective gear.
- sealed packaging in plastic barrel. Store in a cool, ventilated and dry place. According to the provisions of toxic substances storage and transportation.
Last Update：2022-01-01 10:41:07
a13-14884 - 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 | used in the pharmaceutical industry, and also used as an intermediate for pesticides to kill pyrethroids p-chlorobenzyl is the preparation of fenvalerate, The intermediates of valerate, methrin, paclobutrazol, etc. are used in the pharmaceutical industry to make pyrimethamine. 4-Chlorobenzyl chloride is a benzyl chloride derivative used to prepare various bioactive compounds, such as bronchodilators and antibacterial agents. Organic synthesis intermediates. It can be used to make p-chlorobenzyl alcohol, p-chlorobenzaldehyde, p-chlorobenzene acetonitrile, p-chlorobenzoic acid, etc. The pharmaceutical industry is used to make pyrimethamine, etc. In addition, it is also used in the dye industry. The condensation of p-chlorobenzyl and pyridine hydrochloride can obtain 2-(p-chlorobenzyl) pyridine,([4350-41-8]). This product is also used in the production of acaricide chlorosicide, and is also the raw material for killing permethrin. |
| Production method | 1. Chlorobenzyl chlorination The chlorination reaction is carried out in the presence of sulfur and iron powder. When the ratio of sulfur to iron powder is 9:1, the reaction temperature is 15-17 ℃, and the relative density of the reaction liquid phase increases to 1.22, the chlorination ends. The crude product is distilled under reduced pressure to obtain the finished product, the yield (calculated as chlorobenzyl) is 80.8%, and the content is 94.4%. 2. The p-chlorotoluene high-temperature chlorination method first puts p-chlorotoluene into the reactor, starts to slowly pass chlorination at 100 ℃, and then the temperature rises to about 115 ℃ to wash the crude p-chlorobenzyl chloride product, distillate under reduced pressure, and collect 110-120 ℃(97.325kPa) fractions as the finished product. 3. By the reaction of chlorobenzene with hydrogen chloride, paraformaldehyde, etc., chlorobenzene, paraformaldehyde, phosphoric acid, zinc chloride are mixed, and hydrogen chloride is introduced for reaction. The temperature is 40-45 ℃, and the reaction time is about 2h. Then it is extracted with benzene, neutralized with sodium carbonate, dried and purified to obtain the finished product. In addition, p-chlorotoluene is obtained by light chlorination under the catalysis of azobisisobutyronitrile. The preparation method can be chlorinated with p-chlorotoluene, thioyl chloride and benzoyl peroxide as catalysts, the reaction temperature is 85 ℃, the reaction is stirred for 2 hours, and the post-treatment can be carried out to obtain p-chlorobenzyl chloride. You can also use p-chlorotoluene to heat to 100 ℃, use ultraviolet radiation for photachlorination, the reaction temperature is 135~140 ℃, the quantitative chlorine gas is introduced, the reaction time is about 5h, the water layer is distilled under reduced pressure, the 126~148 ℃/8~13.3kPa crude fraction is collected, and then the 80~84 ℃/160Pa fraction is collected as p-chlorobenzyl chloride, the yield is 87%. In addition, p-chlorotoluene can also be used as a raw material, azobisisobutyronitrile is added to an inert solvent as a catalyst, and chlorine is used for chlorination under reflux. After the reaction is over, the solvent is evaporated, and then the product is distilled under reduced pressure. Benzyl chloride. |
| category | toxic substances |
| toxicity classification | poisoning |
| acute toxicity | rats-LD50 not reported: 1075 mg/kg; Mice-LD50 not reported: 1156 mg/kg |
| Explosive hazard characteristics | Explosive when mixed with air |
| flammability hazard characteristics | open flame is combustible; it decomposes toxic chloride and nitrogen oxide gas when heated; it emits chloride poison mist when exposed to water |
| storage and transportation characteristics | warehouse ventilation and low temperature drying; Separate storage and transportation from water-containing items |
| fire extinguishing agent | carbon dioxide, foam, dry powder |
| occupational standard | STEL 0.5 mg/m3 |
| toxic substance data | information provided by: pubchem.ncbi.nlm.nih.gov (external link) |
Last Update：2024-04-09 20:49:11
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Raw Materials for a13-14884
Downstream Products for a13-14884