2,6-Dichlorobenzonitrile
- CAS No.
- 1194-65-6
- Chemical Name:
- 2,6-Dichlorobenzonitrile
- Synonyms
- DICHLOBENIL;DICLOBENIL;SILBENIL;H-133;h1313;H 1313;CASORON;BARRIER;2,4-Dbn;2,6-Dbn
- CBNumber:
- CB4159964
- Molecular Formula:
- C7H3Cl2N
- Molecular Weight:
- 172.01
- MOL File:
- 1194-65-6.mol
- MSDS File:
- SDS
- Modify Date:
- 2024/7/30 14:17:11
| Melting point | 143-146 °C(lit.) |
|---|---|
| Boiling point | 270-275 °C |
| Density | 1.4980 (rough estimate) |
| vapor pressure | 0.14Pa at 25℃ |
| refractive index | 1.6000 (estimate) |
| Flash point | 270°C |
| storage temp. | Sealed in dry,Room Temperature |
| color | White to Almost white |
| Water Solubility | 25 mg/L (25 ºC) |
| Merck | 14,3042 |
| BRN | 1909167 |
| InChIKey | YOYAIZYFCNQIRF-UHFFFAOYSA-N |
| LogP | 2.7 at 20℃ |
| CAS DataBase Reference | 1194-65-6(CAS DataBase Reference) |
| NIST Chemistry Reference | 2,6-Dichlorobenzoic acid nitrile(1194-65-6) |
| EPA Substance Registry System | Dichlobenil (1194-65-6) |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |   GHS07,GHS09 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Warning | |||||||||
| Hazard statements | H312-H411 | |||||||||
| Precautionary statements | P273-P280-P302+P352+P312 | |||||||||
| Hazard Codes | Xn,N,T,Xi | |||||||||
| Risk Statements | 21-51/53 | |||||||||
| Safety Statements | 36/37-61 | |||||||||
| RIDADR | UN 3077 9/PG 3 | |||||||||
| WGK Germany | 2 | |||||||||
| RTECS | DI3500000 | |||||||||
| Hazard Note | Irritant/Toxic | |||||||||
| HazardClass | 9 | |||||||||
| PackingGroup | III | |||||||||
| HS Code | 29269090 | |||||||||
| Toxicity | LD50 in rats, mice (mg/kg): 2710, 6800 orally (Bailey, White) | |||||||||
| NFPA 704 |
|
2,6-Dichlorobenzonitrile price More Price(3)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich(India) | D57558 | 2,6-Dichlorobenzonitrile 97% | 1194-65-6 | 25G | ₹2262.43 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | 45431 | Dichlobenil PESTANAL?, analytical standard | 1194-65-6 | 250MG | ₹4622.28 | 2022-06-14 | Buy |
| TCI Chemicals (India) | D1137 | 2,6-Dichlorobenzonitrile min. 99.0 % | 1194-65-6 | 25G | ₹1800 | 2022-05-26 | Buy |
2,6-Dichlorobenzonitrile Chemical Properties,Uses,Production
Chemical Properties
2,6-Dichlorobenzonitrile [1194-65-6], 1- cyano-2,6-dichlorobenzene, Mr 172.02, mp 144.5 –146.5 ℃, is a colorless, crystalline substance. Its solubility in water is 10 ppm at 25℃. 2,6-Dichlorobenzonitrile is produced industrially by the ammoxidation of 2,6-dichlorotoluene. In addition the nitrile is obtained by oxidation or side-chain-chlorination of 2,6-dichlorotoluene via 2,6-dichlorobenzoic acid and 2,6-dichlorobenzaldehyde, respectively. 2,6-Dichlorobenzonitrile shows herbicidal activity (Casoron, Duphar) and is used in fruit and vine cultivation. It is also used as an intermediate in the production of 2,6-difluorobenzonitrile and of 2,6-dichlorothiobenzamide (Prefix, Shell) which shows herbicidal activity.
Uses
2,6-dichlorobenzonitrile in which Q-amino-G- chlorobenzonitrile is used as starting material. And it is used for the synthesis of diclofenac sodium oxacillin and guanabenz acetate.
Definition
ChEBI: A nitrile that is benzonitrile which is substituted by chlorines at positions 2 and 6. A cellulose synthesis inhibitor, it is used as a pre-emergent and early post-emergent herbicide.
General Description
2,6-Dichlorobenzonitrile is a white solid dissolved or suspended in a water-emulsifiable liquid carrier. The primary hazard is the threat to the environment. Immediate steps should be taken to limit spread to the environment. Can easily penetrate the soil and contaminate groundwater and nearby streams. Can cause illness by inhalation, skin absorption and/or ingestion. Used as a herbicide.
Air & Water Reactions
Not soluble in water.
Reactivity Profile
A halogenated nitrile. Nitriles may polymerize in the presence of metals and some metal compounds. They are incompatible with acids; mixing nitriles with strong oxidizing acids can lead to extremely violent reactions. Nitriles are generally incompatible with other oxidizing agents such as peroxides and epoxides. The combination of bases and nitriles can produce hydrogen cyanide. Nitriles are hydrolyzed in both aqueous acid and base to give carboxylic acids (or salts of carboxylic acids). These reactions generate heat. Peroxides convert nitriles to amides. Nitriles can react vigorously with reducing agents. Acetonitrile and propionitrile are soluble in water, but nitriles higher than propionitrile have low aqueous solubility. They are also insoluble in aqueous acids.
Health Hazard
SOLID: Harmful if swallowed.
Fire Hazard
Not flammable.
Agricultural Uses
Herbicide: Dichlobenil is a herbicide used on cranberry bogs, dichondra, ornamentals, blackberry, raspberry, and blueberry fields, apple, pear, filbert and cherry orchards, vineyards, hybrid poplar-cottonwood plantations, and rights-of-way to control weeds; and sewers to remove roots. It acts on dandelion, prickly oxtongue (pre-emergence), and tree roots. Not approved for use in EU countries. Actively registered in the U.S.
Trade name
BARRIER®; BH Prefix D®; CARSORON®; CASORON® 133; CARSORON® G; CARSORON® G4; CARSORON® G20-SR; CODE H 133®; DECABANE®; DU-SPREX®; DYCLOMEC®; FYDULAN; FYDUMAS; FYDUSIT; H 133®; H 1313®; NIA 5996®; NIAGARA® 5006; NIAGARA 5,996; NOROSAC®; PREFIX D®
Metabolic pathway
Twelve metabolites are isolated from either urine or
bile from either rats (11 metabolites) or goats (seven
metabolites) given single oral doses of 14C-labeled
2,6-dichlorobenzonitrile (DCBN). Five of these
metabolites are also excreted in urine from rats dosed
orally with 2,6-dichlorothiobenzamide (DCTBA) which
is an acid amide analog. All metabolites from either DCBN or DCTBA are benzonitriles with the following
ring substituents: Cl2, OH (three isomers); Cl2, (OH)2;
Cl, (OH)2; Cl, OH, SH; Cl, OH, SCH3; SOCH3, OH;
Cl2, S-(N-acetyl)cysteine; Cl, S-(N-acetyl)cysteine; Cl,
OH, S-(N-acetyl)cysteine.
The thiobenzamide moiety of DCTBA is converted
to the nitrile in all extracted urinary metabolites. No
hydrolysis of the nitrile in DCBN to either amide or an
acid is detected. Urine is the major route for excretion;
however, enterohepatic circulation occurs.
Purification Methods
Crystallise the nitrile from acetone. [Beilstein 9 IV 1006.]
2,6-Dichlorobenzonitrile Preparation Products And Raw materials
Raw materials
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chevron_rightPreparation Products
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chevron_right| Supplier | Tel | Country | ProdList | Advantage | Inquiry |
|---|---|---|---|---|---|
| SNECOFRi Pvt Ltd | +91-9032850129 +91-9032850129 | Telangana, India | 404 | 58 | Inquiry |
| JSK Chemicals | +919879767970 | Gujarat, India | 3756 | 58 | Inquiry |
| Aether Industries Limited | +91-261-6603130 +91-2616603130 | Gujarat, India | 145 | 58 | Inquiry |
| Shiva Pharmachem Pvt Ltd | +91-2652321418 +91-2652321418 | Gujarat, India | 64 | 58 | Inquiry |
| TCI Chemicals (India) Pvt. Ltd. | 1800 425 7889 | New Delhi, India | 6778 | 58 | Inquiry |
| CLEARSYNTH LABS LTD. | +91-22-45045900 | Hyderabad, India | 6351 | 58 | Inquiry |
| A.J Chemicals | 91-9810153283 | New Delhi, India | 6124 | 58 | Inquiry |
| Reax Chemicals | 08048372701Ext 416 | Hyderabad, India | 4223 | 58 | Inquiry |
| Grr Fine Chem/Grr Exports | 91-79-40031771 | Gujarat, India | 405 | 58 | Inquiry |
| P C Chem | +91-8046061281 | Mumbai, India | 676 | 58 | Inquiry |
| Supplier | Advantage |
|---|---|
| SNECOFRi Pvt Ltd | 58 |
| JSK Chemicals | 58 |
| Aether Industries Limited | 58 |
| Shiva Pharmachem Pvt Ltd | 58 |
| TCI Chemicals (India) Pvt. Ltd. | 58 |
| CLEARSYNTH LABS LTD. | 58 |
| A.J Chemicals | 58 |
| Reax Chemicals | 58 |
| Grr Fine Chem/Grr Exports | 58 |
| P C Chem | 58 |