(1S,2R,4R,5R,6E)-5-Chloro-6-[[[(methylamino)carbonyl]oxy]imino]bicyclo[2.2.1]heptane-2-carbonitrile
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(1S,2R,4R,5R,6E)-5-Chloro-6-[[[(methylamino)carbonyl]oxy]imino]bicyclo[2.2.1]heptane-2-carbonitrile
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CAS No:
15271-41-7
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Formula:
C10H12ClN3O2
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Chemical Name:
(1S,2R,4R,5R,6E)-5-Chloro-6-[[[(methylamino)carbonyl]oxy]imino]bicyclo[2.2.1]heptane-2-carbonitrile
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Synonyms:
Bicyclo[2.2.1]heptane-2-carbonitrile,5-chloro-6-[[[(methylamino)carbonyl]oxy]imino]-,(1S,2R,4R,5R,6E)-;2-Norbornanecarbonitrile,5-chloro-6-oxo-,O-(methylcarbamoyl)oxime,(E)-endo-2,exo-5-;Bicyclo[2.2.1]heptane-2-carbonitrile,5-chloro-6-[[[(methylamino)carbonyl]oxy]imino]-,[1S-(1α,2β,4α,5α,6E)]-;(1S,2R,4R,5R,6E)-5-Chloro-6-[[[(methylamino)carbonyl]oxy]imino]bicyclo[2.2.1]heptane-2-carbonitrile;Tranid
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CAS No:
Description
Bicyclo[2.2.1]heptane-2-carbonitrile, 5-chloro-6-[[[(methylamino)cabonyl]oxy]imino]-, [1s-(1alpha,2beta,4alpha,5alpha,6e)]- is a solid. Used experimentally for residual control of mobile forms of spider mites, including several phosphate resistant strains. Has not been registered. (EPA, 1998)
Bicyclo[2.2.1]heptane-2-carbonitrile, 5-chloro-6-[[[(methylamino)cabonyl]oxy]imino]-, [1s-(1alpha,2beta,4alpha,5alpha,6e)]- is a solid. Used experimentally for residual control of mobile forms of spider mites, including several phosphate resistant strains. Has not been registered. (EPA, 1998)
(1S,2R,4R,5R,6E)-5-Chloro-6-[[[(methylamino)carbonyl]oxy]imino]bicyclo[2.2.1]heptane-2-carbonitrile Basic Attributes
241.67
241.67
2757|2992
DTXSID3040304
Characteristics
74.5 Ų
1.87628
1.4582
143.5 °C
1.5500 (estimate)
1.996g/L(temperature not stated)
14.22±0.46
No rapid reaction with air. No rapid reaction with water.
Carbamates
When heated to decomposition, it emits very toxic fumes of chlorine containing compounds and nitrogen oxides. [EPA, 1998].
Safety Information
II
6.1(a)
2757
24-28-51/53
28-36/37-45-61
T+,N
SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices.
USEPA; Chemical Profile: Bicyclo:2.2.1.hepatne-2-carbonitrile, 5-chloro-6(((methylamino)carbonyl)oxy)imino)-,(1S-(alpha, 2 beta, 4-alpha, 5 alpha, 6E))- (1985)
When heated to decomposition, it emits very toxic fumes of chlorine containing compounds and nitrogen oxides. (EPA, 1998)
|Danger|H300: Fatal if swallowed [Danger Acute toxicity, oral]|P264, P270, P273, P280, P301+P310, P302+P352, P312, P321, P322, P330, P361, P363, P391, P405, and P501
A carbamate insecticide. Move container from fire area if you can do so without risk. Fight fire from maximum distance. Dike fire control water for later disposal; do not scatter the material. Keep unnecessary people away; isolate hazard area and deny entry. Stay upwind; keep out of low areas. Ventilate closed spaces before entering them. Wear positive pressure breathing apparatus and special protective clothing. Remove and isolate contaminated clothing at the site. Extinguish with dry chemical, carbon dioxide, water spray, fog, or foam. (EPA, 1998)
Excerpt from ERG Guide 151 [Substances - Toxic (Non-combustible)]: As an immediate precautionary measure, isolate spill or leak area in all directions for at least 50 meters (150 feet) for liquids and at least 25 meters (75 feet) for solids. SPILL: Increase, in the downwind direction, as necessary, the isolation distance shown above. FIRE: If tank, rail car or tank truck is involved in a fire, ISOLATE for 800 meters (1/2 mile) in all directions; also, consider initial evacuation for 800 meters (1/2 mile) in all directions. (ERG, 2016)
A carbamate insecticide. Do not touch spilled material; stop leak if you can do so without risk. Use water spray to reduce vapors. Small spills: absorb with sand or other noncombustible absorbent material and place into containers for later disposal. Small dry spills: with clean shovel place material into clean, dry container and cover; move containers from spill area. Large spills: dike far ahead of spill for later disposal. (EPA, 1998)
For emergency situations, wear a positive pressure, pressure-demand, full facepiece self-contained breathing apparatus (SCBA) or pressure- demand supplied air respirator with escape SCBA and a fully-encapsulating, chemical resistant suit. (EPA, 1998)
Releases of CERCLA hazardous substances are subject to the release reporting requirement of CERCLA section 103, codified at 40 CFR part 302, in addition to the requirements of 40 CFR part 355. Bicyclo[2.2.1]heptane-2-carbonitrile, 5-chloro-6-(((((methylamino)carbonyl)oxy)lmino)-, (1s-(1-alpha,2-beta,4-alpha,5-alpha,6E))- is an extremely hazardous substance (EHS) subject to reporting requirements when stored in amounts in excess of its threshold planning quantity (TPQ) of 500/10,000 lbs.
Toxicity
LD50 Rat female oral 19 mg/kg|LD50 Rat male oral 30 mg/kg|LD50 Rat percutaneous male > 2000 mg/kg (25% suspension in propylene glycol)|LD50 Rat percutaneous female > 2000 mg/kg (25% suspension in propylene glycol)
Drug Information
High oral and dermal toxicity. Carbamates are cholinesterase inhibitors. (EPA, 1998)
Note: Tranid is a cholinesterase inhibitor. Signs and Symptoms of Tranid Exposure: Acute exposure to tranid usually leads to a cholinergic crisis, with signs and symptoms that may include increased salivation, profuse sweating, lacrimation (tearing), runny nose and spontaneous defecation and urination. Pinpoint pupils, blurred vision, headache, tremor, muscle twitching, tightness in chest, malaise, mental confusion, convulsions, and coma may also occur. Gastrointestinal effects include nausea, vomiting, diarrhea, and abdominal pain. Bradycardia (slow heart rate) occurs frequently. Pulmonary edema, dyspnea (shortness of breath), respiratory depression, or respiratory arrest may also occur. Emergency Life-Support Procedures: Acute exposure to tranid may require decontamination and life support for the victims. Emergency personnel should wear protective clothing appropriate to the type and degree of contamination. Air-purifying or supplied-air respiratory equipment should also be worn, as necessary. Rescue vehicles should carry supplies such as plastic sheeting and disposable plastic bags to assist in preventing spread of contamination. Inhalation Exposure: 1. Move victims to fresh air. Emergency personnel should avoid self-exposure to tranid. 2. Evaluate vital signs including pulse and respiratory rate, and note any trauma. If no pulse is detected, provide CPR. If not breathing, provide artificial respiration. If breathing is labored, administer 100% humidified oxygen or other respiratory support. 3. Obtain authorization and/or further instructions from the local hospital for administration of an antidote or performance of other invasive procedures. 4. Transport to a health care facility. Dermal/Eye Exposure: 1. Remove victims from exposure. Emergency personnel should avoid self-exposure to tranid. 2. Evaluate vital signs including pulse and respiratory rate, and note any trauma. If no pulse is detected, provide CPR. If not breathing, provide artificial respiration. If breathing is labored, administer 100% humidified oxygen or other respiratory support. 3. Remove contaminated clothing as soon as possible. 4. If eye exposure has occurred, eyes must be flushed with lukewarm water for at least 15 minutes. 5. Wash exposed skin areas twice with soap and water. 6. Obtain authorization and/or further instructions from the local hospital for administration of an antidote or performance of other invasive procedures. 7. Transport to a health care facility. Ingestion Exposure: 1. Evaluate vital signs including pulse and respiratory rate, and note any trauma. If no pulse is detected, provide CPR. If not breathing, provide artificial respiration. If breathing is labored, administer 100% humidified oxygen or other respiratory support. 2. Obtain authorization and/or further instructions from the local hospital for administration of an antidote or performance of other invasive procedures. 3. Vomiting may be induced with syrup of Ipecac. If elapsed time since ingestion of tranid is unknown of suspected to be greater than 30 minutes, do not induce vomiting and proceed to Step 4. Ipecac should not be administered to children under 6 months of age.Warning: Ingestion of tranid may result in sudden onset of seizures or loss of consciousness. Syrup of Ipecac should be administered only if victims are alert, have an active gag-reflex, and show no signs of impending seizure or coma. If ANY uncertainty exists, proceed to Step 4.The following dosages of Ipecac are recommended: children up to 1 year old, 10 mL (1/3 oz); children 1 to 12 years old, 15 mL (1/2 oz); adults, 30 mL (1 oz). Ambulate (walk) the victims and give large quantities of water. If vomiting has not occurred after 15 minutes, Ipecac may be readministered. Continue to ambulate and give water to the victims. If vomiting has not occurred within 15 minutes after second administration of Ipecac, administer activated charcoal. 4. Activated charcoal may be administered if victims are conscious and alert. Use 15 to 30 g (1/2 to 1 oz) for children, 50 to 100 g (1-3/4 to 3-1/2 oz) for adults, with 125 to 250 mL (1/2 to 1 cup) of water. 5. Promote excretion by administering a saline cathartic or sorbitol to conscious and alert victims. Children require 15 to 30 g (1/2 to 1 oz) of cathartic; 50 to 100 g (1-3/4 to 3-1/2 oz) is recommended for adults. 6. Transport to a health care facility. (EPA, 1998)
(1S,2R,4R,5R,6E)-5-Chloro-6-[[[(methylamino)carbonyl]oxy]imino]bicyclo[2.2.1]heptane-2-carbonitrile Use and Manufacturing
... Kilsheimer, Manning; Payne, US patents 3,231,599 & 3,328,457 (1966, 1967, both to Union Carbide).
Insecticide, miticide
Discontinued by Rhone-Poulenc Ag Co.
ACARICIDES
Computed Properties
Molecular Weight:241.67
XLogP3:1.1
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:2
Exact Mass:241.0618043
Monoisotopic Mass:241.0618043
Topological Polar Surface Area:74.5
Heavy Atom Count:16
Complexity:387
Undefined Atom Stereocenter Count:4
Undefined Bond Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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