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Home > Encyclopedia > 3-(3-Pentanyl)phenyl methylcarbamate

3-(3-Pentanyl)phenyl methylcarbamate

3-(3-Pentanyl)phenyl methylcarbamate structure

3-(3-Pentanyl)phenyl methylcarbamate 

structure
  • CAS No:

    672-04-8

  • Formula:

    C13H19NO2

  • Chemical Name:

    3-(3-Pentanyl)phenyl methylcarbamate

3-(3-Pentanyl)phenyl methylcarbamate Basic Attributes

221.29500

221.141578849 g/mol

XKB1UJJ0WL

DTXSID1042102

Characteristics

41.82000

3.51280

1.01g/cm3

296.1ºC

132.9ºC

1.502

Colorless, low melting solid; MP: 40-45 °C; density: 1.031 at 25 °C; BP: 125-130 °C at 0.1 mm Hg; moderate to low volatility; solubility in water is less than 0.01%; soluble in most solvents but less in aliphatic hydrocarbons /bufencarb/|A low melting solid, yellow to amber in color; MP: 26-39 °C; vapor pressure: 3x10-5 mm Hg at 30 °C; BP: about 125 °C at 0.04 mm Hg; density: 1.024 at 26 °C /bufencarb, technical product/

Safety Information

It is stable in neutral or acid soln, but the rate of hydrolysis incr with rise in either pH or temp. /bufencarb/|May decomp when exposed to sunlight; moderate to low volatility /bufencarb/

Toxicity

LD50 rats oral 87 mg/kg /technical material/|LD50 rabbits subcutaneous 680 mg/kg

Terrestrial Fate: It is degraded fairly rapidly in soil and no carry-over would be expected from one season to the next with granules. /bufencarb/

May decomp when exposed to sunlight. /bufencarb/

Drug Information

4. 4= very toxic: probable oral lethal dose (human) 50-500 mg/kg, between 1 teaspoon & 1 oz for 70 kg person (150 lb). /bufencarb/

1) ESTABLISH CLEAR AIRWAY & TISSUE OXYGENATION BY ASPIRATION OF SECRETIONS & IF NECESSARY, BY ASSISTED PULMONARY VENTILATION WITH OXYGEN. IMPROVE TISSUE OXYGENATION AS MUCH AS POSSIBLE BEFORE ADMINISTERING ATROPINE TO MINIMIZE THE RISK OF VENTRICULAR FIBRILLATION. /CARBAMATES, CHOLINESTERASE INHIBITORS/|2) ADMIN ATROPINE SULFATE IV, OR IM IF IV INJECTION IS NOT POSSIBLE... IN MODERATELY SEVERE POISONING: ADULT DOSAGE, INCLUDING CHILDREN OVER 12 YR: 0.4-2.0 MG REPEATED EVERY 15 MIN UNTIL ATROPINIZATION IS ACHIEVED (TACHYCARDIA, FLUSHING, DRY MOUTH, MYDRIASIS). MAINTAIN ATROPINIZATION BY REPEATED DOSES FOR 2-12 HR, OR LONGER, DEPENDING ON SEVERITY OF POISONING... DOSAGE FOR CHILDREN UNDER 12 YEARS: 0.05 MG/KG BODY WT REPEATED EVERY 15 MIN UNTIL ATROPINIZATION IS ACHIEVED. MAINTAIN ATROPINIZATION WITH REPEATED DOSAGE OF 0.02-0.05 MG/KG. SEVERELY POISONED INDIVIDUALS MAY EXHIBIT REMARKABLE TOLERANCE TO ATROPINE; TWICE THE DOSES SUGGESTED ABOVE MAY BE NEEDED... /CARBAMATES, CHOLINESTERASE INHIBITORS/|3. PRALIDOXIME (PROTOPAM-AYERST, 2-PAM) IS OF DOUBTFUL VALUE IN POISONINGS BY CARBAMATE INHIBITORS OF CHOLINESTERASE. ATROPINE ALONE IS ALMOST ALWAYS AN ADEQUATE ANTIDOTE. PRALIDOXIME IS PROBABLY CONTRAINDICATED IN POISONINGS BY CARBARYL, SPECIFICALLY. IF VICTIM OF CARBAMATE POISONING EXHIBITS SEVERE MUSCLE WEAKNESS &/OR RESPIRATORY DEPRESSION, OR IF POISONING INVOLVES A COMBINATION OF CARBAMATE & ORGANOPHOSPHATE, A DILUTE SOLUTION OF PRALIDOXIME (TOTAL DOSE IN 250 ML 5% GLUCOSE SOLN) MAY BE GIVEN CAUTIOUSLY IV. THE INFUSION SHOULD BE TERMINATED IF PATIENT'S CONDITION WORSENS. PRALIDOXIME DOSAGE: ADULTS, 1.0 G; FOR CHILDREN UNDER 12 YR, 20-50 MG/KG. 4. OBSERVE TREATED PATIENTS CLOSELY AT LEAST 24 HR TO INSURE THAT SYMPTOMS (POSSIBLY PULMONARY EDEMA) DO NOT RECUR AS ATROPINIZATION WEARS OFF. IN VERY SEVERE POISONINGS, METABOLIC DISPOSITION OF TOXICANT MAY REQUIRE SEVERAL HR OR DAYS DURING WHICH ATROPINIZATION MUST BE MAINTAINED. /CARBAMATES, CHOLINESTERASE INHIBITORS/|5. BATHE & SHAMPOO VICTIM WITH SOAP & WATER IF THERE IS ANY CHANCE THAT SKIN & HAIR ARE CONTAMINATED. 6. IF PESTICIDE HAS BEEN INGESTED IN QUANTITY SUFFICIENT TO CAUSE POISONING, EMPTY THE STOMACH & INTESTINE. A. IF VICTIM IS ALERT & RESPIRATION IS NOT DEPRESSED, GIVE SYRUP OF IPECAC, FOLLOWED BY 1-2 GLASSES OF WATER TO INDUCE VOMITING; ADULTS (INCLUDING CHILDREN OVER 12), 30 ML; CHILDREN (UNDER 12 YR), 15 ML. CAUTION: OBSERVE VICTIM CLOSELY AFTER ADMIN IPECAC, IF CONSCIOUSNESS LEVEL DECLINES, OR IF VOMITING HAS NOT OCCURRED IN 15 MIN, PROCEED IMMEDIATELY TO INTUBATE THE STOMACH. FOLLOWING EMESIS, HAVE VICTIM DRINK A SUSPENSION OF /PRC: 30 G ACTIVATED CHARCOAL IN 3-4 OZ OF WATER (CHILDREN), 100 G IN 8-10 OZ OF WATER (ADULTS)/...TO BIND TOXICANT REMAINING IN THE GI TRACT. /CARBAMATES, CHOLINESTERASE INHIBITORS/|For more Antidote and Emergency Treatment (Complete) data for M-(1-ETHYLPROPYL)PHENYL METHYLCARBAMATE (6 total), please visit the HSDB record page.

Symptomatology: 1. Nausea, vomiting, abdominal cramps, diarrhea & excessive salivation...sweating. 2. Lassitude & weakness. 3. Rhinorrhea and sensation of tightness in chest may occur with inhalation exposure. 4. Blurring or dimness of vision. Miosis...tearing, ciliary muscle spasm, loss of accommodation and ocular pain. None of these...signs...is dependable for diagnosis. Mydriasis may be seen... 5. Loss of muscle coordination, slurring of speech, fasciculation & twitching of muscles. 6. Difficulty in breathing, excessive secretions of saliva and of resp tract mucus, oronasal frothing, cyanosis, pulmonary rales & rhonchi, and hypertension. 7. ...jerky movements, incontinence, convulsions and coma. 8. Death...due to resp arrest of central origin, paralysis of resp muscles, intense bronchoconstriction or all three. /Carbaryl/|Four spraymen and one mixer applied 6 to 7 pump charges of bufencarb during the first day and 9 to 10 pump charges during the second day... One sprayman complained of "hunger cramps" in his stomach...the same sprayman and another one reported that they had vomited... Cholinesterase activity was depressed to about 50% of normal... During the second day one sprayman vomited while at work... His pulse rate was 52 per min and he experienced some sweating, dizziness, and pupillary change. /bufencarb/

3-(3-Pentanyl)phenyl methylcarbamate Use and Manufacturing

Methods of Manufacturing

FORMERLY BY REACTION OF M-(1-ETHYLPROPYL)PHENOL WITH METHYL ISOCYANATE

Uses

FORMERLY IN SOIL INSECTICIDE BUX FOR CORN ROOTWORMS, WATER WEEVILS, & ON OTHER FIELD CROPS

Production

(1972) 4.54X10+8 GRAMS (EST)|(1975) NONE

(BUX, A 1:3 MIXTURE OF M-(1-ETHYLPROPYL)PHENYLMETHYLCARBAMATE WITH M-(1-METHYLBUTYL)PHENYL METHYLCARBAMATE): FORMERLY, 99% AS A SOIL INSECTICIDE FOR CORN ROOTWORMS ON CORN; 1% ON RICE FOR RICE WATER WEEVILS & ON OTHER FIELD CROPS (1971)

ORTHO RE-5353; BUFENCARB; BUX; BUX TEN|Bux Ten Granular, granules (100 mg ai/kg); Bux 2 Emulsive, emulsifiable concentrate (240 g/L); Bux 360 Emulsive, emulsifiable concentrate (360 g/L); dusts (20 and 40 g/kg) /bufencarb/

The common name bufencarb is...for a reaction product... The insecticidally active components of the product...are: 3-(1-methylbutyl)phenyl methylcarbamate...and...3-(1-ethylpropyl)phenyl methylcarbamate... /bufencarb/|The technical product consists of approx 65% of a 3:1 mixture of 3-(1-methylbutyl)phenyl methylcarbamate and 3-(1-ethylpropyl)phenyl methylcarbamate and 35% of structurally related inactive material comprised mainly of p and o isomers. /bufencarb/|Bufencarb has been suggested as a common name for the mixture for which BUX long has been a trade name. /bufencarb/|BUFENCARB IS ACTIVE, AT RATES OF 0.5-2.0 KG AI/HA, AGAINST A RANGE OF SOIL & FOILAGE INSECTS, PARTICULARLY...CORN ROOTWORM LARVAE, RICE STEM BORERS, RICE GREEN LEAFHOPPER, RICE WATER WEEVIL, RICE PLANTHOPPERS & PINEAPPLE ROOT MEALBUG. /BUFENCARB/

Product analysis is by GLC; Particulars of the method & those for residues are available from the Chevron Chemical Co. See also, B Tucker, Anal Methods Pestic Plant Growth Regul, 1973, 7, 179. /bufencarb/

Computed Properties

Molecular Weight:221.29
XLogP3:3.7
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:5
Exact Mass:221.141578849
Monoisotopic Mass:221.141578849
Topological Polar Surface Area:38.3
Heavy Atom Count:16
Complexity:214
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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