| Identification | Back Directory | [Name]
ISOBORNYL THIOCYANOACETATE | [CAS]
115-31-1 | [Synonyms]
IBTA
ent92
ENT 92
THANITE
Bornate
Cidalon
Thanisol
Terpinyl
THANITE(R)
thanite(herculespowder)
TERPINYL THIOCYANOACETATE
ISOBORNYL THIOCYANOACETATE
Isobornyl thiocyanatoacetate
isoborneol,thiocyanatoacetate
Isoborneol, thiocyanatoacetate
thiocyanatoaceticacidisobornylester
thiocyanato-aceticaciisobornylester
isobornylthiocyanatoacetate,technical
Thiocyanatoacetic acid isobornyl ester
isobornylesterkyselinythiokyanatooctove
Thiocyanatoacetic acid bornan-2-yl ester
Isobornylester kyseliny thiokyanatooctove
Acetic acid, thiocyanato-, isobornyl ester
1,7,7-trimethylnorbornan-2-ylthiocyanoacetate
Acetic acid, thiocyanato-, isobornyl ester, exo-
1,7,7-trimethylbicyclo(2.2.1)hept-2-ylthiocyanatoacetate
1,7,7-trimethylbicyclo(2,2,1)]hept-2-ylthiocyanatoacetate
exo-1,7,7-trimethylbicyclo[2.2.1]hept-2-ylthiocyanatoacetate
1,7,7-Trimethylbicyclo[2.2.1]hept-2-yl (cyanosulfanyl)acetate
thiocyanatoaceticacid1,7,7-trimethylbicyclo[2.2.1]hept-2-ylester
thiocyanato-,1,7,7-trimethylbicyclo[2.2.1]hept-2-ylester,exo-aceticaci
thiocyanato-,1,7,7-trimethylbicyclo(2,2,1)hept-2-ylester,exo-aceticaci
thiocyanato-,1,7,7-trimethylbicyclo(2.2.1)hept-2-ylester,exo-aceticaci
Acetic acid, thiocyanato-, 1,7,7-trimethylbicyclo(2,2,1)hept-2-yl ester, exo-
Acetic acid, thiocyanato-, 1,7,7-trimethylbicyclo[2.2.1]hept-2-yl ester, exo-
1,7,7-trimethylbicyclo(2,2,1)hept-2-yl thiocyanatoacetate isobornyl thiocyanoacetate
Acetic acid, 2-thiocyanato-, (1R,2R,4R)-1,7,7-trimethylbicyclo[2.2.1]hept-2-yl ester, rel- | [EINECS(EC#)]
204-081-5 | [Molecular Formula]
C13H19NO2S | [MDL Number]
MFCD00155447 | [MOL File]
115-31-1.mol | [Molecular Weight]
253.36 |
| Chemical Properties | Back Directory | [Definition]
The technical grade contains 82% or more of
isobornyl thiocyanoacetate, also other terpenes and
derivatives. | [Appearance]
Yellow oily liquid; terpene-like odor. Very soluble in alcohol, benzene, chloroform, and ether; practically insoluble in water.
Combustible. | [Boiling point ]
bp0.06 95° | [density ]
d425 1.1465 | [refractive index ]
nD25 1.512 | [Fp ]
82°C (180°F) | [Henry's Law Constant]
3.8×101 mol/(m3Pa) at 25℃, HSDB (2015) | [EPA Substance Registry System]
Isobornyl thiocyanatoacetate (115-31-1) |
| Hazard Information | Back Directory | [Chemical Properties]
Yellow oily liquid; terpene-like odor. Very soluble in alcohol, benzene, chloroform, and ether; practically insoluble in water.
Combustible. | [Uses]
Insecticide, especially in cattle sprays. | [Hazard]
Toxic by ingestion, strong irritant. | [Originator]
Bornate,Wyeth,US,1946 | [Production Methods]
Isobornyl thiocyanoacetate is synthesised through a two-step process starting with camphene, a bicyclic monoterpene. First, camphene is reacted with chloroacetic acid at elevated temperatures for 16 hours, producing isobornyl monochloroacetate. This intermediate is then dissolved in ethyl alcohol, and potassium thiocyanate is added. The mixture is refluxed for approximately 8 hours, during which the chlorine atom is substituted by a thiocyanate group, yielding isobornyl thiocyanoacetate. | [Manufacturing Process]
200 g of camphene and 150 g of chloroacetic acid were heated 16 hours at
125°C, cooled to room temperature and the resulting product washed with
water. In this way, 177 g of isobornyl monochloroacetate, analyzing 12.8%, by
weight, chlorine was recovered. 174 g of the isobornyl monochloroacetate was
dissolved in 300 cc of ethyl alcohol, 100 g of potassium thiocyanate added to
this solution and the mixture refluxed for a period of 8 hours. 276 g of a
product was recovered, which analyzed as follows: chlorine, 0.2% by wt. and
sulfur, 10.9% by wt. This analysis shows the product to be principally
isobornyl thiocyanoacetate. | [Therapeutic Function]
Pediculicide | [Pesticide Type]
Insecticide; Veterinary substance |
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