N - (Cyclohexylthio) phthalimide

Structural formula
General
Surname	N - (Cyclohexylthio) phthalimide
other names	N - (Cyclohexylthio) phthalimide; 2-cyclohexylsulfanylisoindoldione; 2- (Cyclohexylthio) -1 H -isoindole-1,3 (2 H ) -dione; 2-Cyclohexylsulfanylisoindole-1,3-dione; CTP; CTPI;
Molecular formula	C 14 H 15 NO 2 S
Brief description	beige solid with a faint odor
External identifiers / databases
EC number	241-774-1
ECHA InfoCard	100.037.961
PubChem	28777
ChemSpider	26768
Wikidata	Q5198723
properties
Molar mass	261.33 g mol −1
Physical state	firmly
density	1.354 g cm −3
Melting point	91-95 ° C
boiling point	400 ° C
solubility	practically insoluble in water (12.4 mg l −1 at 20 ° C); easily soluble in most organic solvents such as ethanol , toluene , acetone and ethyl acetate ;
safety instructions
H and P phrases	H: 317-410
	P: 273-280-302 + 352-333 + 313-501
	As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

N - (Cyclohexylthio) phthalimide is a chemical compound from the group of carboximides and sulfenamides .

Extraction and presentation

N - (cyclohexylthio) phthalimide is prepared by reaction of cyclohexylsulphenylchloride (which in turn from cyclohexanethiol is obtained) with phthalimide are obtained.

properties

N - (Cyclohexylthio) phthalimide is a flammable, difficult to ignite, beige solid with a faint odor, which is practically insoluble in water. The technical product is a white, yellow-brown or pink-colored solid with a characteristically unpleasant smell, which starts to decompose from 150 ° C.

use

N - (Cyclohexylthio) phthalimide is used as a vulcanization retarder in the rubber industry.

safety instructions

N - (Cyclohexylthio) phthalimide is a type IV contact allergen .

Individual evidence

↑ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ Entry on N- (Cyclohexylthio) phthalimide in the GESTIS substance database of the IFA , accessed on January 27, 2019(JavaScript required) .
↑ ^a ^b Hazardous Substance Information System Chemicals of the BG RCI and the BGHM: N- (Cyclohexylthio) phthalimid (CTP) (17796-82-6): Characterization, limit values, classifications , accessed on January 27, 2019

↑ European Patent Office: EP 0775695 A1 19970528 - Process for the preparation of N-cyclohexylthiophthalimide , accessed on January 27, 2019

↑ Michael HS Gradwell, Nigel R. Stephenson: The Action of N- (Cyclohexylthio) Phthalimide as a Prevulcanization Inhibitor of 2-Bisbenzothiazole-2,2′-Disulfide Accelerated Sulfur Vulcanization. In: Rubber Chemistry and Technology. 74, 2001, p. 44, doi : 10.5254 / 1.3547638 .

↑ alles-zur-allergologie.de: Allergen Cyclohexylthiophthalimid (CTP) Allergie Allergologie , accessed on January 27, 2019

^ S. Huygens, A. Barbaud, A. Goossens: Frequency and relevance of positive patch tests to cyclohexylthiophthalimide, a new rubber allergen. In: Eur J Dermatol. 11, pp. 443-445, PMID 11525953 .

[GESTIS-1] ↑ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ Entry on N- (Cyclohexylthio) phthalimide in the GESTIS substance database of the IFA , accessed on January 27, 2019(JavaScript required) .

[gischem.de-2] Hazardous Substance Information System Chemicals of the BG RCI and the BGHM: N- (Cyclohexylthio) phthalimid (CTP) (17796-82-6): Characterization, limit values, classifications , accessed on January 27, 2019

[epo.org-3] European Patent Office: EP 0775695 A1 19970528 - Process for the preparation of N-cyclohexylthiophthalimide , accessed on January 27, 2019

[DOI10.5254/1.3547638-4] Michael HS Gradwell, Nigel R. Stephenson: The Action of N- (Cyclohexylthio) Phthalimide as a Prevulcanization Inhibitor of 2-Bisbenzothiazole-2,2′-Disulfide Accelerated Sulfur Vulcanization. In: Rubber Chemistry and Technology. 74, 2001, p. 44, doi : 10.5254 / 1.3547638 .

[alles-zur-allergologie.de-5] s-zur-allergologie.de: Allergen Cyclohexylthiophthalimid (CTP) Allergie Allergologie , accessed on January 27, 2019

[PMID11525953-6] S. Huygens, A. Barbaud, A. Goossens: Frequency and relevance of positive patch tests to cyclohexylthiophthalimide, a new rubber allergen. In: Eur J Dermatol. 11, pp. 443-445, PMID 11525953 .