N , N ′ -diphenylguanidine
Structural formula | ||||||||||||||||
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General | ||||||||||||||||
Surname | N, N′-diphenylguanidine | |||||||||||||||
other names |
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Molecular formula | C 13 H 13 N 3 | |||||||||||||||
Brief description |
white to off-white, crystalline powder with a faint odor |
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External identifiers / databases | ||||||||||||||||
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properties | ||||||||||||||||
Molar mass | 211.27 g mol −1 | |||||||||||||||
Physical state |
firmly |
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density |
1.13 g cm −3 |
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Melting point |
149 ° C |
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boiling point |
decomposes above 170 ° C |
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solubility |
heavy in water (1 g l −1 ) |
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safety instructions | ||||||||||||||||
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Toxicological data | ||||||||||||||||
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions . |
Diphenylguanidine is a chemical compound from the group of guanidines . It was first described by August Wilhelm von Hofmann in 1874 .
Extraction and presentation
Diphenylguanidine can be prepared from aniline and cyanogen chloride .
use
Diphenylguanidine is used as a vulcanization accelerator. The production volume in the European Union in 1992 was between 4,000 and 5,000 tons per year.
Diphenylguanidine is active above 135 ° C and is a basic, rather slow accelerator.
Hazard assessment
Diphenylguanidine was included by the EU in 2012 in accordance with Regulation (EC) No. 1907/2006 (REACH) as part of the substance evaluation in the Community's rolling action plan ( CoRAP ). The effects of the substance on human health and the environment are re-evaluated and, if necessary, follow-up measures are initiated. The reasons for the uptake of diphenylguanidine were concerns about its classification as a CMR substance, high (aggregated) tonnage and high risk characterization ratio (RCR). The re-evaluation has been running since 2012 and is carried out by France .
See also
- o -Tolyl biguanide (DOTG)
Individual evidence
- ↑ a b c d e f g Entry on N, N′-diphenylguanidine in the GESTIS substance database of the IFA , accessed on July 23, 2016(JavaScript required) .
- ↑ a b c d AW Hofmann: About diphenylguanidine . In: Reports of the German Chemical Society . tape 7 , no. 1 , January 1874, p. 947-950 , doi : 10.1002 / cber.187400701291 .
- ↑ Entry on 1,3-diphenylguanidine in the Classification and Labeling Inventory of the European Chemicals Agency (ECHA), accessed on August 1, 2016. Manufacturers or distributors can expand the harmonized classification and labeling .
- ↑ Toxicological assessment of 1,3-diphenylguanidine (PDF) at the professional association raw materials and chemical industry (BG RCI), accessed on May 1, 2018.
- ^ I. Franta: Elastomers and Rubber Compounding Materials. Elsevier, 2012, ISBN 978-0-444-60118-6 , p. 342 ( limited preview in Google book search).
- ↑ Community rolling action plan ( CoRAP ) of the European Chemicals Agency (ECHA): 1,3-diphenylguanidine , accessed on March 26, 2019.