N , N ′ -diphenylguanidine

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Structural formula
Structural formula of 1,3-diphenylguanidine
General
Surname N, N′-diphenylguanidine
other names
  • sym -diphenylguanidine
  • 1,3-diphenylguanidine
  • DPG
Molecular formula C 13 H 13 N 3
Brief description

white to off-white, crystalline powder with a faint odor

External identifiers / databases
CAS number 102-06-7
EC number 203-002-1
ECHA InfoCard 100.002.730
PubChem 7594
Wikidata Q2537147
properties
Molar mass 211.27 g mol −1
Physical state

firmly

density

1.13 g cm −3

Melting point

149 ° C

boiling point

decomposes above 170 ° C

solubility

heavy in water (1 g l −1 )

safety instructions
GHS hazard labeling from  Regulation (EC) No. 1272/2008 (CLP) , expanded if necessary
06 - Toxic or very toxic 08 - Dangerous to health 09 - Dangerous for the environment

danger

H and P phrases H: 301-315-319-335-361f-411
P: 261-273-281-301 + 310-305 + 351 + 338
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

Individual evidence

  1. ↑ 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) .
  2. ↑ 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 .
  3. ↑ 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 .
  4. ↑ Toxicological assessment of 1,3-diphenylguanidine (PDF) at the professional association raw materials and chemical industry (BG RCI), accessed on May 1, 2018.
  5. ^ I. Franta: Elastomers and Rubber Compounding Materials. Elsevier, 2012, ISBN 978-0-444-60118-6 , p. 342 ( limited preview in Google book search).
  6. ↑ Community rolling action plan ( CoRAP ) of the European Chemicals Agency (ECHA): 1,3-diphenylguanidine , accessed on March 26, 2019.Template: CoRAP status / 2012