Bis(2,6-diisopropylphenyl)carbodiimide Chemical Properties

Melting point:

51 °C

Boiling point:

152-162 °C(Press: 0.05 Torr)

Density 

0.95±0.1 g/cm3(Predicted)

vapor pressure 

0.006Pa at 20℃

Flash point:

197℃

storage temp. 

2-8°C

form 

powder to lump

color 

White to Almost white

Water Solubility 

50μg/L at 20℃

InChI

InChI=1S/C25H34N2/c1-16(2)20-11-9-12-21(17(3)4)24(20)26-15-27-25-22(18(5)6)13-10-14-23(25)19(7)8/h9-14,16-19H,1-8H3

InChIKey

XLDBGFGREOMWSL-UHFFFAOYSA-N

SMILES

N(C1C(=CC=CC=1C(C)C)C(C)C)=C=NC1C(=CC=CC=1C(C)C)C(C)C

LogP

6.2 at 30℃

CAS DataBase Reference

2162-74-5

EPA Substance Registry System

Benzenamine, N,N'-methanetetraylbis[2,6-bis(1-methylethyl)- (2162-74-5)

Safety Information

Risk Statements 

36/37/38

Safety Statements 

26-36/37/39-24/25

RIDADR 

2811

RTECS 

CY0887250

HazardClass 

6.1

PackingGroup 

III

HS Code 

29213000

Toxicity

LD50 orl-rat: 200 mg/kg NTIS** OTS0545280

Bis(2,6-diisopropylphenyl)carbodiimide Usage And Synthesis

Uses

N,N'-Di(2,6-diisopropylphenyl)carbodiimide is an anti-hydrolysis agent. Anti-hydrolysis agent K-1 is a sterically hindered aromatic carbodiimide anti-hydrolysis stabilizer. It reacts with the hydrolysis product carboxylic acid or water, preventing autocatalytic hydrolysis degradation and improving the service life of many polymers, especially enhancing their anti-hydrolysis and hydrolysis stability under harsh operating conditions such as high temperature, humidity, and acid/alkali environments. Its main applications include stabilizing polyester products, polyurethane products (such as PU systems, MDI prepolymers, TPU, adhesives), polyamide-nylon products, and hydrolyzable plastics such as EVA.

Chemical Properties

White solid

Hazard

A poison by ingestion.

Safety Profile

A poison by ingestion,intraperitoneal, and inhalation. When heated todecomposition it emits toxic vapors of NOx.

Synthesis

General procedure for the synthesis of N,N'-bis(2,6-diisopropylphenyl)carbodiimide from the compound (CAS: 25348-97-4): to a stirred DippN(H)C(S)N(H)Dipp (7.93 g, 20.0 mmol) and triethylamine (NEt3, 5.58 mL, 40.0 mmol) ethyl acetate (100 mL ) solution, iodine (I2, 5.58 g, 22.0 mmol) was added in batches over 30 min. The reaction mixture was stirred at room temperature for 2 h. Subsequent filtration gave a brown filtrate. The volatile components of the filtrate were removed by distillation under reduced pressure to give a brown solid. The solid was extracted with pentane (4 x 50 mL) and the extract was filtered through a short silica column. The brown filtrate obtained was added to activated copper powder (Cu, 3.00 g, 48.0 mmol). The mixture was stirred at room temperature for 16 h to form a black suspension. The suspension was filtered through silica to obtain a colorless filtrate. The volatile components in the filtrate were removed by distillation under reduced pressure and the solid obtained was dried under vacuum to give the target product N,N'-bis(2,6-diisopropylphenyl)carbodiimide as a colorless crystalline solid. Yield: 4.74 g (65%). The 1H NMR spectrum of the product was in agreement with the data reported by Cowley et al. [24]

References

[1] Synlett, 2009, # 4, p. 607 - 610
[2] New Journal of Chemistry, 2016, vol. 40, # 9, p. 7627 - 7636
[3] Dalton Transactions, 2008, # 33, p. 4419 - 4423
[4] Polyhedron, 2016, vol. 116, p. 64 - 75
[5] European Journal of Inorganic Chemistry, 2014, # 9, p. 1446 - 1453

Bis(2,6-diisopropylphenyl)carbodiimide(2162-74-5)Related Product Information

• N,N-Diisopropylethylamine
• 1,5-Diphenylcarbazide
• Dicyclohexylcarbodiimide
• Cyanamide
• N,N'-Diisopropylcarbodiimide
• 2,6-Diisopropylaniline
• Benzenamine, 2,6-diethyl-N-methylene-
• 2-ethyl-6-isopropylaniline
• DI-O-TOLYLCARBODIIMIDE
• Bis(2,6-diisopropylphenyl)carbodiimide