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BIS(2,6-DIISOPROPYLPHENYL)CARBODIIMIDE

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Name

BIS(2,6-DIISOPROPYLPHENYL)CARBODIIMIDE

EINECS 218-487-5
CAS No. 2162-74-5 Density 0.953 g/cm3
PSA 24.72000 LogP 8.31730
Solubility Melting Point 51 °C
Formula C25H34N2 Boiling Point 477.699 °C at 760 mmHg
Molecular Weight 362.61 Flash Point 235.604 °C
Transport Information Appearance White to off-white crystalline powder
Safety 26-36/37/39 Risk Codes 36/37/38
Molecular Structure Molecular Structure of 2162-74-5 (Benzenamine,N,N'-methanetetraylbis[2,6-bis(1-methylethyl)-) Hazard Symbols
Synonyms

Carbodiimide,bis(2,6-diisopropylphenyl)- (7CI,8CI);Additin RC 8500;Bis(2,6-diisopropylphenyl)carbodiimide;Bis(o,o'-diisopropylphenyl)carbodiimide;Carbo D;EN 160;N,N'-(2,2',6,6'-Tetraisopropyldiphenyl)carbodiimide;N,N'-Bis(2,6-diisopropylphenyl)carbodiimide;Raschig 7000;Stabaxol 1;StabaxolI;Stabaxol I-LF;Stabaxol P 1;Stabilizer 7000;Stabilizer 7000F;

 

BIS(2,6-DIISOPROPYLPHENYL)CARBODIIMIDE Synthetic route

25348-97-4

N,N'-bis(2,6-diisopropylphenyl)thiourea

2162-74-5

N,N'-bis(2,6-diisopropylphenyl)carbodiimide

Conditions
ConditionsYield
With bis(trichloromethyl) carbonate; sodium hydrogencarbonate In ethyl acetate at 20℃; for 0.25h;95%
With dmap; iodine In tetrahydrofuran at 0 - 20℃; Reagent/catalyst;90%
With magnesium sulfate; mercury(II) oxide In toluene for 12h; Reflux;87%
201230-82-2

carbon monoxide

C21H44CoNP3

2162-74-5

N,N'-bis(2,6-diisopropylphenyl)carbodiimide

Conditions
ConditionsYield
In toluene at 20℃; under 760.051 Torr; for 0.166667h; Mechanism;86%
28178-42-9

2,6-diisopropylphenyl isocyanate

2162-74-5

N,N'-bis(2,6-diisopropylphenyl)carbodiimide

Conditions
ConditionsYield
With 3,4-dimethyl-1-phenyl-3-phospholene 1-oxide In xylene for 12h; Heating;78%
at 150℃;
With methylphospholene oxide at 160 - 170℃;
7564-51-4

2,5-dihydro-3-methyl-1-phenyl-1H-phosphole 1-oxide

28178-42-9

2,6-diisopropylphenyl isocyanate

A

bis(2,6diisopropylphenyl)carbodimide

bis(2,6diisopropylphenyl)carbodimide

B

2162-74-5

N,N'-bis(2,6-diisopropylphenyl)carbodiimide

Conditions
ConditionsYield
A 1.43 g (79%)
B n/a
24544-04-5

2,6-diisopropylbenzenamine

2162-74-5

N,N'-bis(2,6-diisopropylphenyl)carbodiimide

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: triethylamine / water
2: tetrachloromethane; triphenylphosphine; triethylamine / dichloromethane
View Scheme
Multi-step reaction with 2 steps
1: triethylamine / water / Inert atmosphere; Schlenk technique
2: triethylamine; triphenylphosphine / tetrachloromethane; dichloromethane / Inert atmosphere; Schlenk technique
View Scheme

[Cu((methylcarbodiimide)-2,6-diisopropylphenylimidazolium)2]+[BPh4-]

A

2162-74-5

N,N'-bis(2,6-diisopropylphenyl)carbodiimide

B

C10H16CuN4(1+)*C24H20B(1-)

Conditions
ConditionsYield
In chlorobenzene at 90℃; for 2h; Inert atmosphere; Schlenk technique;
136551-45-6

2,6-diisopropyl-1-azidobenzene

2162-74-5

N,N'-bis(2,6-diisopropylphenyl)carbodiimide

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: diethyl ether / 0.5 h / 20 °C
2: toluene / 0.17 h / 20 °C / 760.05 Torr
View Scheme
109-99-9

tetrahydrofuran

2162-74-5

N,N'-bis(2,6-diisopropylphenyl)carbodiimide

591-51-5

phenyllithium

1512828-35-1

[PhC(NC6H4iPr2-2,6)2]Li(THF)

Conditions
ConditionsYield
In dibutyl ether at 20℃; for 2h;100%
2162-74-5

N,N'-bis(2,6-diisopropylphenyl)carbodiimide

75-24-1

trimethylaluminum

(MeC(N-(2,6-diisopropylphenyl))2)AlMe2

Conditions
ConditionsYield
In hexane at 20℃; Schlenk technique; Inert atmosphere;99%
In hexane N2-atmosphere; addn. of soln. of AlMe3 (slight excess) to soln. of carbodiimide, stirring at room temp. for 18 h; evapn.; NMR spectroscopy;74%
2162-74-5

N,N'-bis(2,6-diisopropylphenyl)carbodiimide

536-74-3

phenylacetylene

(E)-N,N'-bis(2,6-diisopropylphenyl)-3-phenylpropiolamidine

Conditions
ConditionsYield
Stage #1: phenylacetylene With (tri(3,5-dimethylpyrazolyl)borate)CpGd(CH2Ph)(THF) In toluene for 0.5h; Inert atmosphere; Glovebox; Schlenk technique;
Stage #2: N,N'-bis(2,6-diisopropylphenyl)carbodiimide In toluene at 110℃; for 22h; Catalytic behavior; Reagent/catalyst; Solvent; Temperature; Time; Concentration; Inert atmosphere; Glovebox; Schlenk technique;
99%
705-31-7

4-trifluoromethylphenylacetylene

2162-74-5

N,N'-bis(2,6-diisopropylphenyl)carbodiimide

(E)-N,N'-bis(2,6-diisopropylphenyl)-3-(4-(trifluoromethyl)phenyl)propiolamidine

Conditions
ConditionsYield
Stage #1: 4-trifluoromethylphenylacetylene With (tri(3,5-dimethylpyrazolyl)borate)CpGd(CH2Ph)(THF) In toluene for 0.5h; Inert atmosphere; Glovebox; Schlenk technique;
Stage #2: N,N'-bis(2,6-diisopropylphenyl)carbodiimide In toluene at 110℃; for 22h; Inert atmosphere; Glovebox; Schlenk technique;
99%
123-75-1

pyrrolidine

2162-74-5

N,N'-bis(2,6-diisopropylphenyl)carbodiimide

(Z)-N,N'-bis(2,6-diisopropylphenyl)pyrrolidine-1-carboximidamide

Conditions
ConditionsYield
In tetrahydrofuran at 20℃; for 2h;99%
110-89-4

piperidine

2162-74-5

N,N'-bis(2,6-diisopropylphenyl)carbodiimide

(Z)-N,N'-bis(2,6-diisopropylphenyl)piperidine-1-carboximidamide

Conditions
ConditionsYield
In tetrahydrofuran at 20℃; for 2h;99%
110-91-8

morpholine

2162-74-5

N,N'-bis(2,6-diisopropylphenyl)carbodiimide

(Z)-N,N'-bis(2,6-diisopropylphenyl)morpholine-4-carboximidamide

Conditions
ConditionsYield
In tetrahydrofuran at 20℃; for 2h;99%
2162-74-5

N,N'-bis(2,6-diisopropylphenyl)carbodiimide

25015-63-8

4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane

C31H47BN2O2

Conditions
ConditionsYield
With C37H59AlN2 In neat (no solvent) at 60℃; for 12h; Inert atmosphere;99%
With C41H57N3Th In benzene-d6 at 70℃; for 6h; Reagent/catalyst; regioselective reaction;96 %Spectr.
With 9-borabicyclo[3.3.1]nonane dimer In benzene-d6 at 60℃; for 2.5h; Inert atmosphere; Glovebox; Schlenk technique;
766-98-3

1-ethynyl-4-fluorobenzene

2162-74-5

N,N'-bis(2,6-diisopropylphenyl)carbodiimide

(E)-N,N'-bis(2,6-diisopropylphenyl)-3-(4-fluorophenyl)propiolamidine

Conditions
ConditionsYield
Stage #1: 1-ethynyl-4-fluorobenzene With (tri(3,5-dimethylpyrazolyl)borate)CpGd(CH2Ph)(THF) In toluene for 0.5h; Inert atmosphere; Glovebox; Schlenk technique;
Stage #2: N,N'-bis(2,6-diisopropylphenyl)carbodiimide In toluene at 110℃; for 22h; Inert atmosphere; Glovebox; Schlenk technique;
98%
4298-52-6

2-ethynyl-thiophene

2162-74-5

N,N'-bis(2,6-diisopropylphenyl)carbodiimide

(E)-N,N'-bis(2,6-diisopropylphenyl)-3-(2-thiophenyl)propiolamidine

Conditions
ConditionsYield
Stage #1: 2-ethynyl-thiophene With (tri(3,5-dimethylpyrazolyl)borate)CpGd(CH2Ph)(THF) In toluene for 0.5h; Inert atmosphere; Glovebox; Schlenk technique;
Stage #2: N,N'-bis(2,6-diisopropylphenyl)carbodiimide In toluene at 110℃; for 22h; Inert atmosphere; Glovebox; Schlenk technique;
98%
2162-74-5

N,N'-bis(2,6-diisopropylphenyl)carbodiimide

693-02-7

hex-1-yne

(E)-N,N'-bis(2,6-diisopropylphenyl)-3-n-butylpropiolamidine

Conditions
ConditionsYield
Stage #1: hex-1-yne With (tri(3,5-dimethylpyrazolyl)borate)CpGd(CH2Ph)(THF) In toluene for 0.5h; Inert atmosphere; Glovebox; Schlenk technique;
Stage #2: N,N'-bis(2,6-diisopropylphenyl)carbodiimide In toluene at 110℃; for 22h; Inert atmosphere; Glovebox; Schlenk technique;
98%
2162-74-5

N,N'-bis(2,6-diisopropylphenyl)carbodiimide

(tri(3,5-dimethylpyrazolyl)borate)CpGdC≡CPh(THF)

C53H66BGdN8

Conditions
ConditionsYield
In tetrahydrofuran at 55℃; for 12h; Inert atmosphere; Glovebox;97%
766-96-1

4-bromo-1-ethynylbenzene

2162-74-5

N,N'-bis(2,6-diisopropylphenyl)carbodiimide

(E)-3-(4-bromophenyl)-N,N'-bis(2,6-diisopropylphenyl)propiolamidine

Conditions
ConditionsYield
Stage #1: 4-bromo-1-ethynylbenzene With (tri(3,5-dimethylpyrazolyl)borate)CpGd(CH2Ph)(THF) In toluene for 0.5h; Inert atmosphere; Glovebox; Schlenk technique;
Stage #2: N,N'-bis(2,6-diisopropylphenyl)carbodiimide In toluene at 110℃; for 22h; Inert atmosphere; Glovebox; Schlenk technique;
97%
2162-74-5

N,N'-bis(2,6-diisopropylphenyl)carbodiimide

2213-43-6

1-Aminopiperidine

1255649-91-2

(2,6-iPr2C6H3)NC(Npip)N(2,6-iPr2C6H3)

Conditions
ConditionsYield
With [Al(NMe2)3]2 In toluene at 120℃; for 4h; Inert atmosphere;95%
931-48-6

2-cyclohexylacetylene

2162-74-5

N,N'-bis(2,6-diisopropylphenyl)carbodiimide

(E)-3-cyclohexyl-N,N'-bis(2,6-diisopropylphenyl)propiolamidine

Conditions
ConditionsYield
Stage #1: 2-cyclohexylacetylene With (tri(3,5-dimethylpyrazolyl)borate)CpGd(CH2Ph)(THF) In toluene for 0.5h; Inert atmosphere; Glovebox; Schlenk technique;
Stage #2: N,N'-bis(2,6-diisopropylphenyl)carbodiimide In toluene at 110℃; for 22h; Inert atmosphere; Glovebox; Schlenk technique;
95%
2162-74-5

N,N'-bis(2,6-diisopropylphenyl)carbodiimide

4333-62-4

1,3-dimethylimidazolim iodide

(methylcarbodiimide)-2,6-diisopropylphenylimidazolium

Conditions
ConditionsYield
Stage #1: 1,3-dimethylimidazolim iodide With potassium tert-butylate In tetrahydrofuran at -78 - 20℃; for 0.166667h; Inert atmosphere; Schlenk technique;
Stage #2: N,N'-bis(2,6-diisopropylphenyl)carbodiimide In tetrahydrofuran at 20℃; Inert atmosphere; Schlenk technique;
95%
79-37-8

oxalyl dichloride

2162-74-5

N,N'-bis(2,6-diisopropylphenyl)carbodiimide

C27H34Cl2N2O2

Conditions
ConditionsYield
In dichloromethane at 0 - 20℃; for 4h; Inert atmosphere; Schlenk technique;95%
2162-74-5

N,N'-bis(2,6-diisopropylphenyl)carbodiimide

64-19-7

acetic acid

A

16637-13-1

N-(2,6-diisopropylphenyl) acetamide

B

28178-42-9

2,6-diisopropylphenyl isocyanate

Conditions
ConditionsYield
In benzene for 3h; Heating;A 94%
B n/a
2162-74-5

N,N'-bis(2,6-diisopropylphenyl)carbodiimide

768-60-5

4-methoxyphenylacetylen

(E)-N,N'-bis(2,6-diisopropylphenyl)-3-(4-methoxyphenyl)propiolamidine

Conditions
ConditionsYield
Stage #1: 4-methoxyphenylacetylen With (tri(3,5-dimethylpyrazolyl)borate)CpGd(CH2Ph)(THF) In toluene for 0.5h; Inert atmosphere; Glovebox; Schlenk technique;
Stage #2: N,N'-bis(2,6-diisopropylphenyl)carbodiimide In toluene at 110℃; for 22h; Inert atmosphere; Glovebox; Schlenk technique;
94%
2162-74-5

N,N'-bis(2,6-diisopropylphenyl)carbodiimide

766-97-2

4-n-methylphenylacetylene

(E)-N,N'-bis(2,6-diisopropylphenyl)-3-(p-tolyl)propiolamidine

Conditions
ConditionsYield
Stage #1: 4-n-methylphenylacetylene With (tri(3,5-dimethylpyrazolyl)borate)CpGd(CH2Ph)(THF) In toluene for 0.5h; Inert atmosphere; Glovebox; Schlenk technique;
Stage #2: N,N'-bis(2,6-diisopropylphenyl)carbodiimide In toluene at 110℃; for 22h; Inert atmosphere; Glovebox; Schlenk technique;
94%
2162-74-5

N,N'-bis(2,6-diisopropylphenyl)carbodiimide

55853-40-2

tin(II) dimethylamide

C54H80N6Sn

Conditions
ConditionsYield
In tetrahydrofuran at -78 - 20℃; for 2h; Inert atmosphere; Schlenk technique;94%
2162-74-5

N,N'-bis(2,6-diisopropylphenyl)carbodiimide

107-92-6

butyric acid

A

28178-42-9

2,6-diisopropylphenyl isocyanate

B

113416-63-0

N-(2,6-diisopropylphenyl)butanamide

Conditions
ConditionsYield
In benzene for 3h; Heating;A n/a
B 92%
2162-74-5

N,N'-bis(2,6-diisopropylphenyl)carbodiimide

536-74-3

phenylacetylene

N,N′-bis(2,6-di-isopropylphenyl)-2-phenylethynylamidine

Conditions
ConditionsYield
Stage #1: phenylacetylene With [2-(tBuN=CH)C8H5N]Sm[N(SiMe3)2]2 In tetrahydrofuran for 0.5h; Inert atmosphere; Schlenk technique; Glovebox;
Stage #2: N,N'-bis(2,6-diisopropylphenyl)carbodiimide In toluene at 110℃; for 40h; Concentration; Inert atmosphere; Glovebox;
92%
With [(tetrahydrofuran)2Sr{N(SiMe3)2}2] In tetrahydrofuran-d8; benzene-d6 at 100℃; for 48h; Catalytic behavior; Temperature;71%
2162-74-5

N,N'-bis(2,6-diisopropylphenyl)carbodiimide

3585-33-9

lithium dimethylamide

1805-37-4

2,3-bis(2,6-diisopropylphenyl)-1,1-dimethylguanidine

Conditions
ConditionsYield
In tetrahydrofuran at -78 - 20℃; for 2h; Inert atmosphere;92%
1785-61-1

1,3-diethynylbenzene

2162-74-5

N,N'-bis(2,6-diisopropylphenyl)carbodiimide

(1E,1'E)-3,3'-(1,3-phenylene)bis(N,N'-bis(2,6-diisopropylphenyl)propiolamidine)

Conditions
ConditionsYield
Stage #1: 1,3-diethynylbenzene With (tri(3,5-dimethylpyrazolyl)borate)CpGd(CH2Ph)(THF) In toluene for 0.5h; Inert atmosphere; Glovebox; Schlenk technique;
Stage #2: N,N'-bis(2,6-diisopropylphenyl)carbodiimide In toluene at 110℃; for 36h; Inert atmosphere; Glovebox; Schlenk technique;
91%
2162-74-5

N,N'-bis(2,6-diisopropylphenyl)carbodiimide

108-18-9

diisopropylamine

Conditions
ConditionsYield
Stage #1: diisopropylamine With n-butyllithium In tetrahydrofuran; hexanes at 20℃; Inert atmosphere;
Stage #2: N,N'-bis(2,6-diisopropylphenyl)carbodiimide In tetrahydrofuran; hexanes Reflux; Inert atmosphere;
90%

(tri(3,5-dimethylpyrazolyl)borate)Y(benzyl)2(tetrahydrofuran)

2162-74-5

N,N'-bis(2,6-diisopropylphenyl)carbodiimide

C54H70BN8Y

Conditions
ConditionsYield
In tetrahydrofuran at 20℃; for 12h; Inert atmosphere;90%
2162-74-5

N,N'-bis(2,6-diisopropylphenyl)carbodiimide

1,3-bis(cyclohexyl)imidazolium tetrafluoroborate

(cyclohexanecarbodiimide)-2,6-diisopropylphenylimidazolium

Conditions
ConditionsYield
Stage #1: 1,3-bis(cyclohexyl)imidazolium tetrafluoroborate With potassium tert-butylate In tetrahydrofuran at -78 - 20℃; Inert atmosphere; Schlenk technique;
Stage #2: N,N'-bis(2,6-diisopropylphenyl)carbodiimide In tetrahydrofuran Inert atmosphere; Schlenk technique;
90%
2162-74-5

N,N'-bis(2,6-diisopropylphenyl)carbodiimide

542-63-2

diethylberyllium

109-66-0

pentane

[EtC(N(2,6-i-Pr2-C6H3))2]2Be*pentane

Conditions
ConditionsYield
at -78 - 25℃; Inert atmosphere;90%

BIS(2,6-DIISOPROPYLPHENYL)CARBODIIMIDE Chemical Properties

Product Name:Bis-(2,6-diisopropylphenyl)carbodiimide(2162-74-5)
CAS No:2162-74-5
Molecular Formula : C25H34N2
Molecular Formula:362.55
CBNumber : CB1347186
Formula Weight : 362.55
MP : 51 °C
Synonyms of Bis-(2,6-diisopropylphenyl)carbodiimide(2162-74-5):BIS(2,6-DIISOPROPYLPHENYL)CARBODIIMIDE;(2,6-diisopropylphenyl)carbodiimide;2,2’,6,6’-Tetraisopropyldiphenylcarbodiimide;bis(2,6-diisopropylphenyl)-carbodiimid;carbod;n,n’-methanetetraylbis(2,6-bis(1-methylethyl)-benzenamin;n,n’-methanetetraylbis(2,6-bis(1-methylethyl)benzenamine);n,n’-methanetetraylbis[2,6-bis(1-methylethyl)-benzenamin
Molecular Structure of Bis-(2,6-diisopropylphenyl)carbodiimide(2162-74-5):

BIS(2,6-DIISOPROPYLPHENYL)CARBODIIMIDE Toxicity Data With Reference

1.   

orl-rat LD50:200 mg/kg

   NTIS**    National Technical Information Service. (Springfield, VA 22161) (Formerly U.S. Clearinghouse for Scientific and Technical Information) OTS0545280 .
2.   

ihl-rat LCLo:100 mg/m3/6H

   NTIS**    National Technical Information Service. (Springfield, VA 22161) (Formerly U.S. Clearinghouse for Scientific and Technical Information) OTS0545280 .
3.   

ipr-rat LD50:200 mg/kg

   NTIS**    National Technical Information Service. (Springfield, VA 22161) (Formerly U.S. Clearinghouse for Scientific and Technical Information) OTS0545280 .
4.   

ihl-mus LCLo:1 g/m3/1H

   NTIS**    National Technical Information Service. (Springfield, VA 22161) (Formerly U.S. Clearinghouse for Scientific and Technical Information) OTS0545280 .
5.   

ihl-rbt LCLo:100 mg/m3/6H

   NTIS**    National Technical Information Service. (Springfield, VA 22161) (Formerly U.S. Clearinghouse for Scientific and Technical Information) OTS0545280 .
6.   

ihl-gpg LCLo:100 mg/m3/6H

   NTIS**    National Technical Information Service. (Springfield, VA 22161) (Formerly U.S. Clearinghouse for Scientific and Technical Information) OTS0545280 .

BIS(2,6-DIISOPROPYLPHENYL)CARBODIIMIDE Safety Profile

A poison by ingestion, intraperitoneal, and inhalation. When Bis-(2,6-diisopropylphenyl)carbodiimide was heated to decomposition, it emits toxic vapors of NOx.
Risk Statements  36/37/38
Safety Statements  26-36/37/39
RTECS  CY0887250

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