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Cas Database |
| Name |
Methylene-bis(4-cyclohexylisocyanate) |
EINECS | 225-863-2 |
| CAS No. | 5124-30-1 | Density | 1.07 |
| PSA | 58.86000 | LogP | 3.16570 |
| Solubility | Insoluble/Reactive | Melting Point |
25 ºC |
| Formula | C15H22 N2 O2 | Boiling Point | 168 °C / 1.5mmHg |
| Molecular Weight | 262.352 | Flash Point | 211 ºC |
| Transport Information | UN 3080 | Appearance | Clear colorless to light-yellow liquid. |
| Safety | Poison by inhalation. Mildly toxic by ingestion. When heated to decomposition it emits very toxic fumes of NOx and CN−. | Risk Codes | R23;R36/37/38;R42/43 |
| Molecular Structure |
|
Hazard Symbols |
|
| Synonyms |
Isocyanicacid, methylenedi-1,4-cyclohexylene ester (6CI); Isocyanic acid,methylenedi-4,1-cyclohexylene ester (7CI,8CI); Methane,bis(4-isocyanatocyclohexyl)- (6CI); 1,1-Methylene bis(4-isocyanatocyclohexane);4,4'-Di(isocyanatocyclohexyl)methane; 4,4'-Dicyclohexylmethylene diisocyanate;4,4'-Diisocyanatodicyclohexylmethane; 4,4'-Methylenebis(cyclohexyl isocyanate);4,4'-Methylenedicyclohexyl diisocyanate; 4,4'-Methylenedicyclohexylenediisocyanate; Bis(4-isocyanatocyclohexyl)methane; Dicyclohexylmethane4,4'-diisocyanate; H12MDI; Hydrogenated MDI; Methylenebis(1,4-cyclohexylene)diisocyanate; Methylenebis(4-cyclohexyl isocyanate);Methylenebis(4-isocyanatocyclohexane); Methylenedi-1,4-cyclohexyleneisocyanate; Methylenedi-4,1-cyclohexylene isocyanate;Methylenedi-4-cyclohexylene diisocyanate;Methylenedicyclohexylene-4,4'-diisocyanate; Perhydrodiphenylmethane-4,4'-diisocyanate |
Article Data | 36 |
Methylene-bis(4-cyclohexylisocyanate) Synthetic route
- 439680-99-6
phenyl N-[4-({4-[(phenoxycarbonyl)amino]cyclohexyl}methyl)cyclohexyl]carbamate
- 5124-30-1
4,4'-bis(diisocyanato)dicyclohexylmethane
| Conditions | Yield |
|---|---|
| at 170℃; Temperature; Pyrolysis; | 99.9% |
| at 170 - 220℃; under 3.75038 - 757.576 Torr; for 240h; Product distribution / selectivity; | 93.2% |
| With DURANATE TPA-100 In 1,2-dichloro-benzene at 250℃; under 6000.6 Torr; for 200h; Inert atmosphere; | 84% |
| In 1,2-dichloro-benzene at 160 - 250℃; under 6000.6 Torr; Inert atmosphere; | 83% |
| at 250℃; under 9.75098 Torr; Product distribution / selectivity; Industry scale; |
- 75-44-5
phosgene
- 1761-71-3
4,4'-diaminodicyclohexylmethane
- 5124-30-1
4,4'-bis(diisocyanato)dicyclohexylmethane
| Conditions | Yield |
|---|---|
| at 360℃; under 300.03 Torr; Product distribution / selectivity; Gas phase; | 97.8% |
| at 360℃; under 300.03 Torr; Product distribution / selectivity; Inert atmosphere; | 97.8% |
| In 1,2-dichloro-benzene at 355 - 360℃; under 375.038 Torr; Temperature; Inert atmosphere; Large scale; | 97% |
| at 360℃; Inert atmosphere; | 97.9 %Chromat. |
- 47460-66-2
dicyclohexylmethane-4,4'-diethylurethane
- 5124-30-1
4,4'-bis(diisocyanato)dicyclohexylmethane
| Conditions | Yield |
|---|---|
| 1,2-dimethyl-3-ethylimidazole nitrate at 200 - 240℃; under 48.7549 Torr; for 1.66667h; | 91% |
- 1761-71-3
4,4'-diaminodicyclohexylmethane
- 57-13-6
urea
- 5124-30-1
4,4'-bis(diisocyanato)dicyclohexylmethane
| Conditions | Yield |
|---|---|
| Stage #1: 4,4'-diaminodicyclohexylmethane; urea In butan-1-ol at 135℃; under 760.051 Torr; for 8h; Stage #2: With butan-1-ol at 190 - 220℃; under 8250.83 - 10501.1 Torr; for 10.5h; Stage #3: tin(ll) chloride at 235 - 237℃; under 6.75068 - 7.50075 Torr; Product distribution / selectivity; | 90% |
- 99305-42-7
dibutyl (methylene-bis(cyclohexane-4,1,diyl))dicarbamate
- 5124-30-1
4,4'-bis(diisocyanato)dicyclohexylmethane
| Conditions | Yield |
|---|---|
| 1-ethyl-2,3-dimethylimidazolium hexafluorophosphate at 190 - 240℃; under 48.7549 Torr; for 1.66667h; | 88% |
| tin(ll) chloride at 232℃; under 6.75068 Torr; | |
| With 2.6-dimethylphenol; dibutyltin dilaurate at 220℃; under 9.75098 Torr; for 13h; Product distribution / selectivity; | |
| at 234℃; under 6.0006 Torr; Product distribution / selectivity; falling film evaporator; Industry scale; | |
| With tin(ll) chloride at 236℃; under 6.75068 Torr; Product distribution / selectivity; |
- 63896-13-9
4,4'-methylene-di(cyclohexylcarbamate) dimethyl ester
- 5124-30-1
4,4'-bis(diisocyanato)dicyclohexylmethane
| Conditions | Yield |
|---|---|
| zinc(II) oxide; 1-(n-butyl)-3-methylimidazolium triflate at 200 - 240℃; under 48.7549 Torr; for 1.66667h; | 81% |
- 99305-42-7
dibutyl (methylene-bis(cyclohexane-4,1,diyl))dicarbamate
C
- 5124-30-1
4,4'-bis(diisocyanato)dicyclohexylmethane
| Conditions | Yield |
|---|---|
| tin(ll) chloride at 230℃; under 7.50075 Torr; |
- 99305-42-7
dibutyl (methylene-bis(cyclohexane-4,1,diyl))dicarbamate
C
- 5124-30-1
4,4'-bis(diisocyanato)dicyclohexylmethane
| Conditions | Yield |
|---|---|
| tin(ll) chloride at 140 - 236℃; under 7.50075 Torr; for 8.5h; |
| Conditions | Yield |
|---|---|
| Multi-step reaction with 2 steps 1: phenol / ferrous acetylacetonate / 50 °C / Industry scale 2: 240 h / 170 - 220 °C / 3.75 - 757.58 Torr View Scheme | |
| Multi-step reaction with 3 steps 1: tert-amylphenol / 100 °C / Industry scale 2: 200 °C / 525.05 Torr / Industry scale 3: 260 °C / 9.75 Torr / Industry scale View Scheme | |
| Multi-step reaction with 3 steps 1: tert-amylphenol / 100 °C / Industry scale 2: 200 °C / 600.06 Torr / Industry scale 3: 250 °C / 6 Torr / Industry scale View Scheme |
- 1027096-18-9
bis(2,4-di-tert-amylphenyl) 4,4'-methylene-di(cyclohexylcarbamate)
- 5124-30-1
4,4'-bis(diisocyanato)dicyclohexylmethane
| Conditions | Yield |
|---|---|
| at 210℃; under 0.975098 Torr; for 11h; Product distribution / selectivity; |
Methylene-bis(4-cyclohexylisocyanate) Chemical Properties
Molecular Formula: C15H22N2O2
Formula Weight: 262.35
mp : 25°C
bp : 168 °C / 1.5mmHg
Fp : >230 °F
density : 1.066 g/mL at 25 °C(lit.)
refractive index : n20/D 1.497(lit.)
Water Solubility of METHYLENE BIS(4-CYCLOHEXYLISO-CYANATE): Insoluble/Reactive
Methylene-bis(4-cyclohexylisocyanate) Toxicity Data With Reference
| 1. | orl-rat LD50:9900 mg/kg | 85INA8 Documentation of the Threshold Limit Values and Biological Exposure Indices. 6 (1991),998. | ||
| 2. | ihl-rbt LC50:20 ppm/5H | 85INA8 Documentation of the Threshold Limit Values and Biological Exposure Indices 5 (1986),392. |
Methylene-bis(4-cyclohexylisocyanate) Consensus Reports
Methylene-bis(4-cyclohexylisocyanate) Safety Profile
Hazard Codes : T
Risk Statements : 23-36/37/38-42/43
Safety Statements : 26-28-38-45-1/2
RIDADR : UN 2206 6.1/PG 2
WGK Germany : 1
RTECS : NQ9250000
HazardClass : 6.1
PackingGroup : III
Poison by inhalation. Mildly toxic by ingestion. When heated to decomposition it emits very toxic fumes of NOx and CN−.
Methylene-bis(4-cyclohexylisocyanate) Standards and Recommendations
ACGIH TLV: TWA 0.005 ppm
NIOSH REL: (Dicyclohexylmethane 4,4′-diisocyanate) TWA CL 0.01 ppm
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