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5124-30-1 Usage

Description

Methylene bis (4-cyclohexylisocyanate) (HMDI) (CAS No. 5124-30-1) is a clear to pale yellow liquid, which is soluble in acetone water and is incompatible with alcohols, amines, bases, acids, and may slowly polymerize if heated above 50 ℃. HMDI reacts with water and alcohol.

Chemical Properties

Different sources of media describe the Chemical Properties of 5124-30-1 differently. You can refer to the following data:
1. Liquid.Soluble in acetone;reacts with water or ethanol.
2. DMDI is a clear, colorless to light-yellow liquid.

Uses

Different sources of media describe the Uses of 5124-30-1 differently. You can refer to the following data:
1. Methylene bis(4-cyclohexylisocyanate) isused to produce urethane foam with colorstability.
2. In the manufacture of polymers
3. HMDI has excellent light stability and the stability of the six membered ring structure, has excellent weather resistance and excellent mechanical properties of polyurethane material, and is especially suitable for the production of high performance elastic body, a water polyurethane resin and UV resin.

Definition

ChEBI: A diisocyanate consisting of dicyclohexylmethane with two isocyanate groups at the 4- and 4'-positions.

General Description

Clear colorless to light-yellow liquid.

Air & Water Reactions

Reacts with water to form CO2

Reactivity Profile

Isocyanates and thioisocyanates, such as Methylene-bis(4-cyclohexylisocyanate), are incompatible with many classes of compounds, reacting exothermically to release toxic gases. Reactions with amines, aldehydes, alcohols, alkali metals, ketones, mercaptans, strong oxidizers, hydrides, phenols, and peroxides can cause vigorous releases of heat. Acids and bases initiate polymerization reactions in these materials. Some isocyanates react with water to form amines and liberate carbon dioxide. Base-catalysed reactions of isocyanates with alcohols should be carried out in inert solvents. Such reactions in the absence of solvents often occur with explosive violence, [Wischmeyer(1969)].

Hazard

Strong skin and eye irritant. Respiratorysensitization and lower respiratory tract irritant.

Health Hazard

Studies on test animals indicate that methy-lene bis(4-cyclohexylisocyanate) is highlytoxic by an inhalation route and can causesevere skin reaction. Exposure to 20 ppmfor 5 hours produced irritation of the respiratory tract, tremor, convulsion, congestion oflungs, and edema in rats. The symptoms atlower levels were decreased as to respirationrate and pulmonary irritation.Contact with the skin can produce severeirritation, erythema, and edema. The oraltoxicity of this compound is very low.LD50 value, oral (rats): 9900 mg/kgThere is no report of the compound’smutagenicity or carcinogenicity.

Fire Hazard

Flash point data for Methylene-bis(4-cyclohexylisocyanate) are not available. Methylene-bis(4-cyclohexylisocyanate) is probably combustible.

Flammability and Explosibility

Nonflammable

Safety Profile

Poison by inhalation. Mildly toxic by ingestion. When heated to decomposition it emits very toxic fumes of NOx and CN-.

Potential Exposure

A potential danger to those involved in the manufacture of this compound or its use in the production of light-stable, nonyellowing polyurethane resins.

Environmental Fate

HMDI is a synthetic organic chemical which does not occur naturally in the environment. At room temperature, it is a liquid. HMDI hydrolyzes rapidly in water, producing methylene bis(4-cyclohexylamine). The half-life for HMDI is approximately 2 h. Due to its rapid hydrolysis, transport between environmental compartments is unlikely to occur. Because of the rapid hydrolysis, the assessment of the substance is based on the hydrolysis product methylenebis(cyclohexylamine) and not on HMDI. The hydrolysis product was not classified as a PBT (persistent, bioaccumulative, toxic) substance. These data indicate that HMDI is not readily biodegradable. However, due to its rapid hydrolysis, HMDI is neither persistent in the water compartment nor bioaccumulative. The calculated Koc-value indicates that HMDI may strongly adsorb to soil; however, any emission to the terrestrial compartment would be affected by humidity and, therefore, terrestrial accumulation is not expected to occur.

Shipping

UN2206 Isocyanates, toxic, n.o.s. or Isocyanate solutions, toxic, n.o.s., flash point .61C and boiling point ,300C, Hazard Class: 6.1; Labels: 6.1-Poisonous materials., Technical Name Required.

Toxicity evaluation

The toxicological properties of isocyanates are attributed to the –N=C=O group. Skin sensitization with HMDI is thought to be associated with the activation and proliferation of lymphocytes in lymph nodes draining the site of exposure. Analysis of the nature and kinetics of the cytokine production (which regulates lymphocyte production) postexposure to HMDI revealed that both interleukin-1 (IL-1) and IL-6 were induced in a biphasic manner. The ordered and transient pattern of cytokine production that occurs during the afferent phase of contact sensitization suggests that sequential cytokine signals may be involved in regulating the characteristics of the response generated within the draining lymph node.

Incompatibilities

May form explosive mixture with air. Isocyanates are highly flammable and reactive with many compounds, even with themselves. Incompatible with oxidizers (chlorates, nitrates, peroxides, permanganates, perchlorates, chlorine, bromine, fluorine, etc.); contact may cause fires or explosions. Reaction with moist air, water or alcohols may form amines and insoluble polyureas and react exothermically, releasing toxic, corrosive or flammable gases, including carbon dioxide; and, at the same time, may generate a violent release of heat increasing the concentration of fumes in the air. Incompatible with amines, aldehydes, alkali metals, ammonia, carboxylic acids, caprolactum, alkaline materials, glycols, ketones, mercaptans, hydrides, organotin catalysts, phenols, strong acids, strong bases, strong reducing agents such as hydrides, urethanes, ureas. Elevated temperatures or contact with acids, bases, tertiary amines, and acylchlorides may cause explosive polymerization. Attacks some plastics, rubber and coatings. Contact with metals may evolve flammable hydrogen gas. May accumulate static electrical charges, and may cause ignition of its vapors. May slowly polymerize if heated above 122F/50C. Contact with metals may evolve flammable hydrogen gas.

Waste Disposal

Methylene bis(4-cyclohexylisocyanate) isdissolved in acetone or any other combustible solvent and burned in a chemicalincinerator equipped with an afterburner andscrubber.

Check Digit Verification of cas no

The CAS Registry Mumber 5124-30-1 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 5,1,2 and 4 respectively; the second part has 2 digits, 3 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 5124-30:
(6*5)+(5*1)+(4*2)+(3*4)+(2*3)+(1*0)=61
61 % 10 = 1
So 5124-30-1 is a valid CAS Registry Number.

5124-30-1 Well-known Company Product Price

  • Brand
  • (Code)Product description
  • CAS number
  • Packaging
  • Price
  • Detail
  • TCI America

  • (D2380)  Dicyclohexylmethane 4,4'-Diisocyanate (mixture of isomers)  >90.0%(GC)

  • 5124-30-1

  • 25g

  • 180.00CNY

  • Detail
  • TCI America

  • (D2380)  Dicyclohexylmethane 4,4'-Diisocyanate (mixture of isomers)  >90.0%(GC)

  • 5124-30-1

  • 100g

  • 310.00CNY

  • Detail
  • TCI America

  • (D2380)  Dicyclohexylmethane 4,4'-Diisocyanate (mixture of isomers)  >90.0%(GC)

  • 5124-30-1

  • 500g

  • 745.00CNY

  • Detail
  • Alfa Aesar

  • (44087)  Dicyclohexylmethane 4,4'-diisocyanate, mixture of isomers, tech. 90%   

  • 5124-30-1

  • 50ml

  • 340.0CNY

  • Detail
  • Alfa Aesar

  • (44087)  Dicyclohexylmethane 4,4'-diisocyanate, mixture of isomers, tech. 90%   

  • 5124-30-1

  • 250ml

  • 1407.0CNY

  • Detail
  • Aldrich

  • (388386)  4,4′-Methylenebis(cyclohexylisocyanate),mixtureofisomers  90%

  • 5124-30-1

  • 388386-100ML

  • 542.88CNY

  • Detail
  • Aldrich

  • (388386)  4,4′-Methylenebis(cyclohexylisocyanate),mixtureofisomers  90%

  • 5124-30-1

  • 388386-500ML

  • 1,220.31CNY

  • Detail
  • Sigma-Aldrich

  • (33490)  HMDI  analytical standard

  • 5124-30-1

  • 33490-2ML-R

  • 682.11CNY

  • Detail

5124-30-1SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 11, 2017

Revision Date: Aug 11, 2017

1.Identification

1.1 GHS Product identifier

Product name dicyclohexylmethane-4,4'-diisocyanate

1.2 Other means of identification

Product number -
Other names Methylene-bis(4-cyclohexylisocyanate)

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. Adhesives and sealant chemicals,Intermediates,Paint additives and coating additives not described by other categories
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:5124-30-1 SDS

5124-30-1Synthetic route

phenyl N-[4-({4-[(phenoxycarbonyl)amino]cyclohexyl}methyl)cyclohexyl]carbamate
439680-99-6

phenyl N-[4-({4-[(phenoxycarbonyl)amino]cyclohexyl}methyl)cyclohexyl]carbamate

4,4'-bis(diisocyanato)dicyclohexylmethane
5124-30-1

4,4'-bis(diisocyanato)dicyclohexylmethane

Conditions
ConditionsYield
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;
phosgene
75-44-5

phosgene

4,4'-diaminodicyclohexylmethane
1761-71-3

4,4'-diaminodicyclohexylmethane

4,4'-bis(diisocyanato)dicyclohexylmethane
5124-30-1

4,4'-bis(diisocyanato)dicyclohexylmethane

Conditions
ConditionsYield
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.
dicyclohexylmethane-4,4'-diethylurethane
47460-66-2

dicyclohexylmethane-4,4'-diethylurethane

4,4'-bis(diisocyanato)dicyclohexylmethane
5124-30-1

4,4'-bis(diisocyanato)dicyclohexylmethane

Conditions
ConditionsYield
1,2-dimethyl-3-ethylimidazole nitrate at 200 - 240℃; under 48.7549 Torr; for 1.66667h;91%
4,4'-diaminodicyclohexylmethane
1761-71-3

4,4'-diaminodicyclohexylmethane

urea
57-13-6

urea

4,4'-bis(diisocyanato)dicyclohexylmethane
5124-30-1

4,4'-bis(diisocyanato)dicyclohexylmethane

Conditions
ConditionsYield
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%
dibutyl (methylene-bis(cyclohexane-4,1,diyl))dicarbamate
99305-42-7

dibutyl (methylene-bis(cyclohexane-4,1,diyl))dicarbamate

4,4'-bis(diisocyanato)dicyclohexylmethane
5124-30-1

4,4'-bis(diisocyanato)dicyclohexylmethane

Conditions
ConditionsYield
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;
4,4'-methylene-di(cyclohexylcarbamate) dimethyl ester
63896-13-9

4,4'-methylene-di(cyclohexylcarbamate) dimethyl ester

4,4'-bis(diisocyanato)dicyclohexylmethane
5124-30-1

4,4'-bis(diisocyanato)dicyclohexylmethane

Conditions
ConditionsYield
zinc(II) oxide; 1-(n-butyl)-3-methylimidazolium triflate at 200 - 240℃; under 48.7549 Torr; for 1.66667h;81%
H12MDU

H12MDU

H12MDU

H12MDU

dibutyl (methylene-bis(cyclohexane-4,1,diyl))dicarbamate
99305-42-7

dibutyl (methylene-bis(cyclohexane-4,1,diyl))dicarbamate

A

2,2'-methylene-dicyclohexyldiisocyanate

2,2'-methylene-dicyclohexyldiisocyanate

B

2,4'-methylene-dicyclohexyldiisocyanate

2,4'-methylene-dicyclohexyldiisocyanate

C

4,4'-bis(diisocyanato)dicyclohexylmethane
5124-30-1

4,4'-bis(diisocyanato)dicyclohexylmethane

Conditions
ConditionsYield
tin(ll) chloride at 230℃; under 7.50075 Torr;
dibutyl (methylene-bis(cyclohexane-4,1,diyl))dicarbamate
99305-42-7

dibutyl (methylene-bis(cyclohexane-4,1,diyl))dicarbamate

A

2,2'-methylene-dicyclohexyldiisocyanate

2,2'-methylene-dicyclohexyldiisocyanate

B

2,4'-methylene-dicyclohexyldiisocyanate

2,4'-methylene-dicyclohexyldiisocyanate

C

4,4'-bis(diisocyanato)dicyclohexylmethane
5124-30-1

4,4'-bis(diisocyanato)dicyclohexylmethane

Conditions
ConditionsYield
tin(ll) chloride at 140 - 236℃; under 7.50075 Torr; for 8.5h;
4,4'-diaminodicyclohexylmethane
1761-71-3

4,4'-diaminodicyclohexylmethane

4,4'-bis(diisocyanato)dicyclohexylmethane
5124-30-1

4,4'-bis(diisocyanato)dicyclohexylmethane

Conditions
ConditionsYield
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
bis(2,4-di-tert-amylphenyl) 4,4'-methylene-di(cyclohexylcarbamate)
1027096-18-9

bis(2,4-di-tert-amylphenyl) 4,4'-methylene-di(cyclohexylcarbamate)

4,4'-bis(diisocyanato)dicyclohexylmethane
5124-30-1

4,4'-bis(diisocyanato)dicyclohexylmethane

Conditions
ConditionsYield
at 210℃; under 0.975098 Torr; for 11h; Product distribution / selectivity;
4,4'-methylenedi(cyclohexylcarbamate) bis(3-methylbutyl) ester
1027096-17-8

4,4'-methylenedi(cyclohexylcarbamate) bis(3-methylbutyl) ester

4,4'-bis(diisocyanato)dicyclohexylmethane
5124-30-1

4,4'-bis(diisocyanato)dicyclohexylmethane

Conditions
ConditionsYield
With dibutyltin dilaurate at 270℃; under 9.75098 Torr; Product distribution / selectivity; Industry scale;
C25H46N2O4

C25H46N2O4

4,4'-bis(diisocyanato)dicyclohexylmethane
5124-30-1

4,4'-bis(diisocyanato)dicyclohexylmethane

Conditions
ConditionsYield
dibutyltin dilaurate at 170 - 270℃; under 9.75098 Torr;
4,4'-methylenebis(cyclohexyl urea)

4,4'-methylenebis(cyclohexyl urea)

4,4'-bis(diisocyanato)dicyclohexylmethane
5124-30-1

4,4'-bis(diisocyanato)dicyclohexylmethane

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 200 °C / 525.05 Torr / Industry scale
2: 260 °C / 9.75 Torr / Industry scale
View Scheme
Multi-step reaction with 2 steps
1: 200 °C / 600.06 Torr / Industry scale
2: 250 °C / 6 Torr / Industry scale
View Scheme
Multi-step reaction with 2 steps
1: 220 °C / 450.05 Torr / Industry scale
2: 240 °C / 6 Torr / Industry scale
View Scheme
Multi-step reaction with 2 steps
1: 230 °C / 262.53 Torr / Industry scale
2: 260 °C / 9.75 Torr / Industry scale
View Scheme
N,N'-(4,4'-methanediyl-dicyclohexyl)-di(carbamic acid (4-ethylphenyl) ester)
1266555-02-5

N,N'-(4,4'-methanediyl-dicyclohexyl)-di(carbamic acid (4-ethylphenyl) ester)

4,4'-bis(diisocyanato)dicyclohexylmethane
5124-30-1

4,4'-bis(diisocyanato)dicyclohexylmethane

Conditions
ConditionsYield
at 260℃; under 9.75098 Torr; Industry scale;
N,N'-(4,4'-methanediyl-dicyclohexyl)-di(carbamic acid (2-tert-amylphenyl) ester)

N,N'-(4,4'-methanediyl-dicyclohexyl)-di(carbamic acid (2-tert-amylphenyl) ester)

4,4'-bis(diisocyanato)dicyclohexylmethane
5124-30-1

4,4'-bis(diisocyanato)dicyclohexylmethane

Conditions
ConditionsYield
at 260℃; under 9.75098 Torr; Industry scale;
N,N'-(4,4'-methanediyl-dicyclohexyl)-di(carbamic acid (2,4,6-trimethylphenyl) ester)
1266555-51-4

N,N'-(4,4'-methanediyl-dicyclohexyl)-di(carbamic acid (2,4,6-trimethylphenyl) ester)

4,4'-bis(diisocyanato)dicyclohexylmethane
5124-30-1

4,4'-bis(diisocyanato)dicyclohexylmethane

Conditions
ConditionsYield
at 240℃; under 6.0006 Torr; Industry scale;
N,N'-(4,4'-methanediyl-dicyclohexyl)-di(carbamic acid (4-ethoxyphenyl) ester)

N,N'-(4,4'-methanediyl-dicyclohexyl)-di(carbamic acid (4-ethoxyphenyl) ester)

4,4'-bis(diisocyanato)dicyclohexylmethane
5124-30-1

4,4'-bis(diisocyanato)dicyclohexylmethane

Conditions
ConditionsYield
at 250℃; under 6.0006 Torr; Industry scale;
N,N'-(4,4'-methanediyl-dicyclohexyl)-di(carbamic acid (2-butyloxy)ethyl ester)

N,N'-(4,4'-methanediyl-dicyclohexyl)-di(carbamic acid (2-butyloxy)ethyl ester)

4,4'-bis(diisocyanato)dicyclohexylmethane
5124-30-1

4,4'-bis(diisocyanato)dicyclohexylmethane

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: zinc diacetate / 200 °C / 150.01 Torr / Industry scale
2: 250 °C / 3.75 Torr / Industry scale
View Scheme
N,N'-(4,4'-methanediyl-dicyclohexyl)-di(carbamic acid (2,6-dimethoxyphenyl) ester)
1266554-85-1

N,N'-(4,4'-methanediyl-dicyclohexyl)-di(carbamic acid (2,6-dimethoxyphenyl) ester)

4,4'-bis(diisocyanato)dicyclohexylmethane
5124-30-1

4,4'-bis(diisocyanato)dicyclohexylmethane

Conditions
ConditionsYield
at 250℃; under 3.75038 Torr; Industry scale;
trimethyl hexamethylene diisocyanate
195456-49-6

trimethyl hexamethylene diisocyanate

Hexamethylene diisocyanate
822-06-0

Hexamethylene diisocyanate

4,4'-bis(diisocyanato)dicyclohexylmethane
5124-30-1

4,4'-bis(diisocyanato)dicyclohexylmethane

C15H24F2N2O2

C15H24F2N2O2

4,4'-bis(diisocyanato)dicyclohexylmethane
5124-30-1

4,4'-bis(diisocyanato)dicyclohexylmethane

Conditions
ConditionsYield
In 5,5-dimethyl-1,3-cyclohexadiene at 150℃; under 760.051 Torr; for 3h; Concentration;
carbon dioxide
124-38-9

carbon dioxide

4,4'-diaminodicyclohexylmethane
1761-71-3

4,4'-diaminodicyclohexylmethane

4,4'-bis(diisocyanato)dicyclohexylmethane
5124-30-1

4,4'-bis(diisocyanato)dicyclohexylmethane

Conditions
ConditionsYield
With phenylsilane; triethylamine; trichlorophosphate In toluene at 30℃; for 12h; Reagent/catalyst; Temperature;
4,4'-bis(diisocyanato)dicyclohexylmethane
5124-30-1

4,4'-bis(diisocyanato)dicyclohexylmethane

1-aminooctadecane
124-30-1

1-aminooctadecane

C51H100N4O2

C51H100N4O2

Conditions
ConditionsYield
With Desmodur W In hexane for 1h; Reflux;100%
In hexane for 1h; Reflux;100%
6-chloro-1-hexanol
2009-83-8

6-chloro-1-hexanol

4,4'-bis(diisocyanato)dicyclohexylmethane
5124-30-1

4,4'-bis(diisocyanato)dicyclohexylmethane

bis(6-chlorohexyl) (methylenebis(cyclohexane-4,1-diyl))dicarbamate

bis(6-chlorohexyl) (methylenebis(cyclohexane-4,1-diyl))dicarbamate

Conditions
ConditionsYield
With dibutyltin dilaurate In tetrahydrofuran at 0 - 20℃; Inert atmosphere;91%
4,4'-bis(diisocyanato)dicyclohexylmethane
5124-30-1

4,4'-bis(diisocyanato)dicyclohexylmethane

12-Aminododecanoic acid
693-57-2

12-Aminododecanoic acid

C39H72N4O6

C39H72N4O6

Conditions
ConditionsYield
In dimethyl sulfoxide at 20℃; Inert atmosphere;80%
isostearyl Alcohol
41744-75-6

isostearyl Alcohol

4,9-dioxa-1,12-dodecanediamine
7300-34-7

4,9-dioxa-1,12-dodecanediamine

4,4'-bis(diisocyanato)dicyclohexylmethane
5124-30-1

4,4'-bis(diisocyanato)dicyclohexylmethane

C76H144N6O8

C76H144N6O8

Conditions
ConditionsYield
Stage #1: isostearyl Alcohol; 4,4'-bis(diisocyanato)dicyclohexylmethane; dibutyltin dilaurate In hexane at 20 - 50℃; for 1h;
Stage #2: 4,9-dioxa-1,12-dodecanediamine In hexane at 20℃; for 1h;
72%
4,4'-bis(diisocyanato)dicyclohexylmethane
5124-30-1

4,4'-bis(diisocyanato)dicyclohexylmethane

1,1-dimethylhydrazine
57-14-7

1,1-dimethylhydrazine

4,4'-bis(diimethylamino-urea)dicyclohexylmethane

4,4'-bis(diimethylamino-urea)dicyclohexylmethane

Conditions
ConditionsYield
In toluene at 20℃; for 48h;49%
N-acetylcystein
616-91-1

N-acetylcystein

4,4'-bis(diisocyanato)dicyclohexylmethane
5124-30-1

4,4'-bis(diisocyanato)dicyclohexylmethane

2-acetylamino-3-{4-[4-(2-acetylamino-2-carboxyethylsulfanylcarbonylamino)cyclohexylmethyl]cyclohexylcarbamoylsulfanyl}propionic acid

2-acetylamino-3-{4-[4-(2-acetylamino-2-carboxyethylsulfanylcarbonylamino)cyclohexylmethyl]cyclohexylcarbamoylsulfanyl}propionic acid

Conditions
ConditionsYield
With sodium hydrogencarbonate In tetrahydrofuran at 20℃; for 0.25h;29%
4,4'-bis(diisocyanato)dicyclohexylmethane
5124-30-1

4,4'-bis(diisocyanato)dicyclohexylmethane

N,N'-bis(2,6-diisopropylphenyl)carbodiimide
2162-74-5

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

C65H90N6O2

C65H90N6O2

Conditions
ConditionsYield
at 110℃; for 7h; Sealed tube;0.96%
4,4'-bis(diisocyanato)dicyclohexylmethane
5124-30-1

4,4'-bis(diisocyanato)dicyclohexylmethane

C44H68N6O5

C44H68N6O5

Conditions
ConditionsYield
With water at 140℃;
4,4'-bis(diisocyanato)dicyclohexylmethane
5124-30-1

4,4'-bis(diisocyanato)dicyclohexylmethane

poly(tetramethylene oxide)glycol of molecular weight 650

poly(tetramethylene oxide)glycol of molecular weight 650

4,4-methylene bis(cyclohexyl isocyanate) terminated [poly(tetramethylene oxide)glycol of molecular weight 650]

4,4-methylene bis(cyclohexyl isocyanate) terminated [poly(tetramethylene oxide)glycol of molecular weight 650]

Conditions
ConditionsYield
at 80℃;
4,4'-bis(diisocyanato)dicyclohexylmethane
5124-30-1

4,4'-bis(diisocyanato)dicyclohexylmethane

poly(tetramethylene oxide)glycol of molecular weight 1000

poly(tetramethylene oxide)glycol of molecular weight 1000

4,4-methylene bis(cyclohexyl isocyanate) terminated [poly(tetramethylene oxide)glycol of molecular weight 1000]

4,4-methylene bis(cyclohexyl isocyanate) terminated [poly(tetramethylene oxide)glycol of molecular weight 1000]

Conditions
ConditionsYield
at 80℃;
4,4'-bis(diisocyanato)dicyclohexylmethane
5124-30-1

4,4'-bis(diisocyanato)dicyclohexylmethane

poly(tetramethylene oxide)glycol of molecular weight 2000

poly(tetramethylene oxide)glycol of molecular weight 2000

4,4-methylene bis(cyclohexyl isocyanate) terminated [poly(tetramethylene oxide)glycol of molecular weight 2000]

4,4-methylene bis(cyclohexyl isocyanate) terminated [poly(tetramethylene oxide)glycol of molecular weight 2000]

Conditions
ConditionsYield
at 80℃;
4,4'-methylenebis-(2-chloroaniline)
101-14-4

4,4'-methylenebis-(2-chloroaniline)

4,4'-bis(diisocyanato)dicyclohexylmethane
5124-30-1

4,4'-bis(diisocyanato)dicyclohexylmethane

copolymer; monomer(s): 4,4\-methylene-dicyclohexyl-diisocyanate; methylene-bis-ortho-chloroaniline

copolymer; monomer(s): 4,4\-methylene-dicyclohexyl-diisocyanate; methylene-bis-ortho-chloroaniline

Conditions
ConditionsYield
In cyclohexanone; N,N-dimethyl-formamide at 80 - 90℃;
2,4-diamino-3,5-dimethylsulphanylchlorobenzene

2,4-diamino-3,5-dimethylsulphanylchlorobenzene

4,4'-bis(diisocyanato)dicyclohexylmethane
5124-30-1

4,4'-bis(diisocyanato)dicyclohexylmethane

copolymer; monomer(s): 4,4\-methylene-dicyclohexyl-diisocyanate; 2,4-diamino-3,5-dimethylsulphanylchlorobenzene

copolymer; monomer(s): 4,4\-methylene-dicyclohexyl-diisocyanate; 2,4-diamino-3,5-dimethylsulphanylchlorobenzene

Conditions
ConditionsYield
In cyclohexanone; N,N-dimethyl-formamide at 80 - 90℃;
4,4'-bis(diisocyanato)dicyclohexylmethane
5124-30-1

4,4'-bis(diisocyanato)dicyclohexylmethane

ethylenediamine
107-15-3

ethylenediamine

copolymer; monomer(s): 4,4\-methylene-dicyclohexyl-diisocyanate; ethylene diamine

copolymer; monomer(s): 4,4\-methylene-dicyclohexyl-diisocyanate; ethylene diamine

Conditions
ConditionsYield
dibutyltin(II) dilaurate In cyclohexanone; N,N-dimethyl-formamide at 80 - 90℃;
4,4'-bis(diisocyanato)dicyclohexylmethane
5124-30-1

4,4'-bis(diisocyanato)dicyclohexylmethane

C53H92N6O8

C53H92N6O8

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: H2O / 140 °C
View Scheme
4,4'-bis(diisocyanato)dicyclohexylmethane
5124-30-1

4,4'-bis(diisocyanato)dicyclohexylmethane

ethyl nitroacetate potassium salt
95848-28-5

ethyl nitroacetate potassium salt

C23H34N4O10(2-)*2K(1+)

C23H34N4O10(2-)*2K(1+)

Conditions
ConditionsYield
In diethylene glycol dimethyl ether at 20 - 100℃; for 16h;
In 1,2-dimethoxyethane at 20 - 85℃; for 72h;
4,4'-bis(diisocyanato)dicyclohexylmethane
5124-30-1

4,4'-bis(diisocyanato)dicyclohexylmethane

Reaxys ID: 11465127

Reaxys ID: 11465127

Conditions
ConditionsYield
Stage #1: 4,4'-bis(diisocyanato)dicyclohexylmethane; trihexyl(tetradecyl)phosphonium 1,2,4-triazolide at 30℃; for 3.5h;
Stage #2: With dibutyl phosphate
1,1,1-tri(hydroxymethyl)propane
77-99-6

1,1,1-tri(hydroxymethyl)propane

4,4'-bis(diisocyanato)dicyclohexylmethane
5124-30-1

4,4'-bis(diisocyanato)dicyclohexylmethane

2-ethoxycarbonyl-1-cyclopentanone
611-10-9

2-ethoxycarbonyl-1-cyclopentanone

Reaxys ID: 11465128

Reaxys ID: 11465128

Conditions
ConditionsYield
zinc 2-ethylhexanoate at 120℃; for 6h;
N-methyl-1,1,2,2,3,3,4,4-nonafluoro-N-(2-hydroxyethyl)butane-1-sulphonamide
34454-97-2

N-methyl-1,1,2,2,3,3,4,4-nonafluoro-N-(2-hydroxyethyl)butane-1-sulphonamide

4,4'-bis(diisocyanato)dicyclohexylmethane
5124-30-1

4,4'-bis(diisocyanato)dicyclohexylmethane

C22H30F9N3O5S

C22H30F9N3O5S

Conditions
ConditionsYield
In n-heptane at 90 - 100℃;
C46H44F34O12S2

C46H44F34O12S2

4,4'-bis(diisocyanato)dicyclohexylmethane
5124-30-1

4,4'-bis(diisocyanato)dicyclohexylmethane

C105H106F68N2O26S4

C105H106F68N2O26S4

Conditions
ConditionsYield
dibutyltin dilaurate In methylpentan-2-one, 4- at 55℃; for 4h; Michael Condensation; Heating / reflux;

5124-30-1Relevant articles and documents

METHOD FOR PRODUCING CARBAMATE AND METHOD FOR PRODUCING ISOCYANATE

-

Paragraph 0367; 0369-0379; 0399; 0402-0403, (2021/06/22)

The present invention provides a method for producing a carbamate that includes a step (1) and a step (2) described below: (1) a step of producing a compound (A) having a urea linkage, using an organic primary amine having at least one primary amino group per molecule and at least one compound selected from among carbon dioxide and carbonic acid derivatives, at a temperature lower than the thermal dissociation temperature of the urea linkage; and(2) a step of reacting the compound (A) with a carbonate ester to produce a carbamate.

Preparation method of 4,4'-dicyclohexyl methane diisocyanate

-

Paragraph 0027-0060, (2019/10/01)

The invention relates to a preparation method of 4,4'-dicyclohexyl methane diisocyanate. The method comprises the steps of firstly, adding a catalyst polyoxometallate and a solvent into a reaction vessel; then, adding a raw material of 4,4'-diamino dicyclohexyl methane, phenylsilane, an acid-binding agent and a dehydrating agent, and uniformly mixing the materials; finally, adding gaseous carbon dioxide and stirring the mixture for a thorough reaction through a magnetic force at a certain temperature to obtain a product. According to the method, M-Anderson type heteropoly acid is used as the catalyst, and the catalyst needs mild reaction conditions and is high in specific selectivity, recyclable and environmentally friendly; the cleanliness of an industrial reaction is improved, the economic efficiency of the process is improved, the manufacturing cost and the generation of three wastes are reduced, the environmental protection pressure is reduced, and industrial production is facilitated.

Method for preparing isocyanate by using amine and carbonyl fluoride

-

Paragraph 0095-0096, (2017/07/07)

The invention discloses an efficient synthesis method for preparing corresponding isocyanate by enabling carbonyl fluoride to directly react with amine. The efficient synthesis method mainly comprises the following two steps: carrying out acylation reaction on the amine and the carbonyl fluoride according to a preferable proportion in an anhydrous inertial organic solvent under a sealed environment and a proper reaction condition, thus generating an intermediate-carbamyl fluoride; (2) carrying out dehydrofluorination on the intermediate-carbamyl fluoride under normal pressure and the proper reaction condition, thus obtaining the target isocyanate. During a reaction process, addition of a catalyst is not needed, the reaction conditions are mild, excessive carbonyl fluoride and a used solvent during the reaction process can be efficiently recycled and reused, and a by-product HF can be commercially sold after being collected and refined.

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