1,3-Bis(isocyanatomethyl)cyclohexane

Base Information

• Chemical Name: 1,3-Bis(isocyanatomethyl)cyclohexane
• CAS No.: 38661-72-2
• Deprecated CAS: 21150-86-7,280144-22-1,2093367-32-7,280144-22-1
• Molecular Formula: C10H14N2O2
• Molecular Weight: 194.233
• Hs Code.: 29291090
• European Community (EC) Number: 609-567-4
• UN Number: 2206
• DSSTox Substance ID: DTXSID6044933
• Nikkaji Number: J173.798H
• ChEMBL ID: CHEMBL3184736
• Mol file: 38661-72-2.mol

Synonyms:1,3-bis(isocyanatomethyl)cyclohexane;1,3-bis(NCOMe)cyclohexane

Chemical Property of 1,3-Bis(isocyanatomethyl)cyclohexane

Chemical Property:

• Vapor Pressure: 0.4 mm Hg ( 98 °C)
• Refractive Index: n20/D 1.485(lit.)
• Boiling Point: 294.4 °C at 760 mmHg
• Flash Point: 119.5 °C
• PSA: 58.86000
• Density: 1.14 g/cm³
• LogP: 1.46440
• Storage Temp.: 0-10°C
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 194.105527694
• Heavy Atom Count: 14
• Complexity: 239
• Transport DOT Label: Poison

Purity/Quality:

99.9% ^*data from raw suppliers

1,?3-?Bis(isocyanatomethyl?)?cyclohexane(MixtureofCisandTrans) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38
• Safety Statements: 23-26-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(CC(C1)CN=C=O)CN=C=O

Technology Process of 1,3-Bis(isocyanatomethyl)cyclohexane

There total 8 articles about 1,3-Bis(isocyanatomethyl)cyclohexane which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 96.5%

phosgene (75-44-5) + cis, trans-1,3-dimethylaminocyclohexane (2579-20-6) → 1,3-bis(isocyanatomethyl)-cyclohexane (38661-72-2)

Guidance literature:

cis, trans-1,3-dimethylaminocyclohexane; With hydrogenchloride; In chlorobenzene; at 30 - 45 ℃; for 3.5h; Large scale;

phosgene; In chlorobenzene; at 60 ℃; Large scale;

Reference yield: 94.9%

→ 1,3-bis(isocyanatomethyl)-cyclohexane (38661-72-2)

Guidance literature:

With dibutyltin dilaurate; 3-(3-methyl-1H-imidazol-3-ium-1-yl)propane-1-sulfonate; at 240 ℃; for 2h; under 20 Torr;

Reference yield: 84.0%

1,3-bis(methoxycarbonylaminomethyl)cyclohexane → 1-isocyanatomethyl-3-(methoxycarbonylaminomethyl)cyclohexane + 1,3-bis(isocyanatomethyl)-cyclohexane (38661-72-2)

Guidance literature:

With CARiACT Q₅₀; at 150 - 375 ℃; for 0.5h; under 9.976 Torr;

upstream raw materials:

1,3-bis(methoxycarbonylaminomethyl)cyclohexane

phosgene

cis, trans-1,3-dimethylaminocyclohexane

bis(trichloromethyl) carbonate

Downstream raw materials:

C₁₈H₂₈N₄O₁₀

Refernces

• 1、 -. "METHOD OF PREPARING DIISOCYANATE COMPOSITION AND OPTICAL LENS". Paragraph 0231-0234; 0242; 0277-0280. . Retrieved 2021/06/11.
• 2、 -. "Synthesis method of 1,3-dimethyl isocyanate cyclohexane". Paragraph 0020; 0021; 0022; 0024; 0025; 0027; 0028; 0030. . Retrieved 2018/11/22.