Tolylene-2,4-diisocyanate

Base Information

• Chemical Name: Tolylene-2,4-diisocyanate
• CAS No.: 584-84-9
• Deprecated CAS: 59539-76-3,86-91-9,856307-56-7,1358624-38-0,1260158-01-7,1260158-01-7,1358624-38-0,856307-56-7,86-91-9
• Molecular Formula: C9H6N2O2
• Molecular Weight: 174.159
• Hs Code.: 29291010
• European Community (EC) Number: 209-544-5,607-844-4,617-935-0
• ICSC Number: 0339
• NSC Number: 56759,4791
• UN Number: 2078
• UNII: 17X7AFZ1GH
• DSSTox Substance ID: DTXSID7026156
• Nikkaji Number: J3.302B
• Wikipedia: Toluene_diisocyanate
• Wikidata: Q415183
• NCI Thesaurus Code: C44457
• Pharos Ligand ID: 5D17JUJMW2B7
• Metabolomics Workbench ID: 58653
• ChEMBL ID: CHEMBL1086446
• Mol file: 584-84-9.mol

Synonyms:Isocyanicacid, 4-methyl-m-phenylene ester (8CI);1,3-Diisocyanato-4-methylbenzene;2,4-Diisocyanato-1-methylbenzene;2,4-Diisocyanatotoluene;2,4-TDI;2,4-Toluenediisocyanate;2,4-Toluylene diisocyanate;2,4-Tolylene diisocyanate;4-Methyl-1,3-phenylene diisocyanate;4-Methyl-m-phenylene diisocyanate;4-Methyl-m-phenylene isocyanate;NSC 4791;NSC 56759;TDI 100;Toluene 2,4-diisocyanate;

Chemical Property of Tolylene-2,4-diisocyanate

Chemical Property:

• Appearance/Colour: colourless to light yellow liquid
• Vapor Pressure: 0.03 mm Hg ( 25 °C)
• Melting Point: 20-22 °C(lit.)
• Refractive Index: n20/D 1.568(lit.)
• Boiling Point: 251 °C at 760 mmHg
• Flash Point: 110.5 °C
• PSA: 58.86000
• Density: 1.14 g/cm³
• LogP: 1.92960
• Storage Temp.: 2-8°C
• Sensitive.: Moisture Sensitive
• Solubility.: Miscible with ether, acetone, benzene, carbontetrachloride and c
• Water Solubility.: reacts
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 174.042927438
• Heavy Atom Count: 13
• Complexity: 265
• Transport DOT Label: Poison

Purity/Quality:

97% ^*data from raw suppliers

Tolylene 2,4-diisocyanate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T+
• Hazard Codes: T+
• Statements: 26-36/37/38-40-42/43-52/53
• Safety Statements: 23-36/37-45-61

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Plastics & Rubber -> Diisocyanates
• Canonical SMILES: CC1=C(C=C(C=C1)N=C=O)N=C=O
• Inhalation Risk: A harmful contamination of the air can be reached rather quickly on evaporation of this substance at 20 °C.
• Effects of Short Term Exposure: The substance, the vapour of this substance and the aerosol are irritating to the eyes, skin and respiratory tract. Inhalation of the vapour may cause asthma-like reactions. Inhalation of the vapour may cause chemical bronchitis, pneumonitis and lung oedema. Exposure far above the OEL could cause death. The effects may be delayed. Medical observation is indicated.
• Effects of Long Term Exposure: Repeated or prolonged contact with skin may cause dermatitis. Repeated or prolonged contact may cause skin sensitization. Repeated or prolonged inhalation may cause asthma. This substance is possibly carcinogenic to humans.
• Description: Toluene diisocyanate (TDI), (OCN)2C6H3CH3, is a water-white to pale-yellow liquid with a sharp, pungent odor. It reacts with water to release carbon dioxide. The specific gravity is 1.22, which is heavier than water. TDI is toxic by inhalation and ingestion, and is a strong irritant to skin and other tissue, particularly the eyes. The TLV is 0.005 ppm in air, and the IDLH is 10 ppm. The target organs are the respiratory system and the skin. The four-digit UN identification number is 2078. The NFPA 704 designation is health 3, flammability 1, and reactivity 3. The white section at the bottom of the diamond has a W with a slash through it, indicating water reactivity. The primary uses of TDI are in the manufacture of polyurethane foams, elastomers, and coatings.
• Physical properties: Clear, colorless to light yellow liquid with a pungent, fruity odor. Odor threshold concentration in air is 2.14 ppmv (Leonardos et al., 1969).
• Uses: Toluene-2,4-diisocyanate is one of the mostextensively used isocyanates. It is usedin the production of rigid and flexibleurethane foams, elastomers, and coatings. Inaddition to its use as a pure compound, itis commercially available as a mixture of2,4- and 2,6-isomers (80 : 20% and 65 : 35%ratios, respectively). Occupational asthma is the principal cause of work-related respiratory disease in the industrial world. Toluene-2,4-diisocyanate (TDI) is one of the most common respiratory sensitizers leading to occupational asthma. TDI (toluene diisocyanate) is an important basic raw materials of polyurethane. TDI is a mixture of 2,4-TDI and 2,6-TDI two kinds of isomers, including 3 kinds of commonly used grades: TDI-80/20, TDI-100 and TDI-65/35. Mainly used in the production of flexible polyurethane foam and polyurethane elastomer coatings, adhesives, etc.. In the manufacture of polyurethane foams and other elastomers.

Technology Process of Tolylene-2,4-diisocyanate

There total 52 articles about Tolylene-2,4-diisocyanate 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: 99.5%

phosgene (75-44-5) + 4-methylbenzene-1,3-diamine (95-80-7,71111-07-4) → 2,4-Toluene diisocyanate (584-84-9,6144-18-9,26006-20-2)

Guidance literature:

under 1050.11 Torr; Product distribution / selectivity; Gas phase; Industry scale;

Reference yield: 93.0%

1-methyl-2,4-bis-(butoxycarbonylamino)-benzene (7469-49-0) → 2,4-Toluene diisocyanate (584-84-9,6144-18-9,26006-20-2)

Guidance literature:

at 220 ℃; under 7.50075 Torr;

Reference yield: 93.0%

toluene-2,4-dicarbamayl fluoride → 2,4-Toluene diisocyanate (584-84-9,6144-18-9,26006-20-2)

Guidance literature:

at 160 ℃; for 0.5h; Glovebox;

DOI:10.1016/j.jfluchem.2015.05.007

upstream raw materials:

phosgene

4-methylbenzene-1,3-diamine

2,4-bis-(ethoxycarbonylamino)toluene

carbon monoxide

Downstream raw materials:

3,3'-(4-methyl-m-phenylene)-bis-oxazolidin-2-one

N,N'-bis-(aziridine-1-carbonyl)-4-methyl-m-phenylenediamine

diisopropyl (4-methyl-1,3-phenylene)dicarbamate

(3-isocyanato-4-methyl-phenyl)-carbamic acid methyl ester

Refernces

• 1、 -. "ISOCYANATE PRODUCTION METHOD". Paragraph 0419-0430; 0447-0451; 0454-0458; 0462. . Retrieved 2020/05/02.
• 2、 -. "METHOD FOR PRODUCING ISOCYANATES". Paragraph 0133; 0134. . Retrieved 2020/12/04.