91-08-7

Basic information

• Product Name: 2-METHYL-M-PHENYLENE DIISOCYANATE
• Synonyms: 1,3-diisocyanato-2-methyl-benzen;1,3-Diisocyanato-2-methylbenzene;1,3-diisocyanato-2-methyl-Benzene;2,6-diisocyanato-1-methyl-benzen;2,6-Diisocyanato-1-methylbenzene;2,6-Toluenediiosocyanate;2-Methyl-meta-phenylene diisocyanate;2-Methyl-meta-phenylene isocyanate
• CAS NO: 91-08-7
• Molecular Formula: C₉H₆N₂O₂
• Molecular Weight: 174.16
• EINECS: 202-039-0
• Mol File: 91-08-7.mol
• Article Data: 16

Chemical Properties

• Melting Point: 13°C
• Boiling Point: 129-133 °C18 mm Hg(lit.)
• Flash Point: >230 °F
• Appearance: Clear colorless to light yellow/Liquid
• Density: 1.225 g/mL at 25 °C(lit.)
• Vapor Pressure: 2.78Pa at 25℃
• Refractive Index: n20/D 1.571(lit.)
• Storage Temp.: −20°C
• Water Solubility: It hydrolyzes in water.
• Sensitive: Moisture Sensitive
• Stability: Stability Reacts violently with water. Reacts very rapidly with compounds containing an active hydrogen, such as amines, alcohol
• BRN: 2211546
• CAS DataBase Reference: 2-METHYL-M-PHENYLENE DIISOCYANATE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-METHYL-M-PHENYLENE DIISOCYANATE(91-08-7)
• EPA Substance Registry System: 2-METHYL-M-PHENYLENE DIISOCYANATE(91-08-7)

Safety Data

• Hazard Codes: T+
• Statements: 26-36/37/38-40-42/43-52/53
• Safety Statements: 23-36/37-45-61
• RIDADR: UN 2078 6.1/PG 2
• WGK Germany: 2
• RTECS: CZ6310000
• F: 8-10-19-21
• TSCA: Yes
• HazardClass: 6.1
• PackingGroup: II
• Hazardous Substances Data: 91-08-7(Hazardous Substances Data)

Usage

Chemical Properties

colourless liquid

Uses

Different sources of media describe the Uses of 91-08-7 differently. You can refer to the following data:
1. 2-Methyl-m-phenylene Diisocyanate is used in method for preparing breathable sweat-absorbing EVA foam shoe material.
2. 2,6-TDI may be used as a reference standard for the quantification of residual 2,6-TDI in foam samples using high performance liquid chromatography coupled to coordination-ionspray tandem mass spectrometry (HPLC-CIS-MS/MS).

Definition

ChEBI: A toluene meta-diisocyanate in which the isocyanato groups are at positions 2 and 6 relative to the methyl group on the benzene ring.

Synthesis Reference(s)

The Journal of Organic Chemistry, 60, p. 257, 1995 DOI: 10.1021/jo00106a044

General Description

Liquid. Used in the manufacture of polyurethane foams, elastomers, and coatings; crosslinking agent for nylon 6.

Reactivity Profile

2-METHYL-M-PHENYLENE DIISOCYANATE reacts violently with amines, alcohols, bases and warm water, causing fire and explosion hazards. [Handling Chemcials Safely 1980. p. 907]. Reaction with water to form Carbon Dioxide [Merck 11th ed. 1989].

Health Hazard

Classified as slightly toxic orally. Probable oral lethal dose in humans is 5 to 15 g/kg or between 1 pint and 1 quart for a 70 (l50 lb.) person. Particularly poisonous when breathed. This is among the most poisonous of isocyanates. Acute and chronic exposures to low concentrations may produce asthmatic attacks.

Fire Hazard

When heated to decomposition, 2-METHYL-M-PHENYLENE DIISOCYANATE emits toxic fumes of nitrogen oxides. Ventilation should be adequate. If polyurethane products are heated, protection against isocyanate release is necessary. Avoid decomposing heat.

Flammability and Explosibility

Nonflammable

Safety Profile

Confirmed carcinogen. Poison by ingestion and inhalation. Human systemic effects by inhalation: olfactory, eye, and pulmonary changes. Flammable liquid. When heated to decomposition it emits toxic fumes of NOx. See also CYANATES.

Purification Methods

It is purified by fractional distillation in a vacuum. Store it under N2 in sealed dark ampoules as it is water and light sensitive. Like the preceding 2,4-isomer, it has a sharp pungent odour, is TOXIC and is IRRITATING TO THE EYES. [Beilstein 13 IV 259.]

InChI:InChI=1/C9H6N2O2/c1-7-8(10-5-12)3-2-4-9(7)11-6-13/h2-4H,1H3

Upstream product

• 67-56-1 methanol 
• 823-40-5 2,6-toluenediamine 
• 75-44-5 phosgene 
• 95-80-7 4-methylbenzene-1,3-diamine 
• 108-71-4 3,5-diaminotoluene 
• 95-70-5 2-methyl-p-phenylenediamine 
• 20913-18-2 toluene-2,6-bis(methyl) carbamate 

Downstream Products

• 100246-43-3 4-bromomethyl-1,3-phenylene diisocyanate 
• 72672-88-9 1,3-bis-(3-ethyl-2-methyl-thiomorpholine-4-carbonylamino)-2-methyl-benzene 
• 823-40-5 2,6-toluenediamine 
• 188910-15-8 (S)-2-Amino-4-[(R)-2-{3-[(R)-2-((S)-4-amino-4-carboxy-butyrylamino)-2-(carboxymethyl-carbamoyl)-ethylsulfanylcarbonylamino]-2-methyl-phenylcarbamoylsulfanyl}-1-(carboxymethyl-carbamoyl)-ethylcarbamoyl]-butyric acid 
• 7440-44-0 pyrographite 
• 1198074-56-4 C₃₃H₅₀N₁₀O₂ 
• 1198074-57-5 C₃₃H₅₀N₁₀O₂ 

Relevant articles and documents

Method for efficiently preparing toluene diisocynate compound by polyoxometallate

The invention discloses a method for preparing toluene diisocynate (TDI) by coupling 2,6-diaminotoluene and methanol under the catalysis of a polyoxometallate (wherein the polyoxometallate is one of six basic configurations of Keggin type, Wells-Dawson type, Anderson type, Lindeqvist type, Waugh type and Silverton type, and the Anderson type configuration is mainly adopted). The method comprises the specific implementation steps: putting a catalyst, a solvent methylbenzene, raw materials of 2,6-diaminotoluene, methanol and hydrogen peroxide, an acid-binding agent and a dehydrating agent into aclean reaction tube together, performing magnetic stirring for sufficient reaction in an air atmosphere under a certain temperature condition, and performing separation and purification to obtain a target product. According to the invention, the use of reagents with high corrosivity and easiness in poisoning and high-temperature and high-pressure reaction conditions in the traditional synthesis method are avoided, hydrogen peroxide is used as oxidizing agent, heteropolyacid taking Fe, Cu, Ni, Cr and other non-noble metals as central metals is used as a catalyst to catalyze and generate toluene diisocynate (TDI), the catalyst has extremely high reaction activity, and after the reaction is finished, the catalyst used by a sample subjected to simple treatment can be recycled, so that the method is environment-friendly, the cleanness of the reaction is improved, and the production and manufacturing cost is reduced.

PROCESS FOR THE PREPARATION OF ISOCYANATES

An isocyanate is produced by reacting an amine with a stoichiometric excess of phosgene in the gas phase. This reaction is carried out at a temperature above the amine's boiling point to obtain a liquid stream containing the isocyanate and a gas stream containing hydrogen chloride and phosgene. The gas stream containing hydrogen chloride and phosgene thus produced is separated into a gas stream containing hydrogen chloride and a liquid stream containing phosgene. At least part of the liquid stream containing phosgene is then converted to a gas stream containing phosgene which gas stream is then recycled. The gaseous phosgene stream is maintained at a higher pressure than the liquid phosgene stream.

COSMETIC OR DERMATOLOGICAL COMPOSITION COMPRISING A POLYMER BEARING JUNCTION GROUPS, AND COSMETIC TREATMENT PROCESS

The present patent application relates to a cosmetic or dermatological composition comprising, in a cosmetically or dermatologically acceptable medium, a polymer comprising: (a) a polymer backbone that may be obtained by reaction: of a polyol comprising 3 to 6 hydroxyl groups;of a monocarboxylic acid containing 6 to 32 carbon atoms;of a polycarboxylic acid comprising at least two carboxylic groups COOH, and/or of a cyclic anhydride such as a polycarboxylic acid and/or of a lactone comprising at least one carboxylic group COOH; and(b) at least one junction group linked to the said polymer backbone and capable of establishing H bonds with one or more partner junction groups, each pairing of a junction group involving at least three H (hydrogen) bonds. The patent application also concerns a cosmetic treatment process using the said composition.