1,3-Bis(isocyanatomethyl)benzene

 1,3-Bis(isocyanatomethyl)benzene (CAS NO.3634-83-1) was reported in EPA TSCA Inventory.

NIOSH REL: (Diisocyanates) TWA 0.005 ppm; CL 0.02 ppm/10M
DOT Classification:  6.1; Label: KEEP AWAY FROM FOOD (UN 2207); DOT Class: 6.1; Label: Poison (UN 2206); DOT Class: 6.1; Label: Poison, Flammable Liquid (UN 3080); DOT Class: 3; Label: Flammable Liquid, Poison (UN 2478)

The IUPAC name of this chemical is 1,3-bis(isocyanatomethyl)benzene. With the CAS registry number 3634-83-1, it is also named as m-Phenylenedimethylene isocyanate. The product's categories are Fluorenes, etc. (Reagent for High-Performance Polymer Research); Functional Materials; Reagent for High-Performance Polymer Research. It is liquid which is stable under normal temperature and pressure and sensitive to moisture and light. Additionally, this chemical should be sealed in the container which is filled with inert gas and avoided direct sunshine.

The other characteristics of this product can be summarized as: (1)ACD/LogP: 3.00; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2.99; (4)ACD/LogD (pH 7.4): 2.99; (5)ACD/BCF (pH 5.5): 111.15; (6)ACD/BCF (pH 7.4): 111.15; (7)ACD/KOC (pH 5.5): 1014.1; (8)ACD/KOC (pH 7.4): 1014.1; (9)#H bond acceptors: 4; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 4; (12)Index of Refraction: 1.55; (13)Molar Refractivity: 53.89 cm³; (14)Molar Volume: 169 cm³; (15)Polarizability: 21.36×10^-24 cm³; (16)Surface Tension: 44.4 dyne/cm; (17)Enthalpy of Vaporization: 53.33 kJ/mol; (18)Vapour Pressure: 0.0017 mmHg at 25°C; (19)Rotatable Bond Count: 4; (20)Exact Mass: 188.058578; (21)MonoIsotopic Mass: 188.058578; (22)Topological Polar Surface Area: 58.9; (23)Heavy Atom Count: 14; (24)Complexity: 239.

Preparation of 1,3-Bis(isocyanatomethyl)benzene: It can be obtained by 1,3-bis-bromomethyl-benzene and cyano-nitro-amine; silver-compound. This reaction needs reagent magnesium sulphate and solvent benzene at temperature of 80 °C. The reaction time is 3 hours. The yield is 94%.

Uses of 1,3-Bis(isocyanatomethyl)benzene: It can react with 5-amino-1(3)H-imidazole-4-carboxylic acid amide; hydrochloride to get 1,3-bis(5-amino-4-carbamoylimidazolecarboxamidomethyl)benzene. This reaction needs reagent NEt₃ and solvent acetonitrile at Ambient temperature. The reaction time is 60 hours. The yield is 92%.

When you are using this chemical, please be cautious about it as the following:
It is flammable and can cause burns, so people should keep it away from sources of ignition. And it also may cause sensitization by inhalation, so people must not breathe vapour. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. If you want to contact this product, you must wear suitable protective clothing, gloves and eye/face protection. In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)

People can use the following data to convert to the molecule structure.
1. SMILES:O=C=N\Cc1cccc(c1)C\N=C=O
2. InChI:InChI=1/C10H8N2O2/c13-7-11-5-9-2-1-3-10(4-9)6-12-8-14/h1-4H,5-6H2
3. InChIKey:RTTZISZSHSCFRH-UHFFFAOYAC

The following are the toxicity data which has been tested.