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CAS No.: | 3173-72-6 |
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Name: | 1,5-Naphthalene diisocyanate |
Article Data: | 17 |
Molecular Structure: | |
Formula: | C12H6N2O2 |
Molecular Weight: | 210.192 |
Synonyms: | 1,5-Naphthalenediol,diisocyanate (5CI);Isocyanic acid, 1,5-naphthylene ester (6CI,8CI);1,5-Diisocyanatonaphthalene;1,5-NDI;1,5-Naphthyl diisocyanate;1,5-Naphthylene diisocyanate;NDI;NSC 240728; |
EINECS: | 221-641-4 |
Density: | 1.21 g/cm3 |
Melting Point: | 130 °C |
Boiling Point: | 314.7 °C at 760 mmHg |
Flash Point: | 128.6 °C |
Solubility: | soluable in water |
Appearance: | White to light-yellow crystalline flakes |
Hazard Symbols: | Xn |
Risk Codes: | 20-36/37/38-42-52/53 |
Safety: | 26-28-38-45-61 |
Transport Information: | UN 2206 |
PSA: | 58.86000 |
LogP: | 2.77440 |
1,5-bis-(butoxycarbonylamino)-naphthalene
1,5-diisocyanatonaphthalene
Conditions | Yield |
---|---|
1,2-dimethyl-3-ethylimidazole perchloric acid at 190 - 240℃; under 37.5038 Torr; for 2.16667h; | 91% |
1,5-bis-(ethoxycarbonylamino)naphthalene
1,5-diisocyanatonaphthalene
Conditions | Yield |
---|---|
1-ethyl-3-methylimidazolium tetrafluoroborate at 190 - 240℃; under 37.5038 Torr; for 2.16667h; | 85% |
With boron trichloride; triethylamine In benzene for 0.5h; Heating; | 100 % Chromat. |
dimethyl 1,5-naphthalenedicarbamate
1,5-diisocyanatonaphthalene
Conditions | Yield |
---|---|
1-butyl-3-methylimidazolium Tetrafluoroborate at 200 - 240℃; under 37.5038 Torr; for 2.16667h; | 85% |
With boron trichloride; triethylamine In benzene for 0.5h; Heating; | 98 % Chromat. |
With nitrogen; cobalt(II) acetate In bisbenzyltoluene | |
at 250℃; Inert atmosphere; |
Conditions | Yield |
---|---|
In various solvent(s) for 1.5h; Condensation; Heating; | 23% |
Conditions | Yield |
---|---|
With chlorobenzene; 1,2-dichloro-benzene at 140 - 160℃; | |
With phenylsulfonyl fluoride at 90℃; | |
With benzene at 140℃; under 19858.7 Torr; |
1,5-diisocyanatonaphthalene
diethylamine
1,5-bis(3,3-diethylureido)naphthalene
Conditions | Yield |
---|---|
In toluene | 98% |
1,5-diisocyanatonaphthalene
Conditions | Yield |
---|---|
With dimethyl amine In toluene | 97% |
Conditions | Yield |
---|---|
Stage #1: 1,5-diisocyanatonaphthalene With dibutyltin(II) dilaurate; 4-methoxy-phenol In toluene at 40℃; for 0.166667h; Inert atmosphere; Stage #2: 2-(4-hydroxyphenyl)ethyl prop-2-enoate In toluene at 80℃; for 7h; Inert atmosphere; | 86% |
Conditions | Yield |
---|---|
Stage #1: 1,5-diisocyanatonaphthalene With dibutyltin(II) dilaurate; 4-methoxy-phenol In toluene at 40℃; for 0.166667h; Inert atmosphere; Stage #2: 2-hydroxyethyl acrylate In toluene at 40℃; for 4h; Inert atmosphere; | 85% |
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IARC Cancer Review: Group 3 IMEMDT IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 7 ,1987,p. 56.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) . Reported in EPA TSCA Inventory.
DFG MAK: 0.01 ppm (0.087 mg/m3)
1. Introduction of 1,5-Naphthalene diisocyanate
1,5-Naphthalene diisocyanate is also called 1,5-Naphthylene di-isocyanate ; 1,5-Diisocyanatonaphthalene ; 1,5-Naphthyl diisocyanate ; 1,5-Naphthylene diisocyanate ; 4-13-00-00342 (Beilstein Handbook Reference) ; BRN 2212353 ; CCRIS 8920 ; EINECS 221-641-4 ; NSC 240728 ; Isocyanic acid, 1,5-naphthylene ester ; Naphthalene, 1,5-diisocyanato- ; 1,5-Naphthalene diisocyanate [Diisocyanates]. The IUPAC Name of 1,5-Naphthalene diisocyanate is 1,5-Diisocyanatonaphthalene.
2. Properties of 1,5-Naphthalene diisocyanate
Melting Point: 130°C
Polar Surface Area: 58.86 Å2
Index of Refraction: 1.618
Molar Refractivity: 60.56 cm3
Molar Volume: 172.7 cm3
Surface Tension: 49.8 dyne/cm
Density: 1.21 g/cm3
Flash Point: 128.6 °C
Enthalpy of Vaporization: 55.59 kJ/mol
Boiling Point: 314.7 °C at 760 mmHg
Vapour Pressure: 0.000459 mmHg at 25°C
Classification Code: Tumor data
3. Toxicity of 1,5-Naphthalene diisocyanate
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
rat | LC50 | inhalation | 270mg/m3/4H (270mg/m3) | LUNGS, THORAX, OR RESPIRATION: DYSPNEA LUNGS, THORAX, OR RESPIRATION: CYANOSIS | National Technical Information Service. Vol. OTS0572846, |