Isocyanic acid

Base Information

• Chemical Name: Isocyanic acid
• CAS No.: 75-13-8
• Molecular Formula: CHNO
• Molecular Weight: 43.025
• Hs Code.: 2933699090
• European Community (EC) Number: 616-189-3
• UNII: QKG6U31925
• DSSTox Substance ID: DTXSID9073884
• Nikkaji Number: J9.226F
• Wikipedia: Isocyanic acid,Isocyanic_acid
• Wikidata: Q25774,Q27110285
• Metabolomics Workbench ID: 54048
• Mol file: 75-13-8.mol

Synonyms:hydrogen isocyanide;isocyanic acid

Chemical Property of Isocyanic acid

Chemical Property:

• Vapor Pressure: 6750mmHg at 25°C
• Melting Point: -86 °C
• Refractive Index: 1.395
• Boiling Point: 23.5 °C
• Flash Point: <-15℃(闭杯)
• PSA: 40.92000
• Density: 1.04 g/cm³
• LogP: 0.00070
• XLogP3: 1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 43.005813655
• Heavy Atom Count: 3
• Complexity: 27.8

Purity/Quality:

98% ^*data from raw suppliers

ISOCYANIC ACID 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(=N)=O
• Physical properties: Isocyanic acid (ICA, Cas no. 75-13- 8) is a strong organic acid with a kPa of 3.5. ICA is a very reactive compound that can readily transform into other substances. It can lose a proton in an aqueous environment under certain conditions, particularly if a strong base is present, forming an isocyanate. ICA is a tautomer of the less stable, cyanic acid (CAS no. 420-05-3). These forms interchange by a tautomerisation reaction, involving the migration of a hydrogen atom or proton accompanied by a switch of a double bond. ICA is an unstable liquid above 0o C with a tendency to polymerise. The primary polymerisation product, which is also generated in the gas form, is cyanuric acid (CAS no. 108-80-5), a cyclic trimer. ICA is soluble in water, but disintegrates both via ionisation and by formation of ammonia and carbon dioxide.
• Uses: The primary use of methyl isocyanate (MIC, CAS no. 624-83-9) is as a chemical intermediate in the production of carbamate pesticides. MIC is also used to produce polyurethane foam and plastics (ATSDR, 2002). Isocyanic acid (ICA, Cas no. 75-13- 8) does not have commercial uses because of its instability. The potential for occupational exposure to ICA largely arises when it is generated as a thermal degradation product of other industrial processes. Ethyl isocyanate is a liquid used commercially to make pharmaceuticals and pesticides (NJDHSS, 2000). Phenyl isocyanate (PIC, CAS no. 103-71-9) is a trace constituent in commercial diphenyl methane diisocyanate products.

Technology Process of Isocyanic acid

There total 141 articles about Isocyanic acid 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:

hydrogen cyanide (74-90-8) + Nitrogen dioxide (10102-44-0) → isocyanic acid (75-13-8) + ethanedinitrile (460-19-5,25215-76-3) + nitrogen(II) oxide (10102-43-9) + dinitrogen monoxide (10024-97-2)

Guidance literature:

With catalyst: Ba-Y zeolite; In neat (no solvent); byproducts: N2, CO, CO2; HCN and NO2 reacted at 473 K in IR cell; monitored by IR spectra and by mass spectrometric gas-phase analysis;

DOI:10.1021/jp045671o

Reference yield:

ethene (74-85-1) + oxygen (80937-33-3) + Nitrogen dioxide (10102-44-0) → isocyanic acid (75-13-8) + carbon dioxide (124-38-9,18923-20-1) + carbon monoxide (201230-82-2) + nitrogen (7727-37-9) + dinitrogen monoxide (10024-97-2)

Guidance literature:

With catalyst: H-FER-17; In gas; byproducts: nitroethylene; further products; over H-ferrierite H-FER-17; investigated in the range 200-500 °C; in a 160 ml/min flow of feed gas (1000 ppm NO2, 1050 ppm C2H4, 5% O2 in He); Kinetics;

DOI:10.1016/S0021-9517(02)93746-2

Reference yield:

carbon monoxide (201230-82-2) + hydrogen (1333-74-0) + nitrogen(II) oxide (10102-43-9) → isocyanic acid (75-13-8) + carbon dioxide (124-38-9,18923-20-1) + ammonia (7664-41-7) + water (7732-18-5) + dinitrogen monoxide (10024-97-2)

Guidance literature:

With catalyst: Pd/SiO₂; In gas; byproducts: N2; further products; catalyst held in Pyrex tube; fed by gas mixtures at 100-500°C;

DOI:10.1016/j.jcat.2005.01.022

upstream raw materials:

hydrazinecarboxylic acid methyl ester

hydrogen cyanide

1-methyl-1-nitrosourea

isofulminic acid

Downstream raw materials:

1-phenylethylisocyanate

1-(1-isocyanato-1-methylethyl)-4-(1-methylethenyl)-benzene

1,4-Bis(1-isocyanato-1-methylethyl)benzene

[4-(4-nitro-phenylsulfanyl)-phenyl]-urea

Refernces

• 1、 Rabalais, J. W.,McDonald, J. R.,McGlynn, S. P.. "". . p. 5095 - 5102. Retrieved 1969.
• 2、 Bondybey, V. E.,English, J. H.,Mathews, C. Weldon,Contolini, R. J.. "". . p. 431 - 442. Retrieved 1982.
• 3、 Schmidt, Alfred. "The equilibrium between isocyanic and cyanuric acids". . p. 866 - 870. Retrieved 1970.
• 4、 Saldyka, Magdalena. "Photodecomposition of N-hydroxyurea in argon matrices. FTIR and theoretical studies". . p. 1922 - 1932. Retrieved 2013.
• 5、 Sullivan, Brian J.,Smith, Gregory P.,Crosley, David R.. "". . p. 307 - 310. Retrieved 1983.
• 6、 Wilsey,Thomas,Eland. "An experimental and theoretical study of the HNCO+ ion". . p. 21 - 36. Retrieved 2000.
• 7、 Brown, Steven S.,Berghout, H. Laine,Crim, F. Fleming. "Internal Energy Distribution of the NCO Fragment from Near-Threshold Photolysis of Isocyanic Acid, HNCO". . p. 7948 - 7955. Retrieved 1996.
• 8、 Kajimoto, Okitsugu,Kondo, Osamu,Okada, Kazuo,Fujikane, Jiro,Fueno, Takayuki. "Kinetic Study of the Thermal Decomposition of Isocyanic Acid in Shock Waves". . p. 3469 - 3474. Retrieved 1985.
• 9、 Spiglanin, Thomas A.,Perry, Robert A.,Chandler, David W.. "Photodissociation Studies of HNCO: Heat of Formation and Product Branching Ratios". . p. 6184 - 6189. Retrieved 1986.
• 10、 Ruscic, B.,Berkowitz, J.. "The H-NCO bond energy and ΔH0f (NCO) from photoionization mass spectrometric studies of HNCO and NCO". . p. 4498 - 4508. Retrieved 1994.