Isocyanic acid

HCID 6347CAS 75-13-8

Basic information

Standard SMILES
N=C=O
InChIKey
OWIKHYCFFJSOEH-UHFFFAOYSA-N
Molecular formula
CHNO
Average molar mass
43.025 g/mol
Monoisotopic mass
43.00581365

Overview

Isocyanic acid is a colourless, volatile, poisonous inorganic compound with the formula HNCO; the simplest stable chemical compound that contains carbon, hydrogen, nitrogen, and oxygen, the four most commonly-found elements in organic chemistry and biology. It is a hydracid and a one-carbon compound. It is a conjugate acid of a cyanate. It is a tautomer of a cyanic acid.

Names & identifiers

Preferred name
Isocyanic acid
IUPAC
isocyanic acid
English name
Isocyanic acid
Molecular formula
CHNO
Molecular weight
43.02

Names & synonyms

Isocyanic acid75-13-8Hydrogen isocyanateHNCOisozyansaeureoxidoazanediidocarbonHN=C=OCHEBI:29202Isocyanic acid (hnco)QKG6U31925[C(NH)O]DTXSID9073884
Show more names
Polyisocyanates75-13-8 ISOCYANIC ACIDIL 1451 BAIL 1351 BAIsocyanatoCarbonimideIsocyanicaci
(C(NH)O)carboximidoyloxidaneRefChem:791715DTXCID1047732616-189-3isocyansaeureCHNOimino-ketone

Database identifiers

CAS
75-13-8
PubChem CID
6347
DTXSID
DTXSID9073884
ChEBI
CHEBI:29202
UNII
QKG6U31925
EC Number
616-189-3
Nikkaji
J9.226F

Properties

Computed structural properties

XLogP
1
Topological polar surface area
40.9 Ų
Hydrogen bond donors
1
Hydrogen bond acceptors
2
Rotatable bonds
0
Heavy atoms
3

Experimental & physicochemical properties

SpringerMaterials PropertiesCoriolis coupling
Vapor Pressure996 [mm Hg] @25 °C

Physicochemical properties

Melting point
-86 °C · -86 °C
Boiling point
41.91 °C · 41.91°C (rough estimate)
Density
1.04 · 1.04±0.1 g/cm3(Predicted)
refractive index
1.43 · 1.4300 (estimate)
PH
3.35 · 3.35(1 mM solution);2.76(10 mM solution);2.23(100 mM solution)
Specific Heat Capacity
1.04 J/ · Cp(gas): 1.04 J/(g·K), at 25℃

Safety & regulation

GHS classification

GHS Classification · 4 items

Danger

H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]

P233, P260, P261, P264, P270, P271, P280, P284, P301+P317, P301+P330+P331, P302+P352, P302+P361+P354, P304+P340, P305+P354+P338, P316, P317, P319, P321, P330, P342+P316, P362+P364, P363, P403, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 38 reports by companies from 1 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Hazard Classes and CategoriesAcute Tox. 4 (100%)

Safety & protection

Protective Action Criteria (PAC) · 3 items

2.0 [ppm]

7.1 [ppm]

15 [ppm]

Toxicology

Treatment · 1 item

Antidotes to cyanide poisoning include hydroxocobalamin and sodium nitrite, which release the cyanide from the cytochrome system, and rhodanase, which is an enzyme occurring naturally in mammals that combines serum cyanide with thiosulfate, producing comparatively harmless thiocyanate. Oxygen therapy can also be administered. (L97)

Health Effects · 1 item

Exposure to high levels of cyanide for a short time harms the brain and heart and can even cause coma, seizures, apnea, cardiac arrest and death. Chronic inhalation of cyanide causes breathing difficulties, chest pain, vomiting, blood changes, headaches, and enlargement of the thyroid gland. Skin contact with cyanide salts can irritate and produce sores. (L96, L97)

Exposure RoutesInhalation (L96) ; oral (L96) ; dermal (L96)
Toxicity Summary · 1 item

Cyanide is an inhibitor of cytochrome c oxidase in the fourth complex of the electron transport chain (found in the membrane of the mitochondria of eukaryotic cells). It complexes with the ferric iron atom in this enzyme. The binding of cyanide to this cytochrome prevents transport of electrons from cytochrome c oxidase to oxygen. As a result, the electron transport chain is disrupted and the cell can no longer aerobically produce ATP for energy. Tissues that mainly depend on aerobic respiration, such as the central nervous system and the heart, are particularly affected. Cyanide is also known produce some of its toxic effects by binding to catalase, glutathione peroxidase, methemoglobin, hydroxocobalamin, phosphatase, tyrosinase, ascorbic acid oxidase, xanthine oxidase, succinic dehydrogenase, and Cu/Zn superoxide dismutase. Cyanide binds to the ferric ion of methemoglobin to form inactive cyanmethemoglobin. (L97)

Signs and SymptomsCyanide poisoning is identified by rapid, deep breathing and shortness of breath, general weakness, giddiness, headaches, vertigo, confusion, convulsions/seizures and eventually loss of consciousness. (L96, L97)
Carcinogen ClassificationNo indication of carcinogenicity to humans (not listed by IARC).

Safety data

Signal word
Danger
Symbol(GHS)
GHS08,GHS07,GHS05
Hazard statements
H314-H335-H332-H302-H312-H334
Precautionary statements
P264-P270-P301+P312-P330-P501-P260-P264-P280-P301+P330+P331-P303+P361+P353-P363-P304+P340-P310-P321-P305+P351+P338-P405-P501-P280-P302+P352-P312-P322-P363-P501-P261-P285-P304+P341-P342+P311-P501-P261-P271-P304+P340-P312

Chemistry & industry

Pharmacology

Metabolism/Metabolites · 1 item

Cyanide is rapidly alsorbed through oral, inhalation, and dermal routes and distributed throughout the body. Cyanide is mainly metabolized into thiocyanate by either rhodanese or 3-mercaptopyruvate sulfur transferase. Cyanide metabolites are excreted in the urine. (L96)

Applications · 1 item

UsesThe 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.

Preparation methods

PreparationIsocyanic acid was prepared in pure form by reaction of KOCN or NaOCN with stearic or oxalic acid in good yield.

Suppliers50 total

北京华美互利生物化工010-56205725 · [email protected]
阿诺西(上海)生物技术有限公司400-1107768 15058188853 · [email protected]
湖北永阔科技有限公司027-59223108 15972152991 · [email protected]
山东旭晨化工科技有限公司0533-15715337262 15715337262 · [email protected]
济南新晨化工有限公司15318808971 15318808971
Additional notes · 1 item

DefinitionChEBI: A colourless, volatile, poisonous inorganic compound with the formula HNCO; the simplest stable chemical compound that contains carbon, hydrogen, nitrogen, and oxygen, the four most commonly-found elements in organic chemistry and biology.

Related reactions

71 records

Linked notes

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