3173-53-3 Usage
Chemical Properties
Cyclohexyl isocyanate is a clear, flammable
liquid. It has a sharp, pungent odor.
Uses
Cyclohexyl Isocyanate reacts with isoquinoline to prepare of Gliquidone through condensation reaction in a solvent under the action of base.
Definition
ChEBI: An isocyanate comprising a cyclohexane core with a single isocyanato substituent.
General Description
A yellowish liquid with an irritating odor. Insoluble in water. Flash point 127°F. Very toxic by inhalation, skin absorption and ingestion. Used to make pharmaceuticals and agricultural chemicals.
Air & Water Reactions
Flammable. Insoluble in water. Reacts slowly with water to form the amine and CO2.
Health Hazard
TOXIC; inhalation, ingestion or contact (skin, eyes) with vapors, dusts or substance may cause severe injury, burns or death. Bromoacetates and chloroacetates are extremely irritating/lachrymators. Reaction with water or moist air will release toxic, corrosive or flammable gases. Reaction with water may generate much heat that will increase the concentration of fumes in the air. Fire will produce irritating, corrosive and/or toxic gases. Runoff from fire control or dilution water may be corrosive and/or toxic and cause pollution.
Fire Hazard
HIGHLY FLAMMABLE: Will be easily ignited by heat, sparks or flames. Vapors form explosive mixtures with air: indoors, outdoors and sewers explosion hazards. Most vapors are heavier than air. They will spread along ground and collect in low or confined areas (sewers, basements, tanks). Vapors may travel to source of ignition and flash back. Substance will react with water (some violently) releasing flammable, toxic or corrosive gases and runoff. Contact with metals may evolve flammable hydrogen gas. Containers may explode when heated or if contaminated with water.
Safety Profile
Poison by intravenous
and intraperitoneal routes. Mutation data
reported. A flammable liquid when exposed
to heat or flame. When heated to
decomposition it emits toxic fumes of NOx.
See also CYANATES and ESTERS.
Potential Exposure
The material is used in the synthesis
of agricultural chemicals.
Shipping
UN2488 Cyclohexyl isocyanate, Hazard class:
6.1; Labels: 6.1-Poison Inhalation Hazard, 3-Flammable
liquid, Inhalation Hazard Zone B.
Check Digit Verification of cas no
The CAS Registry Mumber 3173-53-3 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 3,1,7 and 3 respectively; the second part has 2 digits, 5 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 3173-53:
(6*3)+(5*1)+(4*7)+(3*3)+(2*5)+(1*3)=73
73 % 10 = 3
So 3173-53-3 is a valid CAS Registry Number.
InChI:InChI=1/C7H11NO/c9-6-8-7-4-2-1-3-5-7/h7H,1-5H2
3173-53-3Relevant articles and documents
Free-Radical Halogenations. 5. Reaction of Chlorosulfonyl Isocyanate with Alkanes
Mosher, Melvyn W.
, p. 1875 - 1879 (1982)
The free-radical chain reactions of chlorosulfonyl isocyanate with alkanes can be initiated with either light or thermal initiators.The major products in these reactions are chlorides, with low yields of isocyanates and sulfonyl chlorides.On the basis of tertiary to primary hydrogen selectivity of about 120:1 and the relative reactivities of various substrates toward the abstracting radical from chlorosulfonyl isocyanate, the hydrogen-abstracting radical is suggested to be the NCO radical.
POLYMERIZATION, OXYGENATION AND ISOMERIZATION OF ISOCYANIDES UNDER IRRADIATION
Boyer, Joseph H.,Ramakrishnan, V. T.,Srinivasan, K. G.,Spak, A. J.
, p. 43 - 46 (1981)
Irradiation in the presence of triplet oxygen polymerized both 2,4-dimethoxyphenyl and cyclohexyl isocyanide and photoautoxidized each into the corresponding isocyanate.The aryl, but not the alicyclic, isocyanide also photoisomerized into a cyanide.The consumption of an isocyanide was enhanced in the presence of certain aromatic hydrocarbons, e. g., naphthalene and phenanthrene, but was diminished in the presence of pyrene.Two bisisocyanides were unaffected by the presence of oxygen during irradiation.
Production process of cyclohexyl isocyanate
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Paragraph 0013; 0028; 0029; 0030; 0031; 0032; 0033; 0034, (2021/03/11)
The invention discloses a production process of cyclohexyl isocyanate, which comprises the following steps: desorbing phosgenation byproduct hydrochloric acid through a desorption tower, removing water, introducing the generated hydrogen chloride gas into
Practical one-pot amidation of N -Alloc-, N -Boc-, and N -Cbz protected amines under mild conditions
Hong, Wan Pyo,Tran, Van Hieu,Kim, Hee-Kwon
, p. 15890 - 15895 (2021/05/19)
A facile one-pot synthesis of amides from N-Alloc-, N-Boc-, and N-Cbz-protected amines has been described. The reactions involve the use of isocyanate intermediates, which are generated in situ in the presence of 2-chloropyridine and trifluoromethanesulfonyl anhydride, to react with Grignard reagents to produce the corresponding amides. Using this reaction protocol, a variety of N-Alloc-, N-Boc-, and N-Cbz-protected aliphatic amines and aryl amines were efficiently converted to amides with high yields. This method is highly effective for the synthesis of amides and offers a promising approach for facile amidation.
