3998-25-2

Basic information

• Product Name: Acetyl isocyanate
• Synonyms: Acetyl isocyanate
• CAS NO: 3998-25-2
• Molecular Formula: C₃H₃NO₂
• Molecular Weight: 85.06142
• Mol File: 3998-25-2.mol
• Article Data: 17

Chemical Properties

• Boiling Point: 79-80 °C
• Appearance: /
• Density: 1.0826 g/cm3(Temp: 25 °C)
• CAS DataBase Reference: Acetyl isocyanate(CAS DataBase Reference)
• NIST Chemistry Reference: Acetyl isocyanate(3998-25-2)
• EPA Substance Registry System: Acetyl isocyanate(3998-25-2)

Safety Data

• Hazardous Substances Data: 3998-25-2(Hazardous Substances Data)

Usage

Description

Acetyl isocyanate, with the chemical formula C3H3NO2, is a highly reactive chemical compound that exists as a colorless liquid with a pungent odor. It is extremely toxic and corrosive, necessitating careful handling with appropriate protective equipment and adherence to strict safety measures.

Uses

Used in Pharmaceutical Industry:
Acetyl isocyanate is used as a raw material for the synthesis of various pharmaceutical compounds. Its high reactivity allows for the creation of a wide range of medicinal agents, contributing to the development of new treatments and therapies.
Used in Pesticide Production:
In the agricultural sector, acetyl isocyanate serves as a key component in the manufacturing of pesticides. Its reactive nature enables the production of effective pest control agents, helping to protect crops and ensure food security.
Used in Polymer and Polyurethane Foam Manufacturing:
Acetyl isocyanate is utilized in the production of polyurethane foams and other polymers. Its incorporation into these materials enhances their properties, such as durability and flexibility, making them suitable for various applications in industries like construction, automotive, and furniture.
Due to the high toxicity and corrosiveness of acetyl isocyanate, it is crucial to handle this chemical with extreme caution and follow all safety guidelines to prevent accidents and ensure the well-being of individuals involved in its production and use.

Upstream product

• 681-99-2 tributyltin isocyanate 
• 75-36-5 acetyl chloride 
• 51060-05-0 fulminic acid 
• 60-35-5 acetamide 
• 79-37-8 oxalyl dichloride 
• 994-30-9 triethylsilyl chloride 
• 39042-51-8 (C₃H₇)3SnOC(CH₃)NCOOCH₃ 
• 10416-58-7 N,N-bis(trimethylsilyl)acetamide 
• 92114-96-0 mercury fulminate 
• 75-44-5 phosgene 
• 917-61-3 sodium isocyanate 
• 1118-02-1 trimethylsilyl isocyanate 
• 108-24-7 acetic anhydride 
• 3315-16-0 silver cyanate 

Downstream Products

• 50384-32-2 N-acetylcarbamoyl-N-(5-nitro-thiazol-2-yl)-β-alanine amide 
• 50827-68-4 1-acetyl-3-[5-(5-nitro-furan-2-yl)-[1,3,4]thiadiazol-2-yl]-urea 
• 60-35-5 acetamide 
• 15719-64-9 methylammonium carbonate 
• 50610-66-7 N-acetyl-N'-(3-nitro-phenyl)-urea 
• 36232-15-2 1,4-Bis-acetylcarbamoyloxy-benzol 
• 30019-00-2 3,6-dimethyl-[1,3,5]oxadiazine-2,4-dione 
• 21564-34-1 1-acetyl-3-[4-(5-nitro-furan-2-yl)-thiazol-2-yl]-urea 
• 68507-37-9 N-Acetyl-N'-tert.-butylschefeldiimid 
• 60437-27-6 3-acetyl-8-benzyl-4-imino-1-oxa-3,8-diaza-spiro[4.5]decan-2-one 
• 36232-17-4 9,10-Bis-acetylcarbamoyloxy-anthracen 
• 65905-55-7 N-{(Z)-7-[(1R,2R)-2-((E)-(S)-3-Hydroxy-oct-1-enyl)-5-oxo-cyclopentyl]-hept-5-enoyl}-acetamide 
• 65905-50-2 N-{(Z)-7-[(1R,2R)-2-((E)-(S)-3-Hydroxy-3-methyl-oct-1-enyl)-5-oxo-cyclopentyl]-hept-5-enoyl}-acetamide 
• 65905-52-4 N-{(Z)-7-[(1R,2R,3R)-2-((E)-(S)-3-Hydroxy-oct-1-enyl)-3-methyl-5-oxo-cyclopentyl]-hept-5-enoyl}-acetamide 

Relevant articles and documents

Design, Synthesis, and Insecticidal Activity of Novel Doramectin Derivatives Containing Acylurea and Acylthiourea Based on Hydrogen Bonding

Our recent investigation on the insecticidal activities of several doramectin derivatives preliminarily revealed that the presence of hydrogen bonds at the C4″ position of the molecule with target protein γ-aminobutyric acid (GABA) receptor was crucial for retaining high insecticidal activity. As a continuation of our research work on the development of new insecticides, two series of novel acylurea and acylthiourea doramectin derivatives were designed and synthesized. The bioassay results indicated that the newly synthesized compounds (5o, 5t, and 6t) exhibited higher insecticidal activity against diamondback moth, oriental armyworm, and corn borer than the control compounds doramectin, commercial avermectins, chlorbenzuron, and lead compound 3g in our laboratory. Specifically, compound 5t was identified as the most promising insecticide against diamondback moth, with a final mortality rate of 80.00% at the low concentration of 12.50 mg/L, showing approximately 7.75-fold higher potency than the parent doramectin (LC50 value of 48.1547 mg/L), 6.52-fold higher potency than commercial avermectins (LC50 value of 40.5507 mg/L), and 3.98-fold higher potency than compound 3g (LC50 value of 24.7742 mg/L). Additionally, molecular docking simulations revealed that compound 5t (2.17, 2.20, 2.56, and 2.83 ?) displayed stronger hydrogen-bond action in binding with the GABA receptor, better than that of compound 5o (1.64 and 2.15 ?) and compound 6t (2.20 and 2.31 ?) at the C4″ position. This work demonstrated that these compounds containing hydrogen-bond groups might contribute to the improvement of insecticidal activity and supply certain hints toward structure optimization design for the development of new insecticides.

One-pot addition-intramolecular N-cyclization of carbamates mediated by alkali metallic reagents as an approach to 4-(fluoroalkyl)oxazolidin-2-ones

A mild and straightforward strategy for the synthesis of 4-(fluoroalkyl)oxazolidin-2-ones via one-pot addition-intramolecular N-cyclization of allyl carbamates with fluoroalkyl iodides is presented. The reaction proceeded in moderate to good yield through regiocontrol and an increase in the reactivity of the ambident nucleophiles by the use of alkali metallic reagents. Georg Thieme Verlag Stuttgart. New York.

Synthesis and activity evaluation of phenylurea derivatives as potent antitumor agents

We have discovered several tubulin-active compounds in our previous studies. In the establishment of a compound library of small molecule weight tubulin ligands, 14 new N-3-haloacylaminophenyl-N′-(alkyl/aryl) urea analogs were designed and synthesized. The structure-activity relationship (SAR) analysis revealed that (i) the order of anticancer potency for the 3-haloacylamino chain was following -CH2Br > -CHBrCH3; (ii) the N′-substituent moiety was not essential for the anticancer activity, and a proper alkyl substitution might enhance the anticancer activity. Among these analogs, the compounds 16j bearing bromoacetyl at the N′-end exhibited a potent activity against eight human tumor cell lines, including CEM (leukemia), Daudi (lymphoma), MCF-7 (breast cancer), Bel-7402 (hepatoma), DU-145 (prostate cancer), DND-1A (melanoma), LOVO (colon cancer) and MIA Paca (pancreatic cancer), with the IC50 values between 0.38 and 4.07 μM. Interestingly, compound 16j killed cancer cells with a mechanism independent of the tubulin-based mechanism, indicating a significant change of the action mode after the structure modification.