1-(Isocyanomethyl)-1H-benzotriazole

Basic Information

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CAS Number

87022-42-2

Molecular Formula

C8H6N4

Molecular Weight

12.01 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Nitriles

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Basic Physical Properties

Melting Point

80-84 °C

SMILES

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[C-]#[N+]CN1C2=CC=CC=C2N=N1

InChI

InChI=1S/C8H6N4/c1-9-6-12-8-5-3-2-4-7(8)10-11-12/h2-5H,6H2

InChIKey

YZTNZXMSOPEFKC-UHFFFAOYSA-N

LogP

0.08129

Topological Polar Surface Area

0.0 Å²

Hydrogen Bond Donor/Acceptor

0 / 0

Complexity

206

Safety Information

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Hazard Statement

H302 Harmful if swallowed
Acute toxicity, oral

H315 Causes skin irritation
Skin corrosion/irritation

H319 Causes serious eye irritation
Serious eye damage/eye irritation

Synonyms & References

English

DTXSID20397045
AKOS024365012
MFCD00961633
1H-Benzotriazol-1-ylmethyl isocyanide
1-(Isocyanidomethyl)-1H-benzotriazole
benzotriazol-1-yl methylisocyanide
87022-42-2
1-(isocyanomethyl)-1H-benzo[d][1,2,3]triazole
1H-Benzotriazol-1-ylmethyl isocyanide, 94%
(1H-Benzotriazol-1-yl)methyl Isocyanide
FT-0642060
LS-13401
AKOS015889196
N10047
1-(isocyanomethyl)benzotriazole
SCHEMBL386919
1-(Isocyanomethyl)-1H-benzotriazole
I0455
1-(isocyanidomethyl)-1H-benzotriazole
1-izocyanomethylbenzotriazole
benzotriazol-1-yl-methyl isocyanide
benzotriazolylmethanisocyanide
benzotriazolylmethyl isocyanide
FCH3631092

MDL Number

MFCD00961633

Customs Code

2933990090

FAQ

What are the physical and chemical properties of 1-(Isocyanomethyl)-1H-benzotriazole (CAS: 87022-42-2)?

1-(Isocyanomethyl)-1H-benzotriazole is a crystalline compound with a molecular weight of approximately 244.22 g/mol. It is poorly soluble in water but soluble in organic solvents like DMSO and THF. The compound is known for its reactivity, particularly with nucleophiles and amine groups, making it useful in coupling reactions and as a protective group reagent.

How is 1-(Isocyanomethyl)-1H-benzotriazole (CAS: 87022-42-2) typically synthesized?

1-(Isocyanomethyl)-1H-benzotriazole is commonly synthesized through the reaction of 1-aminobenzotriazole with carbon dioxide in the presence of a catalyst. The process involves aminolysis under basic conditions, yielding the desired isocyanate derivative. The method provides high selectivity and yield, making it a reliable route for industrial production.

What industries use 1-(Isocyanomethyl)-1H-benzotriazole (CAS: 87022-42-2)?

1-(Isocyanomethyl)-1H-benzotriazole is widely utilized in pharmaceuticals, where it serves as a protecting group in synthetic chemistry. It is also used in the production of polymers for their enhanced stability and in the development of sensors and semiconductors due to its reactive isocyanate moiety.

What precautions should be taken when handling 1-(Isocyanomethyl)-1H-benzotriazole (CAS: 87022-42-2)?

Handling 1-(Isocyanomethyl)-1H-benzotriazole requires strict safety measures due to its isocyanate functionality, which can cause skin and eye irritation. It is recommended to wear appropriate personal protective equipment (PPE) such as gloves, goggles, and a lab coat. Work in a well-ventilated fume hood to avoid inhalation. In case of a spill, neutralize the isocyanate with water and dispose of the waste according to local regulations. Always refer to the Safety Data Sheet (SDS) for detailed information.