7324-02-9

Usage

Uses

Used in Medical Applications:
ALLYL-2-CYANOACRYLATE is used as a surgical adhesive for wound closure and tissue bonding due to its rapid bonding properties and ability to create strong, clear seals that promote healing and prevent infection.
Used in Industrial Applications:
In the industrial sector, ALLYL-2-CYANOACRYLATE is used as a versatile adhesive for bonding various materials such as plastics, rubber, and metals, offering a strong and durable bond for a range of manufacturing processes.
Used in Household Applications:
For everyday use, ALLYL-2-CYANOACRYLATE is used as a quick-setting adhesive for various household repairs and projects, providing a strong bond for items made of different materials, enhancing its practicality in everyday life.

InChI:InChI=1/C7H7NO2/c1-3-4-10-7(9)6(2)5-8/h3H,1-2,4H2

Synthetic route

allyl cyanoacetate (13361-32-5) → allyl 2-cyanoacrylate (7324-02-9)

Conditions	Yield
With hydroquinone at 20℃; for 0.0833333h; Neat (no solvent);	80%

formaldehyd (50-00-0) + allyl cyanoacetate (13361-32-5) → allyl 2-cyanoacrylate (7324-02-9)

Conditions	Yield
With piperidine; phosphorus pentoxide; toluene-4-sulfonic acid; hydroquinone 1.) i-PrOH, 60 deg C, 2.) 170-190 deg C; Yield given. Multistep reaction;

allyl 2-cyanoacrylate (7324-02-9) + ethane-1,2-dithiol (540-63-6) → 3-[2-(2-Allyloxycarbonyl-2-cyano-ethylsulfanyl)-ethylsulfanyl]-2-cyano-propionic acid allyl ester (139022-57-4)

Conditions	Yield
In benzene for 3h;	65%

allyl 2-cyanoacrylate (7324-02-9) + tris(1-methylethyl)phosphine (6476-36-4) → C16H28NO2P

Conditions	Yield
With methanesulfonic acid In diethyl ether; Petroleum ether cooling;	47.3%

allyl 2-cyanoacrylate (7324-02-9) + ethyl aminocrotonate (626-34-6, 7318-00-5, 41867-20-3) → 2-[1-Amino-eth-(E)-ylidene]-4-cyano-pentanedioic acid 5-allyl ester 1-ethyl ester

Conditions	Yield
In benzene

allyl 2-cyanoacrylate (7324-02-9) + C10H19NO6 → (2S)-2-(7-(2-cyanoacryloyloxy)-2-hydroxyheptylamino)-2-deoxy-β-D-glucopyranose

Conditions	Yield
With hydrogenchloride; dibenzoyl peroxide In water at 70℃;

allyl 2-cyanoacrylate (7324-02-9) + C18H27NO10 → (2S)-2-(7-(2-cyanoacryloyloxy)-2-hydroxyheptylamino)-2-deoxy-β-D-glucopyranose 1,3,4,6-tetraacetate

Conditions	Yield
With hydrogenchloride; dibenzoyl peroxide In water at 70℃;

allyl 2-cyanoacrylate (7324-02-9) + Reaxys ID: 31988353 → Reaxys ID: 32048263

allyl 2-cyanoacrylate (7324-02-9) + N-(pent-4-en-1-yl)gallamide → N-(6-(2-cyanoacryloyloxy)octyl)gallamide

Conditions	Yield
With hydrogenchloride; dibenzoyl peroxide In water at 70℃;

allyl 2-cyanoacrylate (7324-02-9) + N-(non-8-en-1-yl)gallamide → N-(6-(2-cyanoacryloyloxy)dodecyl)gallamide

Conditions	Yield
With hydrogenchloride; dibenzoyl peroxide In water at 70℃;

allyl 2-cyanoacrylate (7324-02-9) + Reaxys ID: 32622503 → Reaxys ID: 32622502

allyl 2-cyanoacrylate (7324-02-9) + N-(prop-2-en-1-yl)gallamide → N-(6-(2-cyanoacryloyloxy)hexyl)gallamide

Conditions	Yield
With hydrogenchloride; dibenzoyl peroxide In water at 70℃;

Upstream product

• 50-00-0 formaldehyd 
• 13361-32-5 allyl cyanoacetate 

Relevant academic research and scientific papers

IMINIUM SALTS AND METHODS OF PREPARING ELECTRON DEFICIENT OLEFINS USING SUCH NOVEL IMINIUM SALTS

This invention relates to novel iminium salts, which may be in the form of ionic liquids, and a process for producing electron deficient olefins, such as 2-cyanoacrylates, using such an iminium salt, for instance in the form of an ionic liquid.

Synthesis of functionally substituted 2-cyanoacrylates

The conditions for the Knoevenagel synthesis of 2-cyanoacrylates containing double and triple bonds in the alkoxycarbonyl group have been studied.It was found that the esters are formed in 10-70percent yields by the condensation of the respective cyanoacetates with formaldehyde in the 1:1 ratio in the presence of piperidine, followed by the pyrolysis of the oligomers formed in vacuo at 170-200 deg C in the presence of para-toluenesulfonic acid.The compounds synthesized readily undergo polymerization at room temperature and can be used as the basis for themostable readily polymerizing adhesives. - Key words: cyanoacetates, 2-cyanoacrylates, paraform, formaldehyde, 2-cyanoacrylates.