Cyanoacetic acid
- CAS No.
- 372-09-8
- Chemical Name:
- Cyanoacetic acid
- Synonyms
- 2-Cyanoacetic acid;2-cyanoacetate;Cyanicycnab acid;CYAD;Cyanoacetic;NCCH2COOH;usafkf-17;USAF kf-17;Cyanessigsure;cyano-aceticaci
- CBNumber:
- CB8217349
- Molecular Formula:
- C3H3NO2
- Molecular Weight:
- 85.06
- MOL File:
- 372-09-8.mol
- MSDS File:
- SDS
- Modify Date:
- 2023/11/28 16:31:43
| Melting point | 65 °C |
|---|---|
| Boiling point | 108 °C0.15 mm Hg(lit.) |
| Density | 1.3676 (rough estimate) |
| vapor pressure | 0.1 mm Hg ( 100 °C) |
| refractive index | 1.3764 (estimate) |
| Flash point | 226 °F |
| storage temp. | Store below +30°C. |
| solubility | H2O: soluble50mg/mL, clear, colorless to very faintly yellow |
| form | Adhering Crystalline Solid |
| pka | 2.45(at 25℃) |
| color | White to light beige |
| PH | 1.6 (50g/l, H2O, 20℃) |
| Water Solubility | 1000 g/L (20 ºC) |
| Sensitive | Hygroscopic |
| Merck | 14,2689 |
| BRN | 506325 |
| Dielectric constant | 33.0（4℃） |
| InChIKey | MLIREBYILWEBDM-UHFFFAOYSA-N |
| LogP | -0.76 |
| CAS DataBase Reference | 372-09-8(CAS DataBase Reference) |
| NIST Chemistry Reference | Acetic acid, cyano-(372-09-8) |
| EPA Substance Registry System | Cyanoacetic acid (372-09-8) |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |   GHS05,GHS07 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Danger | |||||||||
| Hazard statements | H302+H332-H314 | |||||||||
| Precautionary statements | P260-P280-P301+P312-P303+P361+P353-P304+P340+P310-P305+P351+P338 | |||||||||
| Hazard Codes | C | |||||||||
| Risk Statements | 22-31-34-52/53-20/22 | |||||||||
| Safety Statements | 26-36/37/39-45-61-20 | |||||||||
| RIDADR | UN 3261 8/PG 2 | |||||||||
| WGK Germany | 2 | |||||||||
| RTECS | AG3675000 | |||||||||
| F | 3-10-21 | |||||||||
| TSCA | Yes | |||||||||
| HS Code | 2926 90 70 | |||||||||
| HazardClass | 8 | |||||||||
| PackingGroup | II | |||||||||
| Toxicity | LD50 orally in Rabbit: 1500 mg/kg LD50 dermal Rabbit > 2000 mg/kg | |||||||||
| NFPA 704 |
|
Cyanoacetic acid price More Price(14)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich(India) | C88505 | Cyanoacetic acid 99% | 372-09-8 | 25G | ₹2457.28 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | C88505 | Cyanoacetic acid 99% | 372-09-8 | 500G | ₹10197.15 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | C88505 | Cyanoacetic acid 99% | 372-09-8 | 1KG | ₹18121.05 | 2022-06-14 | Buy |
| ALFA India | ALF-A11045-30 | Cyanoacetic acid, 97% | 372-09-8 | 250g | ₹2715 | 2022-05-26 | Buy |
| ALFA India | ALF-A11045-0I | Cyanoacetic acid, 97% | 372-09-8 | 5000g | ₹34653 | 2022-05-26 | Buy |
Cyanoacetic acid Chemical Properties,Uses,Production
Description
Cyanoacetic acid is an organic compound. It is a white, hygroscopic solid. The compound contains two functional groups, a nitrile (C≡N) and a carboxylic acid. It is a precursor to cyanoacrylates, components of adhesives.
Cyanoacetic acid is used in pharmaceutical industry for producing vitamin B6 and caffeine. It is also used in making dyes, agricultural chemicals, and in the synthesis of phenylacetic acid esters. It acts as a precursor cyanoacrylates viz. ethyl cyanoacrylate.
Chemical Properties
white to light beige adhering crystalline solid
Uses
Cyanoacetic acid was used in the synthesis of N-piperidine-cyanacetamide and N-morpholyl-cyanacetamide. It was also used in the preparation of a panchromatic dye for dye-sensitized solar cells.
Application
Cyanoacetic acid can be used as a reagent:
Along with acetic anhydride for cyanoacetylation of various pyrroles, indoles, and aniline derivatives. It can also be used in other reactions such as cyclizations, syntheses of coumarins and other heterocycles.
To prepare of key intermediate via Knoevenagel condensation in the total synthesis of 5-acetamido-substituted melatonin derivatives as MT3 receptor ligands.
In the synthesis of aminopyrrolinone derivatives by reacting Ugi adducts of cyanoacetic acid and aromatic aldehydes.
Preparation
Cyanoacetic acid is prepared by treatment of chloroacetate salts with sodium cyanide followed by acidification. Electrosynthesis by cathodic reduction of carbon dioxide and anodic oxidation of acetonitrile also affords cyanoacetic acid.
Definition
ChEBI: A monocarboxylic acid that consists of acetic acid bearing a cyano substituent.
General Description
Yellow-brown liquid with an unpleasant odor. Sinks and mixes with water.
Air & Water Reactions
Water soluble.
Reactivity Profile
White, moderately toxic solid, combustible. When heated to decomposition Cyanoacetic acid emits toxic fumes of nitrile and oxides of nitrogen. A stirred mixture with furfuryl alcohol exploded violently upon heating [MCA Case History No 858].
Health Hazard
Contact irritates eyes and may irritate skin.
Fire Hazard
Special Hazards of Combustion Products: Toxic oxides of nitrogen and toxic and flammable acetonitrile vapors may form in fire.
Purification Methods
Recrystallise the acid to constant melting point from *benzene/acetone (2:3), and dry it over silica gel. [Beilstein 2 H 583, 2 I 253, 2 II 530, 2 III 1626, 2 IV 1888.]
Cyanoacetic acid Preparation Products And Raw materials
Raw materials
Preparation Products
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| Napar Pharmachem Pvt., Ltd. | 91-22-65607070 | Maharashtra, India | 3 | 58 | Inquiry |
| Supplier | Advantage |
|---|---|
| Zuhhad international | 58 |
| Chynops Pharma | 58 |
| GGC Chemicals And Pharmaceuticals Pvt Ltd | 58 |
| Sintilla Medcoms Pvt Ltd | 58 |
| Brom-Chem | 58 |
| Loba Chemie Pvt Ltd | 58 |
| BrmoChem | 58 |
| Mala International | 58 |
| Multichem Specialities Private Limited. | 58 |
| Napar Pharmachem Pvt., Ltd. | 58 |
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