Methyl isocyanoacetate
- CAS No.
- 39687-95-1
- Chemical Name:
- Methyl isocyanoacetate
- Synonyms
- Methyl 2-isocyanoacetate;ISOCYANOACETIC ACID METHYL ESTER;Methyl isocyanoformate;ROXA-015;Methyl isocyanoacetate;Methyl Isocyanoacetate >Methyl Isocyanoacetate,>97%;Methyl isocyanoacetate , tech.;2-Oxo-2-methoxyethyl isocyanide;(2-Oxo-2-methoxyethyl) isocyanide
- CBNumber:
- CB0700977
- Molecular Formula:
- C4H5NO2
- Molecular Weight:
- 99.09
- MDL Number:
- MFCD00000006
- MOL File:
- 39687-95-1.mol
- MSDS File:
- SDS
| Boiling point | 75-76 °C10 mm Hg(lit.) |
|---|---|
| Density | 1.09 g/mL at 25 °C(lit.) |
| refractive index |
n |
| Flash point | 193 °F |
| storage temp. | 2-8°C |
| solubility | Chloroform (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly) |
| form | Liquid |
| color | Clear yellow to brown |
| Water Solubility | Miscible with organic solvents. Slightly miscible with water. |
| BRN | 3537963 |
| InChI | 1S/C4H5NO2/c1-5-3-4(6)7-2/h3H2,2H3 |
| InChIKey | CRXFROMHHBMNAB-UHFFFAOYSA-N |
| SMILES | COC(=O)C[N+]#[C-] |
| CAS DataBase Reference | 39687-95-1(CAS DataBase Reference) |
| UNSPSC Code | 12352100 |
| NACRES | NA.22 |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |   GHS05,GHS07 |
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|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Danger | |||||||||
| Hazard statements | H302+H312+H332-H314 | |||||||||
| Precautionary statements | P261-P280-P301+P312-P303+P361+P353-P304+P340+P310-P305+P351+P338 | |||||||||
| PPE | Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter | |||||||||
| Hazard Codes | C | |||||||||
| Risk Statements | 20/21/22-34 | |||||||||
| Safety Statements | 26-36/37/39-45 | |||||||||
| RIDADR | UN 2922 8/PG 2 | |||||||||
| WGK Germany | 3 | |||||||||
| F | 8-9-32-13-19 | |||||||||
| HazardClass | 8 | |||||||||
| PackingGroup | II | |||||||||
| HS Code | 29291090 | |||||||||
| Storage Class | 6.1A - Combustible acute toxic Cat. 1 and 2 very toxic hazardous materials |
|||||||||
| Hazard Classifications | Acute Tox. 4 Dermal Acute Tox. 4 Inhalation Acute Tox. 4 Oral Eye Dam. 1 Skin Corr. 1B |
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| Limited Quantities | 1.0 L (0.3 gallons) (liquid) or 1 Kg (2.2 lbs) (solid) | |||||||||
| Excepted Quantities | Max Inner Pack (30g or 30ml) and Max Outer Pack (500g or 500ml) | |||||||||
| NFPA 704 |
|
Methyl isocyanoacetate price More Price(22)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | 238880 | Methyl isocyanoacetate technical grade, 95% | 39687-95-1 | 1g | $70 | 2026-04-30 | Buy |
| Sigma-Aldrich | 238880 | Methyl isocyanoacetate technical grade, 95% | 39687-95-1 | 5g | $194 | 2026-04-30 | Buy |
| TCI Chemical | M2549 | Methyl Isocyanoacetate >97.0%(GC) | 39687-95-1 | 1g | $65 | 2026-04-30 | Buy |
| TCI Chemical | M2549 | Methyl Isocyanoacetate >97.0%(GC) | 39687-95-1 | 5g | $220 | 2026-04-30 | Buy |
| Apolloscientific | OR54541 | Methyl isocyanoacetate 95% | 39687-95-1 | 1g | $60 | 2026-06-04 | Buy |
Methyl isocyanoacetate Chemical Properties, Uses, Production
Chemical Properties
CLEAR YELLOW TO BROWN LIQUID
Uses
Methyl isocyanoacetate is used in the copper-catalyzed, diastereoselective synthesis of oxazolines. It is involved in the direct aldol reaction with carbonyl compounds to prepare corresponding oxazoline by using catechol-copper network catalyst. Further, it is also involved in four-component Ugi condensation reaction. It undergoes asymmetric aldol reaction with fluorinated benzaldehyde using gold(I) as a catalyst.
Uses
Methyl isocyanoacetate has been used in the copper-catalyzed, diastereoselective synthesis of oxazolines.
General Description
Methyl isocyanoacetate undergoes direct aldol reaction with carbonyl compounds in the presence of solid-phase catechol-copper network catalyst to yield corresponding oxazolines. It also participates in four-component Ugi condensation reaction.
Synthesis
Methyl -isocyanoacetate was synthesized in the following steps: 2.75 g (23.5 mmol) of methyl N-formylglycinate was was dissolved in 100 mL of redistilled anhydrous dichloromethylcoon (DCM), followed by the addition of triethylamine 8.1 mL (58.7 mmol), and the reaction mixture was placed in an ice bath and stirred and cooled for 15 min. after the cooling was complete, phosphorus triclosan was added slowly and dropwise 2.2 mL (23.5 mmol) to the antiligand system, while the reaction continued to be stirred in an ice bath for 1 h. Subsequently, the solution was brought to room temperature and saturated Na2CO3 solution was added slowly until the pH showed alkaline, stirring was continued until the aqueous and organic phases were sufficiently partitioned, and the partition funnel was used to separate out the organic layer, while the aqueous layer was extracted with DCM (30 mLx3). The organic layer was combined, washed with saturated brine for 3 times, the organic phase was dried with anhydrous MgSO4, filtered and washed, the filtrate was combined and spun dry to obtain the crude -isocyanoacetic acid methyl ester, which was separated and purified by RP-HPLC, and after vacuum drying, the dark brown liquid with a very strong pungent odor was obtained as 1.51g, yield 65.0%.
Methyl isocyanoacetate Preparation Products And Raw materials
Methyl isocyanoacetate Suppliers
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Aribo Pharmatech Co., Ltd. | 19951442182 | sales@aribopharm.com | China | 1780 | 58 |
| J & K SCIENTIFIC LTD. | 18210857532 18210857532 | jkinfo@jkchemical.com | China | 96815 | 76 |
| Meryer (Shanghai) Chemical Technology Co., Ltd. | 4006356688 18621169109 | market03@meryer.com | China | 40202 | 62 |
| Beijing Donghualituo Techonlogy Development Co.,Ltd. | 010-88425576 | sales@dhltchem.com | China | 793 | 59 |
| Alfa Aesar | 400-6106006 | saleschina@alfa-asia.com | China | 30103 | 84 |
| Energy Chemical | 400-0056266 | sales8178@energy-chemical.com | China | 44850 | 61 |
| JinYan Chemicals(ShangHai) Co.,Ltd. | 13817811078 | sales@jingyan-chemical.com | China | 9963 | 60 |
| Accela ChemBio Co.,Ltd. | 021-50795510 4000665055 | marketing@accelachem.com | China | 10972 | 64 |
| Shandong Xiya Chemical Co., Ltd | 13355009207 13355009207 | 3007715519@qq.com | China | 18722 | 57 |
| Syntechem Co.,Ltd | info@syntechem.com | China | 12973 | 57 |
View Latest Price from Methyl isocyanoacetate manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
 |
2026-06-30 | METHYL ISOCYANOACETATE
39687-95-1
|
1KG | 98.0% | 10000KGS | Shaanxi Dideu New Materials Co. Ltd | ||
 |
2021-08-12 | METHYL ISOCYANOACETATE
39687-95-1
|
$10.00-15.00 | 1KG | 99%+ HPLC | Zhuozhou Wenxi import and Export Co., Ltd |
-
- METHYL ISOCYANOACETATE
39687-95-1
- 98.0%
- Shaanxi Dideu New Materials Co. Ltd
-
- METHYL ISOCYANOACETATE
39687-95-1
- $10.00-15.00
- 99%+ HPLC
- Zhuozhou Wenxi import and Export Co., Ltd
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