Diethyl cyanomethylphosphonate
- Product Name
- Diethyl cyanomethylphosphonate
- CAS No.
- 2537-48-6
- Chemical Name
- Diethyl cyanomethylphosphonate
- Synonyms
- 2-Diethoxyphosphorylacetonitrile;cyanomethyL;DEPAN;NSC 407826;Diethyl cyanomethylp;LABOTEST-BB LT00233137;Diethyl cyanomethylphosphote;DIETHYL CYANOMETHYLPHOSPHONATE;(DIETHYLPHOSPHONO)ACETONITRILE;Diethoxyphosphinylacetonitrile
- CBNumber
- CB0397573
- Molecular Formula
- C6H12NO3P
- Formula Weight
- 177.14
- MOL File
- 2537-48-6.mol
Diethyl cyanomethylphosphonate Property
- Boiling point:
- 101-102 °C0.4 mm Hg(lit.)
- Density
- 1.095 g/mL at 25 °C(lit.)
- refractive index
- n20/D 1.434(lit.)
- Flash point:
- >230 °F
- storage temp.
- Inert atmosphere,2-8°C
- solubility
- Chloroform (Soluble), Methanol (Slightly)
- form
- Liquid
- color
- Clear colorless to light yellow
- Specific Gravity
- 1.1261.095
- Water Solubility
- Miscible with water, chloroform, terahydrofuran, ethyl acetate and methylene chloride.
- BRN
- 1772981
- InChI
- InChI=1S/C6H12NO3P/c1-3-9-11(8,6-5-7)10-4-2/h3-4,6H2,1-2H3
- InChIKey
- KWMBADTWRIGGGG-UHFFFAOYSA-N
- SMILES
- P(CC#N)(=O)(OCC)OCC
- CAS DataBase Reference
- 2537-48-6(CAS DataBase Reference)
- NIST Chemistry Reference
- Diethyl cyanomethylphosphonate(2537-48-6)
Safety
- Hazard Codes
- Xi,Xn,C
- Risk Statements
- 38-36/37/38-20/21/22-34-36/38
- Safety Statements
- 26-28-36/37/39-23-45-27-36/37-9
- RIDADR
- UN 1760 8/PG 2
- WGK Germany
- 3
- Hazard Note
- Irritant
- HazardClass
- 6.1
- PackingGroup
- III
- HS Code
- 29310095
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Danger
- Hazard statements
-
H302Harmful if swallowed
H312Harmful in contact with skin
H315Causes skin irritation
H319Causes serious eye irritation
H331Toxic if inhaled
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P270Do not eat, drink or smoke when using this product.
P271Use only outdoors or in a well-ventilated area.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P403+P233Store in a well-ventilated place. Keep container tightly closed.
P405Store locked up.
P501Dispose of contents/container to..…
N-Bromosuccinimide Price
- Product number
- D91705
- Product name
- Diethyl cyanomethylphosphonate
- Purity
- 98%
- Packaging
- 10g
- Price
- $87.1
- Updated
- 2025/07/31
- Product number
- D91705
- Product name
- Diethyl cyanomethylphosphonate
- Purity
- 98%
- Packaging
- 50g
- Price
- $118
- Updated
- 2025/07/31
- Product number
- C1430
- Product name
- Diethyl Cyanomethylphosphonate
- Purity
- >98.0%(GC)
- Packaging
- 5g
- Price
- $18
- Updated
- 2025/07/31
- Product number
- C1430
- Product name
- Diethyl Cyanomethylphosphonate
- Purity
- >98.0%(GC)
- Packaging
- 25g
- Price
- $61
- Updated
- 2025/07/31
- Product number
- D444165
- Product name
- Diethyl cyanomethylphosphonate
- Packaging
- 50g
- Price
- $130
- Updated
- 2021/12/16
Diethyl cyanomethylphosphonate Chemical Properties,Usage,Production
Chemical Properties
clear colorless to light yellow liquid
Uses
Diethyl cyanomethyl phosphonate is used as an intermediate in Horner-Emmons reaction for the synthesis of substituted nitriles and their amide and heterocyclic derivatives. It is known as a modified Wittig reagent used in the preparation of alpha, beta-unsaturated nitriles from ketones or aldehydes like 3-hydroxy-3-methylbutanal. It reacts with epoxides and nitrones to prepare cyano-substituted cyclopropanes and aziridines respectively. It is actively involved in the synthesis of alpha-arylated alkanenitriles via reaction with aryl iodides in presence of CuI.
Uses
Wittig reagent.
Biological Functions
Diethyl cyanomethylphosphonate can be used to inhibit and/0r prevent the growth of undesirable algae, bacteria, fungi, yeast, and other microorganisms.
General Description
Diethyl cyanomethylphosphonate is a useful chemical and medical intermediate, which can be used as raw material to synthesize nitrogen-haloamine precursor AEP-ADCT containing triazine-phosphate group
reaction suitability
reaction type: C-C Bond Formation
Synthesis
107-14-2
122-52-1
2537-48-6
The general procedure for the synthesis of diethyl cyanomethylphosphonate from chloroacetonitrile and triethyl phosphite is as follows: 677.5 g (4.0 mol) of triethyl phosphite is heated to 150 °C. At 150 °C, 152.4 g (2.0 mol) of chloroacetonitrile was slowly added dropwise, and the dropwise process lasted for 2 hours (during which the exhaust gas produced was chloroethane). After the dropwise addition was completed, the reaction mixture was continued to be stirred at 150 °C for 2 hours (until the gas escape stopped completely). Upon completion of the reaction, the mixture was distilled under reduced pressure using a small Vigreux fractionation column (height 10 cm). The fraction with a boiling range of 110-139 °C was collected at a reduced pressure of 1 mbar, which was the target product diethyl cyanomethyl phosphate. The product yield was 99% in chloroacetonitrile (based on GC area percentage).
References
[1] Patent: WO2005/63780, 2005, A1. Location in patent: Page/Page column 13
[2] Heterocycles, 2014, vol. 89, # 2, p. 375 - 397
[3] Phosphorus, Sulfur and Silicon and Related Elements, 2000, vol. 159, p. 37 - 46
[4] Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1981, p. 433 - 436
[5] Journal of the Chemical Society, Perkin Transactions 2: Physical Organic Chemistry (1972-1999), 1982, p. 25 - 30
Diethyl cyanomethylphosphonate Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from Diethyl cyanomethylphosphonate manufacturers
- Product
- Diethyl cyanomethylphosphonate 2537-48-6
- Price
- US $0.00-0.00/KG
- Min. Order
- 1KG
- Purity
- 98.0%
- Supply Ability
- 10000KGS
- Release date
- 2025-05-26
- Product
- Diethyl cyanomethylphosphonate 2537-48-6
- Price
- US $0.00/KG
- Min. Order
- 1KG
- Purity
- 98%min
- Supply Ability
- 30tons/month
- Release date
- 2023-01-11
- Product
- Diethyl cyanomethylphosphonate 2537-48-6
- Price
- US $10.00/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- 20 ton
- Release date
- 2024-12-18