ChemicalBook > CAS DataBase List > Ethoxymethylenemalononitrile

Ethoxymethylenemalononitrile

Product Name
Ethoxymethylenemalononitrile
CAS No.
123-06-8
Chemical Name
Ethoxymethylenemalononitrile
Synonyms
2-(ETHOXYMETHYLENE)MALONONITRILE;2-(Ethoxymethylene)propanedinitrile;ononitriL;ETHOXYMETHYLENEMALONITRILE;(Ethoxymethylene)propanedinitrile;usafkf-10;NSC 27792;USAF KF-10;usafa-9230;USAF a-9230
CBNumber
CB9767407
Molecular Formula
C6H6N2O
Formula Weight
122.12
MOL File
123-06-8.mol
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Ethoxymethylenemalononitrile Property

Melting point:
64-66 °C(lit.)
Boiling point:
160 °C12 mm Hg(lit.)
Density 
1.2236 (rough estimate)
refractive index 
1.4738 (estimate)
Flash point:
155 °C
storage temp. 
Inert atmosphere,Room Temperature
solubility 
DMF, DMSO, Ethanol, Methanol
form 
Liquid
color 
Clear colorless to yellow
Water Solubility 
insoluble
BRN 
1634241
InChIKey
OEICGMPRFOJHKO-UHFFFAOYSA-N
CAS DataBase Reference
123-06-8(CAS DataBase Reference)
NIST Chemistry Reference
Propanedinitrile, (ethoxymethylene)-(123-06-8)
EPA Substance Registry System
Propanedinitrile, (ethoxymethylene)- (123-06-8)
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Safety

Hazard Codes 
Xn,T,Xi
Risk Statements 
22-42/43-23/24/25-43-20/21/22-R42/43-R23/24/25-R22
Safety Statements 
22-36/37-45-36/37/39-26-36-24/25-S45-S36/37/39-S26-S22
RIDADR 
3439
WGK Germany 
3
RTECS 
OO3850000
21
TSCA 
Yes
HazardClass 
6.1
PackingGroup 
III
HS Code 
29269090
Toxicity
mouse,LD50,intraperitoneal,50mg/kg (50mg/kg),National Technical Information Service. Vol. AD277-689,
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H302Harmful if swallowed

H317May cause an allergic skin reaction

H334May cause allergy or asthma symptoms or breathing difficulties if inhaled

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
E6200
Product name
(Ethoxymethylene)malononitrile
Purity
98%
Packaging
100g
Price
$32.84
Updated
2024/03/01
Sigma-Aldrich
Product number
E6200
Product name
(Ethoxymethylene)malononitrile
Purity
98%
Packaging
25g
Price
$37.8
Updated
2024/03/01
TCI Chemical
Product number
E0649
Product name
(Ethoxymethylene)malononitrile
Purity
>98.0%(GC)
Packaging
25g
Price
$74
Updated
2024/03/01
Alfa Aesar
Product number
A14412
Product name
Ethoxymethylenemalononitrile, 97+%
Packaging
25g
Price
$45.65
Updated
2024/03/01
Alfa Aesar
Product number
A14412
Product name
Ethoxymethylenemalononitrile, 97+%
Packaging
100g
Price
$99.65
Updated
2024/03/01
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Ethoxymethylenemalononitrile Chemical Properties,Usage,Production

Description

Ethoxymethylenemalononitrile (EMMN) is an orange solid and the melting point of EMMN is 64–66 °C[1].It is an inexpensive reagent. As a functionalized malono-nitrile, it is widely used to synthesize pyrazoles, pyrimidines and a variety of fused heterocyclic systems.

Chemical Properties

Off White to Pale Yellow

Uses

Chemical intermediate.

Uses

Ethoxymethylene Malononitrile (cas# 123-06-8) is a compound useful in organic synthesis.

Preparation

Triethyl orthoformate (67.3 mg, 0.454 mol) and malononitrile (20.0 mg,0.302 mol)  were andded to acetic anhydride (77.2 gm, 0.75 moles) and the mixture was refluxed for 4-5 h at 110-140°C. The reaction was monitored by GC. After the reaction is complete, it is cooled to room temperature. Concentrated the mixture at 70°C at reduced pressure to yield crude solid product and the pure product (Ethoxymethylenemalononitrile) was obtained through purified either by vacuum distillation.

Synthesis Reference(s)

Tetrahedron Letters, 10, p. 3279, 1969 DOI: 10.1017/S0009838800024678

References

[1] Faria J, et al. Ethoxymethylenemalononitrile. Synlett , 2013; 24: 0264–0265.
[2] Maurício , et al. Synthesis and antileishmanial evaluation of 1-aryl-4-(4,5-dihydro-1H-imidazol-2-yl)-1H-pyrazole derivatives. Bioorganic & Medicinal Chemistry Letters, 2011; 21: 7451-7454.

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View Lastest Price from Ethoxymethylenemalononitrile manufacturers

Xinxiang Hongqi District Houyuan Trading Co.,Ltd
Product
Ethoxymethylenemalononitrile 123-06-8
Price
US $0.00/Kg
Min. Order
1Kg
Purity
99.0% up
Supply Ability
50 tons per month
Release date
2023-04-26
Honest Joy Holdings Limited
Product
(Ethoxymethylene)malononitrile 123-06-8
Price
US $0.00/KG
Min. Order
1KG
Purity
98.0%
Supply Ability
100 tons
Release date
2022-02-20
Zhuozhou Wenxi import and Export Co., Ltd
Product
Ethoxymethylenemalononitrile 123-06-8
Price
US $15.00-10.00/KG
Min. Order
1KG
Purity
99%+ HPLC
Supply Ability
Monthly supply of 1 ton
Release date
2021-07-10

123-06-8, EthoxymethylenemalononitrileRelated Search:


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  • USAF a-9230
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  • ethoxymethylmalonitrile
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  • 123-06-8
  • C6H6N20
  • C2H5OCHCCN2
  • Organic Building Blocks
  • Nitrogen Compounds
  • Cyanides/Nitriles
  • Building Blocks
  • C6 to C7
  • Aliphatic Compound
  • Miscellaneous
  • API intermediates
  • Various Intermediates
  • Intermediates
  • C6 to C7
  • Cyanides/Nitriles
  • Nitrogen Compounds
  • Pharmaceutical Intermediates