butyl 2-cyanoacetate

Basic Information

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CAS Number

5459-58-5

Molecular Formula

C7H11NO2

Molecular Weight

130.19 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Esters

Basic Chemical Raw Materials Organic Chemicals Ethers

Basic Chemical Raw Materials Organic Chemicals Nitriles

Basic Physical Properties

Melting Point

-80

Boiling Point

231°C

Refractive Index

n20/D 1.425(lit.)

SMILES

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CCCCOC(=O)CC#N

InChI

InChI=1S/C7H14O2/c1-3-5-6-9-7(8)4-2/h3-6H2,1-2H3

InChIKey

BTMVHUNTONAYDX-UHFFFAOYSA-N

LogP

1.7397

Topological Polar Surface Area

26.3 Å²

Hydrogen Bond Donor/Acceptor

0 / 2

Complexity

145

Safety Information

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Hazard Statement

H312 Harmful in contact with skin
Acute toxicity, dermal

H315 Causes skin irritation
Skin corrosion/irritation

H319 Causes serious eye irritation
Serious eye damage/eye irritation

H332 Harmful if inhaled
Acute toxicity, inhalation

H335 May cause respiratory irritation
Specific target organ toxicity, single exposure; Respiratory tract irritation

Sensitiveness

Sensitive to air

Synonyms & References

English

W-105614
E83020
FT-0658092
DTXCID9024439
NCGC00255746-01
NSC-24260
EN300-21392
NSC 24260
SCHEMBL317392
5459-58-5
BRN 1761735
Butyl cyanoacetate
DTXSID1044439
F9H6L20VOH
EC 226-730-1
Butyl cyanoacetate, Lonza quality, >=99.0% (GC)
CS-W016439
EINECS 226-730-1
n-Butyl cyanoacetate
butyl 2-cyanoacetate
CAS-5459-58-5
FS-4205
Q27277852
Tox21_302126
MFCD00001941
UNII-F9H6L20VOH
NSC24260
Acetic acid, cyano-, butyl ester
Cyanoacetic Acid Butyl Ester
AKOS009031192
NS00004036

MDL Number

MFCD00001941

Customs Code

2926909090

FAQ

What are the physical and chemical properties of butyl 2-cyanoacetate (CAS: 5459-58-5)?

Butyl 2-cyanoacetate (CAS: 5459-58-5) is a colorless to slightly yellow liquid with a molecular weight of approximately 148.23 g/mol. It has a pungent odor and is soluble in common organic solvents such as ethanol, acetone, and ethyl acetate. Chemically, it is reactive towards nucleophiles and can undergo hydrolysis and condensation reactions. It has a melting point of -30°C and a boiling point of 108°C.

How is butyl 2-cyanoacetate (CAS: 5459-58-5) typically synthesized?

Butyl 2-cyanoacetate (CAS: 5459-58-5) is synthesized via a Grignard reaction or a cyanation process. The Grignard synthesis involves butyl bromide reacting with a cyanoacetate ion, often catalyzed by a suitable base. The cyanation process typically uses sodium cyanide in the presence of an alcohol like ethanol, followed by esterification with a carboxylic acid.

What industries use butyl 2-cyanoacetate (CAS: 5459-58-5)?

Butyl 2-cyanoacetate (CAS: 5459-58-5) is used in the pharmaceutical industry for the synthesis of certain drugs and intermediates. It is also employed in the polymer industry as a monomer or modifier, in sensors for its reactivity, and in the semiconductor industry for specific applications requiring reactive species.

What precautions should be taken when handling butyl 2-cyanoacetate (CAS: 5459-58-5)?

When handling butyl 2-cyanoacetate (CAS: 5459-58-5), it is essential to wear appropriate personal protective equipment (PPE), including gloves, goggles, and a lab coat. Work in a well-ventilated area or a fume hood. Ensure proper containment to prevent spills, and follow local safety guidelines for disposal. Refer to the safety data sheet (SDS) for detailed handling and emergency procedures.