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tert-Butyl nitrite

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Identification
Molecular formula
C4H9NO2
CAS number
540-80-7
IUPAC name
tert-butyl nitrite
State
State

At room temperature, tert-butyl nitrite exists as a liquid. It is volatile and should be handled with care in a well-ventilated area to prevent inhalation of fumes.

Melting point (Celsius)
-90.70
Melting point (Kelvin)
182.45
Boiling point (Celsius)
64.50
Boiling point (Kelvin)
337.65
General information
Molecular weight
103.12g/mol
Molar mass
103.1190g/mol
Density
0.8745g/cm3
Appearence

tert-Butyl nitrite is a yellowish liquid with a distinct odor. It is often used in organic synthesis as a reagent.

Comment on solubility

Solubility of Tert-Butyl Nitrite

Tert-butyl nitrite, with the chemical formula C4H9NO2, exhibits interesting solubility characteristics that are important for various applications. It is generally considered to be:

  • Soluble in organic solvents: Tert-butyl nitrite shows good solubility in most organic solvents, such as alcohols, ethers, and hydrocarbons.
  • Poorly soluble in water: This compound has limited solubility in water, primarily due to its nonpolar tert-butyl group, which hinders its interaction with polar water molecules.

In practical terms, this means that tert-butyl nitrite can be effectively used in organic reactions where a nonaqueous medium is required. The phrase "like dissolves like" holds true here, indicating that nonpolar or weakly polar solvents will aid in the dissolution of the compound better than polar solvents.

Moreover, the solubility profile of tert-butyl nitrite can be influenced by factors such as:

  1. Temperature: Increased temperature often enhances solubility in organic solvents.
  2. Pressure: For gases, solubility can increase under higher pressure, though this is less applicable to this specific compound.
  3. pH of the solvent: While not significantly acidic or basic, changes in pH can alter how certain substances interact with nitrites.

Thus, understanding the solubility of tert-butyl nitrite is crucial for chemists, especially when considering its use in synthesis and reactions in different mediums.

Interesting facts

Interesting Facts about Tert-Butyl Nitrite

Tert-butyl nitrite is a fascinating chemical compound with a variety of applications and notable characteristics. Here are some intriguing facts about this compound:

  • Chemical Uses: Tert-butyl nitrite is primarily used as a reagent in organic synthesis, especially for the formation of nitroso compounds. Its reactivity allows chemists to explore new pathways in chemical reactions.
  • Medicinal Significance: This compound has gained attention in the medicinal field, particularly in the study of its effects as a vasodilator. In some studies, it has been suggested that it may help in managing conditions related to blood flow.
  • Unique Properties: Tert-butyl nitrite is classified as a nitrite ester, which endows it with distinct chemical properties, making it a subject of interest in both theoretical and practical chemistry.
  • Safety Considerations: While it has useful applications, caution is advised when handling tert-butyl nitrite. It is important to recognize its potential hazards, including toxicity and flammability. Proper safety protocols should always be followed.

As a quote that encapsulates its dual nature, "With great power comes great responsibility." This statement rings true in the context of tert-butyl nitrite, as its powerful properties demand respect and careful handling in scientific endeavors.

Overall, tert-butyl nitrite stands out as a compound that bridges the gap between basic research and practical applications, showcasing the dynamic nature of chemistry and its impact on various fields.

Synonyms
tert-Butyl nitrite
540-80-7
1,1-Dimethylethyl nitrite
Nitrous acid, 1,1-dimethylethyl ester
Nitrous Acid tert-Butyl Ester
CCRIS 2098
alpha,alpha-Dimethylethyl nitrite
NITROUS ACID, t-BUTYL ESTER
EINECS 208-757-0
(CH3)3CONO
UNII-4780H7U8LU
BRN 1209339
4780H7U8LU
.alpha.,.alpha.-Dimethylethyl nitrite
Nitrous acid 1,1-dimethyl ethyl ester
TERT-BUTYL NITRITE [MI]
IOGXOCVLYRDXLW-UHFFFAOYSA-
DTXSID10202316
4-01-00-01622 (Beilstein Handbook Reference)
NITROUS ACID, TERT-BUTYL ESTER
1,1Dimethylethyl nitrite
Nitrous acid, tbutyl ester
Nitrous acid tertbutyl ester
alpha,alphaDimethylethyl nitrite
DTXCID10124807
UN2351
Nitrous acid, 1,1dimethylethyl ester
Nitrous acid, 1,1dimethylethyl ester (9CI)
Nitrous acid, 1,1-dimethylethyl ester (9CI)
208-757-0
inchi=1/c4h9no2/c1-4(2,3)7-5-6/h1-3h3
iogxocvlyrdxlw-uhfffaoysa-n
t-Butyl nitrite
tert-butylnitrite
1,1-Dimethylethyl Nitrite (~90%)
t-butylnitrite
t-Butyinitrite
t-butyl-nitrite
tert-butylnitrit
tert.butylnitrite
tertbutyl nitrite
ter-butyl nitrite
tert butyl nitrite
tert-butyl-nitrite
tert.-butylnitrite
tert.butyl nitrite
tert. butyl nitrite
tert.-butyl nitrite
tertiarybutyl nitrite
MFCD00002055
tertiary butyl nitrite
Tertiary-butyl nitrite
2-methyl2-propyl nitrite
tert-Butyl nitrite, 90%
tert-Butyl nitrite, 96%
2-methyl-2-propyl nitrite
SCHEMBL27393
2-methyl-2-nitrosooxy-propane
BCP25945
AKOS000121071
GS-3770
FT139268
N0357
NS00032944
EN300-23831
tert-Butyl nitrite, technical, >=90% (GC)
D78334
Q27259029
F0001-1416