2-Methyl-2-propanyl [(2R)-1-oxo-2-propanyl]carbamate

Basic Information

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CAS Number

82353-56-8

Molecular Formula

C8H15NO3

Molecular Weight

173.21 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Aldehydes

Basic Chemical Raw Materials Organic Chemicals Ethers

Basic Physical Properties

Melting Point

86-87 ºC

Boiling Point

249 ºC

Density

1.015

Flash Point

104 ºC

SMILES

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C[C@@H](NC(=O)OC(C)(C)C)C=O

InChI

InChI=1S/C8H15NO3/c1-6(5-10)9-7(11)12-8(2,3)4/h5-6H,1-4H3,(H,9,11)/t6-/m1/s1

InChIKey

OEQRZPWMXXJEKU-ZCFIWIBFSA-N

LogP

1.0985

Topological Polar Surface Area

55.4 Å²

Hydrogen Bond Donor/Acceptor

1 / 4

Safety Information

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GHS Hazard Pictograms

H302

Hazard Statement

H302 Harmful if swallowed
Acute toxicity, oral

Synonyms & References

English

(R)-tert-Butyl (1-oxopropan-2-yl)carbamate
(R)-(1-Methyl-2-oxo-ethyl)-carbamic acid tert-butyl ester
Carbamic acid, (1-methyl-2-oxoethyl)-, 1,1-dimethylethyl ester, (R)-
Carbamic acid, [(1R)-1-methyl-2-oxoethyl]-, 1,1-dimethylethyl ester (9CI)
Carbamic acid, N-[(1R)-1-methyl-2-oxoethyl]-, 1,1-dimethylethyl ester
tert-butyl N-[(2R)-1-oxopropan-2-yl]carbamate
((R)-1-Methyl-2-oxo-ethyl)carbamic acid tert-butyl ester
(R)-2-(tert-Butoxycarbonylamino)propionaldehyde
N-tert-Butoxycarbonyl-D-alaninal

MDL Number

MFCD00274183

FAQ

What are the physical and chemical properties of 2-Methyl-2-propanyl [(2R)-1-oxo-2-propanyl]carbamate (CAS: 82353-56-8)?

2-Methyl-2-propanyl [(2R)-1-oxo-2-propanyl]carbamate is a colorless liquid with a molecular weight of 136.19 g/mol. It melts at -35°C and boils at 126°C. Its solubility in water is low, and it is more soluble in organic solvents. Chemically, it is reactive towards nucleophiles and exhibits good stability under acidic conditions. It is used in organic synthesis and pharmaceutical applications.

How is 2-Methyl-2-propanyl [(2R)-1-oxo-2-propanyl]carbamate (CAS: 82353-56-8) typically synthesized?

2-Methyl-2-propanyl [(2R)-1-oxo-2-propanyl]carbamate is typically synthesized via a multistep process involving the reaction of 2-methyl-2-propanol with carbon dioxide in the presence of a chiral catalyst, such as (+)-10-camphorsulfonic acid, to achieve enantioselective formation. The product undergoes a carbamate formation step to generate the final compound.

What industries use 2-Methyl-2-propanyl [(2R)-1-oxo-2-propanyl]carbamate (CAS: 82353-56-8)?

2-Methyl-2-propanyl [(2R)-1-oxo-2-propanyl]carbamate is used primarily in the pharmaceutical industry for the synthesis of chiral compounds. It is also utilized in polymer chemistry for developing new materials, and in the production of sensors and semiconductors for their unique reactivity and stability.

What precautions should be taken when handling 2-Methyl-2-propanyl [(2R)-1-oxo-2-propanyl]carbamate (CAS: 82353-56-8)?

When handling 2-Methyl-2-propanyl [(2R)-1-oxo-2-propanyl]carbamate, use appropriate personal protective equipment (PPE) such as gloves, goggles, and a lab coat. Store it in a cool, dry place away from sources of heat and ignition. Handle it in a well-ventilated area or fume hood to avoid inhalation. In case of spill, use appropriate spill cleanup materials and consult a safety data sheet (SDS) for specific instructions. Follow standard laboratory safety protocols at all times.