Carbamic acid, (2-oxopropyl)-, 1,1-dimethylethyl ester (9CI) Chemical Properties

Melting point:

48-49 °C

Boiling point:

80-85 °C(Press: 0.1 Torr)

Density 

1.018±0.06 g/cm3(Predicted)

storage temp. 

2-8°C

solubility 

Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)

pka

11.18±0.46(Predicted)

form 

liquid

color 

Light yellow

InChI

InChI=1S/C8H15NO3/c1-6(10)5-9-7(11)12-8(2,3)4/h5H2,1-4H3,(H,9,11)

InChIKey

OZGMUQGCAFEQOX-UHFFFAOYSA-N

SMILES

C(OC(C)(C)C)(=O)NCC(=O)C

Safety Information

Hazard Codes 

Xn

Risk Statements 

22

HS Code 

2924297099

Carbamic acid, (2-oxopropyl)-, 1,1-dimethylethyl ester (9CI) Usage And Synthesis

Synthesis

General procedure for the synthesis of N-Boc-1-aminoacetone from 1-(Boc-amino)-2-propanol: 1-(Boc-amino)-2-propanol (16.0 g, 92.0 mmol) was slowly added to a solution of pyridinium dichromate (PDC) (68.9 g, 183 mmol) in N,N-dimethylformamide (DMF) (50 mL) at 0 °C. ) to a solution of DMF (42 mL). The reaction mixture was stirred at 0 °C for 16 h and gradually warmed up to 23 °C. Upon completion of the reaction, the mixture was filtered through a diatomaceous earth plug and rinsed with ether (Et2O) solution. Subsequently, the reaction was quenched with brine (200 mL) and diluted with ether (700 mL). The combined ether layers were washed sequentially with aqueous ammonium chloride (2 x 200 mL), water (2 x 200 mL) and brine (2 x 200 mL), dried over anhydrous magnesium sulfate (MgSO4), filtered and concentrated to give N-Boc-1-aminoacetone as a yellow oil; Yield: 10.6 g (61.0 mmol, 61% yield).

References

[1] Organic Letters, 2011, vol. 13, # 11, p. 2932 - 2935
[2] Journal of the Chemical Society. Perkin Transactions 1, 2001, # 16, p. 1916 - 1928
[3] Russian Chemical Bulletin, 2005, vol. 54, # 6, p. 1535 - 1536
[4] Synthesis (Germany), 2015, vol. 47, # 18, p. 2756 - 2766
[5] Patent: WO2006/104356, 2006, A1. Location in patent: Page/Page column 27

Carbamic acid, (2-oxopropyl)-, 1,1-dimethylethyl ester (9CI)(170384-29-9)Related Product Information

• INDEX NAME NOT YET ASSIGNED
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