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Carbamic acid, 5-hexynyl-, 1,1-dimethylethyl ester (9CI)

CAS No.
151978-58-4
Chemical Name:
Carbamic acid, 5-hexynyl-, 1,1-dimethylethyl ester (9CI)
Synonyms
tert-Butyl hex-5-yn-1-ylcarbamate;N-Boc-hex-5-ynylamine;1-(Boc-amino)-5-hexyne;N-Boc-hex-5-yn-1-amine;tert-butyl hex-5-ynylcarbamate;tert-butyl N-hex-5-ynylcarbamate;Carbamic acid, N-5-hexyn-1-yl-, 1,1-dimethylethyl ester;Carbamic acid, 5-hexynyl-, 1,1-dimethylethyl ester (9CI)
CBNumber:
CB51064147
Molecular Formula:
C11H19NO2
Molecular Weight:
197.27
MDL Number:
MFCD18839148
MOL File:
151978-58-4.mol
MSDS File:
SDS
Last updated:2026-05-28 01:17:18
Product description Number Pack Size Price
N-Boc-hex-5-yn-1-amine 196093 1.00g $90
N-Boc-hex-5-yn-1-amine 196093 5.00g $355
N-Boc-hex-5-yn-1-amine 196093 10.00g $666
tert-Butyl hex-5-yn-1-ylcarbamate 95+% H38143 100mg $25
tert-Butyl hex-5-yn-1-ylcarbamate 95+% H38143 250mg $30

Carbamic acid, 5-hexynyl-, 1,1-dimethylethyl ester (9CI) Properties

Boiling point 291.0±23.0 °C(Predicted)
Density 0.956±0.06 g/cm3(Predicted)
storage temp. 2-8°C
pka 12.81±0.46(Predicted)
Appearance Colorless to light yellow Liquid

SAFETY

Risk and Safety Statements

Symbol(GHS)  Exclamation Mark (GHS07)
GHS07
Signal word  Warning
Hazard statements  H302
Precautionary statements  P280-P305+P351+P338

Carbamic acid, 5-hexynyl-, 1,1-dimethylethyl ester (9CI) price More Price(33)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Matrix Scientific 196093 N-Boc-hex-5-yn-1-amine 151978-58-4 1.00g $90 2026-05-18 Buy
Matrix Scientific 196093 N-Boc-hex-5-yn-1-amine 151978-58-4 5.00g $355 2026-05-18 Buy
Matrix Scientific 196093 N-Boc-hex-5-yn-1-amine 151978-58-4 10.00g $666 2026-05-18 Buy
Synthonix H38143 tert-Butyl hex-5-yn-1-ylcarbamate 95+% 151978-58-4 100mg $25 2026-05-06 Buy
Synthonix H38143 tert-Butyl hex-5-yn-1-ylcarbamate 95+% 151978-58-4 250mg $30 2026-05-06 Buy
Product number Packaging Price Buy
196093 1.00g $90 Buy
196093 5.00g $355 Buy
196093 10.00g $666 Buy
H38143 100mg $25 Buy
H38143 250mg $30 Buy

Carbamic acid, 5-hexynyl-, 1,1-dimethylethyl ester (9CI) Chemical Properties,Uses,Production

Synthesis

5-Hexyn-1-aMine

15252-45-6

Di-tert-butyl dicarbonate

24424-99-5

Carbamic acid, 5-hexynyl-, 1,1-dimethylethyl ester (9CI)

151978-58-4

General procedure for the synthesis of tert-butyl 5-hexyn-1-ylcarbamate from hex-5-yn-1-amine and di-tert-butyl dicarbonate: N-(5-hexynyl)phthalimide (4.66 g, 20.5 mmol) was dissolved in tetrahydrofuran (THF, 250 mL) and hydrazine hydrate (410 mmol, 19.8 mL) was added. The reaction mixture was refluxed for 3 h. White precipitate formation was observed after 1 h of reaction. Upon completion of the reaction, the mixture was cooled to 8 °C and filtered. The filtrate was concentrated by evaporation to give the crude product hex-5-yn-1-amine (8) as a yellow liquid. The crude amine was dissolved in THF (14 mL), water (14 mL) was added followed by sodium bicarbonate (NaHCO3, 2.27 g, 27.0 mmol). The solution was cooled to 0 °C and di-tert-butyl dicarbonate (Boc2O, 2 M in THF solution, 8.09 mL; 16.2 mmol) was added slowly via syringe. The reaction temperature was maintained for 15 min before removing the ice bath. After the reaction was continued at room temperature for 2 h, the reaction mixture was diluted with ethyl acetate (EtOAc). The organic layer was washed sequentially with water, saturated aqueous sodium bicarbonate solution and brine. The organic phase was dried and evaporated to give a crude oily product. The crude product was purified by silica gel column chromatography using cyclohexane/ethyl acetate (92/8) as eluent to give tert-butyl 5-hexyne-1-ylcarbamate (9) 1.831 g in 45% yield as a light yellow oil.

References

[1] Bioconjugate Chemistry, 2013, vol. 24, # 9, p. 1624 - 1633
[2] Journal of the American Chemical Society, 2010, vol. 132, # 40, p. 14070 - 14072
[3] Bioorganic and Medicinal Chemistry, 2012, vol. 20, # 21, p. 6523 - 6532,10
[4] Bioorganic and Medicinal Chemistry, 2012, vol. 20, # 21, p. 6523 - 6532

Carbamic acid, 5-hexynyl-, 1,1-dimethylethyl ester (9CI) Preparation Products And Raw materials

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Carbamic acid, 5-hexynyl-, 1,1-dimethylethyl ester (9CI) Spectrum

151978-58-4(Carbamic acid, 5-hexynyl-, 1,1-dimethylethyl ester (9CI))Related Search:

N-Boc-hex-5-yn-1-amine tert-butyl N-hex-5-ynylcarbamate Carbamic acid, 5-hexynyl-, 1,1-dimethylethyl ester (9CI) tert-butyl hex-5-ynylcarbamate Carbamic acid, N-5-hexyn-1-yl-, 1,1-dimethylethyl ester 1-(Boc-amino)-5-hexyne N-Boc-hex-5-ynylamine tert-Butyl hex-5-yn-1-ylcarbamate 151978-58-4 N-BOC