N-Boc-propargylamine
- Product Name
- N-Boc-propargylamine
- CAS No.
- 92136-39-5
- Chemical Name
- N-Boc-propargylamine
- Synonyms
- tert-butyl prop-2-yn-1-ylcarbaMate;tert-butyl N-(prop-2-yn-1-yl)carbaMate;tert-butyl prop-2-ynylcarbaMate;tert-butyl N-prop-2-ynylcarbamate;N-Boc-proparg;N-Boc-propargyL;N-boc-aminopropyne;Boc-propargylamine;N-Boc-propargylamine;N-Boc-2-propyn-1-amine
- CBNumber
- CB4500977
- Molecular Formula
- C8H13NO2
- Formula Weight
- 155.19
- MOL File
- 92136-39-5.mol
N-Boc-propargylamine Property
- Melting point:
- 40-44 °C
- Boiling point:
- 170°C/14mmHg(lit.)
- Density
- 0.990±0.06 g/cm3(Predicted)
- Flash point:
- 93°(199°F)
- storage temp.
- 2-8°C
- solubility
- Soluble in chloroform.
- pka
- 11.24±0.46(Predicted)
- form
- Solid
- color
- Pale Yellow to Dark Yellow
- Sensitive
- Moisture Sensitive
- InChI
- InChI=1S/C8H13NO2/c1-5-6-9-7(10)11-8(2,3)4/h1H,6H2,2-4H3,(H,9,10)
- InChIKey
- DSPYCWLYGXGJNJ-UHFFFAOYSA-N
- SMILES
- C(OC(C)(C)C)(=O)NCC#C
Safety
- Hazard Codes
- Xn
- Risk Statements
- 22-36/37/38-52/53
- Safety Statements
- 26-36/37-61
- RIDADR
- UN3259
- WGK Germany
- 3
- HazardClass
- 8
- HS Code
- 2924297099
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P270Do not eat, drink or smoke when using this product.
P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P302+P352IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- 687146
- Product name
- N-Boc-propargylamine
- Purity
- 97%
- Packaging
- 5g
- Price
- $109
- Updated
- 2025/07/31
- Product number
- B4472
- Product name
- N-(tert-Butoxycarbonyl)propargylamine
- Purity
- >98.0%(GC)
- Packaging
- 1g
- Price
- $22
- Updated
- 2025/07/31
- Product number
- B4472
- Product name
- N-(tert-Butoxycarbonyl)propargylamine
- Purity
- >98.0%(GC)
- Packaging
- 5g
- Price
- $69
- Updated
- 2025/07/31
- Product number
- 18281
- Product name
- N-BOCPROPARGYLAMINE
- Packaging
- 5G
- Price
- $85.05
- Updated
- 2021/12/16
- Product number
- B664260
- Product name
- N-Boc-propargylamine
- Packaging
- 25g
- Price
- $325
- Updated
- 2021/12/16
N-Boc-propargylamine Chemical Properties,Usage,Production
Chemical Properties
Pale Yellow Low Melting Solid
Uses
N-Boc-propargylamine is used in the preparation of triazolobenzylidene-thiazolopyrimidines which act as CDC25 phosphatase inhibitors. Also used in the synthesis of β-glucan polysaccharide analogs.
Uses
N-Boc-propargylamine is used to prepare triazolobenzylidene-thiazolopyrimidines. which act as CDC25 phosphatase inhibitors. Further, it is used for the synthesis of beta-glucan polysaccharide analogs. In addition to this, it is involved in the Pauson-Khand (PK) reaction of norbornadiene and N-Boc-propargylamine to prepare 4,5-disubstituted cyclopentenones .
Synthesis
24424-99-5
2450-71-7
92136-39-5
Di-tert-butyl dicarbonate (17.5 g, 80.0 mmol, 1.0 eq.) was slowly added dropwise to a dichloromethane solution (160 mL) of propargylamine (5.49 mL, 80.0 mmol, 1.0 eq.) at 0 °C. The reaction mixture was stirred at 0 °C for 1 h before the solvent was removed by distillation under reduced pressure. The resulting colorless oil was dried overnight under high vacuum to afford N-Boc-aminopropargyl (12.4 g, quantitative yield) as a white solid, which can be used in subsequent reactions without further purification. The spectral data of the product were consistent with those reported in the literature: Rf = 0.38 (hexane/ethyl acetate, 9:1); melting point = 41-42 °C (literature value:[1] 40-44 °C).1H NMR (500 MHz, CDCl3): δ (ppm) 4.94 (broad peak, 1H), 3.91 (broad double peak, J = 2.5 Hz, 2H), 2.23 (triple peak, J = 2.5 Hz, 1H). 2.5Hz, 1H), 1.45 (single peak, 9H).13C NMR (126MHz, CDCl3): δ (ppm) 155.2, 80.1, 79.9, 71.1, 28.2.
References
[1] Tetrahedron Letters, 2011, vol. 52, # 17, p. 2199 - 2202
[2] Organic Letters, 2014, vol. 16, # 9, p. 2430 - 2433
[3] European Journal of Organic Chemistry, 2015, vol. 2015, # 32, p. 7091 - 7113
[4] Patent: US2004/254231, 2004, A1
[5] Angewandte Chemie - International Edition, 2011, vol. 50, # 6, p. 1338 - 1341
N-Boc-propargylamine Preparation Products And Raw materials
Raw materials
Preparation Products
N-Boc-propargylamine Suppliers
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View Lastest Price from N-Boc-propargylamine manufacturers
- Product
- N-Boc-propargylamine 92136-39-5
- Price
- US $0.00/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- 10000KGS
- Release date
- 2025-02-28
- Product
- N-Boc-propargylamine 92136-39-5
- Price
- US $15.00-10.00/KG
- Min. Order
- 1KG
- Purity
- 99%+ HPLC
- Supply Ability
- Monthly supply of 1 ton
- Release date
- 2021-07-10
- Product
- N-Boc-propargylamine 92136-39-5
- Price
- US $15.00-10.00/KG
- Min. Order
- 1KG
- Purity
- 99%+ HPLC
- Supply Ability
- Monthly supply of 1 ton
- Release date
- 2021-07-08