tert-butyl N-ethenylcarbamate

Name: tert-butyl N-ethenylcarbamate
Brand: Zhengzhou Whchem

CAS：7150-72-3 | tert-butyl N-ethenylcarbamate | Whchem

CAS: 7150-72-3

Other Names

tert-butyl N-ethenylcarbamate;tert-butyl vinylcarbamate;tert-butyl N-vinylcarbamate;N-Boc-vinylamine;Carbamic acid, N-ethenyl-, 1,1-dimethylethyl ester;t-butyl N-vinylcarbamate;SKL171;N-BOC Ethyleneamine

Structure - tert-butyl N-ethenylcarbamate

Molecular Formula

Purity

>98%

Molecular Weight

143.18 g/mol

EINECS

Structure Available Verified Product

English Name	tert-butyl N-ethenylcarbamate
English Synonyms	tert-butyl N-ethenylcarbamate;tert-butyl vinylcarbamate;tert-butyl N-vinylcarbamate;N-Boc-vinylamine;Carbamic acid, N-ethenyl-, 1,1-dimethylethyl ester;t-butyl N-vinylcarbamate;SKL171;N-BOC Ethyleneamine
CAS Number	7150-72-3
Molecular Formula	C7H13NO2
Molecular Weight	143.18 g/mol
EINECS Number
Related Categories
Mol File	Download MOL File
Structure Image

Property	Value
Melting point	65-67 °C (Solv: ethyl acetate (141-78-6); pentane (109-66-0))
Boiling point	169.4±13.0 °C (Predicted)
Density	0.944±0.06 g/cm³ (Predicted)
Storage condition	Sealed in dry, Store in freezer, under -20°C
Acidity Coefficient (pKa)	11.25±0.46 (Predicted)
Form	Solid
Color	White

tert-butyl N-ethenylcarbamate (CAS 7150-72-3) is a high-purity fine chemical intermediate widely used in organic synthesis, pharmaceutical R&D, agrochemical manufacturing and specialty chemical applications.

As a professional supplier, Zhengzhou Whchem provides tert-butyl N-ethenylcarbamate with >98% purity, COA, structure confirmation and flexible packaging, available from research quantities to commercial scale with global shipping.

Category	Description (English Translation)
Uses & Synthesis Methods Production Method: Starting Materials: 1321892-09-4 7150-72-3 (N-Boc-vinylamine) General procedure for the synthesis of N-Boc-vinylamine from compound (CAS: 1321892-09-4): First, under dry conditions, DMAP (0.05 equiv, 0.436 g, 3.57 mmol) was dissolved in THF (12.8 mL) to prepare a solution of DMAP in THF. N-Vinylformamide (5.07 g, 5 mL, 71.3 mmol) was then added to the stirred DMAP solution. A solution of Boc₂O (1.2 equiv, 18.7 g, 18.3 mL, 85.6 mmol) in THF (25 mL) was then added dropwise to the reaction mixture. Gas evolution was observed and the mixture turned yellow. The progress of the reaction was monitored by TLC (eluent: 80:20 petroleum ether:ethyl acetate). After complete consumption of the starting material, the reaction mixture was diluted with water and petroleum ether. The organic phase was separated and washed twice with water, then dried over MgSO₄, filtered, and concentrated under reduced pressure. The crude intermediate was used without further purification; it was dissolved in THF (45 mL) and the solution was cooled to 0°C. Aqueous NaOH (1.2 equiv, 2 M, 42.8 mL, 85.6 mmol) was added slowly over 20 minutes. After completion (monitored by TLC, eluent: 80:20 petroleum ether:ethyl acetate), the reaction mixture was diluted with tBuOMe and water, and the organic layer was separated and washed with water. The organic layer was dried over MgSO₄, filtered, and concentrated under reduced pressure. The crude product was crystallized at 0°C, then dissolved in a minimum amount of pentane and recrystallized from pentane to afford the target product, tert-butyl phenylcarbamate (7.57 g, 52.9 mmol, 74% yield). References: [1] Journal of Organic Chemistry, 2016, vol. 81, # 20, p. 9983 - 9991 [2] Patent: WO2013/120940, 2013, A2. Location in patent: Page/Page column 88 [3] Patent: US2014/378461, 2014, A1. Location in patent: Paragraph 0367; 0370; 0371 [4] Tetrahedron Letters, 2018, vol. 59, # 36, p. 3349 - 3352

Category

Description (English Translation)

Uses & Synthesis Methods

Production Method:

Starting Materials:
1321892-09-4
7150-72-3 (N-Boc-vinylamine)

General procedure for the synthesis of N-Boc-vinylamine from compound (CAS: 1321892-09-4):

First, under dry conditions, DMAP (0.05 equiv, 0.436 g, 3.57 mmol) was dissolved in THF (12.8 mL) to prepare a solution of DMAP in THF. N-Vinylformamide (5.07 g, 5 mL, 71.3 mmol) was then added to the stirred DMAP solution. A solution of Boc₂O (1.2 equiv, 18.7 g, 18.3 mL, 85.6 mmol) in THF (25 mL) was then added dropwise to the reaction mixture. Gas evolution was observed and the mixture turned yellow. The progress of the reaction was monitored by TLC (eluent: 80:20 petroleum ether:ethyl acetate). After complete consumption of the starting material, the reaction mixture was diluted with water and petroleum ether. The organic phase was separated and washed twice with water, then dried over MgSO₄, filtered, and concentrated under reduced pressure. The crude intermediate was used without further purification; it was dissolved in THF (45 mL) and the solution was cooled to 0°C. Aqueous NaOH (1.2 equiv, 2 M, 42.8 mL, 85.6 mmol) was added slowly over 20 minutes. After completion (monitored by TLC, eluent: 80:20 petroleum ether:ethyl acetate), the reaction mixture was diluted with tBuOMe and water, and the organic layer was separated and washed with water. The organic layer was dried over MgSO₄, filtered, and concentrated under reduced pressure. The crude product was crystallized at 0°C, then dissolved in a minimum amount of pentane and recrystallized from pentane to afford the target product, tert-butyl phenylcarbamate (7.57 g, 52.9 mmol, 74% yield).

References:
[1] Journal of Organic Chemistry, 2016, vol. 81, # 20, p. 9983 - 9991
[2] Patent: WO2013/120940, 2013, A2. Location in patent: Page/Page column 88
[3] Patent: US2014/378461, 2014, A1. Location in patent: Paragraph 0367; 0370; 0371
[4] Tetrahedron Letters, 2018, vol. 59, # 36, p. 3349 - 3352

Category	Value
HS Code (Customs)	2924297099

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tert-butyl N-ethenylcarbamate

CAS：7150-72-3 | tert-butyl N-ethenylcarbamate | Whchem

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