Benzyl vinylcarbamate

 化学構造式
84713-20-2
CAS番号.
84713-20-2
化学名:
别名:
英語名:
Benzyl vinylcarbamate
英語别名:
benzyl vinylcarbamate;N-Cbz-ethenamine;benzyl ethenylcarbamate;BENZYL-N-VINYLCARBAMATE;N-Vinyl-O-benzyl urethane;O-Benzyl-N-vinylcarbamate;benzyl N-ethenylcarbamate;Phenylmethyl ethenylcarbamate;Carbamic acid, N-ethenyl-, phenylmethyl ester
CBNumber:
CB1679005
化学式:
C10H11NO2
分子量:
177.2
MOL File:
84713-20-2.mol

Benzyl vinylcarbamate 物理性質

融点 :
43-44°C
沸点 :
272℃
比重(密度) :
1.089
闪点 :
118℃
貯蔵温度 :
Keep in dark place,Inert atmosphere,Store in freezer, under -20°C
溶解性:
クロロホルム(微量)、酢酸エチル(微量)
外見 :
個体
酸解離定数(Pka):
11.04±0.46(Predicted)
色:
白からオフホワイトへ
安全性情報
  • リスクと安全性に関する声明
  • 危険有害性情報のコード(GHS)
Rフレーズ  36/37/38
Sフレーズ  26-36/37/39
絵表示(GHS) GHS hazard pictograms
注意喚起語 警告
危険有害性情報
コード 危険有害性情報 危険有害性クラス 区分 注意喚起語 シンボル P コード
H302 飲み込むと有害 急性毒性、経口 4 警告 GHS hazard pictograms P264, P270, P301+P312, P330, P501
注意書き
P280 保護手袋/保護衣/保護眼鏡/保護面を着用するこ と。
P305+P351+P338 眼に入った場合:水で数分間注意深く洗うこと。次にコ ンタクトレンズを着用していて容易に外せる場合は外す こと。その後も洗浄を続けること。

Benzyl vinylcarbamate 価格 もっと(3)

メーカー 製品番号 製品説明 CAS番号 包装 価格 更新時間 購入
富士フイルム和光純薬株式会社(wako) W01FLC209742
Benzyl vinylcarbamate
84713-20-2 250mg ¥144400 2021-03-23 購入
富士フイルム和光純薬株式会社(wako) W01FLC209742
Benzyl vinylcarbamate
84713-20-2 1g ¥288100 2021-03-23 購入
富士フイルム和光純薬株式会社(wako) W01FLC209742
Benzyl vinylcarbamate
84713-20-2 5g ¥836300 2021-03-23 購入

Benzyl vinylcarbamate 化学特性,用途語,生産方法

製造方法

A 1-L flask was equipped with a variable speed pump, a mechanical stirrer, a temperature controller, a 4" (10 cm) column packed with ceramic saddles, a distillation head, a spiral condenser (cooled with water at 10–15 ℃), and a receiver. The flask was charged with toluene (150–200 mL) and phenothiazine (0.5 g) and the solution was heated to 105–110 ℃. The receiver was charged with benzyl alcohol (86 g, 0.8 mol), phenothiazine (0.05 g), and triethylamine (0.1–0.3 g). This mixture was cooled in ice and stirred. A solution of acryloyl azide (1 mol), prepared as described above, was pumped into the distillation flask over a period of 4–5 h, maintaining the pot temperature at 105–110 ℃ with a heating mantle. The vapor temperature varied, depending on the rate of addition of the azide, but was in the range 80–100 ℃. The distillate was passed directly into the benzyl alcohol mixture. After the addition of acryloyl azide, the distillation continued, generating a further 10–20 mL of toluene. The receiver was then removed from the distillation set-up, and its contents were stirred at 0–5 ℃ for 1– 2 h. The product mixture was then allowed to gradually warm to room temperature and was stirred until HPLC analysis indicated complete reaction. The mixture was then concentrated in vacuo to a weight of 200–250 g. The residue was treated with heptane (300–350 mL) and cooled to 15 ℃ with stirring. A few seed crystals of benzyl N-vinyl carbamate 810 were added, and the mixture was stirred for 2–3 h. The product was collected by filtration, washed with heptane, and dried in vacuo. Yield 115–128 g (65–72%); mp 41–44 ℃.

主な応用

Benzyl-N-vinyl carbamate (Z-vinylamine; Benzyl vinylcarbamate) is a valuable synthetic intermediate. This compound undergoes alkylation readily on the carbon R to the nitrogen, a property that has been used in the synthesis of a-lactam antibiotics. Z-vinylamine can be readily polymerized into polyvinyl amine derivatives[1].

Synthesis Reference(s)

The Journal of Organic Chemistry, 54, p. 4649, 1989 DOI: 10.1021/jo00280a036

Benzyl vinylcarbamate 上流と下流の製品情報

原材料

準備製品


Benzyl vinylcarbamate 生産企業

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84713-20-2()キーワード:


  • 84713-20-2
  • O-Benzyl-N-vinylcarbamate
  • N-Vinyl-O-benzyl urethane
  • BENZYL-N-VINYLCARBAMATE
  • Phenylmethyl ethenylcarbamate
  • benzyl N-ethenylcarbamate
  • Carbamic acid, N-ethenyl-, phenylmethyl ester
  • benzyl ethenylcarbamate
  • benzyl vinylcarbamate
  • N-Cbz-ethenamine
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