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Merck

380237

Sigma-Aldrich

特伯试剂 溶液

0.5 M in toluene

别名:

双(环戊二烯基)-μ-氯-(二甲基铝)-μ-亚甲基钛

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About This Item

经验公式(希尔记法):
C13H18AlClTi
CAS号:
分子量:
284.58
MDL號碼:
分類程式碼代碼:
12352101
PubChem物質ID:
NACRES:
NA.22

形狀

liquid

反應適用性

reaction type: C-C Bond Formation

濃度

0.5 M in toluene

密度

0.927 g/mL at 25 °C

SMILES 字串

[CH]1[CH][CH][CH][CH]1.[CH]2[CH][CH][CH][CH]2.C[Al](C)C[Ti]Cl

InChI

1S/2C5H5.2CH3.CH2.Al.ClH.Ti/c2*1-2-4-5-3-1;;;;;;/h2*1-5H;2*1H3;1H2;;1H;/q;;;;;;;+1/p-1

InChI 密鑰

QEJAQNUJXFLWSP-UHFFFAOYSA-M

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一般說明

特伯试剂是一种由有机金属化合物进行稳定化的路易斯酸,其用于将羰基转化为β-取代亚甲基。它也可与多种羰基化合物(包括酯、酰胺和内酯)反应生成相应的烯烃。

應用

特伯试剂可用于:     
  • 使叶绿素衍生物的羰基转化为相应的环外亚甲基(亚乙烯基)。
  • 参与由3-OH乙二醇酯合成β-C糖苷的反应。
  • 作为多功能的亚甲基试剂参与酮和醛转化为烯烃的反应。它可与受阻酮进行温和的反应,并可使酯转化为乙烯基醚。
  • 使醛烯化。
  • 使具有高非对映选择性的手性多羟基酮亚甲基化。

包裝

建议将25 mL Sure/Seal 瓶作为一次性瓶使用。 反复穿刺可能导致产品性能下降。

法律資訊

Sure/Seal is a trademark of Sigma-Aldrich Co. LLC

訊號詞

Danger

危險分類

Aquatic Chronic 3 - Asp. Tox. 1 - Eye Dam. 1 - Flam. Liq. 2 - Repr. 2 - Skin Corr. 1B - STOT RE 2 - STOT SE 3

標靶器官

Central nervous system, Respiratory system

儲存類別代碼

3 - Flammable liquids

水污染物質分類(WGK)

WGK 3

閃點(°F)

39.2 °F - closed cup

閃點(°C)

4 °C - closed cup

個人防護裝備

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter


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分析证书(COA)

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Stereoselective synthesis of C-glycosides via Tebbe methylenation and Claisen rearrangement
Godage HY and Fairbanks AJ
Tetrahedron Letters, 41(39), 7589-7593 (2000)
Transformation of carbonyl to vinylidene groups in the pi-conjugated peripheral substituent of chlorophyll derivatives by Tebbe reagent
Tamiaki H, et al.
Tetrahedron Letters, 57(7), 788-790 (2016)
Xuequan Lu et al.
Organic letters, 7(8), 1645-1648 (2005-04-09)
[reaction: see text] A new analogue of (2S,3R)-ceramide (2) with a methylene group at C4 has been synthesized from d-tartaric acid (3) by using Tebbe methylenation as the key step. Compound 2 exhibited markedly higher antiproliferative activity on mouse embryonic
Ketone Methylenation Using the Tebbe and Wittig Reagents-A Comparison
Pine SH, et al.
Synthesis, 1991(2), 165-167 (1991)
Mauricio A Cuellar et al.
Bioorganic & medicinal chemistry, 11(12), 2489-2497 (2003-05-22)
The Diels-Alder reaction between two polygodial-derived dienes and simple quinones to yield substituted naphtho- and anthraquinones, is described. The in vitro trypanocide activity for the series was determined. Two of the new compounds showed an activity ten and two times

商品

We carry a large variety of electrophiles and nucleophiles that are widely used in C–C bond-forming reactions. This group of products contains many organometallic reagents as well as commonly-used alkylating and acylating reagents.

We carry a large variety of electrophiles and nucleophiles that are widely used in C–C bond-forming reactions. This group of products contains many organometallic reagents as well as commonly-used alkylating and acylating reagents.

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