跳转至内容
Merck

O8801

Sigma-Aldrich

草酰氯

reagent grade, 98%

别名:

乙二酰二氯

登录查看公司和协议定价


About This Item

线性分子式:
ClCOCOCl
CAS号:
分子量:
126.93
Beilstein:
1361988
EC 号:
MDL编号:
UNSPSC代码:
12352106
PubChem化学物质编号:
NACRES:
NA.22
价格与库存信息目前不能提供

等级

reagent grade

质量水平

蒸汽密度

4.4 (vs air)

蒸汽压

150 mmHg ( 20 °C)

方案

98%

反应适用性

reagent type: oxidant

杂质

≤1.0% phosgene content

折射率

n20/D 1.429 (lit.)

沸点

62-65 °C (lit.)

mp

−10-−8 °C (lit.)

密度

1.5 g/mL at 20 °C (lit.)

SMILES字符串

ClC(=O)C(Cl)=O

InChI

1S/C2Cl2O2/c3-1(5)2(4)6

InChI key

CTSLXHKWHWQRSH-UHFFFAOYSA-N

正在寻找类似产品? 访问 产品对比指南

一般描述

草酰氯是各种化学转化的通用试剂,如环氧化物的氯化、二氯化、氧化、还原、脱水、脱羧、甲酰化和环裂解。

应用

作为以下反应的反应物:
  • N-杂环炔酮和炔酮合成,用于活化羧酸
  • 氯化和卤化
  • 三组分 [3+2]环加成
  • 有机锡反应
  • 环戊烯酮合成
  • 羰基化,用作羰基合成子
草酰氯可用作氧化剂:
  • 以 β, β′-二羟基二硫醚为原料,通过 Swern 氧化合成 β, β′-二酮二硫醚。
  • 在二甲基亚砜中,在三乙胺作为碱的存在下,伯酰胺或醛肟的 Swern 氧化为腈。
  • 在三乙胺存在下,芳基烯丙醇的 Moffatt Swern 氧化反应生成卤代不饱和酮。

警示用语:

Danger

危险分类

Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Eye Dam. 1 - Skin Corr. 1B - Water-react 1

补充剂危害

储存分类代码

4.3 - Hazardous materials which set free flammable gases upon contact with water

WGK

WGK 2

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

Faceshields, Gloves, Goggles


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

没有发现合适的版本?

如果您需要特殊版本,可通过批号或批次号查找具体证书。

已有该产品?

在文件库中查找您最近购买产品的文档。

访问文档库

Systematic survey of positive chlorine sources in the asymmetric Appel reaction: oxalyl chloride as a new phosphine activator.
Rajendran KV, et al.
Tetrahedron Letters, 54(51), 7009-7012 (2013)
Oxalyl chloride as a practical carbon monoxide source for carbonylation reactions.
Hansen SVF and Ulven T.
Organic Letters, 17(11), 2832-2835 (2015)
Oxalyl halides: Part II. Vibrational spectra and assignments for oxalyl fluoride and oxalyl chloride fluoride.
Hencher JL and King GW.
Journal of Molecular Spectroscopy, 16(1), 168-178 (1965)
A direct access to α-diones from oxalyl chloride.
Babudri F, et al.
Tetrahedron Letters, 36(40), 7305-7308 (1995)
Tsutomu Kimura et al.
Chemical communications (Cambridge, England), (32)(32), 4077-4079 (2005-08-11)
Reaction of diastereomerically pure phosphinoselenoic acid salts with oxalyl chloride leads to enantiomerically pure P-chiral phosphinoselenoic chlorides with inversion of configuration at phosphorus; one of these chlorides is converted to a phosphinoselenothioic acid salt with a high degree of enantioselectivity.

Questions

1–3 of 3 Questions  
  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

      Helpful?

  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer
    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

      Helpful?

  3. How is this product packaged?

    1 answer
    1. This product is currently packaged in an amber glass bottle with a sureseal cap.

      Helpful?

Reviews

No rating value

Active Filters

我们的科学家团队拥有各种研究领域经验,包括生命科学、材料科学、化学合成、色谱、分析及许多其他领域.

联系技术服务部门