跳转至内容
Merck
所有图片(1)

主要文件

查看所有文档

221015

Sigma-Aldrich

草酰氯

Oxalyl chloride
1 of 2 reviewers received a sample product or took part in a promotion

ReagentPlus®, ≥99%

别名:

乙二酰二氯

登录查看公司和协议定价
所有图片(1)

About This Item

线性分子式:
ClCOCOCl
CAS号:
79-37-8
分子量:
126.93
Beilstein:
1361988
EC號碼:
201-200-2
MDL號碼:
MFCD00000704
分類程式碼代碼:
12352106
PubChem物質ID:
24853204
NACRES:
NA.22
形狀:
liquid
化驗:
≥99%
价格与库存信息目前不能提供

蒸汽密度

4.4 (vs air)

品質等級

200

蒸汽壓力

150 mmHg ( 20 °C)

產品線

ReagentPlus®

化驗

≥99%

形狀

liquid

反應適用性

reagent type: oxidant

雜質

<10 ppb Heavy metals

顏色

APHA: 0-150

折射率

n20/D 1.429 (lit.)

bp

62-65 °C (lit.)

mp

−10-−8 °C (lit.)

密度

1.5 g/mL at 20 °C (lit.)

官能基

acyl chloride

SMILES 字串

ClC(=O)C(Cl)=O

InChI

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

InChI 密鑰

CTSLXHKWHWQRSH-UHFFFAOYSA-N

正在寻找类似产品? 访问 产品对比指南

相关类别

一般說明

草酰氯是一种常用的氯化试剂，可以通过草酸和五氯化磷反应制备。[1]

應用

可以用来合成用于生产液体结晶的酸性氯化物。
草酰氯可以用于以下反应：
  • 在DMF存在下，酸性氯化物和Mosher′s酸反应制备Mosher[2]
  • 活化二甲亚砜，用于长链酒精生产羰基的氧化。[3]
  • 活化α-酮羧酸和N杂环羧酸，分别炔基化形成炔二酮和N杂环炔酮。[4]
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

包裝

在美国售卖的5g、25g和100g规格以安瓿瓶包装。

法律資訊

ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany

訊號詞

Danger

危險分類

Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Eye Dam. 1 - Flam. Liq. 2 - Skin Corr. 1B - Water-react 1

儲存類別代碼

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

水污染物質分類（WGK）

WGK 1

閃點（°F）

51.8 °F - closed cup

閃點（°C）

11.0 °C - closed cup

個人防護裝備

Faceshields, Gloves, Goggles

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number
MKCV5569
MKCV9052
MKCV7172
MKCW5425
MKCW0334

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。

搜索COA

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

A simple method for the microscale preparation of Mosher's acid chloride.
Ward DE and Rhee CK.
Tetrahedron Letters, 32(49), 7165-7166 (1991)
Catalytic Syntheses of N-Heterocyclic Ynones and Ynediones by In Situ Activation of Carboxylic Acids with Oxalyl Chloride.
Boersch C, et al.
Angewandte Chemie (International Edition in English), 50(44), 10448-10452 (2011)
Oxidation of long-chain and related alcohols to carbonyls by dimethyl sulfoxide" activated" by oxalyl chloride.
Mancuso AJ, et al.
The Journal of Organic Chemistry, 43(12), 2480-2482 (1978)
Benoît Heurtaux et al.
The Journal of organic chemistry, 70(4), 1474-1477 (2005-02-12)
[reaction: see text] Several natural pulvinic acids were synthesized. Silyl ketene acetals derived from methyl arylacetates (4 equiv) reacted with oxalyl chloride at -78 degrees C, without the need of adding a catalyst. After treatment of the crude diketones with
Peter J Manley et al.
Organic letters, 4(18), 3127-3129 (2002-08-31)
[reaction: see text] A mild, practical, one-pot method for the generation of imidoyl chlorides and their subsequent in situ reaction with pyridine-1-oxides is described. The imidoyl chlorides were formed from the reaction of secondary amides with a stoichiometric amount of
查看所有相关文献
2 Reviews This action will navigate to reviews.

Questions

1–2 of 2 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?

Reviews

1 of 2 reviewers received a sample product or took part in a promotion
1–2 of 2 Reviews  

Active Filters

  1. UW-Madison
    • Review 1
    • Votes 28
    1 out of 5 stars.

    Packed in ampules, not bottles

    Beware of the packaging! This reagent comes in glass ampules - impossible to re-seal! We got 100 g, and only used 5 mls.

    Helpful?

    1. Response from MilliporeSigma:

      Thank you for your review. We are sorry to hear that your experience did not match your product expectations. Although we do list the packaging description as "5, 25, 100 g in ampule", we have raised the suggestion with our product management team to make the product packaging more apparent.

  2. Waterloo
    • Review 1
    • Votes 8
    1 out of 5 stars.

    Incomplete Information

    The website makes no mention of the product being shipped in a glass ampoule, so now we'd have to waste 99% of it just to run a single reaction. I see a previous review made the same complaint with no update from Sigma.

    Helpful?

    1. Response from MilliporeSigma:

      Thank you for bringing this issue to our attention. To follow up on the previous issue that was raised, the packaging for this material is region dependent. We have added the clarification "The 5g, 25g and 100g units sold in the US are packaged in ampules." to the Packaging description.

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