CAS 79-37-8|Oxalic acid dichloride|Oxaloyl chloride|Ethanedioyl dichloride|Oxalic dichloride|Oxalyl chloride solution|Oxalyl dichloride|草酰氯溶液|oxalic dichloride|Oxalyl chloride|乙二酰二氯|Oxaly...

基本信息

化学结构

分子式

C₂Cl₂O₂

分子量

126.9262

精确质量

125.9275346

电荷

InChI

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

InChIKey

CTSLXHKWHWQRSH-UHFFFAOYSA-N

Canonic Smiles

ClC(=O)C(=O)Cl

Isomeric Smiles

ClC(=O)C(=O)Cl

计算属性

JChem

质子受体

质子供体

LogD (pH = 5.5)

0.8029077

LogD (pH = 7.4)

0.8029077

Log P

0.8029077

摩尔折射率

22.1556

极化性

8.683687

极化表面积

34.14

可自由旋转的化学键

里宾斯基五规则

true

数据来源

名称和标识

别名

Oxalic acid dichlorideEthanedioyl dichlorideOxaloyl chlorideOxalic dichlorideOxalyl chloride solutionOxalyl dichlorideOxalyl chloride草酰氯溶液乙二酰二氯草酰氯Oxalyl chlorideOxalic acid chlorideoxalyl dichloride

IUPAC标准名

oxalic dichloride

IUPAC传统名

oxalyl chloride

名称和标识

数据登录号

Beilstein号

1361988

MDL号

MFCD00000704

PubChem SID

2485320424858810162043262248592632489806224886877

CAS号

EC号

默克索引号

PubChem CID

Chemspider ID

维基百科标题

数据登录号

化合物性质

分子相关蛋白质

暂无数据

点击上传数据

分子图谱

暂无数据

点击上传数据

描述信息

MP Biomedicals

02156012

1 ml = approx. 1.48 g

Wikipedia

Oxalyl_chloride

Sigma Aldrich

320420

包装
1 L in PVC coated
Application
Reactant involved in:
• Synthesis of N-heterocyclic ynones and ynediones, used to activate carboxylic acids1
• Chlorination and halogenation2
• Three-component [3+2] cycloadditions3
• Reactions with organostannanes4
• Synthesis of cyclopentenones5
• Carbonylations, used as a carbonyl synthon6

O8801

包装
1, 2.5 kg in glass bottle
25, 100 g in glass bottle
Application
Reactant involved in:
• Synthesis of N-heterocyclic ynones and ynediones, used to activate carboxylic acids1
• Chlorination and halogenation2
• Three-component [3+2] cycloadditions3
• Reactions with organostannanes4
• Synthesis of cyclopentenones5
• Carbonylations, used as a carbonyl synthon6

221015

Application
适用于酰基氯的合成，以制造液晶。
Reactant involved in:
• Synthesis of N-heterocyclic ynones and ynediones, used to activate carboxylic acids1
• Chlorination and halogenation2
• Three-component [3+2] cycloadditions3
• Reactions with organostannanes4
• Synthesis of cyclopentenones5
• Carbonylations, used as a carbonyl synthon6
包装
5, 25, 100 g in ampule
法律信息
ReagentPlus 注册商标 Sigma-Aldrich Co. LLC

310670

包装
100, 800 mL in Sure/Seal™

75760

包装
2.5 kg in glass bottle
25, 100, 500 mL in glass bottle
Application
Reactant involved in:
• Synthesis of N-heterocyclic ynones and ynediones, used to activate carboxylic acids1
• Chlorination and halogenation2
• Three-component [3+2] cycloadditions3
• Reactions with organostannanes4
• Synthesis of cyclopentenones5
• Carbonylations, used as a carbonyl synthon6

77514

Application
Reactant involved in:
• Synthesis of N-heterocyclic ynones and ynediones, used to activate carboxylic acids1
• Chlorination and halogenation2
• Three-component [3+2] cycloadditions3
• Reactions with organostannanes4
• Synthesis of cyclopentenones5
• Carbonylations, used as a carbonyl synthon6

描述信息

参考文献

PubChem文献

数据源提供

• Mild reagent for conversion of sensitive acids to acid chlorides; see, e.g.: Org. Synth. Coll., 8, 486 (1993); Org. Synth. Coll., 9, 516 (1998).

• For a brief feature on uses of this reagent in Organic synthesis, see: Synlett, 1172 (2007).

• Widely used to activate Dimethyl sulfoxide, A13280, for selective oxidation of alcohols to aldehydes or ketones (Swern oxidation) at low temperatures under very mild conditions: J. Org. Chem., 43, 2480 (1978). The reactive species is thought to be chlorodimethylsulfonium chloride: J. Org. Chem., 44, 4148 (1979). For examples of Swern oxidations, see: Org. Synth. Coll., 7, 258 (1990); 8, 501 (1993); 9, 692 (1998); Org. Synth., 76, 110 (1998). See also Trifluoroacetic anhydride, A13614.

• Friedel-Crafts reaction with arenes give carboxylic acids via the acid chlorides; see, e.g.: Org. Synth. Coll., 5, 706 (1973); 7, 420 (1990). For other phosgene equivalents, see Trichloromethyl chloroformate, A17444, and Triphosgene, A14932.

• Caution! Carbon monoxide may be evolved.

• Has advantages over POCl₃ in the Vilsmeier formylation reaction in that cleaner reactions often occur and a much lower mass of acidic by-product is formed. See N,N-Dimethylformamide, A13547 and (Chloromethylene)dimethylammonium chloride, B24172.

• Reactive acid chloride which can be used as a phosgene substitute in many reactions.

• Reaction with Grignards in the presence of LiBr and CuBr provides a route to symmetrical ɑ-diones in good yield: Tetrahedron Lett., 36, 7305 (1995).

参考文献

生物活性

PubChem BioAssay

生物活性

名称和标识

别名

IUPAC标准名

oxalic dichloride

IUPAC传统名

oxalyl chloride

数据登录号

Beilstein号

1361988

MDL号

MFCD00000704

PubChem SID

2485320424858810162043262248592632489806224886877

CAS号

EC号

默克索引号

PubChem CID

Chemspider ID

维基百科标题

描述信息

1 ml = approx. 1.48 g

Wikipedia

Oxalyl_chloride

Sigma Aldrich

320420

O8801

221015

310670

包装
100, 800 mL in Sure/Seal™

75760

77514

参考文献

PubChem文献

数据源提供

• Mild reagent for conversion of sensitive acids to acid chlorides; see, e.g.: Org. Synth. Coll., 8, 486 (1993); Org. Synth. Coll., 9, 516 (1998).

• For a brief feature on uses of this reagent in Organic synthesis, see: Synlett, 1172 (2007).

• Caution! Carbon monoxide may be evolved.

• Reactive acid chloride which can be used as a phosgene substitute in many reactions.

• Reaction with Grignards in the presence of LiBr and CuBr provides a route to symmetrical ɑ-diones in good yield: Tetrahedron Lett., 36, 7305 (1995).

生物活性

PubChem BioAssay

化合物性质

化合物信息

ID:78496