374539
氯丙二酸二甲酯
94%
别名:
1,3-Dimethyl 2-chloropropanedioate, 2-Chloro-malonic acid dimethyl ester, Chloropropanedioic acid dimethyl ester, Dimethyl α-chloromalonate, Dimethyl 2-chloromalonate, Dimethyl 2-chloropropanedioate
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关于此项目
线性分子式:
ClCH(COOCH3)2
化学文摘社编号:
分子量:
166.56
Beilstein:
1768415
EC 号:
MDL编号:
UNSPSC代码:
12352100
PubChem化学物质编号:
NACRES:
NA.22
质量水平
方案
94%
表单
liquid
杂质
4-5% dimethyl dichloromalonate
折射率
n20/D 1.437 (lit.)
沸点
105-106 °C/19 mmHg (lit.)
密度
1.305 g/mL at 25 °C (lit.)
官能团
chloro
ester
SMILES字符串
COC(=O)C(Cl)C(=O)OC
InChI
1S/C5H7ClO4/c1-9-4(7)3(6)5(8)10-2/h3H,1-2H3
InChI key
LNBQBURECUEBKZ-UHFFFAOYSA-N
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一般描述
Dimethyl chloromalonate (dimethyl 2-chloromalonate) is a dialkyl 2-substituted malonate. Carbanions of dimethyl chloromalonate are reported to react with naphthoquinone derivatives, via vicarious nucleophilic substitution or oxidative nucleophilic substitution of hydrogen processes. Dimethyl chloromalonate is reported to react with hydroquinone and monosubstituted hydroquinones to afford 2-oxido-benzo[b]furan derivatives. Synthesis of dimethyl 2-chloromalonate, via chlorination of dimethyl malonate has been reported.
应用
Dimethyl chloromalonate is suitable for use in the synthesis of 4,5,6-trichloropyrimidine. It may be used in the stereoselective synthesis of highly functionalized nitrocyclopropanes. It may be used in one-pot synthesis of tetra-alkoxycarbonylallylidenetriphenylphosphoranes.
警示用语：
Danger
危险声明
危险分类
Skin Corr. 1B
储存分类代码
8A - Combustible corrosive hazardous materials
WGK
WGK 3
闪点(°F)
224.6 °F - closed cup
闪点(°C)
107 °C - closed cup
个人防护装备
Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
New one-pot synthesis of tetra-alkoxycarbonylallylidenetriphenylphosphoranes.
Yavari I and Baharfar R.
Tetrahedron Letters, 39(9), 1051-1054 (1998)
The reaction of hydroquinone and monosubstituted hydroquinones with dimethyl chloromalonate.
Renfrew AH, et al.
Journal of the Chemical Society. Perkin Transactions 1, 2382-2386 (1979)
Vicarious nucleophilic substitution of hydrogen (VNS) in 1, 4-naphthoquinone derivatives-competition between VNS and vinylic nucleophilic substitution (SN V).
Ma?kosza M and Nizamov S.
Tetrahedron, 57(47), 9615-9621 (2001)
An Efficient and Practical Synthesis of Dimethyl 2-chloromalonate.
Babu GR, et al.
Der Pharma Chemica, 3(6) (2011)
A preparative method for Synthesis of 4, 5, 6-trichloropyrimidine.
Ostrowski S, et al.
ARKIVOC (Gainesville, FL, United States), 6, 905-908 (2000)
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