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About This Item
线性分子式:
BrC6H10CO2CH3
CAS号:
分子量:
221.09
MDL编号:
UNSPSC代码:
12352100
PubChem化学物质编号:
NACRES:
NA.22
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方案
97%
表单
liquid
折射率
n20/D 1.493 (lit.)
沸点
115-116 °C/19 mmHg (lit.)
密度
1.39 g/mL at 25 °C (lit.)
官能团
bromo
ester
SMILES字符串
COC(=O)C1(Br)CCCCC1
InChI
1S/C8H13BrO2/c1-11-7(10)8(9)5-3-2-4-6-8/h2-6H2,1H3
InChI key
RNWRVPVPLQMTAP-UHFFFAOYSA-N
一般描述
Methyl 1-bromocyclohexanecarboxylate reacts with zinc and substituted chalcones to yield the corresponding spiro-3,4-dihydropyran-2-one derivatives, 3-aryl-5-aryl-2-oxaspiro[5.5]undec-3-en-1-ones. Reformatsky reaction of methyl 1-bromocyclohexanecarboxylate with 2-aryl-2-oxoacetaldehyde is reported. Methyl 1-bromocyclohexanecarboxylate reacts with zinc and amides or methylamides of 3-aryl-2-cyanopropenoic acids to yield 5-aryl-1,3-dioxo-2-azaspiro[5.5]undecane-4-carbonitriles or 5-aryl-2-methyl-1,3-dioxo-2-azaspiro[5.5]undecane-4-carbonitriles.
应用
Methyl 1-bromocyclohexanecarboxylate may be used in the improved method of preparation of methyl 3-oxo-1-cyclohexene-1-carboxylate. It may be used in the Reformatsky synthesis of 16-aryl-15-oxadispiro[5.1.5.3]hexadecane-7,14-diones.
警示用语：
Danger
危险声明
危险分类
Eye Dam. 1 - Skin Corr. 1B - STOT SE 3
靶器官
Respiratory system
储存分类代码
8A - Combustible corrosive hazardous materials
WGK
WGK 3
闪点(°F)
222.8 °F - closed cup
闪点(°C)
106 °C - closed cup
个人防护装备
Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
法规信息
新产品
Kirillov NF, et al.
Russ. J. Org. Chem., 40(7), 953-956 (2004)
Improved preparation of methyl 3-oxo-1-cyclohexene-1-carboxylate and its use in the synthesis of substituted 1, 5-cyclodecadienes.
Lange GL and Otulakowski JA.
The Journal of Organic Chemistry, 47(26), 5093-5096 (1982)
Reformatsky Synthesis of 16-Aryl-15-oxadispiro [5.1. 5.3] hexadecane-7, 14-diones.
Kirillov NF and Shchepin VV.
Russ. J. Org. Chem., 37(9), 1223-1224 (2001)
Reaction of methyl 1-bromocyclohexanecarboxylate with zinc and 3-aryl-2-cyanopropenoic acids amides.
Kirillov NF, et al.
Russ. J. Gen. Chem., 82(7), 1228-1232 (2012)
Reaction of Reformatsky reagent prepared from methyl 1-bromocyclohexanecarboxylate and zinc with substituted chalcones.
Kirillov NF and Gavrilov AG.
Russ. J. Org. Chem., 44(7), 963-964 (2008)
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