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【阿拉丁】不可不知的化学试剂--格氏试剂

【阿拉丁】不可不知的化学试剂--格氏试剂

      格氏试剂(Grignard Reagent)是指分子式为RMgX的有机镁卤化物,是一类常用的金属有机试剂。主要用于大多数羰基化合物中引入烷基,转变成相应的醇。利用格氏试剂合成烃、醇、醛、酮、羧酸等一系列有机化合物的这些反应称格氏反应。

制备

      卤烃在无水乙醚或四氢呋喃中与镁作用生成有机金属镁化合物。

      # 格氏试剂非常活泼,可以和空气中的氧、水、二氧化碳发生反应。因此,在制备时,需保持干燥及隔绝空气。

      # 活性顺序:

      当卤素相同时,烯丙基卤代烃>叔卤代烷>仲卤代烷>伯卤代烷>卤代芳烃;

      当烷基相同时,R-I > R-Br > R-Cl

      # 由于碘代烷最贵,而氯代烷的反应性最差,所以,实验室中采用溴代烷来合成格氏试剂居多

反应机理

      在反应液中格氏试剂不只是以RMgX的形式单独存在,而是R:Mg,MgX ,(RMgX)n等多种物质的混合物,各物质在溶液中存在动态平衡。

      格氏试剂和羰基化合物的反应,可能是通过两种机理实现:极性反应机理和自由基单电子转移机理。

      低电子亲核力的底物和格氏试剂反应是通常是经过环状过渡态进行协同反应。空间位阻较大的底物和大位阻格氏试剂(CMg键较弱)更倾向于进行自由基机理,格氏试剂向底物进行电子转移引发反应。

主要反应

产品列表

产品号结构图中文名称规格Cas包装
T121179 间甲苯基溴化镁溶液 1 M in Tetrahydrofuran 28987-79-3 100g,100mL,500mL,1L
B121189   仲丁基溴化镁 1M in Tetrahydrofuran 922-66-7 100g,500g
B301153   4-甲氧基-2-甲苯基溴化镁溶液 ≧95% 148706-30-3 100mg
T141031   3-(三氟甲氧基)苯基溴化镁 0.5 M in THF 100mL
P300945   五氟苯基溴化镁 ≧95% 879-05-0 100mL
B141035   3-溴苄基溴化镁 溶液 0.25M in THF 100mL
D141038   2,3-二甲基苯基溴化镁 0.5 M in THF 134640-85-0 100mL
T121180   (三甲基硅烷)甲基氯化镁溶液 1.0 M in diethyl ether 13170-43-9 100mL
D141039   2,5-二甲氧基苯基溴化镁 溶液 0.5 M in THF 62890-98-6 100mL
F140694   3-氟-4-甲基苯基溴化镁 溶液 0.5 M in THF 185077-02-5 100mL
M140700   2-甲基-1-萘基溴化镁 0.25 M solution in THF 21450-90-8 100mL
D141040   2,4-二甲氧基苯基溴化镁 溶液 0.5 M in THF 138109-49-6 100mL
T189667   十四烷基氯化镁 1.0 M solution in THF ,MkSeal 110220-87-6 100mL
C141041   5-氯-2-甲氧基苯基溴化镁 0.50M in THF 419535-75-4 100mL
I141030   4-异丁基苯基溴化镁 0.5M in THF 100mL
P168892   五亚甲基双(溴化镁) 溶液 23708-48-7 100mL
O140656   十八烷基氯化镁 0.5 M solution in THF 116980-66-6 100mL
F140698   5-氟-2-甲基苯基溴化镁 0.5 M solution in THF 186496-59-3 100mL
D141042   2,2-二甲基丙基氯化镁 溶液 1.0 M in THF 13132-23-5 100mL
F140731   4-氟-2-甲基苯基镁溴化物 0.5 M solution in THF 30897-90-6 100mL
T141033   4-(三氟甲氧基)苯基溴化镁 0.5 M in THF 169222-42-8 100mL
T299176   (三甲基硅烷)甲基氯化镁溶液 1mol/L in Tetrahydrofuran 13170-43-9 100mL
B141037   2-溴苄基溴化镁 溶液 0.25M in THF 56812-60-3 100mL
A110248   4-甲氧基苯基溴化镁 1M in THF 13139-86-1 100mL,500mL,1L
B107834   叔丁基氯化镁 1.0 M in THF 677-22-5 100mL,500mL,1L
I137886   异丁基氯化镁 2.0 M in THF 5674-02-2 100mL,500mL,1L
P103163   苯基溴化镁 1.0 M in THF 100-58-3 100mL,500mL,1L
P121175   戊基溴化镁溶液 1.0M in THF 693-25-4 100mL,500mL,1L
C140719   3-氯苯基溴化镁 0.5M solution in THF 36229-42-2 25mL,100mL,500mL
C111412   环戊基溴化镁 1mol/L in THF 33240-34-5 25mL,100mL,500mL,1L
O121126   辛基溴化镁溶液 2.0 M in diethyl ether 17049-49-9 100mL,500mL
A110229   烯丙基溴化镁 1.0 M in diethyl ether 1730-25-2 100mL,500mL
T121178   邻甲苯基溴化镁溶液 1.0 M in Tetrahydrofuran 932-31-0 100mL,500mL
B110312   仲丁基氯化镁 2.0M in THF 15366-08-2 100mL,500mL
D140764   3,5-二氟苯基溴化镁 0.5 M in THF 62351-47-7 100mL,500mL
P140792   十五烷基溴化镁 0.5 M solution in THF 78887-70-4 100mL,500mL
F137861   4-氟苯基溴化镁 1.0 M in MeTHF 352-13-6 100mL,500mL
A299170   烯丙基溴化镁 1.0M in THF 1730-25-2 100mL,500mL
C121233   环己基氯化镁溶液 1.0 M in 2-methyltetrahydrofuran 931-51-1 100mL,500mL
D140690   癸基溴化镁 溶液 1.0 M in diethyl ether 17049-50-2 100mL,500mL
I121226   异丙基氯化镁氯化锂络合物 1.3 M in THF 745038-86-2 100mL,500mL
M137849   2-甲氧苯基溴化镁溶液 1.0 M in 2-MeTHF 16750-63-3 100mL,500mL
P140750   3-戊烷溴化镁 2.0 M in diethyl ether 4852-26-0 100mL,500mL
M140783   甲基碘化镁 3.0 M in diethyl ether 917-64-6 100mL,500mL
D299172   十二烷基溴化镁 溶液 0.5 M in 2-methyltetrahydrofuran 15890-72-9 100mL,500mL

E107829

  乙基氯化镁 2.0M solution in THF 2386-64-3 100mL,500mL,1L
P137858   1-丙炔溴化镁溶液 0.5 M in THF 16466-97-0 25mL,100mL,500mL
D140683   十二烷基溴化镁 溶液 1.0 M in diethyl ether 15890-72-9 100mL,500mL,800mL
M130050   甲基溴化镁 3.0 M solution in Diethyl ether 75-16-1 100mL,500mL,800mL
E137848   乙炔基溴化镁 0.5 M in THF 4301-14-8 100mL,500mL,800mL,1L
E168794   4-乙基苯基溴化镁 溶液 22873-28-5 50mL,100mL
D195706   3,4-二甲氧基苯基溴化镁 0.5 M solution in THF, MkSeal 89980-69-8 50mL,100mL
T140791   对甲苯基氯化镁 2.0 M solution in THF 696-61-7 100mL,800mL
H141025   己基溴化镁 1.0 M in THF 3761-92-0 100mL,250mL,500mL,800mL
N140702   2-萘溴化镁 溶液 0.5 M solution in THF 21473-01-8 100mL,500mL,800mL
B140651   3,5-双(三氟甲基)苯基溴化镁 0.5 M solution in THF 112981-69-8 100mL,500mL,800mL
B141028   苄基氯化镁 2.0 M in THF 6921-34-2 100mL,500mL,800mL
B300690   碘化镁乙醚络合物(易制毒) 0 29054-07-7 1g
E137873   乙炔基氯化镁溶液 0.5 M in THF 65032-27-1 1L
F109458   3-氟苯基溴化镁 溶液 1.0 M in THF 17318-03-5 100mL,500mL,1L
M140713   3-甲氧基苯基溴化镁 1.0M 四氢呋喃溶液 36282-40-3 100mL,500mL,1L
C115964   环丙基溴化镁 1mol/L in THF 23719-80-4 100mL,500mL,1L
B110228   3-丁烯溴化镁 0.5 M in THF 7103-09-5 100mL,500mL,1L
M130052   甲基溴化镁 1.0 M solution in THF 75-16-1 100mL,500mL,800mL,1L
T121101   对甲苯基溴化镁 1.0 M in THF 4294-57-9 100mL,500mL,800mL,1L
P107833   苯基氯化镁 2.0 M in tetrahydrofuran 100-59-4 100mL,500mL,1L
B106922   苄基氯化镁 1.0M in THF 6921-34-2 100mL,500mL,1L
I115797   异丙烯溴化镁 0.5 M in THF 13291-18-4 100mL,500mL,1L
I121129   异丙基溴化镁溶液 2.9M in 2-methyltetrahydrofuran 920-39-8 100mL,500mL,800mL,1L
I129155   异丙基溴化镁 1.0 M in THF 920-39-8 100mL,500mL,800mL,1L
I107831   异丙基氯化镁 2.0 M in THF 1068-55-9 100mL,250mL,500mL,800mL,1L
O299169   辛基溴化镁溶液 1.0M in Tetrahydrofuran 17049-49-9 250g
D140723   3,5-二甲苯基溴化镁 0.5M 四氢呋喃溶液 34696-73-6 250mL
P137863   丙基溴化镁 2M in THF 927-77-5 100mL,250mL
B107759   正丁基氯化镁 2.0 M in THF 693-04-9 100mL,250mL,500mL,1L
B107835   叔丁基氯化镁 2.0 M in diethyl ether 677-22-5 100mL,250mL,500mL
C140647   5-氯-2-噻吩基溴化镁 0.5 M solution in THF 111762-30-2 25mL,100mL
M140715   4-甲氧基苄基氯化镁 0.25 M in THF 38769-92-5 25mL,100mL
D107828   2,5-二甲基苯基溴化镁 (1M THF溶液) 2M in THF 30897-86-0 25mL,100mL,500mL
B115959   苄基溴化镁 1mol/L in THF 1589-82-8 25mL,100mL,500mL
M121223   2-甲基烯丙基氯化镁溶液 0.5 M in THF 5674-01-1 25mL,4×25mL,100mL,500mL,1L
P137874   丙基氯化镁 1.0M in MeTHF 2234-82-4 100mL,500mL
A107299   氯丙烯镁 1.0M in THF 2622-05-1 100mL,500mL
P110287   丙基氯化镁 2.0M in THF 2234-82-4 100mL,500mL
B140704   2-丁烯基氯化镁 0.5 M solution in THF 22649-70-3 100mL,500mL
M141043   1-甲基-2-丙烯基氯化镁 溶液 0.5 M in THF 21969-32-4 100mL,500mL
T140697   4-硫代苯甲醚溴化镁 溶液 0.5 M in THF 18620-04-7 100mL,500mL
E107752   乙基溴化镁 3.0 M in diethyl ether 925-90-6 100mL,500mL
C121232   环己基氯化镁 2.0 M in diethyl ether 931-51-1 100mL,500mL
M141044   2-甲基-2-苯丙基氯化镁 溶液 0.5 M in THF 35293-35-7 100mL,500mL
M299174   甲基碘化镁 1.0 M solution in THF 917-64-6 100mL,500mL
F137869   3-氟苯基溴化镁 溶液 1.0M in MeTHF 17318-03-5 100mL,500mL
O140735   1-辛基氯化镁 1.4 M solution in THF 38841-98-4 100mL,500mL
B140730   4-联苯溴化镁 0.5 M solution in THF 3315-91-1 100mL,500mL
H121181   己基溴化镁溶液 2.0 M in diethyl ether 3761-92-0 100mL,500mL
M140778   1-甲基-1-丙烯基溴化镁 0.5M 四氢呋喃溶液 85676-85-3 100mL,500mL
C140721   (环己基甲基)溴化镁 0.5 M solution in THF 35166-78-0 100mL,500mL
I121177   异丁基溴化镁溶液 1.0 M in THF 926-62-5 100mL,500mL
E107753   乙基溴化镁 1.0 M in THF 925-90-6 100mL,500mL,1L
T140729   邻甲苯基氯化镁 1.0M solution in THF 33872-80-9 100mL,500mL,1L
B140769   4-叔丁基苯基溴化镁 2.0 M in diethyl ether 63488-10-8 50mL,100mL,500mL
F140687   4-氟苄基氯化镁 0.25 M solution in diethyl ether   50mL,100mL,500mL,800mL
H121187   1-己基氯化镁溶液 2.0 M in THF 44767-62-6 100mL,500mL,800mL
M119433   甲基氯化镁 溶液 3.0 M in THF 676-58-4 100mL,500mL,1L
H110247   正庚基溴化镁 1.0 M in THF 13125-66-1 100mL,250mL,500mL,1L
B140728   3-联苯溴化镁 0.5M in THF 103068-18-4 25mL,100mL,500mL
C137862   环丙基溴化镁 0.5 M in THF 23719-80-4 25mL,100mL,500mL,1L
F299177   4-氟苄基氯化镁 0.25 M in THF 1643-73-8 50mL
F165978   3-氟-4-甲氧苯基溴化镁 0.5 M in THF 112780-67-3 50mL
F137868   3-氟苯基溴化镁 溶液 0.5 M in THF 17318-03-5 50mL
C170536   3-氯-5-氟苯基溴化镁 溶液 480438-50-4 50mL,100mL
F137870   4-氟-3-甲基苯基溴化镁溶液 1.0 M in THF 82297-89-0 50mL,100mL,500mL,800mL
N140777   1-萘基溴化镁 0.25 M in THF 703-55-9 5mL
M130051   甲基溴化镁 3.0 M solution in 2-Methyl-THF 75-16-1 100mL,500mL,800mL,1L
F109413   4-氟苯基溴化镁 1.0 M in THF 352-13-6 100mL,500mL,800mL,1L
V107234   氯乙烯基镁 1.6 M in THF 3536-96-7 100mL,500mL,800mL,1L
V107233   乙烯基溴化镁 1.0M in THF 1826-67-1 100mL,500mL,800mL,1L,
I140753   异丁基氯化镁 2.0 M solution in Diethyl ether 5674-02-2 25mL,800mL
B140768   4-叔丁基苯基溴化镁 0.5 M in THF 63488-10-8 100mL,500mL,800mL
M141032   2-甲基-1-丙烯基溴化镁 溶液 0.5 M in THF 38614-36-7 100mL,500mL,800mL
C115961   环己基溴化镁 1mol/L in THF 931-50-0 100mL,500mL,800mL,1L
E130053   乙基溴化镁 2.0 M solution in THF 925-90-6 100mL,500mL,800mL,1L
C110286   4-氯苯基溴化镁 1M in THF 873-77-8 100mL,500mL,800mL,1L