855836-52-1 (3-溴-2-碘苯酚,3-Bromo-2-iodophenol)

快速询单

结构式：

3-溴-2-碘苯酚MOL文件

CAS号：

855836-52-1

中文名称：

3-溴-2-碘苯酚

英文名称：

3-Bromo-2-iodophenol

分子式：

C₆H₄BrIO

分子量：

298.903833389282

3-溴-2-碘苯酚(855836-52-1)名称与标识符

名称

中文别名：

2-碘-3-溴苯酚;3-溴-2-碘苯酚;

英文别名：

3-Bromo-2-iodophenol;Phenol, 3-bromo-2-iodo-;Bromjodphenol;PubChem22617;2-Iodo-3-bromophenol;TD1055;3290AC;CM11649;AS05449;MB05341;BC004808;AM804419;ST24041849;3-Bromo-2-iodophenol (ACI);CS-0036114;SY124560;DTXSID70457380;DS-13746;855836-52-1;AC-28555;AKOS016001207;MFCD08166320;SCHEMBL2677547;

标识符

MDL：

MFCD08166320

InChIKey：

WJJYPSTVJBRTGK-UHFFFAOYSA-N

Inchi：

1S/C6H4BrIO/c7-4-2-1-3-5(9)6(4)8/h1-3,9H

SMILES：

BrC1C(I)=C(O)C=CC=1

3-溴-2-碘苯酚(855836-52-1)物化性质

实验特性

LogP : 2.75930
PSA : 20.23000
折射率 : 1.699
沸点 : 243.9°C at 760 mmHg
熔点 : 85℃
闪点 : 101.3°C
密度 : 2.369

计算特性

精确分子量 : 297.84900
氢键供体数量 : 1
氢键受体数量 : 1
可旋转化学键数量 : 0
同位素质量 : 297.84902g/mol
重原子数量 : 9
复杂度 : 99.1
同位素原子数量 : 0
确定原子立构中心数量 : 0
不确定原子立构中心数量 : 0
确定化学键立构中心数量 : 0
不确定化学键立构中心数量 : 0
共价键单元数量 : 1
疏水参数计算参考值（XlogP） : 2.9
拓扑分子极性表面积 : 20.2

3-溴-2-碘苯酚(855836-52-1)安全信息

危害声明：H302-H315-H319
警示性声明：P261-P305+P351+P338
储存条件： Keep in dark place,Inert atmosphere,2-8°C(BD84952)
信号词： Warning

3-溴-2-碘苯酚(855836-52-1)海关数据

海关编码：

2908199090

海关数据：

中国海关编码：

2908199090

概述：

HS:2908199090 其他酚及酚醇的仅含卤素取代基的衍生物及其盐增值税率:17.0% 退税率:9.0% 监管条件:无最惠国关税:5.5% 普通关税:30.0%

申报要素：

品名, 成分含量, 用途

Summary：

HS: 2908199090. derivatives of polyphenols or phenol-alcohols containing only halogen substituents and their salts. VAT:17.0%. tax rebate rate:9.0%. supervision conditions:None. MFN tariff:5.5%. general tariff:30.0%

3-溴-2-碘苯酚(855836-52-1)推荐厂家更多厂家(22)

公司名称	手机号/电话	联系人	QQ	询单
上海源叶生物科技有限公司	15026964105 15026964105	汤思磊	2881489226	询单
上海瀚思化工有限公司	18939883912 021-34536277	顾经理	3003949364	询单
上海绩祥生物科技有限公司	13093077543	陆经理	3985448220	询单
上海一基实业有限公司	13311756052 021-60526763 13311756052 13311756131	胡经理	2355265332	询单
上海一基实业有限公司	13311756131 021-60548336 QQ：2355265332 QQ:2851717387	胡经理	2355265332	询单
上海腾准生物科技有限公司	19821570922 021-34053661	张经理	3003871136	询单
上海甄准生物科技有限公司	13816009161 021-68920155	姜经理13816009161	3001086693	询单
北京百灵威科技有限公司	18210857532	翟先生	3650742139	询单
赫澎（上海）生物科技有限公司	13122891558 186-16545970	张硕	3418426269	询单
金锦乐（湖南）化学有限公司		金锦乐	1226360695	询单

3-溴-2-碘苯酚(855836-52-1)合成路线

合成路线：1 步

1542203-43-9

_95%

855836-52-1

反应条件：

1.1 Reagents: Cesium carbonate Solvents: Methanol ; 0 °C; 3 h, rt
1.2 Reagents: Ammonium chloride Solvents: Water ; rt

参考文献：

Synthesis of Multisubstituted Arenes via PyrDipSi-Directed Unsymmetrical Iterative C-H Functionalizations

Sarkar, Dhruba; et al, ACS Catalysis, 2015, 5(11), 6792-6801

合成路线：1 步

1542203-43-9

_95%

855836-52-1

反应条件：

1.1 Reagents: Cesium carbonate Solvents: Methanol ; 0 °C; 3 h, rt
1.2 Reagents: Ammonium chloride Solvents: Dichloromethane , Water ; rt

参考文献：

Twofold Unsymmetrical C-H Functionalization of PyrDipSi-Substituted Arenes: A General Method for the Synthesis of Substituted meta-Halophenols

Sarkar, Dhruba; et al, Angewandte Chemie, 2013, 52(41), 10800-10804

合成路线：1 步

863870-79-5

_89%

855836-52-1

反应条件：

1.1 Reagents: Sodium hydroxide Solvents: Ethanol ; rt; reflux → rt; 24 h, rt → reflux
1.2 Reagents: Hydrochloric acid Solvents: Water ; rt

参考文献：

An Efficient and Modular Route to C3*-Tune Phos-Type Ligands

Deng, Xu; et al, Synthesis, 2017, 49(16), 3726-3730

合成路线：1 步

863870-79-5

_89%

855836-52-1

反应条件：

1.1 Reagents: Sodium hydroxide Solvents: Ethanol ; 5 h, reflux
1.2 Reagents: Hydrochloric acid Solvents: Water ; neutralized, rt

参考文献：

A New and Efficient Synthesis of 4-Functionalized Benzo[b]furans from 2,3-Dihalophenols

Sanz, Roberto; et al, Journal of Organic Chemistry, 2005, 70(16), 6548-6551

合成路线：1 步

863870-79-5

_87%

855836-52-1

反应条件：

1.1 Reagents: Sodium hydroxide Solvents: Ethanol ; 16 h, rt → 90 °C; 90 °C → rt
1.2 Reagents: Hydrochloric acid Solvents: Diethyl ether , Water ; neutralized, 0 °C

参考文献：

One-Pot Synthesis of Heteroatom-Bridged Cyclic Diaryliodonium Salts

Damrath, Mattis; et al, Organic Letters, 2022, 24(13), 2562-2566

合成路线：1 步

33948-35-5

75-25-2

_45%

855836-52-1

反应条件：

1.1 Reagents: Lithium bis(trimethylsilyl)amide Solvents: Tetrahydrofuran ; -78 °C; overnight, -78 °C → rt
1.2 Reagents: Hydrochloric acid Solvents: Water ; rt

参考文献：

Synthesis of Polysubstituted Meta-Halophenols by Anion-Accelerated 2π-Electrocyclic Ring Opening

Staudt, Markus; et al, Chemistry - A European Journal, 2021, 27(42), 10941-10947

合成路线：2 步

1542203-03-1

855836-52-1

反应条件：

1.1 Reagents: Hydrofluoric acid Solvents: Tetrahydrofuran , Water ; 0 °C; 1 h, rt
1.2 Reagents: N-Iodosuccinimide , Silver fluoride Solvents: Tetrahydrofuran ; overnight, rt; 8 h, 70 °C
2.1 Reagents: Cesium carbonate Solvents: Methanol ; 0 °C; 3 h, rt
2.2 Reagents: Ammonium chloride Solvents: Water ; rt

参考文献：

Synthesis of Multisubstituted Arenes via PyrDipSi-Directed Unsymmetrical Iterative C-H Functionalizations

Sarkar, Dhruba; et al, ACS Catalysis, 2015, 5(11), 6792-6801

合成路线：2 步

1542203-03-1

855836-52-1

反应条件：

参考文献：

Twofold Unsymmetrical C-H Functionalization of PyrDipSi-Substituted Arenes: A General Method for the Synthesis of Substituted meta-Halophenols

Sarkar, Dhruba; et al, Angewandte Chemie, 2013, 52(41), 10800-10804

合成路线：2 步

863870-72-8

855836-52-1

反应条件：

1.1 Reagents: Lithium diisopropylamide Solvents: Tetrahydrofuran ; 20 min, -78 °C; 30 min, -78 °C
1.2 Reagents: Iodine ; 30 min, -78 °C; -78 °C → rt
1.3 Reagents: Sodium thiosulfate Solvents: Water ; rt
2.1 Reagents: Sodium hydroxide Solvents: Ethanol ; 16 h, rt → 90 °C; 90 °C → rt
2.2 Reagents: Hydrochloric acid Solvents: Diethyl ether , Water ; neutralized, 0 °C

参考文献：

One-Pot Synthesis of Heteroatom-Bridged Cyclic Diaryliodonium Salts

Damrath, Mattis; et al, Organic Letters, 2022, 24(13), 2562-2566

合成路线：2 步

863870-72-8

855836-52-1

反应条件：

1.1 Reagents: Lithium diisopropylamide Solvents: Tetrahydrofuran , Hexane ; 30 min, -78 °C
1.2 Reagents: Iodine ; 30 min, -78 °C; -78 °C → rt
2.1 Reagents: Sodium hydroxide Solvents: Ethanol ; 4 h, reflux

参考文献：

Aggregation-responsive ON-OFF-ON fluorescence-switching behaviour of twisted tetrakis(benzo[b]furyl)ethene made by hafnium-mediated McMurry coupling

Hamada, Hiroyoshi; et al, Materials Chemistry Frontiers, 2018, 2(2), 296-299

合成路线：3 步

1369625-72-8

3240-34-4

855836-52-1

反应条件：

1.1 Catalysts: Lithium acetate , Palladium diacetate Solvents: 1,2-Dichloroethane ; 28 h, 80 °C; 80 °C → rt
1.2 Reagents: Triethylamine ; rt
2.1 Reagents: Hydrofluoric acid Solvents: Tetrahydrofuran , Water ; 0 °C; 1 h, rt
2.2 Reagents: N-Iodosuccinimide , Silver fluoride Solvents: Tetrahydrofuran ; overnight, rt; 8 h, 70 °C
3.1 Reagents: Cesium carbonate Solvents: Methanol ; 0 °C; 3 h, rt
3.2 Reagents: Ammonium chloride Solvents: Water ; rt

参考文献：

Synthesis of Multisubstituted Arenes via PyrDipSi-Directed Unsymmetrical Iterative C-H Functionalizations

Sarkar, Dhruba; et al, ACS Catalysis, 2015, 5(11), 6792-6801

合成路线：3 步

1369625-72-8

3240-34-4

855836-52-1

反应条件：

1.1 Reagents: Lithium acetate Catalysts: Palladium diacetate Solvents: 1,2-Dichloroethane ; 28 h, 80 °C; 80 °C → rt
1.2 Reagents: Triethylamine ; rt
2.1 Reagents: Hydrofluoric acid Solvents: Tetrahydrofuran , Water ; 0 °C; 1 h, rt
2.2 Reagents: N-Iodosuccinimide , Silver fluoride Solvents: Tetrahydrofuran ; overnight, rt; 8 h, 70 °C
3.1 Reagents: Cesium carbonate Solvents: Methanol ; 0 °C; 3 h, rt
3.2 Reagents: Ammonium chloride Solvents: Dichloromethane , Water ; rt

参考文献：

Twofold Unsymmetrical C-H Functionalization of PyrDipSi-Substituted Arenes: A General Method for the Synthesis of Substituted meta-Halophenols

Sarkar, Dhruba; et al, Angewandte Chemie, 2013, 52(41), 10800-10804

合成路线：3 步

591-20-8

88-10-8

855836-52-1

反应条件：

1.1 Reagents: Sodium hydride Solvents: Tetrahydrofuran ; rt; 2 h, rt
1.2 Solvents: Tetrahydrofuran ; 16 h, rt
2.1 Reagents: Lithium diisopropylamide Solvents: Tetrahydrofuran ; 20 min, -78 °C; 30 min, -78 °C
2.2 Reagents: Iodine ; 30 min, -78 °C; -78 °C → rt
2.3 Reagents: Sodium thiosulfate Solvents: Water ; rt
3.1 Reagents: Sodium hydroxide Solvents: Ethanol ; 16 h, rt → 90 °C; 90 °C → rt
3.2 Reagents: Hydrochloric acid Solvents: Diethyl ether , Water ; neutralized, 0 °C

参考文献：

One-Pot Synthesis of Heteroatom-Bridged Cyclic Diaryliodonium Salts

Damrath, Mattis; et al, Organic Letters, 2022, 24(13), 2562-2566

合成路线：3 步

591-20-8

88-10-8

855836-52-1

反应条件：

1.1 Reagents: Sodium hydride Solvents: Tetrahydrofuran ; rt; 2.5 h, rt
1.2 8 h, rt
2.1 Reagents: Lithium diisopropylamide Solvents: Tetrahydrofuran , Hexane ; 30 min, -78 °C
2.2 Reagents: Iodine ; 30 min, -78 °C; -78 °C → rt
3.1 Reagents: Sodium hydroxide Solvents: Ethanol ; 4 h, reflux

参考文献：

Aggregation-responsive ON-OFF-ON fluorescence-switching behaviour of twisted tetrakis(benzo[b]furyl)ethene made by hafnium-mediated McMurry coupling

Hamada, Hiroyoshi; et al, Materials Chemistry Frontiers, 2018, 2(2), 296-299

合成路线：4 步

1369625-51-3

855836-52-1

反应条件：

1.1 Reagents: N-Bromosuccinimide Catalysts: Iodobenzene diacetate , Palladium diacetate Solvents: 1,2-Dichloroethane ; 26 h, 50 °C
2.1 Catalysts: Lithium acetate , Palladium diacetate Solvents: 1,2-Dichloroethane ; 28 h, 80 °C; 80 °C → rt
2.2 Reagents: Triethylamine ; rt
3.1 Reagents: Hydrofluoric acid Solvents: Tetrahydrofuran , Water ; 0 °C; 1 h, rt
3.2 Reagents: N-Iodosuccinimide , Silver fluoride Solvents: Tetrahydrofuran ; overnight, rt; 8 h, 70 °C
4.1 Reagents: Cesium carbonate Solvents: Methanol ; 0 °C; 3 h, rt
4.2 Reagents: Ammonium chloride Solvents: Water ; rt

参考文献：

Synthesis of Multisubstituted Arenes via PyrDipSi-Directed Unsymmetrical Iterative C-H Functionalizations

Sarkar, Dhruba; et al, ACS Catalysis, 2015, 5(11), 6792-6801

合成路线：4 步

1369625-51-3

855836-52-1

反应条件：

1.1 Reagents: N-Bromosuccinimide , Iodobenzene diacetate Catalysts: Palladium diacetate Solvents: 1,2-Dichloroethane ; 26 h, 50 °C
2.1 Reagents: Lithium acetate Catalysts: Palladium diacetate Solvents: 1,2-Dichloroethane ; 28 h, 80 °C; 80 °C → rt
2.2 Reagents: Triethylamine ; rt
3.1 Reagents: Hydrofluoric acid Solvents: Tetrahydrofuran , Water ; 0 °C; 1 h, rt
3.2 Reagents: N-Iodosuccinimide , Silver fluoride Solvents: Tetrahydrofuran ; overnight, rt; 8 h, 70 °C
4.1 Reagents: Cesium carbonate Solvents: Methanol ; 0 °C; 3 h, rt
4.2 Reagents: Ammonium chloride Solvents: Dichloromethane , Water ; rt

参考文献：

Twofold Unsymmetrical C-H Functionalization of PyrDipSi-Substituted Arenes: A General Method for the Synthesis of Substituted meta-Halophenols

Sarkar, Dhruba; et al, Angewandte Chemie, 2013, 52(41), 10800-10804

合成路线：5 步

1369625-74-0

591-50-4

855836-52-1

反应条件：

1.1 Reagents: Tripotassium phosphate Catalysts: Dirhodium tetraacetate Solvents: 1,4-Dioxane ; 7 h, 90 °C
2.1 Reagents: N-Bromosuccinimide Catalysts: Iodobenzene diacetate , Palladium diacetate Solvents: 1,2-Dichloroethane ; 26 h, 50 °C
3.1 Catalysts: Lithium acetate , Palladium diacetate Solvents: 1,2-Dichloroethane ; 28 h, 80 °C; 80 °C → rt
3.2 Reagents: Triethylamine ; rt
4.1 Reagents: Hydrofluoric acid Solvents: Tetrahydrofuran , Water ; 0 °C; 1 h, rt
4.2 Reagents: N-Iodosuccinimide , Silver fluoride Solvents: Tetrahydrofuran ; overnight, rt; 8 h, 70 °C
5.1 Reagents: Cesium carbonate Solvents: Methanol ; 0 °C; 3 h, rt
5.2 Reagents: Ammonium chloride Solvents: Water ; rt

参考文献：

Synthesis of Multisubstituted Arenes via PyrDipSi-Directed Unsymmetrical Iterative C-H Functionalizations

Sarkar, Dhruba; et al, ACS Catalysis, 2015, 5(11), 6792-6801