903895-56-7 (3-氟-4-甲基苯硼酸频那醇酯,3-Fluoro-4-methylphenylboronic acid, pinacol ester)

快速询单

结构式：

3-氟-4-甲基苯硼酸频那醇酯MOL文件

CAS号：

903895-56-7

中文名称：

3-氟-4-甲基苯硼酸频那醇酯

英文名称：

3-Fluoro-4-methylphenylboronic acid, pinacol ester

分子式：

C₁₃H₁₈BFO₂

分子量：

236.090227603912

3-氟-4-甲基苯硼酸频那醇酯(903895-56-7)名称与标识符

名称

中文别名：

3-氟-4-甲基苯硼酸频那醇酯;3-氟-4-甲基苯硼酸频那醇酯;3-氟-4-甲基苯硼酸频呢醇酯;

英文别名：

3-FLUORO-4-METHYLPHENYLBORONIC ACID, PINACOL ESTER;2-(3-Fluoro-4-methylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane;2-(3-fluoro-4-methylphenyl)-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane;B-5462;3-Fluoro-4-methylphenylboronic acid pinacol ester;ST2403894;3-Fluoro-4-methylphenylboronic acid,pinacol ester;2-(3-Fluoro-4-methylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (ACI);2-(3-Fluoro-4-methyl-phenyl)-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane;EN300-1425708;AT16039;903895-56-7;BS-29782;MFCD09972178;DTXSID10674418;SCHEMBL2640296;AKOS015999553;CS-0101285;

标识符

MDL：

MFCD09972178

InChIKey：

GFPUHDYSPMTHBB-UHFFFAOYSA-N

Inchi：

1S/C13H18BFO2/c1-9-6-7-10(8-11(9)15)14-16-12(2,3)13(4,5)17-14/h6-8H,1-5H3

SMILES：

FC1C(C)=CC=C(B2OC(C)(C)C(C)(C)O2)C=1

3-氟-4-甲基苯硼酸频那醇酯(903895-56-7)物化性质

实验特性

LogP : 2.43330
PSA : 18.46000

计算特性

精确分子量 : 236.13800
氢键供体数量 : 0
氢键受体数量 : 3
可旋转化学键数量 : 1
同位素质量 : 236.1383881g/mol
重原子数量 : 17
复杂度 : 277
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
拓扑分子极性表面积 : 18.5

3-氟-4-甲基苯硼酸频那醇酯(903895-56-7)推荐厂家更多厂家(12)

公司名称	手机号/电话	联系人	QQ	询单
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上海一基实业有限公司	13311756131 021-60548336 QQ：2355265332 QQ:2851717387	胡经理	2355265332	询单
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上海腾准生物科技有限公司	19821570922 021-34053661	张经理	3003871136	询单
金锦乐（湖南）化学有限公司		金锦乐	1226360695	询单
江苏艾康生物医药研发有限公司	18795912720 025-66061636	杨情情	3004779232	询单
上海吉至生化科技有限公司	18117592386 021-57481218	吉至试剂	3007522982	询单
上海源叶生物科技有限公司	15026964105 15026964105	汤思磊	2881489226	询单

3-氟-4-甲基苯硼酸频那醇酯(903895-56-7)合成路线

合成路线：1 步

168267-99-0

76-09-5

_97%

903895-56-7

反应条件：

1.1 Solvents: Diethyl ether ; rt; 5 min, rt
1.2 Reagents: Sulfuric acid magnesium salt (1:1) ; rt; overnight, rt

参考文献：

A modular approach to catalytic synthesis using a dual-functional linker for Click and Suzuki coupling reactions

White, James R.; et al, Tetrahedron Letters, 2010, 51(30), 3913-3917

合成路线：1 步

73183-34-3

39998-81-7

_83%

903895-56-7

反应条件：

1.1 Reagents: Cesium carbonate Catalysts: Phenothiazine Solvents: Acetonitrile ; 48 h

参考文献：

Visible Light-Induced Borylation of C-O, C-N, and C-X Bonds

Jin, Shengfei; et al, Journal of the American Chemical Society, 2020, 142(3), 1603-1613

合成路线：1 步

78782-17-9

39998-81-7

_70%

903895-56-7

反应条件：

1.1 Reagents: Sodium tert-butoxide Solvents: Toluene , Tetrahydrofuran ; 6 h, 80 °C

参考文献：

Chemoselective Coupling of 1,1-Bis[(pinacolato)boryl]alkanes for the Transition-Metal-Free Borylation of Aryl and Vinyl Halides: A Combined Experimental and Theoretical Investigation

Lee, Yeosan; et al, Journal of the American Chemical Society, 2017, 139(2), 976-984

合成路线：1 步

2407532-93-6

73183-34-3

_50%

903895-56-7

反应条件：

1.1 Reagents: Cesium carbonate Catalysts: Phenothiazine Solvents: Acetonitrile ; 48 h

参考文献：

Visible Light-Induced Borylation of C-O, C-N, and C-X Bonds

Jin, Shengfei; et al, Journal of the American Chemical Society, 2020, 142(3), 1603-1613

合成路线：2 步

762-04-9

452-78-8

903895-56-7

反应条件：

1.1 Reagents: Triethylamine Solvents: Carbon tetrachloride ; 0 °C → rt; overnight, rt
2.1 Reagents: Cesium carbonate Catalysts: Phenothiazine Solvents: Acetonitrile ; 48 h

参考文献：

Visible Light-Induced Borylation of C-O, C-N, and C-X Bonds

Jin, Shengfei; et al, Journal of the American Chemical Society, 2020, 142(3), 1603-1613

合成路线：2 步

51436-99-8

903895-56-7

反应条件：

1.1 Reagents: Butyllithium Solvents: Tetrahydrofuran ; 10 min, -78 °C; heated; 1.5 h, -78 °C
1.2 Reagents: Triisopropyl borate ; 10 min, -78 °C; 1.5 h, -78 °C
2.1 Solvents: Diethyl ether ; rt; 5 min, rt
2.2 Reagents: Sulfuric acid magnesium salt (1:1) ; rt; overnight, rt

参考文献：

A modular approach to catalytic synthesis using a dual-functional linker for Click and Suzuki coupling reactions

White, James R.; et al, Tetrahedron Letters, 2010, 51(30), 3913-3917

合成路线：2 步

73183-34-3

74-95-3

903895-56-7

反应条件：

1.1 Reagents: Lithium tert-butoxide Catalysts: Cuprous iodide Solvents: Dimethylformamide ; 24 h, 40 °C
2.1 Reagents: Sodium tert-butoxide Solvents: Toluene , Tetrahydrofuran ; 6 h, 80 °C

参考文献：

Chemoselective Coupling of 1,1-Bis[(pinacolato)boryl]alkanes for the Transition-Metal-Free Borylation of Aryl and Vinyl Halides: A Combined Experimental and Theoretical Investigation

Lee, Yeosan; et al, Journal of the American Chemical Society, 2017, 139(2), 976-984

合成路线：1 步

_66%

反应条件：

1.1 Reagents: Aluminum chloride , (T-4)-Trichloro(N,N,4-trimethylbenzenamine)boron Solvents: DMSO-d6 ; 1 h, 100 °C; 100 °C → rt
1.2 Reagents: Triethylamine Solvents: Dichloromethane ; 0 °C; 14 h, 20 °C

参考文献：

Regioselective electrophilic borylation of haloarenes

Del Grosso, Alessandro; et al, Chemical Communications (Cambridge, 2015, 51(14), 2878-2881

合成路线：1 步

反应条件：

1.1 Reagents: Triethylamine Solvents: Dichloromethane ; 0 °C; 14 h, 20 °C

参考文献：

Regioselective electrophilic borylation of haloarenes

Del Grosso, Alessandro; et al, Chemical Communications (Cambridge, 2015, 51(14), 2878-2881

合成路线：2 步

95-52-3

903895-56-7

1001200-60-7

反应条件：

1.1 Reagents: Aluminum chloride , Pyridinium, 1-(dichloroboryl)-2,6-dimethyl-, (T-4)-tetrachloroaluminate(1-) (1:1… Solvents: DMSO-d6 ; 1 h, 140 °C
2.1 Reagents: Triethylamine Solvents: Dichloromethane ; 0 °C; 14 h, 20 °C

参考文献：

Regioselective electrophilic borylation of haloarenes

Del Grosso, Alessandro; et al, Chemical Communications (Cambridge, 2015, 51(14), 2878-2881

合成路线：1 步

_69%

反应条件：

1.1 Catalysts: 2071741-36-9 Solvents: Tetrahydrofuran ; 24 h, 80 °C

参考文献：

C(sp2)-H Borylation of fluorinated arenes using an air-stable cobalt precatalyst: electronically enhanced site selectivity enables synthetic opportunities

Obligacion, Jennifer V.; et al, Journal of the American Chemical Society, 2017, 139(7), 2825-2832

合成路线：1 步

_65%

反应条件：

1.1 Catalysts: Sodium triethylborohydride , 2094503-97-4 Solvents: Tetrahydrofuran ; 2 min, rt
1.2 Reagents: Cyclohexene ; 24 h, 100 °C

参考文献：

Cobalt-Catalyzed Regioselective Borylation of Arenes: N-Heterocyclic Silylene as an Electron Donor in the Metal-Mediated Activation of C-H Bonds

Ren, Hailong; et al, Chemistry - A European Journal, 2017, 23(24), 5663-5667

3-氟-4-甲基苯硼酸频那醇酯(903895-56-7)上下游

4-BROMOMETHYL-3-FLUOROPHENYLBORONIC ACID, PINACOL ESTER 3-氟-4-甲基苯硼酸频哪醇

3-氟-4-甲基苯硼酸频那醇酯(903895-56-7) MSDS

基础信息

Material Safety Data Sheet

Section 1. Identi?cation of the substance
Product Name: 3-Fluoro-4-methylphenylboronic acid, pinacol ester
Synonyms: 2-(3-Fluoro-4-methylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Section 2. Hazards identi?cation
Harmful by inhalation, in contact with skin, and if swallowed.

Section 3. Composition/information on ingredients.
Ingredient name: 3-Fluoro-4-methylphenylboronic acid, pinacol ester
CAS number: 903895-56-7

Section 4. First aid measures
    Skin contact:        Immediately wash skin with copious amounts of water for at least 15 minutes while removing
    contaminated clothing and shoes. If irritation persists, seek medical attention.
    Eye contact:        Immediately wash skin with copious amounts of water for at least 15 minutes. Assure adequate
    ?ushing of the eyes by separating the eyelids with ?ngers. If irritation persists, seek medical
    attention.
    Inhalation:        Remove to fresh air. In severe cases or if symptoms persist, seek medical attention.
    Ingestion:        Wash out mouth with copious amounts of water for at least 15 minutes. Seek medical attention.

Section 5. Fire ?ghting measures
    In the event of a ?re involving this material, alone or in combination with other materials, use dry
    powder or carbon dioxide extinguishers. Protective clothing and self-contained breathing apparatus
    should be worn.

Section 6. Accidental release measures
    Personal precautions: Wear suitable personal protective equipment which performs satisfactorily and meets local/state/national
    standards.
    Respiratory precaution:        Wear approved mask/respirator
    Hand precaution:        Wear suitable gloves/gauntlets
    Skin protection:        Wear suitable protective clothing
    Eye protection:        Wear suitable eye protection
    Methods for cleaning up: Mix with sand or similar inert absorbent material, sweep up and keep in a tightly closed container
    for disposal. See section 12.
    Environmental precautions: Do not allow material to enter drains or water courses.

Section 7. Handling and storage
    Handling:        This product should be handled only by, or under the close supervision of, those properly quali?ed
    in the handling and use of potentially hazardous chemicals, who should take into account the ?re,
    health and chemical hazard data given on this sheet.
    Store in closed vessels.
    Storage:

Section 8. Exposure Controls / Personal protection
    Engineering Controls: Use only in a chemical fume hood.
    Personal protective equipment: Wear laboratory clothing, chemical-resistant gloves and safety goggles.
    General hydiene measures: Wash thoroughly after handling. Wash contaminated clothing before reuse.

Section 9. Physical and chemical properties
    Appearance:        Not speci?ed
    Boiling point:        No data
    No data
    Melting point:
    Flash point:        No data
    Density:        No data
    Molecular formula:        C13H18BFO2
    Molecular weight:        236.1

Section 10. Stability and reactivity
    Conditions to avoid: Heat, ?ames and sparks.
    Materials to avoid: Oxidizing agents.
    Possible hazardous combustion products: Carbon monoxide, hydrogen ?uoride.

Section 11. Toxicological information
No data.

Section 12. Ecological information
No data.

Section 13. Disposal consideration
Arrange disposal as special waste, by licensed disposal company, in consultation with local waste
disposal authority, in accordance with national and regional regulations.

Section 14. Transportation information
Non-harzardous for air and ground transportation.

Section 15. Regulatory information
    No chemicals in this material are subject to the reporting requirements of SARA Title III, Section
    302, or have known CAS numbers that exceed the threshold reporting levels established by SARA
    Title III, Section 313.

SECTION 16 - ADDITIONAL INFORMATION
N/A