Welcome to LookChem.com Sign In|Join Free

Cas Database

1679-18-1

1679-18-1

Identification

Synonyms:p-Chlorophenylboronic acid;(4-chlorophenyl)boronic acid;Boronic acid, (4-chlorophenyl)-;p-Chlorobenzeneboronic acid;

Post Buying Request Now
Entrust LookChem procurement to find high-quality suppliers faster

Safety information and MSDS view more

  • Pictogram(s):HarmfulXn,IrritantXi

  • Hazard Codes:Xn,Xi

  • Signal Word:Warning

  • Hazard Statement:H302 Harmful if swallowedH312 Harmful in contact with skin H332 Harmful if inhaled

  • First-aid measures: General adviceConsult a physician. Show this safety data sheet to the doctor in attendance.If inhaled If breathed in, move person into fresh air. If not breathing, give artificial respiration. Consult a physician. In case of skin contact Wash off with soap and plenty of water. Consult a physician. In case of eye contact Rinse thoroughly with plenty of water for at least 15 minutes and consult a physician. If swallowed Never give anything by mouth to an unconscious person. Rinse mouth with water. Consult a physician.

  • Fire-fighting measures: Suitable extinguishing media Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide. Wear self-contained breathing apparatus for firefighting if necessary.

  • Accidental release measures: Use personal protective equipment. Avoid dust formation. Avoid breathing vapours, mist or gas. Ensure adequate ventilation. Evacuate personnel to safe areas. Avoid breathing dust. For personal protection see section 8. Prevent further leakage or spillage if safe to do so. Do not let product enter drains. Discharge into the environment must be avoided. Pick up and arrange disposal. Sweep up and shovel. Keep in suitable, closed containers for disposal.

  • Handling and storage: Avoid contact with skin and eyes. Avoid formation of dust and aerosols. Avoid exposure - obtain special instructions before use.Provide appropriate exhaust ventilation at places where dust is formed. For precautions see section 2.2. Store in cool place. Keep container tightly closed in a dry and well-ventilated place.

  • Exposure controls/personal protection:Occupational Exposure limit valuesBiological limit values Handle in accordance with good industrial hygiene and safety practice. Wash hands before breaks and at the end of workday. Eye/face protection Safety glasses with side-shields conforming to EN166. Use equipment for eye protection tested and approved under appropriate government standards such as NIOSH (US) or EN 166(EU). Skin protection Wear impervious clothing. The type of protective equipment must be selected according to the concentration and amount of the dangerous substance at the specific workplace. Handle with gloves. Gloves must be inspected prior to use. Use proper glove removal technique(without touching glove's outer surface) to avoid skin contact with this product. Dispose of contaminated gloves after use in accordance with applicable laws and good laboratory practices. Wash and dry hands. The selected protective gloves have to satisfy the specifications of EU Directive 89/686/EEC and the standard EN 374 derived from it. Respiratory protection Wear dust mask when handling large quantities. Thermal hazards

Supplier and reference price

  • Manufacture/Brand
  • Product Description
  • Packaging
  • Price
  • Delivery
  • Purchase
  • Manufacture/Brand:Usbiological
  • Product Description:4-Chlorophenylboronic acid
  • Packaging:25g
  • Price:$ 340
  • Delivery:In stock
  • Buy Now
  • Manufacture/Brand:TRC
  • Product Description:4-ChlorobenzeneboronicAcid
  • Packaging:500g
  • Price:$ 525
  • Delivery:In stock
  • Buy Now
  • Manufacture/Brand:TCI Chemical
  • Product Description:4-Chlorophenylboronic Acid (contains varying amounts of Anhydride)
  • Packaging:5g
  • Price:$ 48
  • Delivery:In stock
  • Buy Now
  • Manufacture/Brand:TCI Chemical
  • Product Description:4-Chlorophenylboronic Acid (contains varying amounts of Anhydride)
  • Packaging:25g
  • Price:$ 140
  • Delivery:In stock
  • Buy Now
  • Manufacture/Brand:Synthonix
  • Product Description:4-Chlorophenylboronic acid 98%
  • Packaging:100g
  • Price:$ 70
  • Delivery:In stock
  • Buy Now
  • Manufacture/Brand:Synthonix
  • Product Description:4-Chlorophenylboronic acid 98%
  • Packaging:5g
  • Price:$ 15
  • Delivery:In stock
  • Buy Now
  • Manufacture/Brand:Synthonix
  • Product Description:4-Chlorophenylboronic acid 98%
  • Packaging:10g
  • Price:$ 20
  • Delivery:In stock
  • Buy Now
  • Manufacture/Brand:Synthonix
  • Product Description:4-Chlorophenylboronic acid 98%
  • Packaging:25g
  • Price:$ 25
  • Delivery:In stock
  • Buy Now
  • Manufacture/Brand:Synthonix
  • Product Description:4-Chlorophenylboronic acid 98%
  • Packaging:500g
  • Price:$ 280
  • Delivery:In stock
  • Buy Now
  • Manufacture/Brand:SynQuest Laboratories
  • Product Description:4-Chlorobenzeneboronic acid 98%
  • Packaging:500 g
  • Price:$ 317
  • Delivery:In stock
  • Buy Now

Relevant articles and documentsAll total 37 Articles be found

SYNTHESIS OF ARYLBORONIC ACIDS VIA THE REACTION OF BORANE WITH ARYLMAGNESIUM HALIDES

Kabalka, George W.,Sastry, Usha,Sastry, K.A.R.,Knapp, Furn F.,Srivastava, Prem C.

, p. 269 - 274 (1983)

The reaction of borane complexes with arylmagnesium halides produces the corresponding arylborohydrides in high yield.The arylborohydrides are readily hydrolyzed to the arylboronic acids.The syntheses are conveniently carried out in one pot.The reaction mechanism was clarified via a boron-11 NMR study.

Aryl boronic acid preparation method

-

Paragraph 0033-0036; 0041, (2020/01/25)

The invention belongs to the technical field of fine chemical engineering, and relates to an aryl boronic acid preparation method. In the prior art, aryl boronic acid as a novel safe and environmentally-friendly arylation reagent is widely used in scientific research and production of various fine chemicals containing aryl structures in the fields of medicines, pesticides, advanced materials and the like; and the aryl boronic acid compound preparation method reported in the disclosed literature has problems of harsh reaction conditions and high cost. A purpose of the invention is to provide amethod, wherein an aryl boron compound is formed by carrying out a reaction on a Grignard reagent and trialkyl borate under mild conditions, the composition of the aryl boron compound is converted from the main component diaryl borate into the main component aryl borate, and the aryl borate is hydrolyzed to obtain aryl boric acid, so that the preparation cost of the acyl aryl boric acid compound can be remarkably reduced, and the method has good practical application prospect.

Preparation method of monohalogenated phenylboronic acid

-

Paragraph 0080-0083, (2020/09/20)

The invention relates to the technical field of chemical synthesis, and particularly discloses a preparation method of monohalogenated phenylboronic acid. The preparation method comprises the following steps of: by taking dihalogenated benzene as a raw material and a mixture of lithium salt and alkaline ionic liquid as a catalyst, carrying out Grignard exchange with R1MgCl to generate monohalogenated phenyl magnesium chloride, reacting with B (OR) 3 to generate monohalogenated phenyl borate, and hydrolyzing under acidic conditions to obtain monohalogenated phenylboronic acid. The HPLC (High Performance Liquid Chromatography) content of the monohalogenated phenylboronic acid prepared by the method is greater than 99.5%; the total yield of the product is greater than 80%, the contents of monohalogenated phenylboronic acid and phenyldiboronic acid impurities of another halogen are both less than 0.003%, the requirements of modern fine chemical synthesis are completely met, the raw materials are easily available, the operation is simple, the safety is high, and the industrial production of monohalogenated phenylboronic acid is realized.

Synthesis method of P-chlorophenylboronic acid

-

Paragraph 0022-0029, (2020/04/22)

The invention belongs to the technical field of organic synthesis, and particularly relates to a synthesis method of p-chlorophenylboronic acid, which comprises the following steps: carrying out Friedel-Crafts reaction between chlorobenzene used as a raw material and boron trichloride under the action of a catalyst to obtain dichloro(4-chlorophenyl) borane, and carrying out acidic hydrolysis to obtain p-chlorophenylboronic acid. According to the method, p-chlorophenylboronic acid is synthesized by taking chlorobenzene as a raw material through a Friedel-Crafts reaction, and the method has theadvantages of novel synthesis route, simple and practical operation, easily available raw materials, low cost, environmental friendliness, and the like.

Pd- And Ni-Based Systems for the Catalytic Borylation of Aryl (Pseudo)halides with B2(OH)4

Munteanu, Charissa,Spiller, Taylor E.,Qiu, Jun,Delmonte, Albert J.,Wisniewski, Steven R.,Simmons, Eric M.,Frantz, Doug E.

, p. 10334 - 10349 (2020/09/18)

Despite recent advancements in metal-catalyzed borylations of aryl (pseudo)halides, there is a continuing need to develop robust methods to access both early-stage and late-stage organoboron intermediates amendable for further functionalization. In particular, the development of general catalytic systems that operate under mild reaction conditions across a broad range of electrophilic partners remains elusive. Herein, we report the development and application of three catalytic systems (two Pd-based and one Ni-based) for the direct borylation of aryl (pseudo)halides using tetrahydroxydiboron (B2(OH)4). For the Pd-based catalyst systems, we have identified general reaction conditions that allow for the sequestration of halide ions through simple precipitation that results in catalyst loadings as low as 0.01 mol % (100 ppm) and reaction temperatures as low as room temperature. We also describe a complementary Ni-based catalyst system that employs simple unligated Ni(II) salts as an inexpensive alternative to the Pd-based systems for the borylation of aryl (pseudo)halides. Extrapolation of all three systems to a one-pot tandem borylation/Suzuki-Miyaura cross-coupling is also demonstrated on advanced intermediates and drug substances.

Preparation method of 4-chlorophenylboronic acid

-

Paragraph 0025-0028; 0031-0036, (2019/08/07)

The invention belongs to the technical field of organic synthesis and particularly relates to a preparation method of 4-chlorophenylboronic acid. The preparation method has the advantages that reaction conditions are optimized, the used raw materials are economical, low raw material cost is achieved, the mixed solvent of toluene and tetrahydrofuran is used to replace a single tetrahydrofuran solvent, p-dichlorobenzene replaces p-chlorobromobenzene to serve as the main raw material of Grignard reaction, discharge in water is achieved through condensation reaction with trimethyl borate or tributyl borate and post-treatment, raw material and solvent costs are saved greatly, yield is increased, and the preparation method is high in yield, low in cost, evident in competitive advantage and convenient to achieve industrial production.

Process route upstream and downstream products

Process route

bromochlorobenzene
106-39-8

bromochlorobenzene

Trimethyl borate
121-43-7,63156-11-6

Trimethyl borate

4-Chlorophenylboronic acid
1679-18-1

4-Chlorophenylboronic acid

4-Bromophenylboronic acid
5467-74-3

4-Bromophenylboronic acid

Conditions
Conditions Yield
bromochlorobenzene; With magnesium; In tetrahydrofuran; at 66 ℃; Inert atmosphere;
Trimethyl borate; In tetrahydrofuran; at -20 - -10 ℃; for 6h;
With hydrogenchloride; In water; Overall yield = 26.67 g;
bromochlorobenzene
106-39-8

bromochlorobenzene

4-Chlorophenylboronic acid
1679-18-1

4-Chlorophenylboronic acid

Conditions
Conditions Yield
bromochlorobenzene; With n-butyllithium; In tetrahydrofuran; hexane; Inert atmosphere;
With Trimethyl borate; In tetrahydrofuran; hexane; Inert atmosphere;
90%
bromochlorobenzene; With diisobutylaluminium hydride; magnesium; lithium chloride; In tetrahydrofuran; toluene; at 20 ℃; for 0.166667h; Inert atmosphere;
With Trimethyl borate; In tetrahydrofuran; toluene; at 0 ℃; Inert atmosphere;
With hydrogenchloride; water; In tetrahydrofuran; toluene; at 0 ℃; Inert atmosphere;
81%
bromochlorobenzene; With tert.-butyl lithium; In tetrahydrofuran; at -78 ℃;
With Trimethyl borate; In tetrahydrofuran; at -78 - 20 ℃; Further stages.;
74%
bromochlorobenzene; With n-butyllithium; In tetrahydrofuran; hexane; toluene; at -70 ℃; for 1.5h;
With Triisopropyl borate; In tetrahydrofuran; hexane; toluene; at -70 - -20 ℃; Further stages.;
75 % Chromat.
bromochlorobenzene; With n-butyllithium; In tetrahydrofuran; hexane; toluene; at -78 ℃; for 1h; Inert atmosphere;
With Triisopropyl borate; In tetrahydrofuran; hexane; toluene; at -78 ℃; for 1h;
With hydrogenchloride; water; In tetrahydrofuran; hexane; toluene; at -20 - 110 ℃;
bromochlorobenzene; With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 3h;
With Trimethyl borate; In tetrahydrofuran; at -78 - 20 ℃;
With hydrogenchloride; In tetrahydrofuran; water; for 1h;
Multi-step reaction with 2 steps
1.1: n-butyllithium / tetrahydrofuran; pentane / 0.06 h / -65 °C / Inert atmosphere
1.2: 0.1 h / -65 °C / Inert atmosphere
2.1: hydrogenchloride; water / Inert atmosphere
With hydrogenchloride; n-butyllithium; water; In tetrahydrofuran; pentane;
Multi-step reaction with 2 steps
1.1: n-butyllithium / tetrahydrofuran / 1 h / -78 °C / Inert atmosphere; Schlenk technique
1.2: -78 - 20 °C / Inert atmosphere; Schlenk technique
2.1: hydrogenchloride / water / 20 °C / Inert atmosphere; Schlenk technique
With hydrogenchloride; n-butyllithium; In tetrahydrofuran; water;
bromochlorobenzene; With magnesium; In tetrahydrofuran; at 20 ℃; for 3h;
With Trimethyl borate; In tetrahydrofuran; at -78 - 20 ℃;
In toluene; for 1h; Reflux; Dean-Stark;
bromochlorobenzene; With n-butyllithium; Triisopropyl borate; In tetrahydrofuran; hexane; toluene; at -78 - -20 ℃; Inert atmosphere;
With hydrogenchloride; In tetrahydrofuran; hexane; water; toluene; at 10 ℃;
Multi-step reaction with 2 steps
1: magnesium; iodine / toluene; tetrahydrofuran / 2.5 h / 40 - 50 °C / Inert atmosphere
2: hydrogenchloride / 3 h / 20 - 30 °C / pH 2 - 3
With hydrogenchloride; iodine; magnesium; In tetrahydrofuran; toluene;
Multi-step reaction with 2 steps
1: magnesium; iodine / toluene; tetrahydrofuran / 2.5 h / 40 - 50 °C / Inert atmosphere
2: hydrogenchloride / 3 h / 20 - 30 °C / pH 2 - 3
With hydrogenchloride; iodine; magnesium; In tetrahydrofuran; toluene;
4-chlorophenyl trifluoromethanesulfonate
29540-84-9

4-chlorophenyl trifluoromethanesulfonate

4-Chlorophenylboronic acid
1679-18-1

4-Chlorophenylboronic acid

Conditions
Conditions Yield
4-chlorophenyl trifluoromethanesulfonate; With tris(dibenzylideneacetone)dipalladium(0) chloroform complex; diisopropopylaminoborane; triethylamine; triphenylphosphine; In tetrahydrofuran; at 65 ℃; for 12h; Inert atmosphere;
With methanol; In tetrahydrofuran; at 0 ℃; Further stages; Inert atmosphere;
97%
4-chloro-aniline
106-47-8

4-chloro-aniline

4-Chlorophenylboronic acid
1679-18-1

4-Chlorophenylboronic acid

Conditions
Conditions Yield
4-chloro-aniline; With hydrogenchloride; sodium nitrite; In methanol; water; at 0 - 5 ℃; for 0.5h;
With tetrahydroxydiboron; In methanol; water; at 20 ℃; for 1h;
73%
Multi-step reaction with 2 steps
1.1: water / 0.03 h / 20 °C
1.2: 0.25 h / 0 °C
2.1: N,N-dimethyl-formamide / 0.25 h / 20 °C
In water; N,N-dimethyl-formamide;
para-dichlorobenzene
106-46-7,84348-21-0

para-dichlorobenzene

Trimethyl borate
121-43-7,63156-11-6

Trimethyl borate

4-Chlorophenylboronic acid
1679-18-1

4-Chlorophenylboronic acid

Conditions
Conditions Yield
para-dichlorobenzene; With iodine; magnesium; In tetrahydrofuran; toluene; at 60 - 65 ℃; for 2h; Inert atmosphere;
Trimethyl borate; In tetrahydrofuran; toluene; at -20 - -15 ℃; for 2h; Solvent; Reagent/catalyst; Temperature;
96.2%
para-dichlorobenzene
106-46-7,84348-21-0

para-dichlorobenzene

boric acid tributyl ester
688-74-4

boric acid tributyl ester

4-Chlorophenylboronic acid
1679-18-1

4-Chlorophenylboronic acid

Conditions
Conditions Yield
para-dichlorobenzene; With iodine; magnesium; In tetrahydrofuran; toluene; at 60 - 65 ℃; for 0.5h; Inert atmosphere;
boric acid tributyl ester; In tetrahydrofuran; toluene; at -20 - -15 ℃; for 2h;
95.1%
methanol
67-56-1

methanol

bromochlorobenzene
106-39-8

bromochlorobenzene

diisopropylamine borane
55124-35-1

diisopropylamine borane

4-Chlorophenylboronic acid
1679-18-1

4-Chlorophenylboronic acid

Conditions
Conditions Yield
diisopropylamine borane; With magnesium; phenylmagnesium bromide; In tetrahydrofuran; at 20 ℃; for 0.166667h;
bromochlorobenzene; In tetrahydrofuran; at 70 ℃;
methanol; Further stages;
84%
water
7732-18-5

water

potassium (4-chlorophenyl)trifluoroborate

potassium (4-chlorophenyl)trifluoroborate

4-Chlorophenylboronic acid
1679-18-1

4-Chlorophenylboronic acid

Conditions
Conditions Yield
With 1H-imidazole; iron(III) chloride; at 20 ℃; for 0.25h; Inert atmosphere;
85%
water
7732-18-5

water

boron trichloride
10294-34-5

boron trichloride

chlorobenzene
108-90-7

chlorobenzene

4-Chlorophenylboronic acid
1679-18-1

4-Chlorophenylboronic acid

Conditions
Conditions Yield
boron trichloride; chlorobenzene; With aluminum (III) chloride; at 110 ℃; for 10h; Inert atmosphere;
water; at 0 - 5 ℃; pH=1 - 2; Temperature;
86.6%
tetrahydroxydiboron
13675-18-8

tetrahydroxydiboron

1-Chloro-4-iodobenzene
637-87-6

1-Chloro-4-iodobenzene

4-Chlorophenylboronic acid
1679-18-1

4-Chlorophenylboronic acid

Conditions
Conditions Yield
In methanol; at 15 ℃; for 3h; Microwave irradiation;
87%
With bis(di-tert-?butyl(4-?dimethylaminophenyl)?phosphine)?dichloropalladium(II); tetramethyl ammonium acetate; In 2-methyltetrahydrofuran; methanol; water; at 40 ℃; for 6h; Schlenk technique; Inert atmosphere;
67%
With bis(di-tert-?butyl(4-?dimethylaminophenyl)?phosphine)?dichloropalladium(II); N-ethyl-N,N-diisopropylamine; In 2-methyltetrahydrofuran; methanol; at 50 - 55 ℃; Inert atmosphere;
85 %Chromat.
With [{Pd(μ-Cl){κ2-P,C-P(iPr)2(OC6H3-2-Ph)}}2]; sodium acetate; In dichloromethane; water; at 40 ℃; for 6h; Inert atmosphere;

Global suppliers and manufacturers

Global( 228) Suppliers
  • Company Name
  • Business Type
  • Contact Tel
  • Emails
  • Main Products
  • Country
  • Simagchem Corporation
  • Business Type:Manufacturers
  • Contact Tel:+86-592-2680277
  • Emails:sale@simagchem.com
  • Main Products:110
  • Country:China (Mainland)
  • Amadis Chemical Co., Ltd.
  • Business Type:Lab/Research institutions
  • Contact Tel:86-571-89925085
  • Emails:sales@amadischem.com
  • Main Products:29
  • Country:China (Mainland)
  • Shaanxi BLOOM TECH Co.,Ltd
  • Business Type:Lab/Research institutions
  • Contact Tel:+86-29-86470566
  • Emails:sales@bloomtechz.com
  • Main Products:79
  • Country:China (Mainland)
  • Shanghai Upbio Tech Co.,Ltd
  • Business Type:Lab/Research institutions
  • Contact Tel:+86-21-52196435
  • Emails:upbiocn@hotmail.com
  • Main Products:88
  • Country:China (Mainland)
  • Chemwill Asia Co., Ltd.
  • Business Type:Manufacturers
  • Contact Tel:021-51086038
  • Emails:sales@chemwill.com
  • Main Products:56
  • Country:China (Mainland)
close
Post a RFQ

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

1

What can I do for you?
Get Best Price

Get Best Price for 1679-18-1
Post Buying Request Now
close
Remarks: The blank with*must be completed