Home Cart Sign in  
Chemical Structure| 918331-73-4 Chemical Structure| 918331-73-4

Structure of 918331-73-4

Chemical Structure| 918331-73-4

*Storage: {[sel_prStorage]}

*Shipping: {[sel_prShipping]}

,{[proInfo.pro_purity]}

4.5 *For Research Use Only !

{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]} Purity: {[proInfo.pro_purity]}

Change View

Size Price VIP Price

US Stock

Global Stock

In Stock
{[ item.pr_size ]} Inquiry {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate,item.pr_is_large_size_no_price, item.vip_usd) ]}

US Stock: ship in 0-1 business day
Global Stock: ship in 5-7 days

  • {[ item.pr_size ]}

In Stock

- +

Please Login or Create an Account to: See VIP prices and availability

US Stock: ship in 0-1 business day
Global Stock: ship in 2 weeks

  • 1-2 Day Shipping
  • High Quality
  • Technical Support
Product Citations

Alternative Products

Product Details of [ 918331-73-4 ]

CAS No. :918331-73-4
Formula : C13H16BClO4
M.W : 282.53
SMILES Code : O=C(O)C1=CC=C(Cl)C(B2OC(C)(C)C(C)(C)O2)=C1
MDL No. :MFCD18837624
InChI Key :MRHDRTNQFRBXFI-UHFFFAOYSA-N
Pubchem ID :56737706

Safety of [ 918331-73-4 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Application In Synthesis of [ 918331-73-4 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 918331-73-4 ]

[ 918331-73-4 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 42860-10-6 ]
  • [ 73183-34-3 ]
  • [ 918331-73-4 ]
YieldReaction ConditionsOperation in experiment
54% In a Schlenk tube were charged <strong>[42860-10-6]3-bromo-4-chlorobenzoic acid</strong> (2.00 g, 8.49 mmol), bis(pinacolato)diboron (3.23 g, 12.72 mmol), potassium acetate (4.17 g, 42.49 mmol) and N,N'-dimethylformamide (40 mL). The mixture was submitted to three vacuum-argon cycles, then [1,1'-bis(diphenylphosphino)ferrocene]dichloro-palladium(II) complex with dichloromethane (1:1) (700 mg, 0.87 mmol) was added and the reaction vessel was purged in the same way and then stirred at 80 °C under argon for 5 hours. Subsequently, the solvent was removed in vacuo, 2M aqueous sodium hydroxide solution (50 mL) was added and the mixture was extracted with ethyl acetate. The mixture was cooled in an ice-water bath and the aqueous phase was acidified with 5M aqueous hydrochloric acid to pH 3. The solid that formed was filtered, washed with water and dried to give the title compound (1.30 g, 54percent) as a white solid. LRMS (m/z): 199 (M-1)- (corresponding to the boronic acid generated under the HPLC conditions). 1H-NMR delta (DMSO-d6): 1.34 (s, 12H), 7.58 (d, J=8.3 Hz, 1H), 8.00 (d, J=8.3 Hz, 1H), 8.24 (s, 1H), 12.28 (brs, 1 H).
54% With potassium acetate;dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; In N,N-dimethyl-formamide; at 80℃; for 5h; In a Schlenk tube were charged <strong>[42860-10-6]3-bromo-4-chlorobenzoic acid</strong> (2 g, 8.49 mmol), 4,4,5,5,4I,4I,5',5'-Octamethyl-[2,2l]bi[[1 ,3,2]dioxaborolanyl] (3.23 g, 12.72 mmol), potassium acetate (4.17 g, 42.49 mmol) and dimethylformamide (40 mL). The mixture was submitted to three vacuum argon cycles, then [1 ,1'-bis(diphenylphosphino)ferrocene]dichloro- palladium(ll) complex with dichloromethane (1 :1) (700 mg, 0.87 mmol) was added and the mixture purged in the same way. The reaction was stirred at 8O0C under argon for 5 hours. <n="40"/>Subsequently, the dimethylformamide was removed under vacuum, sodium hydroxide 2N (50 mL) was added and this mixture extracted with ethyl acetate (2x100 ml_). The aqueous phase was acidified with hydrochloric acid 5N until pH=3 in an ice-water bath, appearing a solid that was filtered affording 1.3 g (54percent) of the title compound.LRMS (m/z): 199 (M-I)+ (corresponding to the boronic acid generated within theHPLC column).1H-NMR delta (DMSO-d6): 1.34 (s, 12H), 7.58 (d, J=8.3 Hz, 1 H), 8.00 (d, J=8.3 Hz,1 H), 8.24 (s, 1 H), 12.28 (brs, 1 H).
 

Historical Records

Technical Information

Categories

Related Functional Groups of
[ 918331-73-4 ]

Organoborons

Chemical Structure| 904310-72-1

A147379 [904310-72-1]

3-Chloro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoic acid

Similarity: 0.99

Chemical Structure| 1112209-14-9

A819328 [1112209-14-9]

4-Chloro-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde

Similarity: 0.94

Chemical Structure| 710350-72-4

A881121 [710350-72-4]

Methyl 4-chloro-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate

Similarity: 0.93

Chemical Structure| 2096331-90-5

A319722 [2096331-90-5]

2-Chloro-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoic acid

Similarity: 0.93

Chemical Structure| 603122-78-7

A546461 [603122-78-7]

Methyl 3-chloro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate

Similarity: 0.92

Aryls

Chemical Structure| 904310-72-1

A147379 [904310-72-1]

3-Chloro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoic acid

Similarity: 0.99

Chemical Structure| 1112209-14-9

A819328 [1112209-14-9]

4-Chloro-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde

Similarity: 0.94

Chemical Structure| 710350-72-4

A881121 [710350-72-4]

Methyl 4-chloro-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate

Similarity: 0.93

Chemical Structure| 2096331-90-5

A319722 [2096331-90-5]

2-Chloro-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoic acid

Similarity: 0.93

Chemical Structure| 603122-78-7

A546461 [603122-78-7]

Methyl 3-chloro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate

Similarity: 0.92

Chlorides

Chemical Structure| 904310-72-1

A147379 [904310-72-1]

3-Chloro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoic acid

Similarity: 0.99

Chemical Structure| 1112209-14-9

A819328 [1112209-14-9]

4-Chloro-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde

Similarity: 0.94

Chemical Structure| 710350-72-4

A881121 [710350-72-4]

Methyl 4-chloro-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate

Similarity: 0.93

Chemical Structure| 2096331-90-5

A319722 [2096331-90-5]

2-Chloro-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoic acid

Similarity: 0.93

Chemical Structure| 603122-78-7

A546461 [603122-78-7]

Methyl 3-chloro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate

Similarity: 0.92

Carboxylic Acids

Chemical Structure| 904310-72-1

A147379 [904310-72-1]

3-Chloro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoic acid

Similarity: 0.99

Chemical Structure| 2096331-90-5

A319722 [2096331-90-5]

2-Chloro-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoic acid

Similarity: 0.93