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(4-METHYL-1-NAPHTHALENE)BORONIC ACID

Product Name
(4-METHYL-1-NAPHTHALENE)BORONIC ACID
CAS No.
103986-53-4
Chemical Name
(4-METHYL-1-NAPHTHALENE)BORONIC ACID
Synonyms
AKOS BRN-0320;RARECHEM AH PB 0103;1-Borono-4-methylnaphthalene;4-Methyl-1-naphthylboronic Acid;(4-Methylnaphth-1-yl)boronic acid;1-Methylnaphthalene-4-boronic acid;4-METHYLNAPHTHALENE-1-BORONIC ACID;(4-Methyl-1-naphtalene)boronic acid;4-methylnaphthalen-1-ylboronic acid;(4-METHYL-1-NAPHTHALYL)BORONIC ACID
CBNumber
CB6244747
Molecular Formula
C11H11BO2
Formula Weight
186.01
MOL File
103986-53-4.mol
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(4-METHYL-1-NAPHTHALENE)BORONIC ACID Property

Melting point:
229-235 °C (dec.)(lit.)
Boiling point:
386.3±35.0 °C(Predicted)
Density 
1.18±0.1 g/cm3(Predicted)
storage temp. 
Keep in dark place,Sealed in dry,Room Temperature
pka
8.95±0.30(Predicted)
form 
Powder
color 
White to off-white
CAS DataBase Reference
103986-53-4(CAS DataBase Reference)
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36
WGK Germany 
3
HazardClass 
IRRITANT
HS Code 
29319090
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P405Store locked up.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
521450
Product name
4-Methyl-1-naphthaleneboronic acid
Purity
≥95%
Packaging
10g
Price
$236
Updated
2022/05/15
TCI Chemical
Product number
M2457
Product name
4-Methyl-1-naphthaleneboronic Acid (contains varying amounts of Anhydride)
Packaging
1g
Price
$41
Updated
2025/07/31
TCI Chemical
Product number
M2457
Product name
4-Methyl-1-naphthaleneboronic Acid (contains varying amounts of Anhydride)
Packaging
5g
Price
$161
Updated
2025/07/31
TRC
Product number
M330898
Product name
4-Methyl-1-naphthaleneboronic acid
Packaging
10mg
Price
$45
Updated
2021/12/16
Chem-Impex
Product number
40087
Product name
4-Methyl-1-naphthaleneboronicacid,95-105%(Assaybytitration)
Purity
95-105%(Assaybytitration)
Packaging
1G
Price
$30.24
Updated
2021/12/16
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(4-METHYL-1-NAPHTHALENE)BORONIC ACID Chemical Properties,Usage,Production

Chemical Properties

Off-white powder

Uses

Reactant for Suzuki-Miyaura coupling.

Synthesis

5419-55-6

6627-78-7

103986-53-4

3.4. Synthesis of 4-methyl-1-naphthalenylboronic acid: Dissolve 1-bromo-4-methylnaphthalene (1.5 g, 6.78 mmol) in anhydrous ethyl ether (200 mL) and cool the solution to -78°C. Slowly add n-BuLi (1.7 M hexane solution, 10 mL), keeping the temperature at -78 °C. After addition, the reaction mixture was allowed to gradually warm to room temperature and stirred for 2 hours. The reaction mixture was again cooled to -78 °C and a solution of triisopropyl borate (4 g, 4.91 mL, 21.27 mmol) in ether (20 mL) was quickly added. After stirring at -78 °C for 30 min, it was brought to room temperature and continued stirring for 15 hours. Upon completion of the reaction, 100 mL of 2M HCl was added and the milky white emulsion was observed to gradually become clear. The ether layer was separated and the aqueous layer was extracted with ether (3 x 100 mL). All ether extracts were combined, dried with MgSO4, and the solvent was removed by rotary evaporation. The residual solid was recrystallized with hot CH2Cl2 to give a white solid product. Yield: 95%.1H NMR (300 MHz, CD2Cl2): δ 9.33 (d, J = 9.3 Hz, 1H), 8.59 (d, J = 7.0 Hz, 1H), 8.16 (d, J = 9.5 Hz, 1H), 7.65 (dd, 2H), 7.54 (d, J = 7.6 Hz, 1H), 2.82 (s, 3H). 13C NMR (75 MHz, CD2Cl2): δ 140.3, 137.5, 132.8, 132.3, 128.6, 126.5, 126.3, 125.9, 125.7, 124.6, 19.5; MS (CI, CH4): m/z calcd for C11H11BO2: 186.1; found : 186.1 [M+]. Calcd for C11H11BO2-H2O: C, 64.75; H, 6.42. Found: C, 62.91; H, 5.64.

References

[1] Tetrahedron, 2012, vol. 68, # 46, p. 9371 - 9375,5
[2] Tetrahedron,
[3] Patent: CN107814795, 2018, A. Location in patent: Paragraph 0028; 0030
[4] Patent: CN107973777, 2018, A. Location in patent: Paragraph 0042; 0045; 0046
[5] Patent: CN108129453, 2018, A. Location in patent: Paragraph 0041; 0042; 0045; 0046

(4-METHYL-1-NAPHTHALENE)BORONIC ACID Preparation Products And Raw materials

Raw materials

Preparation Products

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(4-METHYL-1-NAPHTHALENE)BORONIC ACID Suppliers

P&S Chemicals
Tel
--
Fax
--
Email
info@pschemicals.com
Country
The Netherlands
ProdList
2724
Advantage
58
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View Lastest Price from (4-METHYL-1-NAPHTHALENE)BORONIC ACID manufacturers

Zhuozhou Wenxi import and Export Co., Ltd
Product
(4-METHYL-1-NAPHTHALENE)BORONIC ACID 103986-53-4
Price
US $15.00-10.00/KG
Min. Order
1KG
Purity
99%+ HPLC
Supply Ability
Monthly supply of 1 ton
Release date
2021-07-10
Zhuozhou Wenxi import and Export Co., Ltd
Product
(4-METHYL-1-NAPHTHALENE)BORONIC ACID 103986-53-4
Price
US $15.00-10.00/KG
Min. Order
1KG
Purity
99%+ HPLC
Supply Ability
Monthly supply of 1 ton
Release date
2021-07-09
Career Henan Chemical Co
Product
(4-METHYL-1-NAPHTHALENE)BORONIC ACID 103986-53-4
Price
US $7.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
JD 812
Release date
2019-09-02

103986-53-4, (4-METHYL-1-NAPHTHALENE)BORONIC ACIDRelated Search:


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