ChemicalBook > CAS DataBase List > 4-ISOPROPYLPHENOXYACETIC ACID

4-ISOPROPYLPHENOXYACETIC ACID

Product Name
4-ISOPROPYLPHENOXYACETIC ACID
CAS No.
1643-16-9
Chemical Name
4-ISOPROPYLPHENOXYACETIC ACID
Synonyms
AKOS BBB/199;LABOTEST-BB LT00454270;4-ISOPROPYLPHENOXYACETIC ACID;[(4-Isopropylphenyl)oxy]acetic acid;4-ISOPROPYLPHENOXYACETIC ACID, 98+%;2-(4-propan-2-ylphenoxy)ethanoic acid;2-[4-(1-Methylethyl)phenoxy]acetic acid;[[4-(1-Methylethyl)phenyl]oxy]acetic acid;Acetic acid, 2-[4-(1-methylethyl)phenoxy]-
CBNumber
CB6206633
Molecular Formula
C11H14O3
Formula Weight
194.23
MOL File
1643-16-9.mol
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4-ISOPROPYLPHENOXYACETIC ACID Property

Melting point:
85-87°C
Boiling point:
72-75℃ (3 Torr)
Density 
0.9450 g/cm3
refractive index 
1.4980 (589.3 nm 20℃)
storage temp. 
Sealed in dry,Room Temperature
pka
3.21±0.10(Predicted)
Appearance
Off-white to light yellow Solid
BRN 
2261017
InChI
InChI=1S/C11H14O3/c1-8(2)9-3-5-10(6-4-9)14-7-11(12)13/h3-6,8H,7H2,1-2H3,(H,12,13)
InChIKey
FPVCSFOUVDLTDG-UHFFFAOYSA-N
SMILES
C(O)(=O)COC1=CC=C(C(C)C)C=C1
CAS DataBase Reference
1643-16-9(CAS DataBase Reference)
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Safety

Hazard Codes 
Xi,Xn
Risk Statements 
36/37/38-22
Safety Statements 
26-36
HazardClass 
IRRITANT
HS Code 
2918999090
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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

TRC
Product number
I873915
Product name
2-(4-Isopropylphenoxy)aceticAcid
Packaging
500mg
Price
$75
Updated
2021/12/16
Matrix Scientific
Product number
024034
Product name
2-(4-Isopropylphenoxy)acetic acid
Packaging
500mg
Price
$12
Updated
2021/12/16
Apolloscientific
Product number
OR903364
Product name
4-Isopropylphenoxyaceticacid
Purity
95%
Packaging
5g
Price
$145
Updated
2021/12/16
Apolloscientific
Product number
OR903364
Product name
4-Isopropylphenoxyaceticacid
Purity
95%
Packaging
25g
Price
$435
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
CHM0025937
Product name
4-ISOPROPYLPHENOXYACETIC ACID
Purity
95.00%
Packaging
0.5G
Price
$638
Updated
2021/12/16
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4-ISOPROPYLPHENOXYACETIC ACID Chemical Properties,Usage,Production

Synthesis

14062-21-6

1643-16-9

1. 4-Isopropylphenol (1.007 g, 7.39 mmol) was dissolved in 15 mL of dimethylformamide as starting material, potassium carbonate (2.04 g, 14.79 mmol) and ethyl bromoacetate (1.23 mL, 11.09 mmol) were added. The reaction mixture was stirred at room temperature for 48 hours. After completion of the reaction, the mixture was diluted with 500 mL of water and extracted with ether (2 x 200 mL). The organic phases were combined, dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure. The resulting crude product was purified by fast column chromatography (eluent: 10% ethyl acetate/hexane) to give 1.61 g (98%) of ethyl 4-isopropylphenoxyacetate as a colorless oil.MS (APCI) m/z: 223.3 [M + H]+. 1H NMR (400 MHz, CDCl3) δ: 7.14 (d, 2H), 6.84 (d, 2H) , 4.59 (s, 2H), 4.27 (q, 2H), 2.86 (m, 1H), 1.30 (t, 3H), 1.21 (d, 6H). 2. A mixture of ethyl 4-isopropylphenoxyacetate (1.61 g, 7.24 mmol) and 2 N NaOH aqueous solution (10.9 mL) in 20 mL of methanol was stirred at room temperature for 3 hr and then concentrated under reduced pressure. The residue was dissolved in 100 mL of water, acidified with 1 N aqueous hydrochloric acid to pH < 7, and then extracted with ethyl acetate (2 x 100 mL). The organic phases were combined, dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure to give 1.32 g (94%) of 4-isopropylphenoxyacetic acid as a white solid.MS (APCI) m/z: 195.3 [M + H]+.1H NMR (400 MHz, CDCl3) δ: 7.17 (d, 2H), 6.86 (d, 2H), 4.66 (s, 2H) , 2.87 (m, 1H), 1.22 (d, 6H). 3. Benzyl 2-methyl-2-(3-piperidin-3-yl-phenoxy)-propionate (30 mg, 0.085 mmol) was dissolved in 1 mL of dichloromethane, 4-isopropylphenoxyacetic acid (33 mg, 0.17 mmol) and 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (33 mg, 0.17 mmol) were added and stirred at room temperature for 18 hours. The reaction mixture was concentrated under reduced pressure and the crude product was purified by fast column chromatography (eluent: 30% ethyl acetate/hexane) to afford 35 mg (78%) of benzyl 2-(3-{1-{(4-isopropylphenoxy)acetyl]piperidin-3-yl}-phenoxy)-2-methyl-propanoate as a colorless oil.LC-MS m/z: 530.6 [M + H]+. 1H NMR (400 MHz, CDCl3) δ: 7.24 (m, 5H), 7.14 (m, 3H), 6.89 (m, 2H), 6.83 (m, 1H), 6.71 (s, 1H), 6.61 (d, 1H), 5.19 (s, 2H), 4.64 (m, 3H), 4.07 (d, 1H), 3.04 (t, 1H), 2.97 (m, 1H), 2.89 (m, 1H), 2.47 (m, 2H), 1.95 (m, 1H), 1.82 (m, 1H), 1.61 (s, 6H), 1.21 (d, 6H). 4. Benzyl 2-(3-{1-[(4-isopropylphenoxy)acetyl]piperidin-3-yl}-phenoxy)-2-methyl-propanoate (35 mg, 0.066 mmol) was dissolved in 2 mL of methanol, 10% palladium-carbon (4 mg, 10 wt%) was added, and hydrogenated at atmospheric pressure for 3 hours. The reaction mixture was filtered through diatomaceous earth and washed well with ethyl acetate. The filtrates were combined and concentrated under reduced pressure to give 29 mg (99%) of 2-(3-{1-[(4-isopropylphenoxy)acetyl]piperidin-3-yl}-phenoxy)-2-methyl-propanoic acid as a colorless oil.LC-MS m/z: 440.5 [M + H]+. 1H NMR (400 MHz, CDCl3) δ: 7.19 (t, 1H), 7.14 (t, 2H), 6.87 (m, 3H), 6.81 (m, 2H), 4.66 (m, 3H), 4.04 (dd, 1H), 3.05 (m, 1H), 2.85 (m, 1H), 2.65 (m, 2H), 2.02 (t, 1H), 1.82 (t, 1H), 1.65 (m, 1H), 1.59 (s, 6H), 1.21 (d, 6H). 1.21 (d, 6H).

References

[1] Patent: WO2004/48334, 2004, A1. Location in patent: Page 128-130

4-ISOPROPYLPHENOXYACETIC ACID Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from 4-ISOPROPYLPHENOXYACETIC ACID manufacturers

Career Henan Chemical Co
Product
4-isopropylphenoxyacetic acid 1643-16-9
Price
US $1.00/KG
Min. Order
1g
Purity
98%
Supply Ability
200kgs
Release date
2020-01-09