ChemicalBook > CAS DataBase List > 4'-Hydroxy-3'-methoxypropiophenone

4'-Hydroxy-3'-methoxypropiophenone

Product Name
4'-Hydroxy-3'-methoxypropiophenone
CAS No.
1835-14-9
Chemical Name
4'-Hydroxy-3'-methoxypropiophenone
Synonyms
Propioguaiacone;PROPIOVANILLONE;Eugenol Impurity 21;4-HYDROXY-3-METHOXYPROPIOPHENONE;3-METHOXY-4-HYDROXYPROPIOPHENONE;4'-hydroxy-3'-methoxypropiophenone;Propiophenone, 4'-hydroxy-3'-methoxy;1-(4-hydroxy-3-methoxyphenyl)-1-propanone;1-Propanone, 1-(4-hydroxy-3-methoxyphenyl)-;1-(4-HYDROXY-3-METHOXY-PHENYL)-PROPAN-1-ONE
CBNumber
CB3205110
Molecular Formula
C10H12O3
Formula Weight
180.2
MOL File
1835-14-9.mol
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4'-Hydroxy-3'-methoxypropiophenone Property

Melting point:
61-62 °C
Boiling point:
180-185 °C(Press: 15 Torr)
Density 
1.126±0.06 g/cm3(Predicted)
storage temp. 
Sealed in dry,Room Temperature
solubility 
DMSO (Slightly), Methanol (Slightly)
form 
Solid
pka
8.92±0.31(Predicted)
color 
White to Dark Beige
LogP
2.020 (est)
CAS DataBase Reference
1835-14-9(CAS DataBase Reference)
NIST Chemistry Reference
1-(4-hydroxy-3-methoxyphenyl)propanone(1835-14-9)
EPA Substance Registry System
1-Propanone, 1-(4-hydroxy-3-methoxyphenyl)- (1835-14-9)
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Safety

Hazard Codes 
T,N
Risk Statements 
25-51/53
Safety Statements 
45-61
HS Code 
2914500090
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H301Toxic if swalloed

H411Toxic to aquatic life with long lasting effects

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P301+P310IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.

P321Specific treatment (see … on this label).

P330Rinse mouth.

P405Store locked up.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

TRC
Product number
H947600
Product name
1-(4-Hydroxy-3-methoxyphenyl)-1-propanone
Packaging
50mg
Price
$185
Updated
2021/12/16
Matrix Scientific
Product number
126754
Product name
1-(4-Hydroxy-3-methoxyphenyl)propan-1-one
Purity
>95%
Packaging
1g
Price
$252
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
APN0000263
Product name
4-HYDROXY-3-METHOXYPROPIOPHENONE
Purity
95.00%
Packaging
1G
Price
$278.25
Updated
2021/12/16
AK Scientific
Product number
Q284
Product name
3-Methoxy-4-hydroxypropiophenone
Packaging
250mg
Price
$118
Updated
2021/12/16
Medical Isotopes, Inc.
Product number
95813
Product name
1-(4-Hydroxy-3-methoxyphenyl)-1-propanone
Packaging
10mg
Price
$450
Updated
2021/12/16
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4'-Hydroxy-3'-methoxypropiophenone Chemical Properties,Usage,Production

Uses

1-(4-Hydroxy-3-methoxyphenyl)-1-propanone is a derivative of Guaiacol, a precursor to various flavorants, such as eugenol and vanillin.

Preparation

Preparation by Fries rearrangement of 2-methoxyphenyl propionate, (b.p.20 140–143°)
with aluminium chloride in nitrobenzene, first at 60–80° for 1 h, then at r.t. overnight, at 60° for 1 h or at 50° for 5 h (44%) ;
with aluminium chloride (2 mol) in nitromethane at r.t. for 24 h (65%)
with aluminium chloride in carbon disulfide
with titanium tetrachloride (2 mol) in nitromethane at r.t. for 24 h (62%)
with stannic chloride (2 mol) in nitromethane at r.t. for 24 h (69%)
with antimony pentachloride (2 mol) in nitromethane at r.t. for 24 h (28%) with formation of important tars.

Synthesis Reference(s)

The Journal of Organic Chemistry, 15, p. 227, 1950 DOI: 10.1021/jo01148a001

Synthesis

7598-60-9

1835-14-9

The general procedure for the synthesis of 3-methoxy-4-hydroxypropiophenone from (2-methoxyphenyl) propionate is as follows: powdered anhydrous aluminum chloride (3.0 g, 22.5 mmol) was dissolved in anhydrous nitrobenzene (10 mL) at 100 °C. After cooling to room temperature, 2-methoxyphenyl propionate (2.0 g, 11.1 mmol) was quickly added. The reaction mixture was heated at 60 °C for 1.5 h and subsequently cooled to room temperature. A 3N NaOH solution was added to the reaction mixture and stirred for 15 minutes. The suspension was filtered and the solid was washed with water. The filtrate was washed twice with dichloromethane (CH2Cl2) and then acidified with 3N HCl. The acidified aqueous phase was extracted with dichloromethane and the organic phases were combined. The organic phase was dried over anhydrous sodium sulfate and concentrated under reduced pressure. The crude product was purified by column chromatography (eluent: petroleum ether/ethyl acetate = 10/1 to 5/1) to afford the target compound 3-methoxy-4-hydroxypropiophenone (874 mg, 44% yield) as a yellow oil.

References

[1] Patent: WO2013/97773, 2013, A1. Location in patent: Paragraph 0154
[2] Journal of the Chemical Society, 1930, p. 280,291
[3] Journal of the American Chemical Society, 1948, vol. 70, p. 60,62

4'-Hydroxy-3'-methoxypropiophenone Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from 4'-Hydroxy-3'-methoxypropiophenone manufacturers

Career Henan Chemical Co
Product
4'-Hydroxy-3'-methoxypropiophenone 1835-14-9
Price
US $1.00/KG
Min. Order
1KG
Purity
98%
Supply Ability
200kg
Release date
2019-08-29

1835-14-9, 4'-Hydroxy-3'-methoxypropiophenoneRelated Search:


  • 3-METHOXY-4-HYDROXYPROPIOPHENONE
  • 4-HYDROXY-3-METHOXYPROPIOPHENONE
  • PROPIOVANILLONE
  • 1-(4-Hydroxy-3-methoxyphenyl)-1-propanone (propiovanillone)
  • Propioguaiacone
  • Propiophenone, 4'-hydroxy-3'-methoxy
  • 1-(4-hydroxy-3-methoxyphenyl)-1-propanone
  • 1-(4-HYDROXY-3-METHOXY-PHENYL)-PROPAN-1-ONE
  • Eugenol Impurity 21
  • 1-Propanone, 1-(4-hydroxy-3-methoxyphenyl)-
  • 4'-hydroxy-3'-methoxypropiophenone
  • 1835-14-9
  • Aromatic Propiophenones (substituted)