Chemical properties Uses Production method
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Raspberry Ketone

Chemical properties Uses Production method
Product Name
Raspberry Ketone
CAS No.
5471-51-2
Chemical Name
Raspberry Ketone
Synonyms
4-(4-HYDROXYPHENYL)BUTAN-2-ONE;4-(4-HYDROXYPHENYL)-2-BUTANONE;Frambinone;4-(P-HYDROXYPHENYL)-2-BUTANONE;OXYPHENYLON;Natural Raspberry Ketone;2-Butanone, 4-(4-hydroxyphenyl)-;4-(4-Hydroxyphenyl)-2-butanone 5471-51-2;Rheosmin;Raspberry keton
CBNumber
CB9495263
Molecular Formula
C10H12O2
Formula Weight
164.2
MOL File
5471-51-2.mol
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Raspberry Ketone Property

Melting point:
81-85 °C (lit.)
Boiling point:
200°C
Density 
1.0326 (rough estimate)
vapor pressure 
40Pa at 25℃
refractive index 
1.5250 (estimate)
FEMA 
2588 | 4-(P-HYDROXYPHENYL)-2-BUTANONE
storage temp. 
under inert gas (argon)
solubility 
95% ethanol: soluble50mg/mL, clear to slightly hazy, colorless to faint yellow or tan
form 
Liquid
pka
9.99±0.15(Predicted)
color 
Clear colorless
Odor
at 10.00 % in dipropylene glycol. sweet berry jam raspberry ripe floral
Odor Type
berry
Water Solubility 
Insoluble in water.
JECFA Number
728
BRN 
776080
InChIKey
NJGBTKGETPDVIK-UHFFFAOYSA-N
LogP
0.935-1.33 at 20℃
CAS DataBase Reference
5471-51-2(CAS DataBase Reference)
NIST Chemistry Reference
2-Butanone, 4-(4-hydroxyphenyl)-(5471-51-2)
EPA Substance Registry System
2-Butanone, 4-(4-hydroxyphenyl)- (5471-51-2)
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Safety

Hazard Codes 
Xn,Xi
Risk Statements 
22
Safety Statements 
26-36/37/39-36
WGK Germany 
2
RTECS 
EL8925000
Hazard Note 
Irritant
TSCA 
Yes
HS Code 
29145011
Hazardous Substances Data
5471-51-2(Hazardous Substances Data)
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
W258814
Product name
4-(4-Hydroxyphenyl)-2-butanone
Purity
natural, ≥98%, FCC, FG
Packaging
25g
Price
$98.3
Updated
2024/03/01
Sigma-Aldrich
Product number
W258814
Product name
4-(4-Hydroxyphenyl)-2-butanone
Purity
natural, ≥98%, FCC, FG
Packaging
1kg
Price
$963
Updated
2024/03/01
Sigma-Aldrich
Product number
W258806
Product name
4-(4-Hydroxyphenyl)-2-butanone
Purity
≥98%, FCC, FG
Packaging
1kg
Price
$131
Updated
2024/03/01
Sigma-Aldrich
Product number
W258806
Product name
4-(4-Hydroxyphenyl)-2-butanone
Purity
≥98%, FCC, FG
Packaging
5kg
Price
$367
Updated
2024/03/01
Sigma-Aldrich
Product number
1598813
Product name
Raspberry ketone
Purity
United States Pharmacopeia (USP) Reference Standard
Packaging
100mg
Price
$174.4
Updated
2024/03/01
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Raspberry Ketone Chemical Properties,Usage,Production

Chemical properties

It appears as white needle crystal or granular solid, exhibiting raspberry aroma and fruit aroma. The melting point temperature is 82~83 °C. It is insoluble in water and oil, being soluble in alcohol, ether and volatile oil.
The natural products exist in raspberry (raspberry) and so on.

Uses

1. Raspberry Ketone is used in the preparation of food spices with sweetening effect, can also be used for cosmetics and soap flavor.
2. Raspberry Ketone is widely used in strawberry, raspberry, pineapple, peaches and other food flavors, usually used as a fixing agent in the fruity flavor. In daily flavor, it can be used in formulations such as jasmine, gardenia flowers and tuberose. As a modifier, it can be used in jasmine, gardenia, tuberose and other fragrant daily flavor. In food flavors, it is mostly used for strawberries, pineapple, peaches, plums, mayberry and other fragrance. In medicine, it is mostly used as intermediates.

Production method

3.5mol 15% sodium hydroxide is first added to the reactor, and 2 mol of acetone and 1mol of p-hydroxybenzaldehyde are added dropwise under stirring. The temperature is controlled between 20 and 30 DEG C, and the stirring reaction is continued for 20 hours. The solid sodium salt of 4-p-hydroxyphenylbutene-3-ketone-2 was obtained after filtering, further dissolved in water, and then acidified with hydrochloric acid to precipitate 4-p-hydroxyphenylbutene-3-ketone-2, further filter and dry for further application.
The autoclave was supplied with 100 g of the intermediate and 5 g of the nickel catalyst, and the atmosphere was replaced with hydrogen. The mixture was heated to 120-140 °C and reacted at a pressure of 0.98 MPa for 1.5 h. After cooling, the catalyst was filtered off, the raspberry ketone content was 89% and the hydrogenation yield was 92%. The crude product above is subject to vacuum distillation once with further recrystallization of 1-2 times getting white crystals with the melting point of 82 ° C.
Phenol route
94g phenol and 85% phosphoric acid mixed catalyst were added into the reactor, 70g methyl vinyl ketone was added dropwise in 40min, the temperature was maintained at 15-20 ℃, and the reaction was stirred for 4h. After completion of the reaction, the reaction mixture was washed with water until neutral, and 63 g of phenol was distilled off under reduced pressure to obtain 25 g of a product having a melting point of 81.5 to 82.5 ° C and a yield of 80%.
It is obtained through the condensation between hydroxybenzaldehyde and acetone and further hydrogenation.
It is obtained through the condensation between the ketone acid and phenol.

Description

4-(p-Hydroxyphenyl)-2-butanone has a sweet, fruity, raspberry preserves odor. May be prepared by catalytic hydrogenation of phydroxy-benzylidene acetone in the presence of platinum black in ether or methanol or in the presence of palladium absorbed on charcoal.

Chemical Properties

4-(p-Hydroxyphenyl)-2-butanone has a sweet, fruity, raspberry preserves–type odor.

Chemical Properties

white to slightly yellow powder or needles

Chemical Properties

4-(4-Hydroxyphenyl)-2-butanone is a highly characteristic component of raspberry aroma. It forms colorless crystals (mp 82–83°C) with a sweet, fruity odor strongly reminiscent of raspberries. Raspberry ketone is prepared by alkali-catalyzed condensation of the alkali salt of 4-hydroxybenzaldehyde and acetone, followed by selective hydrogenation of the double bond in the resulting 4-hydroxybenzalacetone. Other syntheses start from phenol, which is converted into 4-(4-hydroxyphenyl)-2-butanone with methyl vinyl ketone or with 4-hydroxy-2-butanone.

Occurrence

Reported found European cranberry, raspberry, blackberry, loganberry and sea buckthorn (Hippophae rhamnoides L.).

Uses

The primary aroma compound of red raspberries, used in perfume compositions, shampoos, cosmetics and as a food additive. Also an impurity in the synthesis of Dobutamine (D494445).

Uses

Intermediates of Liquid Crystals

Uses

4-(4-Hydroxyphenyl)-2-butanone is used in perfumery, in cosmetics, and as a food additive to impart a fruity odor.

Definition

ChEBI: A ketone that is 4-phenylbutan-2-one in which the phenyl ring is substituted at position 4 by a hydroxy group. It is found in a variety of fruits including raspberries, blackberries and cranberries, and is used in perfumery and cosmetics.

Taste threshold values

Taste characteristics at 40 ppm: fruity, jamy, berry, raspberry, and blueberry with seedy, cotton candy nuances

Synthesis Reference(s)

The Journal of Organic Chemistry, 41, p. 1206, 1976 DOI: 10.1021/jo00869a026
Synthetic Communications, 19, p. 1109, 1989 DOI: 10.1080/00397918908051034

Flammability and Explosibility

Non flammable

Safety Profile

Poison by intraperitoneal route. Moderately toxic by ingestion. Flammable liquid. When heated to decomposition it emits acrid smoke and irritating fumes. See also KETONES.

Raspberry Ketone Preparation Products And Raw materials

Raw materials

4,4'-Carbonyldiphthalic acid Ethanol Acetone 4-Hydroxybenzaldehyde 4-Phenyl-1-butene Methyl vinyl ketone

Preparation Products

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View Lastest Price from Raspberry Ketone manufacturers

Hebei Zhuanglai Chemical Trading Co.,Ltd
Product
Raspberry ketone natural 5471-51-2
Price
US $70.00/kg
Min. Order
1kg
Purity
99
Supply Ability
5000
Release date
2024-05-28
Hebei Zhuanglai Chemical Trading Co.,Ltd
Product
Raspberry Ketone 5471-51-2
Price
US $99.00-35.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
20ton
Release date
2024-05-13
Chongqing Zhihe Biopharmaceutical Co., Ltd.
Product
Raspberry Ketone 5471-51-2
Price
US $0.00-0.00/kg
Min. Order
0.10000000149011612kg
Purity
99%
Supply Ability
20tons
Release date
2024-05-19

5471-51-2, Raspberry KetoneRelated Search:

4-Hydroxybenzaldehyde Methylparaben 4-Hydroxybenzyl alcohol Butyrophenone 4-Hydroxybenzoic acid 4-Hydroxy-D-(-)-2-phenylglycine 4-Methoxyphenol 4-[2-{[3-(4-Methoxy Phenyl)-1-Methylpropyl]amino]ethyl]-1,2-dimethoxybenzene hydrochloride 3-Hydroxytyramine Xylazine Hydrochloride Xylazine Ethylmagnesium bromide (+-) 1-BROMO-2-METHYLBUTANE 95 Dobutamine Impurity 5（Dobutamine EP Impurity E) NARIRUTIN 7-Methoxy-2-tetralone 4-(4-Methoxyphenyl)-2-butanone 6,8-DIMETHYL-4',5,7-TRIHYDROXYFLAVANONE

  • 4-(4-Hydroxyphenyl)-2-butanone 5471-51-2
  • Natural Raspberry Ketone
  • Dobutamine EP Impurity B
  • Dobutamine Hydrochloride Impurit Ⅰ:4-(4-Hydroxyphenyl)-2-butanone
  • 4-p-Hydroxylphenyl)-2-butone
  • Raspberry keton
  • RASPBERRY KETONE
  • RASBERRY KETONE
  • OXYPHENONE
  • OXYPHENYLON
  • OXANONE
  • P-HYDROXYBENZYLACETONE
  • P-HYDROXY PHENYL BUTANONE
  • Oxyphenalon
  • Rheosmin
  • 4-(4-Hydroxyphenyl)-2-butanone,Raspberry ketone
  • fructus rubi p.e.
  • Raspberry Ketone (100 mg) (4-(4-hydroxyphenyl)-2-butanone)
  • 4-(4-Hydroxyphenyl)-2-butanone, 99+% 50GR
  • 4-(3-Oxobutyl)phenol
  • HYDROXYPHENYL-2-BUTANONE,4-(P)
  • 4-(4-Hydroxyphenyl)-2-butanone (Raspberry keton)
  • 1-benziMidazolone-4-butyric acid
  • 4-Hydroxyphenyl-2-butanone
  • Frambione
  • NSC 26515
  • Fructus Rubi extract/4-(4-hydroxyphenyl)-2-butanone
  • 1-(p-Hydroxyphenyl)-3-butanone
  • 2-Butanone, 4-(p-hydroxyphenyl)-
  • 4-(4-hydroxyphenyl)-2-butanon
  • 4-(p-hydroxyphenyl)-2-butanon
  • 4-(4-HYDROXYPHENYL)BUTAN-2-ONE
  • 4-(4-HYDROXYPHENYL)-2-BUTANONE
  • 4-HYDROXYBENZYLACETONE
  • 4-(P-HYDROXYPHENYL)-2-BUTANONE
  • HYDROXYPHENYL-2-BUTANONE,4-
  • HYDROXY PHENYL BUTANONE
  • FEMA 2588
  • 4-(4-Hydroxyphenyl)-2-butanone, 99+%
  • raspberryketone,1-(p-hydroxyphenyl)-3-butanone
  • 2-Butanone, 4-(4-hydroxyphenyl)-
  • 2-(4-hydroxyphenyl)ethyl methyl ketone
  • PARA-HYDROXYBENZYLACETONE
  • (PARA-HYDROXYPHENYL)BUTAN-2-ONE
  • 4-(PARA-HYDROXYPHENYL)BUTAN-2-ONE
  • 4-(PARA-HYDROXYPHENYL)-2-BUTANONE
  • 4-(4-Hydroxyphenyl)butan-2-on
  • FRAMBINON CRIST.
  • 2-Butanone,4-(4-hydroxyphe
  • 4-(4-Hydroxyphenyl)-2-butanone~2-(4-Hydroxyphenyl)ethyl methyl ketone
  • RASPBERRY KETONE (HYDROXY PHENYLBUTANONE)
  • 4-(P-HYDROXYPHENYL)-2-BUTANONE 98+% &
  • 4-Hydroxybenzylacetone,98%
  • Natural rasperry ketone
  • 4-(p-Hydroxylphenyl)-2-butanone
  • 1-(4-Hydroxyphenyl)-3-butanone
  • Frambinone
  • Raspberry Ketone Standard