CAS No.2478-38-8,Acetosyringone Suppliers,MSDS download

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Basic Information

Molecular Structure:
CAS No.:	2478-38-8
Name:	Acetosyringone
Article Data:	37

Formula:	C₁₀H₁₂O₄
Molecular Weight:	196.203
Synonyms:	Acetophenone,4'-hydroxy-3',5'-dimethoxy- (6CI,7CI,8CI);1-(4-Hydroxy-3,5-dimethoxyphenyl)ethanone;2,6-Dimethoxy-4-acetophenol;2,6-Dimethoxy-4-acetylphenol;3',5'-Dimethoxy-4'-hydroxyacetophenone;4-Acetyl-2,6-dimethoxyphenol;4'-Hydroxy-3',5'-dimethoxyacetophenone;Syringone;Syringylethanone;Acetosyringone;
EINECS:	219-610-5
Density:	1.172 g/cm³
Melting Point:	124-127 °C(lit.)
Boiling Point:	334.7 °C at 760 mmHg
Flash Point:	131.7 °C
Solubility:	soluble in water
Appearance:	beige to light brown crystalline powder
Hazard Symbols:	Xi
Risk Codes:	36/37/38
Safety:	26-36
PSA:	55.76000
LogP:	1.61200

Synthetic route

: 1136-86-3
methyl (3,4,5-trimethoxyphenyl) ketone

: 2478-38-8
1-(4-hydroxy-3,5-dimethoxy-phenyl)-ethanone

Conditions

Conditions	Yield
With lithium thioethoxide In N,N-dimethyl-formamide at 70℃; for 0.25h; Inert atmosphere; Microwave irradiation; regioselective reaction;	95%
With magnesium iodide for 0.5h; neat (no solvent);	90%
With zirconium(IV) chloride; methoxybenzene In dichloromethane at 40℃; for 48h; Sealed tube;	63%

: 383176-01-0
methyl 4-O-tert-butyldimethylsilyl-3,5-dimethoxybenzoate

: 2478-38-8
1-(4-hydroxy-3,5-dimethoxy-phenyl)-ethanone

Conditions

Conditions	Yield
With tetrabutyl ammonium fluoride	92%

: 33900-62-8
1-(4-Hydroxy-3,5-dimethoxyphenyl)ethanol

: 2478-38-8
1-(4-hydroxy-3,5-dimethoxy-phenyl)-ethanone

Conditions

Conditions	Yield
With copper diacetate; ethylene glycol at 50℃; for 8h; Green chemistry; chemoselective reaction;	91%

: 14059-92-8
4-ethylsyringol

: 2478-38-8
1-(4-hydroxy-3,5-dimethoxy-phenyl)-ethanone

Conditions

Conditions	Yield
With copper diacetate; ethylene glycol at 90℃; for 12h; Green chemistry; chemoselective reaction;	84%

: 1105671-50-8
C11H16O4

: 2478-38-8
1-(4-hydroxy-3,5-dimethoxy-phenyl)-ethanone

Conditions

Conditions	Yield
With copper diacetate; ethylene glycol at 50℃; for 8h; Green chemistry; chemoselective reaction;	83%

: 33900-62-8
1-(4-Hydroxy-3,5-dimethoxyphenyl)ethanol

A: 2478-38-8
1-(4-hydroxy-3,5-dimethoxy-phenyl)-ethanone

B: 530-55-2
2,6-dimethoxy-p-quinone

Conditions

Conditions	Yield
With oxygen; (pyridine)cobalt In methanol under 2585.7 Torr; for 24h; Ambient temperature; Title compound not separated from byproducts;	A 4 % Spectr. B 82%
With oxygen; (pyridine)cobalt In methanol under 2585.7 Torr; for 24h; Ambient temperature;	A 4 % Spectr. B 82%

: 944-99-0
acetic acid 2,6-dimethoxy-phenyl ester

: 2478-38-8
1-(4-hydroxy-3,5-dimethoxy-phenyl)-ethanone

Conditions

Conditions	Yield
With bismuth(lll) trifluoromethanesulfonate In toluene for 1h; Fries rearrangement; Heating;	80%
With aluminum (III) chloride In nitrobenzene at 0℃; Solvent; Reagent/catalyst;	80%
With aluminium trichloride; nitrobenzene at 2 - 3℃; dann bei Zimmertemperatur;
With aluminium trichloride; nitrobenzene
With aluminium trichloride In nitrobenzene

: 871798-98-0
3,3'-dimethoxy-4-carboxymethoxyacetophenone

: 2478-38-8
1-(4-hydroxy-3,5-dimethoxy-phenyl)-ethanone

Conditions

Conditions	Yield
Stage #1: 3,3'-dimethoxy-4-carboxymethoxyacetophenone With triethylamine In N,N-dimethyl-formamide; toluene for 3h; Curtius rearrangement; Heating; Stage #2: With potassium hydroxide; glycerol In ethanol; N,N-dimethyl-formamide; toluene for 2h; Heating; Further stages.;	70%

: 103440-59-1
1-(4-hydroxy-3-iodo-5-methoxy-phenyl)ethan-1-one

: 124-41-4
sodium methylate

: 2478-38-8
1-(4-hydroxy-3,5-dimethoxy-phenyl)-ethanone

Conditions

Conditions	Yield
With methanol; copper at 140℃;

: 76246-81-6
1-(4-hydroxy-3,5-dimethoxyphenyl)ethanone benzyl ether

: 2478-38-8
1-(4-hydroxy-3,5-dimethoxy-phenyl)-ethanone

Conditions

Conditions	Yield
With hydrogen bromide; acetic acid bei gewoehnlicher Temperatur;

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Specification

The Acetosyringone, with CAS registry number 2478-38-8, belongs to the following product category: Aromatic Acetophenones & Derivatives (substituted). Its systematic name and its IUPAC name are the same, which is 1-(4-hydroxy-3,5-dimethoxyphenyl)ethanone. And this chemical is a kind of beige to light brown crystalline powder.

Physical properties of Acetosyringone are: (1)ACD/LogP: 1.699; (2)ACD/LogD (pH 5.5): 1.70; (3)ACD/LogD (pH 7.4): 1.63; (4)ACD/BCF (pH 5.5): 11.49; (5)ACD/BCF (pH 7.4): 9.92; (6)ACD/KOC (pH 5.5): 199.64; (7)ACD/KOC (pH 7.4): 172.35; (8)#H bond acceptors: 4; (9)#H bond donors: 1; (10)#Freely Rotating Bonds: 4; (11)Index of Refraction:1.528; (12)Molar Refractivity: 51.519 cm³; (13)Molar Volume: 167.398 cm³; (14)Polarizability: 20.424 10-24cm³; (15)Surface Tension: 39.9329986572266 dyne/cm; (16)Density: 1.172 g/cm³; (17)Flash Point: 131.705 °C; (18)Enthalpy of Vaporization: 60.054 kJ/mol; (19)Boiling Point: 334.653 °C at 760 mmHg

Preparation of Acetosyringone: This chemical can be prepared by 1-(3,4,5-trimethoxy-phenyl)-ethanone. This reaction will need reagent AlCl_3. The yield is about 60%.

Preparation of Acetosyringone

Uses of Acetosyringone: It can be used to produce 3',5'-dimethoxy-4'-isopropoxyacetophenone. This reaction will need reagent K₂CO₃ and solvent dimethylformamide. The reaction time is 4.5 hour(s). The yield is about 65.9%.

When you are using this chemical, please be cautious about it as the following:
The Acetosyringone irritates to eyes, respiratory system and skin. When use it, wear suitable protective clothing, gloves and eye/face protection. If contact with eyes, rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
(1)InChI=1S/C10H12O4/c1-6(11)7-4-8(13-2)10(12)9(5-7)14-3/h4-5,12H,1-3H3;
(2)InChIKey=OJOBTAOGJIWAGB-UHFFFAOYSA-N;
(3)Smilesc1(c(c(cc(c1)C(C)=O)OC)O)OC;

The toxicity data is as follows:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
mouse	LD50	intraperitoneal	650mg/kg (650mg/kg)	BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)	Journal of Medicinal Chemistry. Vol. 7, Pg. 178, 1964.
mouse	LD50	oral	> 10gm/kg (10000mg/kg)		Bromatologia i Chemia Toksykologiczna. Vol. 14, Pg. 301, 1981.