Anisoin supplier | CasNO.119-52-8

Name
ANISOIN
EINECS 204-330-8
CAS No. 119-52-8
Article Data153
CAS DataBase
Density 1.195 g/cm³
Solubility Soluble in water, ethanol and acetone.
Melting Point 108-111 °C(lit.)
Formula C₁₆H₁₆O₄
Boiling Point 459.373 °C at 760 mmHg
Molecular Weight 272.301
Flash Point 170.967 °C
Transport Information
Appearance pale yellow to beige powder
Safety 22-24/25
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms p-Anisoin(7CI,8CI);(?à)-p-Anisoin;1-Oxo-1,2-bis(p-methoxyphenyl)-2-hydroxyethane;2-Hydroxy-1,2-bis(4-methoxyphenyl)ethanone;4,4'-Dimethoxybenzoin;NSC 7960;NSC 8504;p,p'-Dimethoxybenzoin;
PSA 55.76000
LogP 2.62010

Synthetic route

: 28698-07-9
1,2-bis-(4-methoxyphenyl)-2-[(trimethylsilyl)oxy]ethanone

: 119-52-8
4,4'-dimethoxybenzoin

Conditions

Conditions	Yield
With methanol; 1,3-disulfonic acid imidazolium hydrogen sulfate at 20℃; for 0.0833333h; Green chemistry;	98%
With hydrogenchloride In tetrahydrofuran; water at 20℃;	9.27 g

: 123-11-5
4-methoxy-benzaldehyde

: 119-52-8
4,4'-dimethoxybenzoin

Conditions

Conditions	Yield
With 1,3-dimethylbenzimidazolium Iodide; 1,8-diazabicyclo[5.4.0]undec-7-ene In 1,4-dioxane for 1.5h; Heating;	95%
With N-(2-(3-mesityl-2,3-dihydro-1H-imidazol-1-yl)ethyl)-2-methylpropan-2-amine In tetrahydrofuran at 20℃; for 8h; Inert atmosphere;	94%
With sodium cyanide; cocamidopropyl betaine In ethanol; water at 55 - 65℃; for 0.666667h; Benzoin Condensation;	91%

: 1226-42-2
1,2-bis(4-methoxyphenyl)-1,2-ethanedione

: 119-52-8
4,4'-dimethoxybenzoin

Conditions

Conditions	Yield
With ammonium chloride; zinc In tetrahydrofuran at 20℃; for 1h;	94%
With water; zinc trifluoromethanesulfonate; zinc In 1,4-dioxane at 90℃; for 4h; Inert atmosphere; Schlenk technique; Green chemistry;	92%
With titanium(IV) iodide In acetonitrile at 0 - 20℃; for 5.3h; Reduction;	88%

: 4464-76-0, 39090-28-3, 39090-30-7, 42565-21-9, 66768-20-5, 122798-27-0
1,2-bis(4-methoxyphenyl)-1,2-ethanediol

: 119-52-8
4,4'-dimethoxybenzoin

Conditions

Conditions	Yield
With 1-butyl-3-methylimidazolium hydrogen sulfate; sodium bromate In water at 20℃; for 1.5h; Green chemistry;	80%
With magnesium sulfate; methyltrioxorhenium(VII) In acetonitrile for 2h; Heating;

: 90-96-0
bis(p-methoxyphenyl)methanone

: 68-12-2, 33513-42-7
N,N-dimethyl-formamide

A: 119-52-8
4,4'-dimethoxybenzoin

B: 1226-42-2
1,2-bis(4-methoxyphenyl)-1,2-ethanedione

Conditions

Conditions	Yield
With samarium; iodine at 50℃; for 1h;	A 78% B 16%
With samarium; chloro-trimethyl-silane at 80℃; for 4h; Product distribution; Further Variations:; Reagents; Temperatures; time;	A 53% B 35%
With samarium diiodide at 20℃; for 0.166667h;	A 48% B 36%

...Expand

: 123-11-5
4-methoxy-benzaldehyde

A: 119-52-8
4,4'-dimethoxybenzoin

B: 1226-42-2
1,2-bis(4-methoxyphenyl)-1,2-ethanedione

Conditions

Conditions	Yield
With samarium; potassium iodide; copper(l) chloride In tetrahydrofuran at 20℃; for 3h; Inert atmosphere;	A 78% B 15%
With 1,8-diazabicyclo[5.4.0]undec-7-ene In dimethyl sulfoxide at 25℃; for 40h; Inert atmosphere;	A 52% B 9%

: 1226-42-2
1,2-bis(4-methoxyphenyl)-1,2-ethanedione

A: 119-52-8
4,4'-dimethoxybenzoin

B: 26692-68-2
2,3-Dihydroxy-1,2-bis-(4-methoxy-phenyl)-propan-1-one

Conditions

Conditions	Yield
With rongalite In water; N,N-dimethyl-formamide at 100℃; for 1.5h;	A 68% B n/a

: 123-11-5
4-methoxy-benzaldehyde

: 292638-85-8
acrylic acid methyl ester

A: 5447-74-5
methyl 3-(4-methoxybenzoyl)propionate

B: 119-52-8
4,4'-dimethoxybenzoin

Conditions

Conditions	Yield
With triethylamine; 3-benzyl-5-(2-hydroxyethyl)-4-methyl-1,3-thiazol-3-ium chloride In various solvent(s) at 80℃; for 14h; Stetter reaction;	A 68% B n/a

...Expand

: 4464-76-0, 39090-28-3, 39090-30-7, 42565-21-9, 66768-20-5, 122798-27-0
1,2-bis(4-methoxyphenyl)-1,2-ethanediol

A: 119-52-8
4,4'-dimethoxybenzoin

B: 1226-42-2
1,2-bis(4-methoxyphenyl)-1,2-ethanedione

Conditions

Conditions	Yield
With hydrogenchloride; dichloro(4,11-dimethyl-1,4,8,11-tetraazabicyclo[6.6.2]hexadecane)manganese(II); dihydrogen peroxide In water; acetonitrile at 29.84℃; for 6h; pH=3; Inert atmosphere;	A 68% B 29%

: C12H15OPolS2

: 123-11-5
4-methoxy-benzaldehyde

A: 119-52-8
4,4'-dimethoxybenzoin

B: 1226-42-2
1,2-bis(4-methoxyphenyl)-1,2-ethanedione

Conditions

Conditions	Yield
Stage #1: C12H15OPolS2 With n-butyllithium In tetrahydrofuran at -35℃; for 2h; solid phase reaction; Stage #2: 4-methoxy-benzaldehyde In tetrahydrofuran; Petroleum ether at -35℃; solid phase reaction; Stage #3: With N-Bromosuccinimide In tetrahydrofuran; water	A 49% B 20%

...Expand

: 4231-69-0
1-(4-methoxybenzoyl)-1H-1,2,3-benzotriazole

: 119-52-8
4,4'-dimethoxybenzoin

Conditions

Conditions	Yield
With samarium; titanium tetrachloride In tetrahydrofuran Heating;	46%

: 106-44-5
p-cresol

: 71193-36-7
(α-chloro-4-methoxybenzyl)-(4-methoxyphenyl)-ketone

A: 102591-90-2
2,3-bis-(4-methoxy-phenyl)-5-methyl-benzofuran

B: 119-52-8
4,4'-dimethoxybenzoin

C: 119525-60-9
1,2-bis-(4-methoxyphenyl)-2-(4'-methylphenoxy)ethanone

Conditions

Conditions	Yield
With potassium carbonate In acetone for 3h; Heating;	A 45% B 15% C 20%

...Expand

: 105-13-5
4-Methoxybenzyl alcohol

A: 4464-76-0, 39090-28-3, 39090-30-7, 42565-21-9, 66768-20-5, 122798-27-0
1,2-bis(4-methoxyphenyl)-1,2-ethanediol

B: 123-11-5
4-methoxy-benzaldehyde

C: 119-52-8
4,4'-dimethoxybenzoin

Conditions

Conditions	Yield
With cadmium(II) sulphide In acetonitrile at 20℃; under 37.5038 Torr; for 24h; Inert atmosphere; Irradiation;	A 11% B 24% C 36%

...Expand

: 123-11-5
4-methoxy-benzaldehyde

: 1,3-dimethyl-2-(α-hydroxy-4-methoxybenzyl)benzimidazolium iodide

: 119-52-8
4,4'-dimethoxybenzoin

Conditions

Conditions	Yield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In tetrahydrofuran for 3h; Heating;	34%

: 75748-09-3
(4-methoxybenzoyl)trimethylsilane

: 123-11-5
4-methoxy-benzaldehyde

: 119-52-8
4,4'-dimethoxybenzoin

Conditions

Conditions	Yield
In dichloromethane at 20℃; for 48h; Inert atmosphere; Irradiation; Schlenk technique;	31%

: 123-11-5
4-methoxy-benzaldehyde

: 292638-85-8
acrylic acid methyl ester

A: 119-52-8
4,4'-dimethoxybenzoin

B: 5-(4-methoxybenzoyl)-5-(4-methoxyphenyl)-tetrahydro-2(3H)-furanone

Conditions

Conditions	Yield
Stage #1: 4-methoxy-benzaldehyde With potassium tert-butylate; 1,3-dimethylimidazolim iodide In tetrahydrofuran at 20℃; for 3h; Stage #2: acrylic acid methyl ester In tetrahydrofuran at 20℃; for 44h;	A n/a B 27%

...Expand

: 1226-42-2
1,2-bis(4-methoxyphenyl)-1,2-ethanedione

Co2(CO)8: Co2(CO)8

: 119-52-8
4,4'-dimethoxybenzoin

Conditions

Conditions	Yield
With sodium hydroxide; carbon monoxide; methyl iodide In water; benzene at 20℃; for 20h;	5%

: 110-71-4
1,2-dimethoxyethane

: 123-11-5
4-methoxy-benzaldehyde

: 119-52-8
4,4'-dimethoxybenzoin

Conditions

Conditions	Yield
With sodium cyanide

: 151-50-8
potassium cyanide

: 123-11-5
4-methoxy-benzaldehyde

: 119-52-8
4,4'-dimethoxybenzoin

: 123-11-5
4-methoxy-benzaldehyde

: 1911-01-9
1,1',3,3'-tetramethyl-2,2'-biimidazolidinylidene

A: 119-52-8
4,4'-dimethoxybenzoin

B: (1,3-Dimethyl-imidazolidin-2-yl)-(4-methoxy-phenyl)-methanone

Conditions

Conditions	Yield
at 60 - 90℃; for 0.5h;

...Expand

: 123-11-5
4-methoxy-benzaldehyde

: 1771-57-9
bis(1,3-dibenzylimidazolidin-2-ylidene)

A: 119-52-8
4,4'-dimethoxybenzoin

B: (1,3-Dibenzyl-imidazolidin-2-yl)-(4-methoxy-phenyl)-methanone

Conditions

Conditions	Yield
at 60 - 90℃; for 0.5h;

...Expand

: 123-11-5
4-methoxy-benzaldehyde

A: 119-52-8
4,4'-dimethoxybenzoin

B: (1,3-Dimethyl-imidazolidin-2-yl)-(4-methoxy-phenyl)-methanone

Conditions

Conditions	Yield
With 1,1',3,3'-tetramethyl-2,2'-biimidazolidinylidene at 60 - 90℃; for 0.5h; Yield given;

: 123-11-5
4-methoxy-benzaldehyde

A: 24318-43-2
4-methoxybenzyl 4-methoxybenzoate

B: 119-52-8
4,4'-dimethoxybenzoin

C: 105-13-5
4-Methoxybenzyl alcohol

Conditions

Conditions	Yield
EtNdI In tetrahydrofuran at 65℃; for 20h;	A 11 % Spectr. B 7 % Spectr. C 13 % Spectr.

...Expand

: 86119-84-8, 7664-38-2
phosphoric acid

: 104-46-1
anethole

: 119-52-8
4,4'-dimethoxybenzoin

: 7664-93-9
sulfuric acid

: 104-46-1
anethole

: 119-52-8
4,4'-dimethoxybenzoin

: 10025-91-9
antimony(III) chloride

: 104-46-1
anethole

: 119-52-8
4,4'-dimethoxybenzoin

: 7553-56-2
iodine

: 67-64-1
acetone

: 104-46-1
anethole

: 119-52-8
4,4'-dimethoxybenzoin

...Expand

anisyl: anisyl

: 119-52-8
4,4'-dimethoxybenzoin

Conditions

Conditions	Yield
With chromium dichloride
With platinum(IV) oxide; acetic acid ester; hydrogen at 60℃;
With diethyl ether; magnesium; magnesium iodide Reagens 4: Benzol; und Behandlung des Reaktionsprodukts mit Wasser;

: 64-17-5
ethanol

: 1226-42-2
1,2-bis(4-methoxyphenyl)-1,2-ethanedione

chromium (II)-chloride: chromium (II)-chloride

: 119-52-8
4,4'-dimethoxybenzoin

Conditions

Conditions	Yield
udn Behandlung des Reaktionsprodukts mit Wasser;

...Expand

Anisoin Specification

The Ethanone,2-hydroxy-1,2-bis(4-methoxyphenyl)-, with its CAS registry number 119-52-8, has the IUPAC name of 2-hydroxy-1,2-bis(4-methoxyphenyl)ethanone. And for being a kind of pale yellow to beige powder, it has the molecular formula of C₁₆H₁₆O₄ and the molecular weight of 272.3. When you are using it, do not breathe dust and then avoid contacting with skin and eyes.

The characteristics of Ethanone,2-hydroxy-1,2-bis(4-methoxyphenyl)- are as follows: (1)ACD/LogP: 2.12; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2.12; (4)ACD/LogD (pH 7.4): 2.12; (5)ACD/BCF (pH 5.5): 24.07; (6)ACD/BCF (pH 7.4): 24.07; (7)ACD/KOC (pH 5.5): 339.25; (8)ACD/KOC (pH 7.4): 339.24; (9)#H bond acceptors: 4; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 6; (12)Polar Surface Area: 44.76 Å²; (13)Index of Refraction: 1.578; (14)Molar Refractivity: 75.66 cm³; (15)Molar Volume: 227.9 cm³; (16)Polarizability: 29.99×10^-24cm³; (17)Surface Tension: 45.9 dyne/cm; (18)Density: 1.194 g/cm³; (19)Flash Point: 171 °C; (20)Enthalpy of Vaporization: 75.85 kJ/mol; (21)Boiling Point: 459.4 °C at 760 mmHg; (22)Vapour Pressure: 3.11E-09 mmHg at 25°C; (23)Exact Mass: 272.104859; (24)MonoIsotopic Mass: 272.104859; (25)Topological Polar Surface Area: 55.8; (26)Heavy Atom Count: 20; (27)Complexity: 302; (28)Undefined Atom StereoCenter Count: 1; (29)Covalently-Bonded Unit Count: 1; (30)Feature 3D Acceptor Count: 4; (31)Feature 3D Donor Count: 1; (32)Feature 3D Ring Count: 2.

Production method of this chemical: 4-Methoxy-benzaldehyde could react to produce ethanone,2-hydroxy-1,2-bis(4-methoxyphenyl)-, and it happens in the reagent of aq. KCN and the solvent of ethanol.

Use of this chemical: Ethanone,2-hydroxy-1,2-bis(4-methoxyphenyl)- could react to produce a-bromo-4,4'-dimethoxy-deoxybenzoin, and this reaction could happen in the reagent of chloroform and PBr₃.

What's more, the following datas could be converted into the molecular structure:
(1)Canonical SMILES: COC1=CC=C(C=C1)C(C(=O)C2=CC=C(C=C2)OC)O
(2)InChI: InChI=1S/C16H16O4/c1-19-13-7-3-11(4-8-13)15(17)16(18)12-5-9-14(20-2)10-6-12/h3-10,15,17H,1-2H3
(3)InChIKey: LRRQSCPPOIUNGX-UHFFFAOYSA-N

Product Name

ANISOIN

Synthetic route

Anisoin Specification

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