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2305-13-7

Basic Information
CAS No.: 2305-13-7
Name: DIHYDROCONIFERYL ALCOHOL
Article Data: 50
Molecular Structure:
Molecular Structure of 2305-13-7 (DIHYDROCONIFERYL ALCOHOL)
Formula: C10H14O3
Molecular Weight: 182.219
Synonyms: Guaiacylpropanol;
Density: 1.148 g/cm3
Melting Point: 63-65 °C
Boiling Point: 339.8 °C at 760 mmHg
Flash Point: 159.3 °C
Hazard Symbols: Xn,T,F,Xi
Risk Codes: R40; R22; R10; R36/38; R23/25; R11; R36/37/38
PSA: 49.69000
LogP: 1.32570
Synthetic route
458-36-6

trans-coniferyl aldehyde

A

2305-13-7

3-Guaiacylpropanol

Conditions
ConditionsYield
With sodium tetrahydroborate In ethyl acetate for 1h; Ambient temperature;A 1%
B 99%
7382-59-4

guaiacylglycerol-β-guaiacyl ether

A

2785-87-7

2-methoxy-4-n-propylphenol

B

2305-13-7

3-Guaiacylpropanol

C

90-05-1

2-methoxy-phenol

Conditions
ConditionsYield
With palladium 10% on activated carbon; hydrogen; zinc(II) acetate dihydrate In methanol at 225℃; under 26618.1 Torr; Catalytic behavior;A 69%
B 20%
C 98%
With hydrogen In methanol at 260℃; under 22502.3 Torr; for 12h; Catalytic behavior; Temperature; Time;A 43 %Chromat.
B 11 %Chromat.
C 71 %Chromat.
With hydrogen In methanol at 220℃; under 22502.3 Torr; for 8h; Catalytic behavior; Temperature;A 11 %Chromat.
B 44 %Chromat.
C 76 %Chromat.
7382-59-4

guaiacylglycerol-β-guaiacyl ether

A

2305-13-7

3-Guaiacylpropanol

B

90-05-1

2-methoxy-phenol

Conditions
ConditionsYield
With formic acid In water at 120℃; for 3h; Green chemistry;A 93%
B 95%
With palladium 10% on activated carbon; hydrogen In methanol at 225℃; under 26618.1 Torr; Catalytic behavior;A 74%
B 74%
With 10% nickel/activated carbon; hydrogen In 1,4-dioxane at 150℃; under 15001.5 Torr; for 2h; Autoclave;A 7.7%
B 6.4%
2305-13-7

3-Guaiacylpropanol

Conditions
ConditionsYield
With ferrous ammonium sulphate hexahydrate; isopropyl β-D-thiogalactopyranoside In aq. phosphate buffer at 37℃; for 48h;91%
With hydrogen; palladium on activated charcoal In methanol at 20℃; for 4h;90%
With hydrogen; palladium on activated charcoal In ethyl acetate for 3h;55 mg
56024-44-3

methyl 3-(4-hydroxy-3-methoxyphenyl)propanoate

2305-13-7

3-Guaiacylpropanol

Conditions
ConditionsYield
With sodium tetrahydroborate In water for 8h; Ambient temperature;90%
With lithium aluminium tetrahydride In diethyl ether
With lithium borohydride In diethyl ether; toluene for 0.25h; Heating;
With lithium aluminium tetrahydride Reduction;
97-53-0

4-allylguaiacol

A

2305-13-7

3-Guaiacylpropanol

B

20736-21-4

1-(4-hydroxy-3-methoxyphenyl)-2-propanol

Conditions
ConditionsYield
Stage #1: 4-allylguaiacol With dimethylsulfide borane complex In tetrahydrofuran
Stage #2: With sodium hydroxide; dihydrogen peroxide In tetrahydrofuran
A 84%
B n/a
Stage #1: 4-allylguaiacol With dimethylsulfide borane complex In tetrahydrofuran at 0 - 20℃; for 2h;
Stage #2: With dihydrogen peroxide; sodium hydroxide In tetrahydrofuran at 0 - 20℃; for 1h; Inert atmosphere;
A 80%
B n/a
With sodium hydroxide; tetrabutylammonium boranate; dihydrogen peroxide; methyl iodide 1.) CH2Cl2, reflux, 30 min, 2.) 1.5 h; Yield given. Multistep reaction. Yields of byproduct given. Title compound not separated from byproducts;
1135-24-6

3-(4-hydroxy-3-methoxyphenyl)acrylic acid

2305-13-7

3-Guaiacylpropanol

Conditions
ConditionsYield
With whole cell cultures of dichomitus albidofuscus at 24℃; for 72h; Darkness; Microbiological reaction;77%
Multi-step reaction with 2 steps
1: LiAlH4 / tetrahydrofuran / 1 h / -30 °C
2: H2 / 10percent Pd-charcoal / methanol / 2 h / 1810.02 Torr
View Scheme
With D-Glucose; Escherichia coli endogenous alcohol dehydrogenase; Segniliparus rugosus carboxylic acid reductase; dimethyl sulfoxide; magnesium chloride In aq. phosphate buffer at 30℃; for 18h; pH=7.5; Enzymatic reaction;
7382-59-4

guaiacylglycerol-β-guaiacyl ether

A

2305-13-7

3-Guaiacylpropanol

B

95316-34-0

3-Hydroxy-1-methoxy-2-(2-methoxy-phenoxy)-1-(4-hydroxy-3-methoxy-phenyl)-propan

C

90-05-1

2-methoxy-phenol

Conditions
ConditionsYield
With 10% nickel/activated carbon; hydrogen In methanol at 120℃; under 15001.5 Torr; for 2h; Time; Autoclave;A 7.4%
B 72.8%
C 9.2%
20649-42-7, 458-36-6

coniferaldehyde

A

2305-13-7

3-Guaiacylpropanol

B

80638-48-8

3-(3'-methoxy-4'-hydroxyphenyl)propionaldehyde

Conditions
ConditionsYield
With palladium 10% on activated carbon; hydrogen for 2h;A 70.4%
B 11.9%
94824-16-5

1,3-dihydroxy-1-(4-O-benzyl-3-methoxyphenyl)propane

2305-13-7

3-Guaiacylpropanol

Conditions
ConditionsYield
With hydrogenchloride In water45%
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Specification

The Benzenepropanol,4-hydroxy-3-methoxy-, with the CAS registry number of 2305-13-7, is also known as Guaiacylpropanol. It belongs to the product category of Benzhydrols, Benzyl & Special Alcohols. This chemical's molecular formula is C10H14O3 and molecular weight is 182.22. What's more, its IUPAC name is 4-(3-Hydroxypropyl)-2-methoxyphenol.

Physical properties about the Benzenepropanol,4-hydroxy-3-methoxy- are: (1)ACD/LogP: 0.85; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 0.85; (4)ACD/LogD (pH 7.4): 0.85; (5)ACD/BCF (pH 5.5): 2.59; (6)ACD/BCF (pH 7.4): 2.59; (7)ACD/KOC (pH 5.5): 68.87; (8)ACD/KOC (pH 7.4): 68.73; (9)#H bond acceptors: 3; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 6; (12)Polar Surface Area: 27.69 Å2; (13)Index of Refraction: 1.549; (14)Molar Refractivity: 50.53 cm3; (15)Molar Volume: 158.6 cm3; (16)Surface Tension: 45.4 dyne/cm; (17)Density: 1.148 g/cm3; (18)Flash Point: 159.3 °C; (19)Enthalpy of Vaporization: 61.56 kJ/mol; (20)Boiling Point: 339.8 °C at 760 mmHg; (21)Vapour Pressure: 3.49E-05 mmHg at 25 °C.

Preparation: this chemical is prepared by 3-(4-Hydroxy-3-methoxy-phenyl)-propionic acid methyl ester. The reaction needs reagent LiBH4 and solvent Diethyl ether. The reaction time is 15 min.



Uses: it is used to produce other chemicals. For example, it is used to produce 4-[3-(tert-Butyl-dimethyl-silanyloxy)-propyl]-2-methoxy-phenol. This reaction needs reagents Et3N and N,N-Dimethylaminopyridine. Meanwhile, it needs solvent CH2Cl2. The reaction time is 24 h. The yield is about 55 %.



You can still convert the following datas into molecular structure:
(1) SMILES: Oc1ccc(cc1OC)CCCO
(2) InChI: InChI=1/C10H14O3/c1-13-10-7-8(3-2-6-11)4-5-9(10)12/h4-5,7,11-12H,2-3,6H2,1H3
(3) InChIKey: MWOMNLDJNQWJMK-UHFFFAOYAL