3-(4-Hydroxyphenyl)-1-propane supplier

Name
p-Coumaryl alcohol
EINECS
CAS No. 3690-05-9
Article Data12
CAS DataBase
Density 1.188g/cm³
Solubility
Melting Point 124 °C
Formula C₉H₁₀O₂
Boiling Point 323.5°Cat760mmHg
Molecular Weight 150.177
Flash Point 162.7°C
Transport Information
Appearance
Safety
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms 2-Propen-1-ol,3-(p-hydroxyphenyl)- (6CI,7CI,8CI);Phenol, 4-(3-hydroxy-1-propenyl)- (9CI);3-(p-Hydroxyphenyl)-2-propen-1-ol;4-Hydroxycinnamic alcohol;4-Hydroxycinnamylalcohol;p-Coumaric alcohol;p-Coumaryl alcohol;p-Cumaric alcohol;p-Hydroxycinnamic alcohol;p-Hydroxycinnamyl alcohol;Phenol,4-(3-hydroxy-1-propen-1-yl)-;
PSA 40.46000
LogP 1.39770

Synthetic route

: 3943-97-3
methyl 4-hydroxycinnamate

: 3690-05-9
4-hydroxycinnamic alcohol

Conditions

Conditions	Yield
With lithium aluminium tetrahydride In tetrahydrofuran at 20℃; for 6h;	96%

: 1202495-53-1
1-hydroxy-3-(4-acetoxyphenyl)-2-propen

: 3690-05-9
4-hydroxycinnamic alcohol

Conditions

Conditions	Yield
With β‐cyclodextrin In water; acetone at 60℃; for 6h; Green chemistry;	95%

: C14H18O3

: 3690-05-9
4-hydroxycinnamic alcohol

Conditions

Conditions	Yield
With β‐cyclodextrin In water; acetone at 60℃; for 6h; Green chemistry;	93%

: 3943-97-3, 19367-38-5, 61240-27-5
methyl p-hydroxycinnamate

: 3690-05-9
4-hydroxycinnamic alcohol

Conditions

Conditions	Yield
With aluminum (III) chloride; lithium aluminium tetrahydride In diethyl ether at 0℃; for 1.5h;	90%
With aluminum (III) chloride; lithium aluminium tetrahydride In diethyl ether at 0 - 20℃; for 0.5h; Inert atmosphere;	62%

: C11H14O3

: 3690-05-9
4-hydroxycinnamic alcohol

Conditions

Conditions	Yield
With β‐cyclodextrin In water; acetone at 60℃; for 6h; Green chemistry;	87%

: 4-hydroxybenzenediazonium tetrafluoroborate

: 107-18-6
allyl alcohol

A: 3690-05-9
4-hydroxycinnamic alcohol

B: 20238-83-9
dihydro-p-coumaryl aldehyde

Conditions

Conditions	Yield
With sodium acetate; palladium diacetate In methanol at 0℃; for 6h; Heck Reaction;	A 72% B 11%

...Expand

: C16H16O4S

: 3690-05-9
4-hydroxycinnamic alcohol

Conditions

Conditions	Yield
With β‐cyclodextrin In water; acetone at 60℃; for 5h; Green chemistry;	59%

: 7361-92-4, 7362-39-2, 2979-06-8
ethyl 3-(4-hydroxyphenyl)prop-2-enoate

: 3690-05-9
4-hydroxycinnamic alcohol

Conditions

Conditions	Yield
With lithium aluminium tetrahydride In diethyl ether at 0℃; for 18h; Reduction;
With diisobutylaluminium hydride In toluene at -78 - 25℃; for 3.75h; Inert atmosphere;

: 20711-53-9, 88264-59-9, 2538-87-6
p-hydroxy-cinnamaldehyde

: 3690-05-9
4-hydroxycinnamic alcohol

Conditions

Conditions	Yield
With β-nicotinamide adenine dinucleotide 2’-phosphate reduced tetrasodium salt; Arabidopsis thaliana cinnamyl alcohol dehydrogenase 5 at 30℃; Kinetics; Enzymatic reaction;
Stage #1: p-hydroxy-cinnamaldehyde With 1,4-dithio-L-threitol; NADPH at 30℃; for 0.5h; Enzymatic reaction; Stage #2: With acetic acid In methanol pH=7.5; Kinetics;

: 103-90-2
4-acetaminophenol

A: 3690-05-9
4-hydroxycinnamic alcohol

B: 20238-83-9
dihydro-p-coumaryl aldehyde

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: tetrafluoroboric acid / isopropyl alcohol / 3 h / 90 °C 1.2: 0 °C 2.1: sodium acetate; palladium diacetate / methanol / 6 h / 0 °C View Scheme

: 22214-30-8, 59417-71-9, 3160-35-8
4-(4'-hydroxyphenyl)but-3-en-2-one

: 3690-05-9
4-hydroxycinnamic alcohol

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: sulfuric acid / 4 h / Reflux 2: lithium aluminium tetrahydride / chlorobenzene; tetrahydrofuran / 4 h / 20 °C View Scheme

: 2979-06-8, 7361-92-4, 7362-39-2
ethyl (E)-4-hydroxycinnamate

: 3690-05-9
4-hydroxycinnamic alcohol

Conditions

Conditions	Yield
With lithium aluminium tetrahydride In tetrahydrofuran; chlorobenzene at 20℃; for 4h;

: 123-08-0
4-hydroxy-benzaldehyde

: 3690-05-9
4-hydroxycinnamic alcohol

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: pyridine; piperidine / 90 - 105 °C 2: triethylamine / tetrahydrofuran / 0.5 h / -7 °C 3: sodium tetrahydroborate / methanol; tetrahydrofuran / 2 h / 10 °C View Scheme

: 7400-08-0
para-coumaric acid

: 3690-05-9
4-hydroxycinnamic alcohol

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: triethylamine / tetrahydrofuran / 0.5 h / -7 °C 2: sodium tetrahydroborate / methanol; tetrahydrofuran / 2 h / 10 °C View Scheme
Multi-step reaction with 2 steps 1: 45 h / Irradiation; Reflux 2: lithium aluminium tetrahydride; aluminum (III) chloride / diethyl ether / 1.5 h / 0 °C View Scheme

: C12H12O5

: 3690-05-9
4-hydroxycinnamic alcohol

Conditions

Conditions	Yield
With sodium tetrahydroborate In tetrahydrofuran; methanol at 10℃; for 2h;

: 7400-08-0
p-Coumaric Acid

: 3690-05-9
4-hydroxycinnamic alcohol

Conditions

Conditions	Yield
With Escherichia coli BL21-Gold(DE3) lacIQ1 pALXtreme-tal-4cl-ccr-cad at 25℃; for 17h; Enzymatic reaction;

: 3690-05-9
4-hydroxycinnamic alcohol

: 10210-17-0
3-(4-hydroxyphenyl)propan-1-ol

Conditions

Conditions	Yield
With palladium 10% on activated carbon; hydrogen In methanol at 20℃; for 12h;	98%

: 3690-05-9
4-hydroxycinnamic alcohol

: 20711-53-9, 88264-59-9, 2538-87-6
p-hydroxy-cinnamaldehyde

Conditions

Conditions	Yield
With MoO2Cl2(DMSO)2; dimethyl sulfoxide for 0.166667h; Swern Oxidation; Microwave irradiation;	97%
With 2,3-dicyano-5,6-dichloro-p-benzoquinone In 1,4-dioxane at 20℃; for 0.5h;	81%
With 2,3-dicyano-5,6-dichloro-p-benzoquinone In 1,4-dioxane for 0.5h; Inert atmosphere;	43%

: tris(acetonitrile)pentamethylcyclopentadienylruthenium(II) hexafluorophosphate

: 3690-05-9
4-hydroxycinnamic alcohol

: 1160168-69-3
[(C5(CH3)5)Ru(η6-p-coumaryl alcohol)]PF6

Conditions

Conditions	Yield
In dichloromethane byproducts: CH3CN; (Ar, Schlenk technique); addn. of phenol deriv. to CH2Cl2 soln. of ruthenium compd., stirring for several hs at room temp.; concg., addn. of ether, filtration, washing with ether and hexane, elem.anal.;	83%

: 3690-05-9
4-hydroxycinnamic alcohol

: 35400-60-3
3-(3-hydroxy-4-methoxy-phenyl)-1-(2,4,6-trihydroxyphenyl)propan-1 -one

: (E)-3-(3-hydroxy-4-methoxyphenyl)-1-(2,4,6-trihydroxy-3-(3-(4-hydroxyphenyl)allyl)phenyl)propan-1-one

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In acetonitrile at 20℃; for 3h; Inert atmosphere;	69%

: 3690-05-9
4-hydroxycinnamic alcohol

: 527-95-7
herbacetin

: 134070-57-8
demethoxyrhodiolin

Conditions

Conditions	Yield
horseradish peroxidase;

: 3690-05-9
4-hydroxycinnamic alcohol

A: 862608-06-8
(4-(4-hydroxyphenyl)furoxan-3-yl)methanol

B: C9H8N2O4

Conditions

Conditions	Yield
With sodium nitrite In acetic acid at 25℃; Inert atmosphere;

: 3690-05-9
4-hydroxycinnamic alcohol

: C9H6N2O4

Conditions

Conditions	Yield
Stage #1: para-coumaryl alcohol With sodium nitrite In acetic acid at 25℃; Inert atmosphere; Stage #2: With manganese(IV) oxide In dichloromethane at 25℃; Inert atmosphere;

: 3690-05-9
4-hydroxycinnamic alcohol

: 2902-69-4
2,2,2-trichloroacetophenone

: 189230-69-1
p-hydroxycinnamyl benzoate

Conditions

Conditions	Yield
With N,N,N',N'',N'''-pentamethyldiethylenetriamine In acetonitrile at 20 - 25℃; for 12h;	0.463g

: 3690-05-9
4-hydroxycinnamic alcohol

: 4-(3-(4-((5-chloro-2-((2-methoxy-4-(4-methylpiperazin-1-yl)phenyl)amino)pyrimidin-4-yl)oxy)phenyl)propoxy)-3-(phenylsulfonyl)-1,2,5-oxadiazole-2-oxide

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: hydrogen; palladium 10% on activated carbon / methanol / 12 h / 20 °C 2: potassium carbonate / N,N-dimethyl-formamide / 2 h / 20 °C 3: trifluoroacetic acid; iso-butanol / 3 h / 100 °C 4: sodium hydride / tetrahydrofuran / 0.5 h / 0 - 20 °C View Scheme

: 3690-05-9
4-hydroxycinnamic alcohol

: 3-(4-((2,5-dichloropyrimidin-4-yl)oxy)phenyl)propan-1-ol

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: hydrogen; palladium 10% on activated carbon / methanol / 12 h / 20 °C 2: potassium carbonate / N,N-dimethyl-formamide / 2 h / 20 °C View Scheme

: 3690-05-9
4-hydroxycinnamic alcohol

: 3-(4-((5-chloro-2-((2-methoxy-4-(4-methylpiperazin-1-yl)phenyl)amino)pyrimidin-4-yl)oxy)phenyl)propan-1-ol

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: hydrogen; palladium 10% on activated carbon / methanol / 12 h / 20 °C 2: potassium carbonate / N,N-dimethyl-formamide / 2 h / 20 °C 3: trifluoroacetic acid; iso-butanol / 3 h / 100 °C View Scheme

: 133-89-1
UDP-glucose

: 3690-05-9
4-hydroxycinnamic alcohol

: p‐coumaryl alcohol glucoside

Conditions

Conditions	Yield
With magnesium chloride; BSA In dimethyl sulfoxide pH=7.5;

: 3690-05-9
4-hydroxycinnamic alcohol

: C9H9ClO

Conditions

Conditions	Yield
With thionyl chloride In dichloromethane at 8 - 20℃;

: 3690-05-9
4-hydroxycinnamic alcohol

: bis[3-(4-hydroxyphenyl)prop-2-ene]disulphide

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: thionyl chloride / dichloromethane / 8 - 20 °C 2: sodium hydrogensulfide; triethylamine hydrochloride / methanol / 4 h / 20 °C / Inert atmosphere View Scheme

3-(4-Hydroxyphenyl)-1-propane Chemical Properties

Molecular Structure of 3-(4-Hydroxyphenyl)-1-propane (CAS NO.3690-05-9):

IUPAC Name: 4-[(E)-3-Hydroxyprop-1-enyl]phenol
Canonical SMILES: C1=CC(=CC=C1C=CCO)O
Isomeric SMILES: C1=CC(=CC=C1/C=C/CO)O
InChI: InChI=1S/C9H10O2/c10-7-1-2-8-3-5-9(11)6-4-8/h1-6,10-11H,7H2/b2-1+
InChIKey: PTNLHDGQWUGONS-OWOJBTEDSA-N
Molecular Weight: 150.1745 [g/mol]
Molecular Formula: C₉H₁₀O₂
XLogP3-AA: 1.3
H-Bond Donor: 2
H-Bond Acceptor: 2
Index of Refraction: 1.64
Molar Refractivity: 45.55 cm³
Molar Volume: 126.3 cm³
Surface Tension: 53.6 dyne/cm
Density: 1.188 g/cm³
Flash Point: 162.7 °C
Enthalpy of Vaporization: 59.69 kJ/mol
Boiling Point: 323.5 °C at 760 mmHg
Vapour Pressure: 0.000107 mmHg at 25 °C

3-(4-Hydroxyphenyl)-1-propane Specification

3-(4-Hydroxyphenyl)-1-propane (CAS NO.3690-05-9), its Synonyms are Phenol, 4-(3-hydroxy-1-propenyl)- ; 2-Propen-1-ol,3-(p-hydroxyphenyl)- (6CI,7CI,8CI) ; Phenol, 4-(3-hydroxy-1-propenyl)- (9CI) ; 3-(p-Hydroxyphenyl)-2-propen-1-ol ; 4-Hydroxycinnamic alcohol ; p-Coumaric alcohol; p-Coumaryl alcohol ; p-Hydroxycinnamic alcohol ; p-Hydroxycinnamyl alcohol .

Product Name

p-Coumaryl alcohol

Synthetic route

3-(4-Hydroxyphenyl)-1-propane Chemical Properties

3-(4-Hydroxyphenyl)-1-propane Specification

Related Products

Hot Products