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4-Hydroxymethylbenzaldehyde

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Name

4-Hydroxymethylbenzaldehyde

EINECS N/A
CAS No. 52010-97-6 Density 1.185 g/cm3
PSA 37.30000 LogP 0.99140
Solubility N/A Melting Point 47 °C(Solv: ligroine (8032-32-4))
Formula C8H8O2 Boiling Point 291.219 °C at 760 mmHg
Molecular Weight 136.15 Flash Point 122.49 °C
Transport Information N/A Appearance N/A
Safety Risk Codes N/A
Molecular Structure Molecular Structure of 52010-97-6 (4-HYDROXYMETHYLBENZALDEHYDE) Hazard Symbols N/A
Synonyms

p-Tolualdehyde,a-hydroxy- (6CI,7CI);Benzaldehyde,4-(hydroxymethyl)-;

Article Data 139

4-Hydroxymethylbenzaldehyde Synthetic route

125734-44-3

4-(hydroxymethyl)benzaldehyde diethyl acetal

52010-97-6

4-(hydroxylmethyl)benzaldehyde

Conditions
ConditionsYield
With hydrogenchloride; water In tetrahydrofuran for 1h;100%
sodium tetrakis[(3,5-di-trifluoromethyl)phenyl]borate In water at 30℃; for 0.0833333h;96%
With hydrogenchloride In diethyl ether at 25℃; for 1h; Yield given;
183057-64-9

4-(hydroxymethyl)benzaldehyde dimethyl acetal

52010-97-6

4-(hydroxylmethyl)benzaldehyde

Conditions
ConditionsYield
With sulfuric acid; water In tetrahydrofuran at 20℃; for 3h;100%
With sulfuric acid In tetrahydrofuran at 20℃; for 2h;
619-66-9

4-Carboxybenzaldehyde

52010-97-6

4-(hydroxylmethyl)benzaldehyde

Conditions
ConditionsYield
With samarium diiodide; water; samarium(III) trifluoromethanesulfonate In tetrahydrofuran; methanol at 20℃; for 0.1h; Reduction;95%
187682-10-6

(+/-)-4-(3,4,5,6-tetrahydro-2H-pyran-2-yloxymethyl)benzaldehyde

52010-97-6

4-(hydroxylmethyl)benzaldehyde

Conditions
ConditionsYield
With zinc(II) trifluoromethanesulfonate In methanol at 20℃; for 0.5h;95%
71888-24-9

4-(diethylaminocarbonyl)benzoic acid

52010-97-6

4-(hydroxylmethyl)benzaldehyde

Conditions
ConditionsYield
Stage #1: 4-(diethylaminocarbonyl)benzoic acid With lithium tri-t-butoxyaluminum hydride In tetrahydrofuran at 20℃; for 0.25h; Inert atmosphere;
Stage #2: With zirconocene dichloride In tetrahydrofuran at 20℃; for 0.0333333h; Inert atmosphere;
93%
16473-35-1

4-(hydroxymethyl)benzyl chloride

52010-97-6

4-(hydroxylmethyl)benzaldehyde

Conditions
ConditionsYield
With 4-methylmorpholine N-oxide In tetrahydrofuran at 20℃; for 6h; Reflux;93%
623-27-8

terephthalaldehyde,

52010-97-6

4-(hydroxylmethyl)benzaldehyde

Conditions
ConditionsYield
With formic acid; [(η5-C5H5)Ru(κ1-P-PPh2Py)(PPh3)Cl]; sodium hydroxide In water; acetonitrile at 80℃; for 8h;92%
With bis(η5-cyclopentadienyl)hafnium dihydride In isopropyl alcohol at 80℃; for 8h;91%
With sodium tetrahydroborate In ethanol at 0℃; for 1h;91%
589-29-7

p-xylylene glycol

52010-97-6

4-(hydroxylmethyl)benzaldehyde

Conditions
ConditionsYield
With oxygen In dimethyl sulfoxide at 20℃; under 760.051 Torr; for 24h; Irradiation;90%
With sodium tetrahydroborate In tetrahydrofuran; ethanol at 0 - 2℃;88.9%
With dihydrogen peroxide In neat (no solvent) at 70℃; for 7h; Green chemistry; chemoselective reaction;70%
1571-08-0

methyl 4-formylbenzoate

52010-97-6

4-(hydroxylmethyl)benzaldehyde

Conditions
ConditionsYield
Stage #1: methyl 4-formylbenzoate With trimethylaluminum; isopropylmagnesium chloride; N,O-dimethylhydroxylamine*hydrochloride In tetrahydrofuran; diethyl ether; hexane at 0 - 20℃; for 2h;
Stage #2: With diisobutylaluminium hydride In tetrahydrofuran; diethyl ether; hexane at 0 - 20℃; for 0.5h;
89%
Stage #1: methyl 4-formylbenzoate With trimethylaluminum; isopropylmagnesium chloride; N,O-dimethylhydroxylamine*hydrochloride
Stage #2: With diisobutylaluminium hydride
Stage #3: With water chemoselective reaction;
89%
Stage #1: methyl 4-formylbenzoate With trimethylsilyl trifluoromethanesulfonate; triphenylphosphine In dichloromethane at 20℃; for 1h; Inert atmosphere;
Stage #2: With diisobutylaluminium hydride In hexane; dichloromethane at -78℃; for 8h; Inert atmosphere;
Stage #3: With water; sodium hydrogencarbonate In methanol; hexane; dichloromethane at 40℃; for 2h; chemoselective reaction;
80%
160744-60-5

4-((tert-butyldimethylsilyloxy)methyl)benzaldehyde

52010-97-6

4-(hydroxylmethyl)benzaldehyde

Conditions
ConditionsYield
With 1,11-bis(3-methyl-3H-imidazolium-1-yl)-3,6,9-trioxaundecane di(methanesulfonate) In methanol at 20℃; for 1.33333h;89%

4-Hydroxymethylbenzaldehyde Chemical Properties

Molecule structure of 4-(Hydroxymethyl)benzaldehyde (CAS NO.52010-97-6):

IUPAC Name: 4-(Hydroxymethyl)benzaldehyde 
Molecular Weight: 136.14792 g/mol
Molecular Formula: C8H8O2
XLogP3: 0.8
H-Bond Donor: 1
H-Bond Acceptor: 2
Rotatable Bond Count: 2
Exact Mass: 136.05243
MonoIsotopic Mass: 136.05243
Topological Polar Surface Area: 37.3
Heavy Atom Count: 10
Canonical SMILES: C1=CC(=CC=C1CO)C=O
InChI: InChI=1S/C8H8O2/c9-5-7-1-2-8(6-10)4-3-7/h1-5,10H,6H2
InChIKey: ZFHUHPNDGVGXMS-UHFFFAOYSA-N
Product Categories of 4-(Hydroxymethyl)benzaldehyde (CAS NO.52010-97-6): Organic Building Blocks

4-Hydroxymethylbenzaldehyde Specification

 4-(Hydroxymethyl)benzaldehyde (CAS NO.52010-97-6) is also named as p-Tolualdehyde,a-hydroxy- (6CI,7CI) ; p-(Hydroxymethyl)benzaldehyde .

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