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4,4'-Methylenediphenol

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Name

4,4'-Methylenediphenol

EINECS 210-658-2
CAS No. 620-92-8 Density 1.208 g/cm3
PSA 40.46000 LogP 2.68860
Solubility It is soluble in ethanol, ether, chloroform, alkali; slightly soluble in DMSO, insoluble in carbon disulfide and water. Melting Point 162-164 °C
Formula > C13H12 O2 Boiling Point 390 °C at 760 mmHg
Molecular Weight 200.237 Flash Point 192.9 °C
Transport Information N/A Appearance White powder
Safety 26-36 Risk Codes 36/37/38
Molecular Structure Molecular Structure of 620-92-8 (4,4'-DIHYDROXYDIPHENYLMETHANE) Hazard Symbols IrritantXi
Synonyms

Phenol,4,4'-methylenedi- (8CI);Phenol, p,p'-methylenedi- (4CI);1,1-Bis(4-hydroxyphenyl)methane;4,4'-Bis(hydroxyphenyl)methane;4,4'-Dihydroxydiphenylmethane;4,4'-Methylenebis[phenol];Bis(4-hydroxyphenyl)methane;Bis(p-hydroxyphenyl)methane;HDM;NSC 401136;PP-BIP-F;p,p'-BPF;p-(p-Hydroxybenzyl)phenol;

Article Data 105

4,4'-Methylenediphenol Synthetic route

69552-26-7

bis(4-hydroxyphenyl)methanol

620-92-8

bis-(4-hydroxyphenyl)methane

Conditions
ConditionsYield
With o-benzenedisulfonimide; isopropyl alcohol at 80℃; for 3h;100%
50-00-0

formaldehyd

108-95-2

phenol

620-92-8

bis-(4-hydroxyphenyl)methane

Conditions
ConditionsYield
With MIL-101(Cr/Al)A-f at 60℃; for 0.5h; Kinetics; Reagent/catalyst;97.1%
With silica supported perchloric acid In neat (no solvent) for 4.25h; Heating; Green chemistry;93%
With sulfonic acid and mercapto bifunctional modified mesoporous SBA-15 molecular sieve catalyst In water at 80℃; for 2h; Temperature; Inert atmosphere;89.4%
486-25-9

9-fluorenone

108-95-2

phenol

A

620-92-8

bis-(4-hydroxyphenyl)methane

B

3236-71-3

9,9-bis(4-hydroxyphenyl)fluorene

Conditions
ConditionsYield
With hydrogenchloride In Zinc chloride; water; isopropyl alcoholA n/a
B 97%
In Zinc chloride; water; isopropyl alcoholA 81%
B n/a
611-99-4

4,4'-Dihydroxybenzophenone

620-92-8

bis-(4-hydroxyphenyl)methane

Conditions
ConditionsYield
With hydrogen; palladium on activated charcoal In ethanol at 20℃; for 6h;91%
With aluminum (III) chloride; lithium aluminium tetrahydride In tetrahydrofuran at 65℃; for 48h;68%
With aluminum (III) chloride; lithium aluminium tetrahydride In tetrahydrofuran at 65℃; for 48h;68%
With hydrogenchloride; amalgamated zinc; toluene
With palladium on activated charcoal; isopropyl alcohol Hydrogenation;
156578-22-2

1,1'-bis(-tert-butyldimethylsilyloxy)-4,4'-methylenediphenol

620-92-8

bis-(4-hydroxyphenyl)methane

Conditions
ConditionsYield
With potassium hydrogen difluoride In methanol at 20℃; for 2h;84%
201230-82-2

carbon monoxide

108-95-2

phenol

A

620-92-8

bis-(4-hydroxyphenyl)methane

B

603-44-1

4,4',4''-methylidynetrisphenol

C

123-08-0

4-hydroxy-benzaldehyde

D

90-02-8

salicylaldehyde

Conditions
ConditionsYield
With hydrogen fluoride; boron trifluoride at 45℃; under 37503.8 - 60006 Torr; for 4.5h; Product distribution; Further Variations:; Reagents; time;A n/a
B n/a
C 80%
D 6%
726-18-1

4,4'-dianisylmethane

620-92-8

bis-(4-hydroxyphenyl)methane

Conditions
ConditionsYield
With pyridine hydrochloride at 210℃; for 0.5h;77.5%
50-00-0

formaldehyd

108-95-2

phenol

A

2467-02-9

Bis(2-hydroxyphenyl)methane

B

2467-03-0

2-[(4-hydroxyphenyl)methyl]phenol

C

620-92-8

bis-(4-hydroxyphenyl)methane

Conditions
ConditionsYield
Stage #1: phenol With catalyst with modified organic framework formed from chromium trioxide and phosphotungstic acid at 80℃; for 0.25h;
Stage #2: formaldehyd In water at 80℃; for 0.5h; Concentration; Time; Temperature; Reagent/catalyst;
A 7.03%
B 18.73%
C 74.24%
Stage #1: phenol With catalyst with modified organic framework formed from ferric nitrate and phosphotungstic acid at 80℃; for 0.25h;
Stage #2: formaldehyd In water at 80℃; for 4h; Concentration; Time; Temperature; Reagent/catalyst;
A 51.19%
B 33.7%
C 15.11%
Stage #1: phenol With catalyst with modified organic framework formed from ferric nitrate and phosphotungstic acid at 80℃; for 0.25h;
Stage #2: formaldehyd In water at 80℃; for 0.5h; Concentration; Time; Temperature; Reagent/catalyst;
A 30.11%
B 50.55%
C 19.34%

florisil

100-39-0

benzyl bromide

620-92-8

bis-(4-hydroxyphenyl)methane

Conditions
ConditionsYield
With potassium carbonate In ethyl acetate; N,N-dimethyl-formamide67%

4,4'-methylenebis[phenol-2,3-dicarboxylic acid]

620-92-8

bis-(4-hydroxyphenyl)methane

Conditions
ConditionsYield
With quinoline; copper(I) oxide; 1,10-Phenanthroline In 1-methyl-pyrrolidin-2-one at 190℃; for 1h; Sealed tube; Microwave irradiation;63%

4,4'-Methylenediphenol Chemical Properties

Chemical Name: 4,4'-Dihydroxydiphenylmethane
IUPAC NAME: 4-[(4-Hydroxyphenyl)methyl]phenol
CAS No.: 620-92-8
EINECS: 210-658-2
RTECS: SL9625000
Molecular Formula: C13H12O2
Molecular Weight: 200.23 g/mol
Melting Point: 162-164 °C
Density: 1.208 g/cm3
Flash Point: 192.9 °C
Boiling Point: 390 °C at 760 mmHg
Following is the structure of Bis(p-hydroxyphenyl)methane (CAS No.620-92-8):


Product Categories about Bis(p-hydroxyphenyl)methane (CAS No.620-92-8) are Aromatic Phenols ; Color Former & Related Compounds ; Developer ; Diphenylmethanes (for High-Performance Polymer Research) ; Functional Materials ; Reagent for High-Performance Polymer Research
The chemical synonymous of Bis(p-hydroxyphenyl)methane (CAS No.620-92-8) are 4,4’-Methylenebis(Phenol ; 4,4’-Methylenebis-Pheno ; 4,4’-Methylenebisphenol ; 4,4’-Methylenedi-Pheno ; 4,4'-Methylenebis[Phenol] ; 4-[(4-Hy-Droxyphenyl)Methyl]Phenol ; P-(P-Hydroxybenzyl)Phenol ; P,P’-Bis(Hydroxyphenyl)Methane

4,4'-Methylenediphenol Toxicity Data With Reference

1.    

orl-rat LD50:4950 mg/kg

    AIHAAP    American Industrial Hygiene Association Journal. 23 (1962),95.

4,4'-Methylenediphenol Consensus Reports

Reported in EPA TSCA Inventory.

4,4'-Methylenediphenol Safety Profile

Mildly toxic by ingestion. When heated to decomposition it emits acrid smoke and irritating fumes.
Hazard Codes: IrritantXi
Risk Statements about Bis(p-hydroxyphenyl)methane (CAS No.620-92-8):
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements about Bis(p-hydroxyphenyl)methane (CAS No.620-92-8):
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S36:Wear suitable protective clothing.

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