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620-92-8

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620-92-8 Usage

Chemical Properties

Off-White to Light Pink Solid

Uses

Different sources of media describe the Uses of 620-92-8 differently. You can refer to the following data:
1. 4,4'-Dihydroxydiphenylmethane, is also used as a bisphenol derivative with antioxidant activities. Bisphenol F has been reported to exhibit estrogen agonistic properties. Bisphenol F is used to make epoxy resins and coatings for various applications, such as lacquers, varnishes, liners, adhesives, plastics, water pipes, dental sealants, and food packaging.
2. Bisphenol F is a bisphenol derivative with antioxidant activities. Bisphenol F has been reported to exhibit estrogen agonistic properties.

Definition

ChEBI: A bisphenol that is methane in which two of the hydrogens have been replaced by 4-hydroxyphenyl groups.

General Description

Bisphenol F (BPF), an endocrine disrupting compound, is a bisphenol analog, widely used as an alternative to BPA in the production of consumer products. BPF is also used in a variety of industrial applications, including lacquer coatings in cans, food packaging, sealants, dental composites, etc.

Contact allergens

p,p-Bisphenol F is an allergenic component of phenol-formaldehyde resins resol-type.

Check Digit Verification of cas no

The CAS Registry Mumber 620-92-8 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 6,2 and 0 respectively; the second part has 2 digits, 9 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 620-92:
(5*6)+(4*2)+(3*0)+(2*9)+(1*2)=58
58 % 10 = 8
So 620-92-8 is a valid CAS Registry Number.
InChI:InChI=1/C13H12O2/c14-12-5-1-10(2-6-12)9-11-3-7-13(15)8-4-11/h1-8,14-15H,9H2

620-92-8 Well-known Company Product Price

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  • Alfa Aesar

  • (A11417)  4,4'-Dihydroxydiphenylmethane, 98%   

  • 620-92-8

  • 1g

  • 230.0CNY

  • Detail
  • Alfa Aesar

  • (A11417)  4,4'-Dihydroxydiphenylmethane, 98%   

  • 620-92-8

  • 5g

  • 922.0CNY

  • Detail
  • Sigma-Aldrich

  • (51453)  Bisphenol?F  analytical standard

  • 620-92-8

  • 51453-100MG

  • 458.64CNY

  • Detail
  • Aldrich

  • (B47006)  Bis(4-hydroxyphenyl)methane  98%

  • 620-92-8

  • B47006-1G

  • 237.51CNY

  • Detail

620-92-8SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name 4,4-Dihydroxydiphenylmethane

1.2 Other means of identification

Product number -
Other names Phenol, 4,4‘-methylenebis-

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. Intermediates
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:620-92-8 SDS

620-92-8Synthetic route

bis(4-hydroxyphenyl)methanol
69552-26-7

bis(4-hydroxyphenyl)methanol

bis-(4-hydroxyphenyl)methane
620-92-8

bis-(4-hydroxyphenyl)methane

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

formaldehyd

phenol
108-95-2

phenol

bis-(4-hydroxyphenyl)methane
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%
9-fluorenone
486-25-9

9-fluorenone

phenol
108-95-2

phenol

A

bis-(4-hydroxyphenyl)methane
620-92-8

bis-(4-hydroxyphenyl)methane

B

9,9-bis(4-hydroxyphenyl)fluorene
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
4,4'-Dihydroxybenzophenone
611-99-4

4,4'-Dihydroxybenzophenone

bis-(4-hydroxyphenyl)methane
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;
1,1'-bis(-tert-butyldimethylsilyloxy)-4,4'-methylenediphenol
156578-22-2

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

bis-(4-hydroxyphenyl)methane
620-92-8

bis-(4-hydroxyphenyl)methane

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

carbon monoxide

phenol
108-95-2

phenol

A

bis-(4-hydroxyphenyl)methane
620-92-8

bis-(4-hydroxyphenyl)methane

B

4,4',4''-methylidynetrisphenol
603-44-1

4,4',4''-methylidynetrisphenol

C

4-hydroxy-benzaldehyde
123-08-0

4-hydroxy-benzaldehyde

D

salicylaldehyde
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%
4,4'-dianisylmethane
726-18-1

4,4'-dianisylmethane

bis-(4-hydroxyphenyl)methane
620-92-8

bis-(4-hydroxyphenyl)methane

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

formaldehyd

phenol
108-95-2

phenol

A

Bis(2-hydroxyphenyl)methane
2467-02-9

Bis(2-hydroxyphenyl)methane

B

2-[(4-hydroxyphenyl)methyl]phenol
2467-03-0

2-[(4-hydroxyphenyl)methyl]phenol

C

bis-(4-hydroxyphenyl)methane
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

florisil

benzyl bromide
100-39-0

benzyl bromide

bis-(4-hydroxyphenyl)methane
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]

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

bis-(4-hydroxyphenyl)methane
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%
bis-(4-hydroxyphenyl)methanehydrazone
104554-74-7

bis-(4-hydroxyphenyl)methanehydrazone

bis-(4-hydroxyphenyl)methane
620-92-8

bis-(4-hydroxyphenyl)methane

Conditions
ConditionsYield
With potassium hydroxide; ethylene glycol for 0.00277778h; Wolff-Kishner reduction; Microwave irradiation;40%
(4-hydroxyphenyl)methanol
623-05-2

(4-hydroxyphenyl)methanol

bis-(4-hydroxyphenyl)methane
620-92-8

bis-(4-hydroxyphenyl)methane

Conditions
ConditionsYield
With proton exchanged montmorillonite In dichloromethane at 25℃; for 5h;5%
5,5'-methylenedisalicylic acid
122-25-8

5,5'-methylenedisalicylic acid

bis-(4-hydroxyphenyl)methane
620-92-8

bis-(4-hydroxyphenyl)methane

Conditions
ConditionsYield
beim Erhitzen ueber den Schmelzpunkt;
With alkali
With copper(I) oxide; N,N,N,N,-tetramethylethylenediamine In 1-methyl-pyrrolidin-2-one at 185℃; for 20h;
5,5'-methylenedisalicylic acid
122-25-8

5,5'-methylenedisalicylic acid

A

bis-(4-hydroxyphenyl)methane
620-92-8

bis-(4-hydroxyphenyl)methane

B

2-hydroxy-5-(4-hydroxy-benzyl)-benzoic acid
860756-97-4

2-hydroxy-5-(4-hydroxy-benzyl)-benzoic acid

Conditions
ConditionsYield
With potassium hydroxide at 140℃; im Einschlussrohr;
4,4'-diamino diphenyl methane
101-77-9

4,4'-diamino diphenyl methane

bis-(4-hydroxyphenyl)methane
620-92-8

bis-(4-hydroxyphenyl)methane

Conditions
ConditionsYield
With cis-nitrous acid
formaldehyd
50-00-0

formaldehyd

phenol
108-95-2

phenol

A

2-[(4-hydroxyphenyl)methyl]phenol
2467-03-0

2-[(4-hydroxyphenyl)methyl]phenol

B

bis-(4-hydroxyphenyl)methane
620-92-8

bis-(4-hydroxyphenyl)methane

Conditions
ConditionsYield
With hydrogenchloride; ethanol
formic acid
64-18-6

formic acid

(hydroxymethyl)urea
1000-82-4

(hydroxymethyl)urea

phenol
108-95-2

phenol

A

bis-(4-hydroxyphenyl)methane
620-92-8

bis-(4-hydroxyphenyl)methane

B

1,3-bis(4-hydroxybenzyl)urea
101112-95-2

1,3-bis(4-hydroxybenzyl)urea

4,4'-Dihydroxybenzophenone
611-99-4

4,4'-Dihydroxybenzophenone

A

bis-(4-hydroxyphenyl)methane
620-92-8

bis-(4-hydroxyphenyl)methane

B

bis(4-hydroxyphenyl)methanol
69552-26-7

bis(4-hydroxyphenyl)methanol

Conditions
ConditionsYield
With hydrogenchloride; sodium cyanoborohydride In tetrahydrofuran for 24h; Product distribution;A 98 % Spectr.
B 2 % Spectr.
dichloromethane
75-09-2

dichloromethane

phenol
108-95-2

phenol

A

2-[(4-hydroxyphenyl)methyl]phenol
2467-03-0

2-[(4-hydroxyphenyl)methyl]phenol

B

bis-(4-hydroxyphenyl)methane
620-92-8

bis-(4-hydroxyphenyl)methane

C

4,4',4''-methylidynetrisphenol
603-44-1

4,4',4''-methylidynetrisphenol

D

2-hydroxyphenylphenoxymethane
76176-97-1

2-hydroxyphenylphenoxymethane

Conditions
ConditionsYield
at 15℃; for 48h; Irradiation; Further byproducts given;
dichloromethane
75-09-2

dichloromethane

phenol
108-95-2

phenol

A

2-[(4-hydroxyphenyl)methyl]phenol
2467-03-0

2-[(4-hydroxyphenyl)methyl]phenol

B

bis-(4-hydroxyphenyl)methane
620-92-8

bis-(4-hydroxyphenyl)methane

C

2-hydroxyphenylphenoxymethane
76176-97-1

2-hydroxyphenylphenoxymethane

D

4,4'-dihydroxydiphenylphenoxymethane

4,4'-dihydroxydiphenylphenoxymethane

Conditions
ConditionsYield
at 15℃; for 48h; Irradiation; Further byproducts given;
formaldehyd
50-00-0

formaldehyd

4-[4-(tert-Butyl-dimethyl-silanyloxy)-benzyl]-phenol
156578-29-9

4-[4-(tert-Butyl-dimethyl-silanyloxy)-benzyl]-phenol

A

bis-(4-hydroxyphenyl)methane
620-92-8

bis-(4-hydroxyphenyl)methane

B

bis-[2-hydroxy-5-(4-hydroxy-benzyl)-phenyl]-methane

bis-[2-hydroxy-5-(4-hydroxy-benzyl)-phenyl]-methane

C

6,6'-bis(2-hydroxy-5-(4-hydroxybenzyl))benzyl-4,4'-bis(4-hydroxybenzyl)-2,2'-methylenediphenol

6,6'-bis(2-hydroxy-5-(4-hydroxybenzyl))benzyl-4,4'-bis(4-hydroxybenzyl)-2,2'-methylenediphenol

D

6'-[2-hydroxy-5-(4-hydroxybenzyl)]-4,4'-bis(4-hydroxybenzyl)-2,2'-methylenediphenol

6'-[2-hydroxy-5-(4-hydroxybenzyl)]-4,4'-bis(4-hydroxybenzyl)-2,2'-methylenediphenol

Conditions
ConditionsYield
With ethylmagnesium bromide; tetrabutyl ammonium fluoride 1.) Et2O, room temperature, 15 min, 2.) C6H6, reflux, 20 h, 3.) THF, 6 h; Yield given. Multistep reaction. Yields of byproduct given;
hydrogenchloride
7647-01-0

hydrogenchloride

formaldehyd
50-00-0

formaldehyd

phenol
108-95-2

phenol

bis-(4-hydroxyphenyl)methane
620-92-8

bis-(4-hydroxyphenyl)methane

formaldehyd
50-00-0

formaldehyd

sulfuric acid
7664-93-9

sulfuric acid

phenol
108-95-2

phenol

bis-(4-hydroxyphenyl)methane
620-92-8

bis-(4-hydroxyphenyl)methane

hydrogenchloride
7647-01-0

hydrogenchloride

formaldehyd
50-00-0

formaldehyd

phenol
108-95-2

phenol

A

2-[(4-hydroxyphenyl)methyl]phenol
2467-03-0

2-[(4-hydroxyphenyl)methyl]phenol

B

bis-(4-hydroxyphenyl)methane
620-92-8

bis-(4-hydroxyphenyl)methane

4,4'-Dihydroxybenzophenone
611-99-4

4,4'-Dihydroxybenzophenone

isopropyl alcohol
67-63-0

isopropyl alcohol

palladium/charcoal

palladium/charcoal

bis-(4-hydroxyphenyl)methane
620-92-8

bis-(4-hydroxyphenyl)methane

Conditions
ConditionsYield
unter Druck.Hydrogenation;
potassium salt of/the/ diphenylmethane-disulfonic acid-(4.4')

potassium salt of/the/ diphenylmethane-disulfonic acid-(4.4')

bis-(4-hydroxyphenyl)methane
620-92-8

bis-(4-hydroxyphenyl)methane

Conditions
ConditionsYield
With potassium carbonate beim Schmelzen;
(diphenylmethane)bis(chromium)tricarbonyl

(diphenylmethane)bis(chromium)tricarbonyl

A

bis-(4-hydroxyphenyl)methane
620-92-8

bis-(4-hydroxyphenyl)methane

B

3,3'-dihydroxydiphenylmethane
10193-50-7

3,3'-dihydroxydiphenylmethane

C

3,4'-dihydroxydiphenylmethane
78480-27-0

3,4'-dihydroxydiphenylmethane

Conditions
ConditionsYield
With boric acid tributyl ester; lithium diisopropyl amide In tetrahydrofuran at 0℃; for 5h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
5,5'-methylenedisalicylic acid
122-25-8

5,5'-methylenedisalicylic acid

A

carbon dioxide
124-38-9

carbon dioxide

B

bis-(4-hydroxyphenyl)methane
620-92-8

bis-(4-hydroxyphenyl)methane

C

2-hydroxy-5-(4-hydroxy-benzyl)-benzoic acid
860756-97-4

2-hydroxy-5-(4-hydroxy-benzyl)-benzoic acid

Conditions
ConditionsYield
beim Erhitzen ueber den Schmelzpunkt;
5,5'-methylenedisalicylic acid
122-25-8

5,5'-methylenedisalicylic acid

KOH-solution

KOH-solution

A

carbon dioxide
124-38-9

carbon dioxide

B

bis-(4-hydroxyphenyl)methane
620-92-8

bis-(4-hydroxyphenyl)methane

C

2-hydroxy-5-(4-hydroxy-benzyl)-benzoic acid
860756-97-4

2-hydroxy-5-(4-hydroxy-benzyl)-benzoic acid

Conditions
ConditionsYield
at 140℃; im Rohr;
bis-(4-hydroxyphenyl)methane
620-92-8

bis-(4-hydroxyphenyl)methane

4-[(4-hydroxyphenyl)methyl]-1,2-benzenediol
91903-21-8

4-[(4-hydroxyphenyl)methyl]-1,2-benzenediol

Conditions
ConditionsYield
With oxygen; ascorbic acid In water; acetonitrile at 20℃; for 48h; pH=7; Na-phosphate buffer; Enzymatic reaction;99%
bis-(4-hydroxyphenyl)methane
620-92-8

bis-(4-hydroxyphenyl)methane

bis(diethylamino)phenylphosphine
1636-14-2

bis(diethylamino)phenylphosphine

A

4,4′-methylenedi(benzene-4,1-diyl) bis(N,N-diethyl-P-phenylphosphonamidite)

4,4′-methylenedi(benzene-4,1-diyl) bis(N,N-diethyl-P-phenylphosphonamidite)

B

diethylamine
109-89-7

diethylamine

Conditions
ConditionsYield
In neat (no solvent) at 115 - 120℃; for 2h;A 97%
B n/a
methylene chloride-water

methylene chloride-water

propargyl chloroformate
35718-08-2

propargyl chloroformate

bis-(4-hydroxyphenyl)methane
620-92-8

bis-(4-hydroxyphenyl)methane

Bis(4-propargyloxycarbonyloxyphenyl)methane

Bis(4-propargyloxycarbonyloxyphenyl)methane

Conditions
ConditionsYield
With trimethylamine In dichloromethane93.6%
With trimethylamine In dichloromethane93.6%
bis-(4-hydroxyphenyl)methane
620-92-8

bis-(4-hydroxyphenyl)methane

bromoacetic acid methyl ester
96-32-2

bromoacetic acid methyl ester

4,4'-bis(methoxycarbonylmethoxy)diphenylmethane
65329-07-9

4,4'-bis(methoxycarbonylmethoxy)diphenylmethane

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 24h;93%
bis-(4-hydroxyphenyl)methane
620-92-8

bis-(4-hydroxyphenyl)methane

phenyl chloroformate
1885-14-9

phenyl chloroformate

bis(4-hydroxyphenyl)methane diphenyl dicarbonate
53184-77-3

bis(4-hydroxyphenyl)methane diphenyl dicarbonate

Conditions
ConditionsYield
With pyridine; dmap In tetrahydrofuran at 0 - 20℃;91.6%
12-bromododecanoic acid
73367-80-3

12-bromododecanoic acid

bis-(4-hydroxyphenyl)methane
620-92-8

bis-(4-hydroxyphenyl)methane

C35H52O6

C35H52O6

Conditions
ConditionsYield
With potassium carbonate In dimethyl sulfoxide at 60℃; for 24h; Inert atmosphere;89%
bis-(4-hydroxyphenyl)methane
620-92-8

bis-(4-hydroxyphenyl)methane

propargyl bromide
106-96-7

propargyl bromide

bis(4-(prop-2-yn-1-yloxy)phenyl)methane

bis(4-(prop-2-yn-1-yloxy)phenyl)methane

Conditions
ConditionsYield
With potassium hydroxide In acetone for 16h; Heating;88%
With potassium hydroxide In acetone Inert atmosphere; Reflux;88%
With potassium hydroxide In acetone Inert atmosphere; Reflux;88%
(tris(3,5-dimethylpyrazol-1-yl)hydroborate)(nitrosyl)diiodomolybdenum-toluene (1/1)

(tris(3,5-dimethylpyrazol-1-yl)hydroborate)(nitrosyl)diiodomolybdenum-toluene (1/1)

bis-(4-hydroxyphenyl)methane
620-92-8

bis-(4-hydroxyphenyl)methane

anti-[Mo(NO)(hydrotris(3,5-dimethylpyrazol-1-yl)borate)((4,4'-OC6H4)2CH2)]2

anti-[Mo(NO)(hydrotris(3,5-dimethylpyrazol-1-yl)borate)((4,4'-OC6H4)2CH2)]2

Conditions
ConditionsYield
With Et3N In toluene byproducts: (Et3NH)I; N2-atmosphere; refluxing for 54 h; cooling to room temp., filtration off of Et3NHI, evapn. (vac.), repeatedchromy. (SiO2, CH2Cl2/hexane=1:1 v/v);88%
formaldehyd
50-00-0

formaldehyd

bis-(4-hydroxyphenyl)methane
620-92-8

bis-(4-hydroxyphenyl)methane

C15H13NO3

C15H13NO3

4,4'-diamino diphenyl methane
101-77-9

4,4'-diamino diphenyl methane

C137H118N10O12

C137H118N10O12

Conditions
ConditionsYield
In 5,5-dimethyl-1,3-cyclohexadiene at 120℃; for 10h; Mannich Aminomethylation;87%
bis-(4-hydroxyphenyl)methane
620-92-8

bis-(4-hydroxyphenyl)methane

benzoyl chloride
98-88-4

benzoyl chloride

bis-(4-benzoyloxy-phenyl)-methane
21886-63-5

bis-(4-benzoyloxy-phenyl)-methane

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran at 0 - 20℃; for 1h;86%
bis-(4-hydroxyphenyl)methane
620-92-8

bis-(4-hydroxyphenyl)methane

tetrabromobisphenol-F
21825-03-6

tetrabromobisphenol-F

Conditions
ConditionsYield
With bromine; acetic acid for 2h;84%
With bromine ueber mehrere Stufen;
With bromine; acetic acid
With bromine; acetic acid at 20℃; for 2h;
formaldehyd
50-00-0

formaldehyd

bis-(4-hydroxyphenyl)methane
620-92-8

bis-(4-hydroxyphenyl)methane

aniline
62-53-3

aniline

bisphenol F benzoxazine
137836-80-7

bisphenol F benzoxazine

Conditions
ConditionsYield
With water In toluene at 80℃; for 5h;83%
bis-(4-hydroxyphenyl)methane
620-92-8

bis-(4-hydroxyphenyl)methane

4,4′-(propane-2,2-diyl)di(benzene-4,1-diyl) bis(N,N-diethyl-P-phenylphosphonamidite)
146733-97-3

4,4′-(propane-2,2-diyl)di(benzene-4,1-diyl) bis(N,N-diethyl-P-phenylphosphonamidite)

2,2-dimethyl-5,11-diphenyl-4,6,10,12-tetraoxa-5,11-diphospha-1,3,7,9(1,4)-tetrabenzenacyclododecaphane

2,2-dimethyl-5,11-diphenyl-4,6,10,12-tetraoxa-5,11-diphospha-1,3,7,9(1,4)-tetrabenzenacyclododecaphane

Conditions
ConditionsYield
In toluene at 90 - 95℃; for 4h;83%
1,2-dibromo-1,1,2,2-tetrafluoroethane
124-73-2

1,2-dibromo-1,1,2,2-tetrafluoroethane

bis-(4-hydroxyphenyl)methane
620-92-8

bis-(4-hydroxyphenyl)methane

4,4'-bis(tetrafluoroethoxy)phenylmethane

4,4'-bis(tetrafluoroethoxy)phenylmethane

Conditions
ConditionsYield
Stage #1: 1,2-dibromo-1,1,2,2-tetrafluoroethane; bis-(4-hydroxyphenyl)methane In dimethyl sulfoxide at 60℃; for 20h;
Stage #2: With acetic acid; zinc for 36h;
83%
bis-(4-hydroxyphenyl)methane
620-92-8

bis-(4-hydroxyphenyl)methane

C13H10F2O6S2

C13H10F2O6S2

Conditions
ConditionsYield
With pyridine; C5H8FN2O2S(1+)*C2H3O3(1-) In acetone at 25℃; for 18h;82.3%
bis-(4-hydroxyphenyl)methane
620-92-8

bis-(4-hydroxyphenyl)methane

methylenebis(4,1-phenylene) bis(sulfamate)

methylenebis(4,1-phenylene) bis(sulfamate)

Conditions
ConditionsYield
With sulphamoyl chloride In N,N-dimethyl acetamide at 0 - 20℃;81.6%
bis-(4-hydroxyphenyl)methane
620-92-8

bis-(4-hydroxyphenyl)methane

2-chloroetyl vinyl ether
110-75-8

2-chloroetyl vinyl ether

bis(4-(2-(vinyloxy)ethoxy)phenyl)methane
84040-77-7

bis(4-(2-(vinyloxy)ethoxy)phenyl)methane

Conditions
ConditionsYield
With sodium hydroxide; tetrabutylammomium bromide 1.) toluene, 0.5 h, 80 deg C, 2.) 3 h, 95 deg C;79%
formaldehyd
50-00-0

formaldehyd

bis-(4-hydroxyphenyl)methane
620-92-8

bis-(4-hydroxyphenyl)methane

4,4'-methylenebis[2,6-bis(hydroxymethyl)phenol]
13653-12-8

4,4'-methylenebis[2,6-bis(hydroxymethyl)phenol]

Conditions
ConditionsYield
With sodium hydroxide for 7h; Ambient temperature;78%
With lithium hydroxide
With sodium hydroxide In water Ambient temperature;
With sodium hydroxide In water at 65℃; for 2h; pH=9 - 10;
[1,3]-dioxolan-2-one
96-49-1

[1,3]-dioxolan-2-one

bis-(4-hydroxyphenyl)methane
620-92-8

bis-(4-hydroxyphenyl)methane

2,2′-((methylene-bis(4,4′-phenylene))bis(oxy))diethanol
29802-08-2

2,2′-((methylene-bis(4,4′-phenylene))bis(oxy))diethanol

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide Reflux;78%
2-ethyl-N-(2-ethylhexyl)-1-hexanamine
106-20-7

2-ethyl-N-(2-ethylhexyl)-1-hexanamine

bis-(4-hydroxyphenyl)methane
620-92-8

bis-(4-hydroxyphenyl)methane

4-Nitrophenyl chloroformate
7693-46-1

4-Nitrophenyl chloroformate

C47H78N2O4
1182705-78-7

C47H78N2O4

Conditions
ConditionsYield
Stage #1: bis-(4-hydroxyphenyl)methane; 4-Nitrophenyl chloroformate With triethylamine In dichloromethane at 20℃; for 48h; Inert atmosphere;
Stage #2: 2-ethyl-N-(2-ethylhexyl)-1-hexanamine With triethylamine In dichloromethane at 20℃; Inert atmosphere;
76.8%
4-Nitrophthalonitrile
31643-49-9

4-Nitrophthalonitrile

bis-(4-hydroxyphenyl)methane
620-92-8

bis-(4-hydroxyphenyl)methane

4,4'-Bis-(3,4-dicyanophenoxy)diphenylmethan
38791-73-0

4,4'-Bis-(3,4-dicyanophenoxy)diphenylmethan

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 70℃; for 12h; Inert atmosphere;74.28%
With potassium carbonate In 1-methyl-pyrrolidin-2-one at 30℃; for 12h;

620-92-8Relevant articles and documents

Mesoporous Al-incorporated silica-pillared clay interlayer materials for catalytic hydroxyalkylation of phenol to bisphenol F

Wu, Xianzhang,Xia, Xinnian,Chen, You,Lu, Yanbing

, p. 74028 - 74038 (2016)

A series of mesoporous, Al-incorporated, silica-pillared clay (Al-SPCs) interlayer materials with different Al content were prepared in the presence of cationic surfactant by a structure-directing method. The catalysts' structure, texture, and acidic properties were determined using XRD, BET, SEM, TEM, FT-IR, NH3-TPD and Py-IR, respectively. Characterization results showed that these materials possess mesoporous structures with large specific surface areas. The incorporated Al leads to the increase and redistribution of Br?nsted and Lewis acid sites on SPC (silica-pillared clay). The Al-SPCs were used as catalysts for hydroxyalkylation of phenol to bisphenol F and gave a high product yield (95.4%) and selectivity (98.2%) to bisphenol F. Catalytic performance of the catalysts and characterization results proved that the catalytic activity of these catalysts depend on moderate acidity and the textural properties (specific surface areas), and the synergy of Br?nsted and Lewis acids is key for the hydroxyalkylation of phenol to bisphenol F. The reusability of the catalysts was studied, and they can be easily recovered and reused at least six times without significant loss of their catalytic activities. Finally, a plausible mechanistic pathway was proposed.

-

Levine,Temin

, p. 85 (1957)

-

Novel cyclohexylimide ionic liquid and method for catalyzing synthesis of butyl citrate and bisphenol F

-

Paragraph 0010; 0013; 0021-0024, (2021/03/31)

The invention provides a novel cyclohexylimide ionic liquid and a method for catalyzing synthesis of butyl citrate and bisphenol F, and can solve the technical problem that the reaction yield needs tobe further improved when the traditional cyclohexylimide ionic liquid catalyzes synthesis of butyl citrate and bisphenol F. The novel cyclohexylimide ionic liquid is characterized by being prepared by the following method: S1, mixing and dissolving 1, 3-propane sultone and toluene, cooling the solution, adding Mn (OAc) 2 and reduced hexylimide, heating to 65 DEG C, and reacting for 12 hours; s2,filtering the reaction solution obtained in the step S1 to obtain a white precipitate, rinsing, and drying to obtain a white intermediate; s3, dissolving the intermediate in water, stirring, dropwiseadding concentrated sulfuric acid, heating to 80 DEG C, and reacting for 16 hours to obtain yellow transparent liquid, and S4, removing water from the transparent liquid by rotary evaporation, rinsing, washing and drying to obtain the novel cyclohexylimide ionic liquid.

Unusual transformation of 4-hydroxy/methoxybenzylic alcohols via C[sbnd]C ipso-substitution reaction using proton-exchanged montmorillonite as media

Chen, Dongyin,Chen, Xuan,Dong, Zezhong,Jiang, Nan,Li, Fei,Yun, Yangfang,Zhou, Yu

supporting information, (2020/11/12)

We present here proton-exchanged montmorillonite-mediated an unusual transformation of 4-hydroxy and 4-methoxybenzylic alcohols to form symmetrical benzylic ethers and diarylmethanes under mild conditions. Nuclear magnetic resonance spectroscopy and density functional theory calculations support a plausible mechanism, which includes a distinctive aromatic C[sbnd]C ipso-substitution reaction with a hydroxymethyl group as the C-based leaving group.

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