Diphenolic acid supplier | CasNO.126-00-1

Name
Diphenolic acid
EINECS 204-763-2
CAS No. 126-00-1
Article Data13
CAS DataBase
Density 1.26 g/cm³
Solubility Soluble in acetic acid, acetone, ethanol, insoluble in benzene, carbon tetrachloride and dimethyl benzene, slightly soluble in water
Melting Point 167-170 °C(lit.)
Formula C₁₇H₁₈O₄
Boiling Point 507 °C at 760 mmHg
Molecular Weight 286.328
Flash Point 274.5 °C
Transport Information
Appearance Light brown particles
Safety 26-37/39-36
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms Valericacid, 4,4-bis(p-hydroxyphenyl)- (6CI,8CI);4,4-Bis(4-hydroxyphenyl)pentanicacid;4,4-Bis(4-hydroxyphenyl)pentanoic acid;4,4-Bis(4-hydroxyphenyl)valericacid;4,4-Bis(p-hydroxyphenyl)pentanoic acid;4,4-Bis(p-hydroxyphenyl)valericacid;4,4'-Bis(4-hydroxyphenyl)valeric acid;Bisphenol acid;DPA;NSC 3371;NSC 55069;γ,γ-Bis(p-hydroxyphenyl)valeric acid;
PSA 77.76000
LogP 3.26860

Synthetic route

: 123-76-2
levulinic acid

: 108-95-2
phenol

: 126-00-1
4,4-bis(4-hydroxyphenyl)valeric acid

Conditions

Conditions	Yield
With sulfuric acid
With hydrogenchloride
With C16H28N4O6S2(2+)2CF3O3S(1-); C16H28N4O6S2(2+)2C3H7O3S2(1-) at 60℃; for 48h; Reagent/catalyst; Sealed tube; Inert atmosphere; Schlenk technique;	91 mol

: 7297-85-0
4-hydroxy-γ-(4-hydroxyphenyl)-γ-methyl-benzenebutanoic acid methyl ester

: 74-88-4
methyl iodide

A: 126-00-1
4,4-bis(4-hydroxyphenyl)valeric acid

B: 111161-78-5
4,4-bis(4'-methoxyphenyl)pentanoic acid

C: (4'-hydroxyphenyl)-4-(4''-methoxyphenyl)pentanoic acid

Conditions

Conditions	Yield
With potassium hydroxide; cobalt(II) acetate; silver(l) oxide Product distribution; multistepreaction, degradative method for the determination of the degree of branching for hyperbranched macromolecules;

...Expand

: 7732-18-5
water

: 123-76-2
levulinic acid

: 108-95-2
phenol

mineral acid: mineral acid

: 126-00-1
4,4-bis(4-hydroxyphenyl)valeric acid

...Expand

: 539-88-8
4-oxopentanoic acid ethyl ester

: 108-95-2
phenol

: 126-00-1
4,4-bis(4-hydroxyphenyl)valeric acid

Conditions

Conditions	Yield
With sulfuric acid In water at 0 - 20℃; for 18h; Condensation;

: 123-76-2
levulinic acid

: 108-95-2
phenol

A: 126-00-1
4,4-bis(4-hydroxyphenyl)valeric acid

B: 1033556-25-0
C17H18O4

Conditions

Conditions	Yield
With ethanethiol at 99.84℃; for 16h; Inert atmosphere;
With C16H28N4O6S2(2+)*2C3H7O3S2(1-) at 60℃; for 48h; Reagent/catalyst; Temperature; Time; Concentration; Sealed tube; Inert atmosphere; Schlenk technique; Overall yield = 75 mol;

...Expand

: 539-88-8
4-oxopentanoic acid ethyl ester

: 108-95-2
phenol

A: 126-00-1
4,4-bis(4-hydroxyphenyl)valeric acid

B: 7297-86-1
ethyl diphenolate

Conditions

Conditions	Yield
With C16H28N4O6S2(2+)2CF3O3S(1-); C16H28N4O6S2(2+)2C3H7O3S2(1-) at 60℃; for 48h; Reagent/catalyst; Sealed tube; Inert atmosphere; Schlenk technique; Overall yield = 80 mol;	A 22 mol B 58 mol

...Expand

: 624-45-3
levulinic acid methyl ester

: 108-95-2
phenol

A: 126-00-1
4,4-bis(4-hydroxyphenyl)valeric acid

B: 7297-85-0
4-hydroxy-γ-(4-hydroxyphenyl)-γ-methyl-benzenebutanoic acid methyl ester

Conditions

Conditions	Yield
With C16H28N4O6S2(2+)2CF3O3S(1-); C16H28N4O6S2(2+)2C3H7O3S2(1-) at 60℃; for 48h; Sealed tube; Inert atmosphere; Schlenk technique; Overall yield = 79 mol;	A 22 mol B 57 mol

...Expand

: 2052-15-5
butyl levulinate

: 108-95-2
phenol

A: 126-00-1
4,4-bis(4-hydroxyphenyl)valeric acid

B: 7297-88-3
butyl diphenolate

Conditions

Conditions	Yield
With C16H28N4O6S2(2+)2CF3O3S(1-); C16H28N4O6S2(2+)2C3H7O3S2(1-) at 60℃; for 48h; Sealed tube; Inert atmosphere; Schlenk technique; Overall yield = 81 mol;	A 16 mol B 65 mol

...Expand

: 67-56-1
methanol

: 126-00-1
4,4-bis(4-hydroxyphenyl)valeric acid

: 7297-85-0
4-hydroxy-γ-(4-hydroxyphenyl)-γ-methyl-benzenebutanoic acid methyl ester

Conditions

Conditions	Yield
With sulfuric acid for 8h; Fischer-Speier Esterification; Reflux;	99%
With sulfuric acid for 3h; Esterification; Heating;	97%
for 2h; Reflux;	96%

: 67-56-1
methanol

: 126-00-1
4,4-bis(4-hydroxyphenyl)valeric acid

: 149-73-5
trimethyl orthoformate

: 7297-85-0
4-hydroxy-γ-(4-hydroxyphenyl)-γ-methyl-benzenebutanoic acid methyl ester

Conditions

Conditions	Yield
With p-toluenesulfonic acid monohydrate for 16h; Reflux;	98%

...Expand

: 126-00-1
4,4-bis(4-hydroxyphenyl)valeric acid

: 149-73-5
trimethyl orthoformate

: 7297-85-0
4-hydroxy-γ-(4-hydroxyphenyl)-γ-methyl-benzenebutanoic acid methyl ester

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In methanol for 16h; Reflux;	98%

: 50-00-0
formaldehyd

: 126-00-1
4,4-bis(4-hydroxyphenyl)valeric acid

: 91-78-1
1,3,5-triphenylhexahydro-1,3,5-triazine

: 918303-70-5
4,4-bis[3-phenyl-3,4-dihydro-2H-1,3-benzoxazin-6-yl]pentanoic acid

Conditions

Conditions	Yield
In toluene at 110℃; for 6h;	95%
In toluene at 110℃; for 6h;	94.8%

...Expand

: 126-00-1
4,4-bis(4-hydroxyphenyl)valeric acid

: 111324-04-0
phosphazene base-P4-tert-butyl

: 1370263-33-4
C17H18O4*C22H63N13P4

Conditions

Conditions	Yield
In tetrahydrofuran; hexane at 20℃; for 12h; Inert atmosphere;	95%

: 109-01-3
1-methyl-piperazine

: 126-00-1
4,4-bis(4-hydroxyphenyl)valeric acid

: N-methyl piperazine diphenolamide

Conditions

Conditions	Yield
at 160 - 180℃; Inert atmosphere;	95%
at 80 - 180℃; Inert atmosphere;	85%

: 126-00-1
4,4-bis(4-hydroxyphenyl)valeric acid

: 100-44-7
benzyl chloride

: 184866-14-6
benzyl 4,4-bis[4-(benzyloxy)phenyl]pentanoate

Conditions

Conditions	Yield
With 18-crown-6 ether; potassium carbonate In acetone for 72h; Heating;	90%

: 64-17-5
ethanol

: 126-00-1
4,4-bis(4-hydroxyphenyl)valeric acid

: 7297-86-1
ethyl diphenolate

Conditions

Conditions	Yield
With sulfuric acid for 16h; Fischer-Speier Esterification; Reflux;	85%
at 40℃; for 8h; Sealed tube; Inert atmosphere; Schlenk technique;	83 mol

: 126-00-1
4,4-bis(4-hydroxyphenyl)valeric acid

: 2417-77-8
9-bromoethylanthracene

: anthracen-9-ylmethyl-4,4-bis(4-hydroxyphenyl)pentanoate

Conditions

Conditions	Yield
Stage #1: 4,4-bis(4-hydroxyphenyl)valeric acid With potassium hydrogencarbonate In N,N-dimethyl-formamide at 80℃; for 0.5h; Stage #2: 9-bromoethylanthracene In N,N-dimethyl-formamide at 80℃; for 2h;	84%

: 24463-19-2
anthracenylmethyl chloride

: 126-00-1
4,4-bis(4-hydroxyphenyl)valeric acid

: anthracen-9-ylmethyl-4,4-bis(4-hydroxyphenyl)pentanoate

Conditions

Conditions	Yield
Stage #1: 4,4-bis(4-hydroxyphenyl)valeric acid With potassium hydrogencarbonate In N,N-dimethyl-formamide at 80℃; for 0.5h; Stage #2: anthracenylmethyl chloride In N,N-dimethyl-formamide at 80℃; for 5h;	84%

: 126-00-1
4,4-bis(4-hydroxyphenyl)valeric acid

: 100-39-0
benzyl bromide

: 184866-14-6
benzyl 4,4-bis[4-(benzyloxy)phenyl]pentanoate

Conditions

Conditions	Yield
With potassium carbonate; potassium iodide In acetone Reflux;	83.5%

: 126-00-1
4,4-bis(4-hydroxyphenyl)valeric acid

: (9H-fluoren-9-yl)methyl (S)-(2-amino-3-((3-(10,11-dihydro-5H-dibenzo[b,f]azepin-5-yl)propyl)(methyl)amino)-3-oxopropyl)carbamate

: (9H-fluoren-9-yl)methyl (S)-(2-(4,4-bis(4-hydroxyphenyl)pentanamido)-3-((3-(10,11-dihydro-5H-dibenzo[b,f]azepin-5-yl)propyl)(methyl)amino)-3-oxopropyl)carbamate

Conditions

Conditions	Yield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 1h;	83%

: 20769-85-1
2-bromoisobutyric acid bromide

: 126-00-1
4,4-bis(4-hydroxyphenyl)valeric acid

: 4,4-bis-[4-(2-bromo-2-methyl-propionyloxy)-phenyl]-pentanoic acid

Conditions

Conditions	Yield
With triethylamine In tetrahydrofuran for 48h;	82%

: 126-00-1
4,4-bis(4-hydroxyphenyl)valeric acid

: 58-28-6
desipramine hydrochloride

: N-(3-(10,11-dihydro-5H-dibenzo[b,f]azepin-5-yl)propyl)-4,4-bis(4-hydroxyphenyl)-N-methylpentanamide

Conditions

Conditions	Yield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 1h;	82%

: 126-00-1
4,4-bis(4-hydroxyphenyl)valeric acid

: 5301-78-0
4-(hydroxymethyl)-1-oxido-2,6,7-trioxa-1-phosphabicyclo [2.2.2] octane

: C22H25O8P

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In acetonitrile at 70℃; for 24h; Inert atmosphere;	80.2%
With toluene-4-sulfonic acid In acetonitrile for 24h; Inert atmosphere; Reflux;	55%

: 126-00-1
4,4-bis(4-hydroxyphenyl)valeric acid

: 30833-12-6
ethyl 3-endo-3-hydroxy-8-azabicyclo[3.3.1]octane-8-carboxylate

: N-ethoxycarbonyl diphenylglycol acetate

Conditions

Conditions	Yield
Stage #1: 4,4-bis(4-hydroxyphenyl)valeric acid With dmap; dicyclohexyl-carbodiimide In dichloromethane at 0 - 30℃; for 2.5h; Stage #2: ethyl 3-endo-3-hydroxy-8-azabicyclo[3.3.1]octane-8-carboxylate With dmap In dichloromethane at 25 - 30℃; for 3.5h;	80%

: 126-00-1
4,4-bis(4-hydroxyphenyl)valeric acid

: 75-65-0
tert-butyl alcohol

: 138721-52-5
tert-butyl 4,4-bis(4'-hydroxyphenyl)pentanoate

Conditions

Conditions	Yield
Stage #1: 4,4-bis(4-hydroxyphenyl)valeric acid With trifluoroacetic anhydride In tetrahydrofuran at 5 - 20℃; for 2.5h; Stage #2: tert-butyl alcohol In tetrahydrofuran at 20℃; for 6h;	71.1%

: 125370-09-4
tetrakis[bis(trimethylsilyl)methyl]digallane(4)

: 126-00-1
4,4-bis(4-hydroxyphenyl)valeric acid

: 1258211-74-3
Ga2(CH(SiMe3)2)2(4,4-bis(4-hydroxyphenyl)valerate)2

Conditions

Conditions	Yield
In tetrahydrofuran digallium compd. and acid suspended in THF at room temp.; suspn. stirred at room temp. for 16 h; volatiles removed in vacuo; residue washed with n-pentane;	66%

: 126-00-1
4,4-bis(4-hydroxyphenyl)valeric acid

: 109-64-8
1,3-dibromo-propane

: 848599-31-5
4,4-bis-(4-hydroxy-phenyl)-pentanoic acid 3-bromo-propyl ester

Conditions

Conditions	Yield
Stage #1: 4,4-bis(4-hydroxyphenyl)valeric acid With potassium hydrogencarbonate In N,N-dimethyl-formamide at 80℃; for 0.5h; Stage #2: 1,3-dibromo-propane In N,N-dimethyl-formamide at 80℃; for 5h;	65%

: 110-87-2
3,4-dihydro-2H-pyran

: 126-00-1
4,4-bis(4-hydroxyphenyl)valeric acid

: 4,4-bis-[4-(tetrahydro-pyran-2-yloxy)-phenyl]-pentanoic acid

Conditions

Conditions	Yield
With pyridinium p-toluenesulfonate	65%

: 67-56-1
methanol

: 126-00-1
4,4-bis(4-hydroxyphenyl)valeric acid

: 3747-74-8
2-(chloromethyl)quinoline monohydrochloride

A: 189498-99-5
4,4-bis(3-chloro-4-(2-quinolylmethoxy)phenyl)pentanoic acid methyl ester

B: 4-(3-chloro-4-(2-quinolylmethoxy)phenyl)-4-(3,5-dichloro-4-(2-quinolylmethoxy)phenyl)pentanoic acid methyl ester

Conditions

Conditions	Yield
Stage #1: 4,4-bis(4-hydroxyphenyl)valeric acid With N-chloro-succinimide In 1,4-dioxane; chloroform for 5h; Chlorination; Heating; Stage #2: methanol With thionyl chloride at 20℃; for 16h; Esterification; Stage #3: 2-(chloromethyl)quinoline monohydrochloride With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 10h; Alkylation; Further stages.;	A 61% B 9%

...Expand

: 6290-05-7
Diethyl iminodiacetate

: 126-00-1
4,4-bis(4-hydroxyphenyl)valeric acid

: 625833-52-5
{[4,4-bis-(4-hydroxyphenyl)-pentanoyl]-ethoxycarbonyl-methylamino}-acetic acid ethyl ester

Conditions

Conditions	Yield
With 2-chloro-1-methyl-pyridinium iodide; triethylamine In 1,4-dioxane at 70℃; for 0.166667 - 0.333333h;	56%

: 126-00-1
4,4-bis(4-hydroxyphenyl)valeric acid

: (9H-fluoren-9-yl)methyl (2-((3-(10,11-dihydro-5H-dibenzo[b,f]azepin-5-yl)propyl)amino)ethyl)carbamate

: (9H-fluoren-9-yl)methyl (2-(N-(3-(10,11-dihydro-5H-dibenzo[b,f]azepin-5-yl)propyl)-4,4-bis(4-hydroxyphenyl)pentanamido)ethyl)carbamate

Conditions

Conditions	Yield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 1h;	48%

: 126-00-1
4,4-bis(4-hydroxyphenyl)valeric acid

: 165749-18-8
2-(3,4-bis((tert-butyldimethylsilyl)oxy)phenyl)ethan-1-amine

: N-(3,4-bis((tert-butyldimethylsilyl)oxy)phenethyl)-4,4-bis(4-hydroxyphenyl)pentanamide

Conditions

Conditions	Yield
With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In ethyl acetate at 20℃; for 3h; Inert atmosphere;	46%

: 126-00-1
4,4-bis(4-hydroxyphenyl)valeric acid

: 530-62-1
1,1'-carbonyldiimidazole

: 103-49-1
dibenzylamine

: 188108-07-8
4,4-Bis-(4-hydroxyphenyl)pentanoic acid dibenzylamide

Conditions

Conditions	Yield
With hydrogenchloride In tetrahydrofuran; water; ethyl acetate	40%

...Expand

: 126-00-1
4,4-bis(4-hydroxyphenyl)valeric acid

: 18162-48-6
tert-butyldimethylsilyl chloride

: 1219458-16-8
C23H32O4Si

Conditions

Conditions	Yield
Stage #1: 4,4-bis(4-hydroxyphenyl)valeric acid; tert-butyldimethylsilyl chloride With 1H-imidazole In tetrahydrofuran for 12h; Reflux; Stage #2: With acetic acid In water at 20℃; for 2h;	40%

: 159610-89-6
6-azido-2S-{[(9H-fluorenyl-9-ylmethoxy)carbonyl]amino}hexanoic acid

: O-bis-(aminoethyl)ethylene glycol trityl resin

: 126-00-1
4,4-bis(4-hydroxyphenyl)valeric acid

: 1623789-42-3
N-(5-sulfamoyl-1,3,4-thiadiazol-2-yl)hex-5-ynamide

: 129460-09-9, 134098-70-7
Fmoc-Asp-O-t-Bu

: N-[4,4-bis(4-hydroxyphenyl)pentanoyl]-β-aspartyl-β-aspartyl-N-{2-[2-(2-aminoethoxy)ethoxy]ethyl}-6-(4-{4-oxo-4-[(5-sulfamoyl-1,3,4-thiadiazol-2-yl)amino]butyl}-1H-1,2,3-triazol-1-yl)-L-norleucinamide

Conditions

Conditions	Yield
Stage #1: 6-azido-2S-{[(9H-fluorenyl-9-ylmethoxy)carbonyl]amino}hexanoic acid; O-bis-(aminoethyl)ethylene glycol trityl resin With benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In dichloromethane; N,N-dimethyl-formamide at 22℃; for 1.25h; trityl resin; Stage #2: With piperidine In N,N-dimethyl-formamide Stage #3: 4,4-bis(4-hydroxyphenyl)valeric acid; N-(5-sulfamoyl-1,3,4-thiadiazol-2-yl)hex-5-ynamide; Fmoc-Asp-O-t-Bu Further stages;	38%

Yield

Stage #1: 6-azido-2S-{[(9H-fluorenyl-9-ylmethoxy)carbonyl]amino}hexanoic acid; O-bis-(aminoethyl)ethylene glycol trityl resin With benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In dichloromethane; N,N-dimethyl-formamide at 22℃; for 1.25h; trityl resin;
Stage #2: With piperidine In N,N-dimethyl-formamide
Stage #3: 4,4-bis(4-hydroxyphenyl)valeric acid; N-(5-sulfamoyl-1,3,4-thiadiazol-2-yl)hex-5-ynamide; Fmoc-Asp-O-t-Bu Further stages;

38%

...Expand

: 6066-82-6
1-hydroxy-pyrrolidine-2,5-dione

: 126-00-1
4,4-bis(4-hydroxyphenyl)valeric acid

: 1445510-01-9
2,5-dioxopyrrolidin-1-yl-4,4-bis(4-hydroxyphenyl)pentanoate

Conditions

Conditions	Yield
With dicyclohexyl-carbodiimide In tetrahydrofuran at 20℃; for 22h;	36%
With dmap; dicyclohexyl-carbodiimide In tetrahydrofuran at 20℃; for 1h;	250 mg

: 126-00-1
4,4-bis(4-hydroxyphenyl)valeric acid

: 35661-60-0
Fmoc-Leu-OH

: 1623789-42-3
N-(5-sulfamoyl-1,3,4-thiadiazol-2-yl)hex-5-ynamide

: 84624-27-1
Boc-Lys(Fmoc)-OH

: 71989-14-5
Fmoc-(tBu)Asp-OH

: 129460-09-9, 134098-70-7
Fmoc-Asp-O-t-Bu

: 103213-32-7
N-(9-fluorenylmethoxycarbonyl)-S-trityl-L-cysteine

: C52H70N14O19S3

Conditions

Conditions	Yield
Stage #1: N-(9-fluorenylmethoxycarbonyl)-S-trityl-L-cysteine With piperidine In N,N-dimethyl-formamide for 0.25h; Stage #2: Fmoc-(tBu)Asp-OH With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In N,N-dimethyl-formamide at 0℃; for 1.25h; Stage #3: 4,4-bis(4-hydroxyphenyl)valeric acid; Fmoc-Leu-OH; N-(5-sulfamoyl-1,3,4-thiadiazol-2-yl)hex-5-ynamide; Boc-Lys(Fmoc)-OH; Fmoc-Asp-O-t-Bu Further stages;	22%

Yield

Stage #1: N-(9-fluorenylmethoxycarbonyl)-S-trityl-L-cysteine With piperidine In N,N-dimethyl-formamide for 0.25h;
Stage #2: Fmoc-(tBu)Asp-OH With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In N,N-dimethyl-formamide at 0℃; for 1.25h;
Stage #3: 4,4-bis(4-hydroxyphenyl)valeric acid; Fmoc-Leu-OH; N-(5-sulfamoyl-1,3,4-thiadiazol-2-yl)hex-5-ynamide; Boc-Lys(Fmoc)-OH; Fmoc-Asp-O-t-Bu Further stages;

22%

...Expand

: 126-00-1
4,4-bis(4-hydroxyphenyl)valeric acid

: 35661-60-0
Fmoc-Leu-OH

: 21233-94-3
5-hexynoic amide

: 71989-14-5
Fmoc-(tBu)Asp-OH

: 129460-09-9, 134098-70-7
Fmoc-Asp-O-t-Bu

: 103213-32-7
N-(9-fluorenylmethoxycarbonyl)-S-trityl-L-cysteine

: Nα-(9-fluorenylmethyloxycarbonyl)-Nγ-2,2,4,6,7-pentamethyldihydrobenzofuran-5-sulfonyl-L-arginine

: NH2+-ValCit-MMAE

Conditions

Conditions	Yield
Stage #1: N-(9-fluorenylmethoxycarbonyl)-S-trityl-L-cysteine With piperidine In N,N-dimethyl-formamide for 0.25h; Stage #2: Fmoc-(tBu)Asp-OH With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In N,N-dimethyl-formamide at 0℃; for 1.25h; Stage #3: 4,4-bis(4-hydroxyphenyl)valeric acid; Fmoc-Leu-OH; 5-hexynoic amide; Fmoc-Asp-O-t-Bu; Nα-(9-fluorenylmethyloxycarbonyl)-Nγ-2,2,4,6,7-pentamethyldihydrobenzofuran-5-sulfonyl-L-arginine Further stages;	11%

Yield

Stage #1: N-(9-fluorenylmethoxycarbonyl)-S-trityl-L-cysteine With piperidine In N,N-dimethyl-formamide for 0.25h;
Stage #2: Fmoc-(tBu)Asp-OH With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In N,N-dimethyl-formamide at 0℃; for 1.25h;
Stage #3: 4,4-bis(4-hydroxyphenyl)valeric acid; Fmoc-Leu-OH; 5-hexynoic amide; Fmoc-Asp-O-t-Bu; Nα-(9-fluorenylmethyloxycarbonyl)-Nγ-2,2,4,6,7-pentamethyldihydrobenzofuran-5-sulfonyl-L-arginine Further stages;

11%

...Expand

Diphenolic acid Specification

The Benzenebutanoic acid, 4-hydroxy-γ-(4-hydroxyphenyl)-γ-methyl-, with the CAS registry number 126-00-1, is also known as 4,4-Bis(p-hydroxyphenyl)valericacid. Its EINECS number is 204-763-2. This chemical's molecular formula is C₁₇H₁₈O₄ and molecular weight is 286.32. What's more, its systematic name is 4,4-bis(4-hydroxyphenyl)pentanoic acid. It is used as a pharmaceutical intermediate and widely used in food, medicine, chemical industry, light industry and other industries.

Physical properties of Benzenebutanoic acid, 4-hydroxy-γ-(4-hydroxyphenyl)-γ-methyl- are: (1)ACD/LogP: 2.89; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.97; (4)ACD/LogD (pH 7.4): 0.17; (5)ACD/BCF (pH 5.5): 11.25; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 108.06; (8)ACD/KOC (pH 7.4): 1.69; (9)#H bond acceptors: 4; (10)#H bond donors: 3; (11)#Freely Rotating Bonds: 7; (12)Polar Surface Area: 44.76 Å²; (13)Index of Refraction: 1.612; (14)Molar Refractivity: 78.99 cm³; (15)Molar Volume: 227.2 cm³; (16)Polarizability: 31.31×10^-24cm³; (17)Surface Tension: 55.8 dyne/cm; (18)Density: 1.26 g/cm³; (19)Flash Point: 274.5 °C; (20)Enthalpy of Vaporization: 81.82 kJ/mol; (21)Boiling Point: 507 °C at 760 mmHg; (22)Vapour Pressure: 4.21E-11 mmHg at 25°C.

Preparation: the crude product can be prepared by levulinic acid and phenol in the presence of catalyst, in acid medium reaction system, then refinined to the finished product.

Uses of Benzenebutanoic acid, 4-hydroxy-γ-(4-hydroxyphenyl)-γ-methyl-: it can be used to produce 4,4-bis-(4-hydroxy-phenyl)-valeric acid methyl ester by heating. It will need reagent conc. H₂SO₄ with the reaction time of 3 hours. The yield is about 97%.

Benzenebutanoic acid, 4-hydroxy-γ-(4-hydroxyphenyl)-γ-methyl- can be used to produce 4,4-bis-(4-hydroxy-phenyl)-valeric acid methyl ester by heating

When you are using this chemical, please be cautious about it as the following:
It is irritating to eyes, respiratory system and skin. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. When using it, you need wear suitable protective clothing, gloves and eye/face protection.

You can still convert the following datas into molecular structure:
(1)SMILES: O=C(O)CCC(c1ccc(O)cc1)(c2ccc(O)cc2)C
(2)Std. InChI: InChI=1S/C17H18O4/c1-17(11-10-16(20)21,12-2-6-14(18)7-3-12)13-4-8-15(19)9-5-13/h2-9,18-19H,10-11H2,1H3,(H,20,21)
(3)Std. InChIKey: VKOUCJUTMGHNOR-UHFFFAOYSA-N

Product Name

Diphenolic acid

Synthetic route

Diphenolic acid Specification

Related Products

Hot Products