perylene-3,4,9,10-tetracarboxylic acid 3,4:9,10-dianhydride
perylene-3,4,9,10-tetracarboxylic acid
Conditions | Yield |
---|---|
With potassium hydroxide In water for 12h; Heating; | 99% |
Stage #1: perylene-3,4,9,10-tetracarboxylic acid 3,4:9,10-dianhydride With potassium hydroxide In water at 20℃; for 6h; Stage #2: With hydrogenchloride In water pH=Ca. 7; | 80% |
With sodium hydroxide |
1,6,7,12-tetrachloroperylene-3,4,9,10-tetracarboxylic acid
perylene-3,4,9,10-tetracarboxylic acid
Conditions | Yield |
---|---|
With potassium hydroxide In ethylene glycol at 155 - 160℃; for 4h; | 91% |
1,7-dibromoperylene-3,4,9,10-tetracarboxylic acid
perylene-3,4,9,10-tetracarboxylic acid
Conditions | Yield |
---|---|
With potassium hydroxide In ethylene glycol at 120℃; for 1h; | 82% |
perylene-3,4,9,10-tetracarboxylic acid
Conditions | Yield |
---|---|
With alkaline sodium hypochlorite | |
With chromium(III) oxide; sulfuric acid |
3,10-diamino-dibenzo[cd,lm]perylene-1,8-dione
perylene-3,4,9,10-tetracarboxylic acid
Conditions | Yield |
---|---|
With potassium permanganate; sulfuric acid at 20℃; | |
With sodium dichromate; sulfuric acid at 20℃; |
C32H18O
perylene-3,4,9,10-tetracarboxylic acid
Conditions | Yield |
---|---|
With nitric acid at 165 - 190℃; |
1-Benzoyloxy-peropyren
perylene-3,4,9,10-tetracarboxylic acid
Conditions | Yield |
---|---|
With nitric acid at 180 - 200℃; |
sulfuric acid
3,4,9,10-perylene tetracarboxyxlic acid diimide
perylene-3,4,9,10-tetracarboxylic acid
Conditions | Yield |
---|---|
at 200℃; | |
at 200℃; |
perylene-3,4,9,10-tetracarboxylic acid
Conditions | Yield |
---|---|
With sulfuric acid at 200℃; |
sulfuric acid
3,10-diamino-dibenzo[cd,lm]perylene-1,8-dione
perylene-3,4,9,10-tetracarboxylic acid
Conditions | Yield |
---|---|
Conditions | Yield |
---|---|
sulfuric acid
3,10-diamino-dibenzo[cd,lm]perylene-1,8-dione
perylene-3,4,9,10-tetracarboxylic acid
Conditions | Yield |
---|---|
1,7-dichloroperylene-3,4,9,10-tetracarboxylic acid
perylene-3,4,9,10-tetracarboxylic acid
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 59 percent / Cl2, 3percent oleum / 9 h / 70 - 75 °C 2: 91 percent / KOH / ethane-1,2-diol / 4 h / 155 - 160 °C View Scheme |
Conditions | Yield |
---|---|
With sodalime at 450 - 500℃; stream of superheated steam; | 96% |
bei der trocknen Destillation des Calciumsalzes; | |
With potassium hydroxide at 250℃; beim Erhitzen des Kaliumsalzes im Autoklaven; |
perylene-3,4,9,10-tetracarboxylic acid
N,N-diethylethylenediamine
N,N'-bis(2-(N'',N''-diethylamino)ethyl)perylene-3,4:9,10-bis(dicarboximide)
Conditions | Yield |
---|---|
In water Heating; | 88% |
1.) DMF, 145 deg C - 150 deg C, 1 h, 2.) 125 deg C - 140 deg C, 2 h; Yield given. Multistep reaction; |
perylene-3,4,9,10-tetracarboxylic acid
benzyl chloride
perylene 3,4,9,10-tetracarboxylic acid tetrabenzyl ester
Conditions | Yield |
---|---|
With dmap; 18-crown-6 ether; potassium carbonate In N,N-dimethyl-formamide at 80℃; for 12h; | 86% |
perylene-3,4,9,10-tetracarboxylic acid
1,12-sulfonyloxyperylene-3,4,9,10-tetracarboxylic acid
Conditions | Yield |
---|---|
85% |
perylene-3,4,9,10-tetracarboxylic acid
N-butylamine
2,9-dibutylanthra[2,1,9-def:6,5,10-d'e'f']diisoquinoline-1,3,8,10(2H,9H)-tetraone
Conditions | Yield |
---|---|
With 1H-imidazole at 120℃; for 4h; | 80% |
4-aminobutyrylaldehyde diethylacetal
perylene-3,4,9,10-tetracarboxylic acid
N,N'-bis(4,4-diethoxybutyl)perylene-3,4,9,10-tetracarboxylic diimide
Conditions | Yield |
---|---|
With 1H-imidazole at 120℃; for 4h; | 78% |
3,5-bis(benzyloxy)benzyl bromide
perylene-3,4,9,10-tetracarboxylic acid
Conditions | Yield |
---|---|
With dmap; 18-crown-6 ether; potassium carbonate In N,N-dimethyl-formamide at 85℃; for 12h; | 76% |
Conditions | Yield |
---|---|
With dmap; 18-crown-6 ether; potassium carbonate In N,N-dimethyl-formamide at 85℃; for 12h; | 72% |
Conditions | Yield |
---|---|
In water at 20℃; for 0.5h; | 72% |
2-[2-(2-methoxyethoxy)ethoxy]ethylamine
perylene-3,4,9,10-tetracarboxylic acid
Conditions | Yield |
---|---|
With 1H-imidazole; zinc diacetate at 160℃; for 18h; Inert atmosphere; | 47% |
titanium(IV) isopropylate
1,10-Phenanthroline
perylene-3,4,9,10-tetracarboxylic acid
Conditions | Yield |
---|---|
In toluene at 40℃; for 144h; Inert atmosphere; Sealed tube; | 38% |
(2S,3S)-3-amino-4-{4,4’-dimethoxytrityloxy}butan-2-ol
perylene-3,4,9,10-tetracarboxylic acid
isopropylamine
C52H42N2O8
Conditions | Yield |
---|---|
Stage #1: (2S,3S)-3-amino-4-{4,4’-dimethoxytrityloxy}butan-2-ol; perylene-3,4,9,10-tetracarboxylic acid With zinc diacetate; triethylamine In pyridine for 24h; Molecular sieve; Reflux; Stage #2: isopropylamine With zinc diacetate; triethylamine In pyridine for 24h; Molecular sieve; Reflux; | 28% |
7-amino-1,12-tridecadiene
perylene-3,4,9,10-tetracarboxylic acid
N,N'-di(1,12-tridecadiene-7-yl)perylene-3,4,9,10,tetracarboxylic acid bisimide
Conditions | Yield |
---|---|
With zinc diacetate In quinoline at 230℃; for 5h; Inert atmosphere; | 12% |
perylene-3,4,9,10-tetracarboxylic acid
ethanolamine
N-hydroxyethyl-3,4:9,10-perylenetetracarboxylic-3,4-anhydride-9,10-imide
Conditions | Yield |
---|---|
Stage #1: perylene-3,4,9,10-tetracarboxylic acid; ethanolamine In water at 0℃; for 5h; Reflux; Stage #2: With sulfuric acid In water at 90℃; for 0.5h; | 10% |
perylene-3,4,9,10-tetracarboxylic acid
methylamine hydrochloride
N,N'-Dimethylperylene-3,4,9,10-biscarboximide
Conditions | Yield |
---|---|
at 180 - 200℃; |
perylene-3,4,9,10-tetracarboxylic acid
3,4,9,10-perylene tetracarboxyxlic acid diimide
Conditions | Yield |
---|---|
at 200 - 230℃; durch Erhitzen des Tetraammoniumsalzes mit Ammoniumcarbonat; |
perylene-3,4,9,10-tetracarboxylic acid
perylene-3,4,9,10-tetracarboxylic acid 3,4:9,10-dianhydride
Conditions | Yield |
---|---|
With acetic anhydride | |
With sodium hydroxide | |
With sulfuric acid at 20℃; for 12h; |
perylene-3,4,9,10-tetracarboxylic acid
4-chloro-aniline
3,4,9,10-perylenetetracarboxylic acid N,N'-di(4-chlorophenyl)diimide
Conditions | Yield |
---|---|
at 100 - 120℃; |
perylene-3,4,9,10-tetracarboxylic acid
aniline
2,9-diphenylanthra[2,1,9-def:6,5,10-d'e'f']diisoquinoline-1,3,8,10(2H,9H)-tetraone
Conditions | Yield |
---|---|
With acetic acid at 100 - 120℃; | |
at 100 - 120℃; |
perylene-3,4,9,10-tetracarboxylic acid
N,N-dimethylethylenediamine
2,9-bis(2-(dimethylamino)ethyl)anthra[2,1,9-def:6,5,10-d′e′f ′]-diisoquinoline-1,3,8,10(2H,9H)-tetraone
Conditions | Yield |
---|---|
1.) DMF, 145 deg C - 150 deg C, 1 h, 2.) 125 deg C - 140 deg C, 2 h; Yield given. Multistep reaction; |
perylene-3,4,9,10-tetracarboxylic acid
A
PERYLENE
B
Perylene-3-carboxylic acid
Conditions | Yield |
---|---|
at 190 - 250℃; im Autoklaven; |
The 3,4,9,10-Perylenetetracarboxylicacid, with the CAS registry number 81-32-3, is also known as tri-n-Propylamine. Its EINECS registry number is 201-343-0. This chemical's molecular formula is C24H12O8 and molecular weight is 428.34728. What's more, both its IUPAC name and systematic name are the same which is called Perylene-3,4,9,10-tetracarboxylic acid.
Physical properties about 3,4,9,10-Perylenetetracarboxylicacid are: (1)ACD/LogP: 3.46; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -2.46; (4)ACD/LogD (pH 7.4): -2.68; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 1; (8)ACD/KOC (pH 7.4): 1; (9)#H bond acceptors: 8; (10)#H bond donors: 4; (11)#Freely Rotating Bonds: 4; (12)Polar Surface Area: 105.2 Å2; (13)Index of Refraction: 1.939; (14)Molar Refractivity: 118.02 cm3; (15)Molar Volume: 246.2 cm3; (16)Surface Tension: 112.5 dyne/cm; (17)Density: 1.739 g/cm3; (18)Flash Point: 519.4 °C; (19) Enthalpy of Vaporization: 138.97 kJ/mol; (20)Boiling Point: 912.4 °C at 760 mmHg; (21)Vapour Pressure: 0 mmHg at 25 °C.
Preparation of 3,4,9,10-Perylenetetracarboxylicacid: this chemical can be prepared by 1,6,7,12-Tetrachloroperylene-3,4,9,10-tetracarboxylic acid. This reaction needs reagent KOH and solvent Ethane-1,2-diol at temperature of 155 - 160 °C. The reaction time is 4 hours. The yield is 91 %.
Uses of 3,4,9,10-Perylenetetracarboxylicacid: it is used to produce other chemicals. For example, it is used to produce Perylene. The reaction occurs with reagent KOH-solution at temperature of 250 °C and other condition of beim Erhitzen des Kaliumsalzes im Autoklaven.
You can still convert the following datas into molecular structure:
(1) SMILES: O=C(O)c3c5c2c(c1ccc(c4c1c(c2cc3)ccc4C(=O)O)C(=O)O)ccc5C(=O)O
(2) InChI: InChI=1/C24H12O8/c25-21(26)13-5-1-9-10-2-6-15(23(29)30)20-16(24(31)32)8-4-12(18(10)20)11-3-7-14(22(27)28)19(13)17(9)11/h1-8H,(H,25,26)(H,27,28)(H,29,30)(H,31,32)
(3) InChIKey: FVDOBFPYBSDRKH-UHFFFAOYAV
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