9-Anthraldehyde supplier | CasNO.642-31-9

Name
9-Anthraldehyde
EINECS 211-383-0
CAS No. 642-31-9
Article Data139
CAS DataBase
Density 1.217 g/cm³
Solubility Insoluble

Melting Point 103-105 °C(lit.)

Formula C₁₅H₁₀O

Boiling Point 405.7 °C at 760 mmHg

Molecular Weight 206.244

Flash Point 269.2 °C

Transport Information

Appearance yellow powder

Safety 24/25-36

Risk Codes 36/37/38-20/21/22

Molecular Structure

Hazard Symbols Xn

Synonyms 9-Anthraldehyde(6CI,7CI,8CI);9-Anthracenecarbaldehyde;9-Anthracenemethanal;9-Formylanthracene;NSC 15;

PSA 17.07000

LogP 3.80550

Synthetic route

1468-95-7
9-hydroxymethylanthracene

642-31-9
9-anthracene aldehyde

Conditions

Conditions Yield

With potassium carbonate; chlorobenzene In toluene at 105℃; for 24h; 100%

With 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione In N,N-dimethyl-formamide at 23 - 25℃; for 7.5h; 100%

With polymeric complex of oxodiperoxochromium(VI) compound and pyrazine (Pyz-CrO5)n In dichloromethane for 0.6h; Ambient temperature; 99%

120-12-7
anthracene

132407-64-8
trifluoromethanesulphonyloxy-methylene-N,N-dimethyliminium trifluoromethanesulphonate

642-31-9
9-anthracene aldehyde

Conditions

Conditions Yield

In dichloromethane at 37℃; for 48h; 98%

18004-57-4
9-anthracenealdehyde oxime

642-31-9
9-anthracene aldehyde

Conditions

Conditions Yield

With cethyltrimethylammonium permanganate In dichloromethane at 25℃; for 0.25h; 96%

With polymeric complex of oxodiperoxochromium(VI) compound and pyrazine (Pyz-CrO5)n In dichloromethane for 0.9h; Ambient temperature; 90%

4885-02-3
Dichloromethyl methyl ether

120-12-7
anthracene

642-31-9
9-anthracene aldehyde

Conditions

Conditions Yield

With titanium tetrachloride In dichloromethane at 0 - 20℃; 95%

38982-12-6
3-(anthracene-9-yl)acrylaldehyde

A

75-07-0
acetaldehyde

B

642-31-9
9-anthracene aldehyde

Conditions

Conditions Yield

With tetra(n-butyl)ammonium hydroxide; water at 150℃; for 0.166667h; Reagent/catalyst; Microwave irradiation; Green chemistry; A n/a
B 93%

120-12-7
anthracene

68-12-2, 33513-42-7
N,N-dimethyl-formamide

642-31-9
9-anthracene aldehyde

Conditions

Conditions Yield

With silica gel; trichlorophosphate for 0.025h; Formylation; Microwave irradiation (300 W); 92%

With trichlorophosphate In chlorobenzene for 2h; Schlenk technique; Inert atmosphere; Reflux; 85%

With trichlorophosphate In 1,2-dichloro-ethane at 40℃; for 1h; Vilsmeier Haack formylation; ultrasound irradiation; 80%

2444-68-0
9-vinylanthracene

642-31-9
9-anthracene aldehyde

Conditions

Conditions Yield

With sodium periodate In water; ethyl acetate; acetonitrile at 0℃; for 3h; 92%

With aluminum oxide; potassium permanganate In dichloromethane at 20℃; for 48h; 30%

With isobutyraldehyde In acetonitrile at 80℃; for 24h;

151-50-8
potassium cyanide

93496-78-7
9-cyano-10-anthracenocarboxaldehyde

A

1210-12-4
9-cyanoanthracene

B

642-31-9
9-anthracene aldehyde

Conditions

Conditions Yield

In ethanol; water at 80℃; for 31h; A 91%
B 9.4%

...Expand

848030-49-9
9-(dipropionyloxymethyl)anthracene

642-31-9
9-anthracene aldehyde

Conditions

Conditions Yield

With tetra-N-butylammonium tribromide In methanol at 20℃; for 9h; 91%

130614-22-1
C18H16S2

642-31-9
9-anthracene aldehyde

Conditions

Conditions Yield

With eosin y In water; acetonitrile at 20℃; for 2h; Irradiation; 91%

779-02-2
9-methylanthracene

642-31-9
9-anthracene aldehyde

Conditions

Conditions Yield

With 2,3-dicyano-5,6-dichloro-p-benzoquinone In water; acetic acid for 0.5h; Heating; 90%

With 2,3-dicyano-5,6-dichloro-p-benzoquinone In water; acetic acid for 0.5h; Product distribution; Heating; other alkyl- and cycloalkylene-aromatic hydrocarbons; 90%

With acetic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone In water Reflux; 87%

With nickel-doped graphene carbon nitride nanoparticles; air In ethanol at 25℃; for 8h; Irradiation; Green chemistry; 85%

120-12-7
anthracene

93-61-8
N-methyl-N-phenylformamide

642-31-9
9-anthracene aldehyde

Conditions

Conditions Yield

With trichlorophosphate In 1,2-dichloro-benzene at 89.84 - 94.84℃; for 2h; Vielsmeyer reaction; 89%

With trichlorophosphate In 1,2-dichloro-benzene at 0 - 90℃; 84%

With trichlorophosphate In 1,2-dichloro-benzene at 100℃; for 1h; 81%

195133-98-3
9-(azidomethyl)anthracene

642-31-9
9-anthracene aldehyde

Conditions

Conditions Yield

With MoO2(S2CNEt2)2; oxygen In water for 10h; Heating; 88%

Stage #1: 9-(azidomethyl)anthracene With sodium hydride In dimethyl sulfoxide; mineral oil at 20℃; for 4h; Inert atmosphere;
Stage #2: With water In dimethyl sulfoxide; mineral oil for 0.25h; Inert atmosphere; 72%

(9-anthrylmethyl)dimethylsulfonium hydrogensulfate

642-31-9
9-anthracene aldehyde

Conditions

Conditions Yield

With ethanol In dimethyl sulfoxide at 30℃; sonic bath; 86%

111354-83-7
α,α-diacetoxy-9-methylanthracene

642-31-9
9-anthracene aldehyde

Conditions

Conditions Yield

With tetra-N-butylammonium tribromide In methanol at 20℃; for 12h; 85%

With carbon tetrabromide In acetonitrile for 8h; Heating; 75%

With indium(III) chloride In water at 20℃;

98178-26-8
9-anthracenecarboxaldehyde dimethyl acetal

642-31-9
9-anthracene aldehyde

Conditions

Conditions Yield

perchloric acid In methanol; water at 25 - 30℃; for 0.5h; 82%

With water In methanol at 25 - 30℃; for 0.5h; 82%

With iron(III) In dimethylsulfoxide-d6

6624-23-3
9-anthrylacetic acid

642-31-9
9-anthracene aldehyde

Conditions

Conditions Yield

With potassium carbonate In chloroform at 20℃; for 24h; Irradiation; Inert atmosphere; 82%

corresponding thioacetal

corresponding thioacetal

642-31-9
9-anthracene aldehyde

Conditions

Conditions Yield

With dibenzoyl peroxide 80%

86170-60-7
bromo-9 methoxymetyl-10 anthracene

A

2584-79-4
9-(methoxymethyl)anthracene

B

84-65-1
9,10-phenanthrenequinone

C

642-31-9
9-anthracene aldehyde

Conditions

Conditions Yield

With potassium phenolate In N,N,N,N,N,N-hexamethylphosphoric triamide at 100℃; for 4h; A 4%
B 5%
C 77%

...Expand

61574-53-6
(anthracen-9-yl)methyl methyl sulfide

1087-09-8
1,4-diphenyl-but-2-yne-1,4-dione

A

3867-56-9
1,2,4,5-tetrabenzoylbenzene

B

C32H24O2S

C

hexabenzoylbenzene

D

642-31-9
9-anthracene aldehyde

Conditions

Conditions Yield

In N,N-dimethyl-formamide for 15h; Diels-Alder Cycloaddition; Reflux; A 1%
B 76%
C 1%
D 10%

...Expand

119072-55-8, 7188-38-7
tert-butylisonitrile

1564-64-3
9-Bromoanthracene

642-31-9
9-anthracene aldehyde

Conditions

Conditions Yield

Stage #1: tert-butylisonitrile; 9-Bromoanthracene With triethylsilane; palladium diacetate; sodium carbonate; CyJohnPhos In N,N-dimethyl-formamide at 65℃; for 8h; Inert atmosphere; Sealed tube; Green chemistry;
Stage #2: With water Green chemistry; 67%

1468-95-7
9-hydroxymethylanthracene

A

84-65-1
9,10-phenanthrenequinone

B

642-31-9
9-anthracene aldehyde

Conditions

Conditions Yield

With osmium(VIII) oxide; trimethylamine-N-oxide In tetrahydrofuran; pyridine; water at 65℃; A 64%
B n/a

61574-53-6
(anthracen-9-yl)methyl methyl sulfide

762-42-5
dimethyl acetylenedicarboxylate

A

16430-32-3
(anthracen-9-yl)methyl acetate

B

C23H20O6

C

C22H20O4S

D

87281-45-6
1,2-bis(methoxycarbonyl)-1-methylthioethylene

E

642-31-9
9-anthracene aldehyde

Conditions

Conditions Yield

With acetic acid for 3h; Diels-Alder Cycloaddition; Reflux; A 63%
B 1%
C 1%
D 18%
E 6%

...Expand

24463-19-2
anthracenylmethyl chloride

642-31-9
9-anthracene aldehyde

Conditions

Conditions Yield

With manganese(IV) oxide In chloroform at 60℃; for 4h; 60%

526-55-6
2-(3-indole)-ethanol

98178-26-8
9-anthracenecarboxaldehyde dimethyl acetal

A

1-(anthracen-9-yl)-1,3,4,9-tetrahydropyrano[3,4-b]indole

B

642-31-9
9-anthracene aldehyde

Conditions

Conditions Yield

With camphor-10-sulfonic acid In chloroform for 16h; Reagent/catalyst; Solvent; Pictet-Spengler Synthesis; Schlenk technique; Inert atmosphere; A 60%
B 13 %Spectr.

...Expand

25891-29-6
tris(dichloromethyl)amine

120-12-7
anthracene

642-31-9
9-anthracene aldehyde

Conditions

Conditions Yield

With titanium tetrachloride In chlorobenzene at 0 - 20℃; for 12h; 48%

88920-44-9
<9,10-dihydro-10-(methoxymethylene)-9-trimethylsilyl>antracene

642-31-9
9-anthracene aldehyde

Conditions

Conditions Yield

With silica gel In hexane for 20h; 47%

61574-53-6
(anthracen-9-yl)methyl methyl sulfide

762-42-5
dimethyl acetylenedicarboxylate

A

dimethyl (dimethyl-oxo-1H-benzo[de]anthracene-2,3-dicarboxylate)

B

C22H20O4S

C

C36H38O24

D

642-31-9
9-anthracene aldehyde

Conditions

Conditions Yield

In 5,5-dimethyl-1,3-cyclohexadiene for 10h; Solvent; Diels-Alder Cycloaddition; Reflux; A 10%
B 44%
C 1%
D 9%

...Expand

61574-53-6
(anthracen-9-yl)methyl methyl sulfide

1087-09-8
1,4-diphenyl-but-2-yne-1,4-dione

A

16430-32-3
(anthracen-9-yl)methyl acetate

B

3867-56-9
1,2,4,5-tetrabenzoylbenzene

C

C32H24O2S

D

hexabenzoylbenzene

E

55614-27-2
5,6,-11,12-tetrahydro-4b,12[1',2']:6,10b[1'',2'']dibenzenochrysene

F

63113-55-3, 63113-56-4
2-(methylthio)-1,4-diphenylbut-2-ene-1,4-dione

G

642-31-9
9-anthracene aldehyde

Conditions

Conditions Yield

With acetic acid for 13h; Diels-Alder Cycloaddition; Reflux; A 14%
B 1%
C 42%
D 2%
E 6%
F 10%
G 19%

...Expand

75-77-4
chloro-trimethyl-silane

135598-25-3
9-(methoxymethyl)anthracene carbanion

A

63383-01-7
9-neopentylantracene

B

88920-44-9
<9,10-dihydro-10-(methoxymethylene)-9-trimethylsilyl>antracene

C

642-31-9
9-anthracene aldehyde

Conditions

Conditions Yield

A 36%
B 40%
C 16%

A 36%
B 40%
C n/a

...Expand

642-31-9
9-anthracene aldehyde

723-62-6
9-Anthracenecarboxylic acid

Conditions

Conditions Yield

With cobalt(II) 2,9,16,23-phthalocyanine tetrasulfonic acid In water; acetonitrile at 20℃; under 760.051 Torr; for 150h; UV-irradiation; 100%

With (bipyH2)-CrOCl5 In dichloromethane at 28 - 30℃; for 12h; 95%

With dihydrogen peroxide In water; acetonitrile at 45℃; for 1h; chemoselective reaction; 78%

29210-71-7
2,4,5,7-tetranitro-9H-fluorene

642-31-9
9-anthracene aldehyde

9-(9-anthrylmethylene)-2,4,5,7-tetranitrofluorene

Conditions

Conditions Yield

In N,N-dimethyl-formamide at 20℃; 100%

642-31-9
9-anthracene aldehyde

crosslinked polystyrene-supported phosphonium salt of 2-bromomethylnaphthalene

crosslinked polystyrene-supported phosphonium salt of 2-bromomethylnaphthalene

1654-47-3
1-<2>Naphthyl-2-<9>anthryl-aethylen

Conditions

Conditions Yield

With sodium hydroxide In dichloromethane for 2h; Ambient temperature; 100%

75-04-7
ethylamine

642-31-9
9-anthracene aldehyde

[1-Anthracen-9-yl-meth-(Z)-ylidene]-ethyl-amine

Conditions

Conditions Yield

at 20℃; under 750.06 Torr; Solid phase reaction; gas-solid reaction; 100%

In methanol for 9h; Reflux; 84%

642-31-9
9-anthracene aldehyde

74-89-5
methylamine

73356-20-4
N-(9-anthrylmethylidene)methylamine

Conditions

Conditions Yield

at 20℃; under 750.06 Torr; Solid phase reaction; gas-solid reaction; 100%

In tetrahydrofuran; methanol

In ethanol

109-76-2
Trimethylenediamine

642-31-9
9-anthracene aldehyde

N-((anthracen-10-Yl)methylene)-N′-((anthracen-9-Yl)methylene)propane-1,3-diamine

Conditions

Conditions Yield

With acetic acid In ethanol Heating; 100%

In methanol; N,N-dimethyl-formamide for 4h; Heating; 94%

With acetic acid In methanol for 12h; Reflux; 85.32%

110-60-1
1,4-diaminobutane

642-31-9
9-anthracene aldehyde

1,2-bis[(anthracen-9-ylmethylene)amino]butane-1,4-diamine

Conditions

Conditions Yield

With acetic acid In ethanol Heating; 100%

In methanol; dichloromethane for 4h; Heating;

In methanol; dichloromethane for 4h; Reflux;

95-54-5
1,2-diamino-benzene

642-31-9
9-anthracene aldehyde

94963-64-1
N1-(anthracene-9-methylene)benzene-1,2-diamine

Conditions

Conditions Yield

With acetic acid In toluene for 2h; Reflux; 100%

With acetic acid In toluene for 2h; Reflux; 94%

In ethanol at 20℃; for 6h; 88%

In methanol at -5℃; for 6h; 70%

865539-68-0
(4-(but-3-en-1-yloxy)phenyl)methanamine

642-31-9
9-anthracene aldehyde

1202814-43-4
AnCH=NC6H4OCH2CH2CH=CH2

Conditions

Conditions Yield

In toluene Molecular sieve; Reflux; 100%

69358-30-1
(5S)-5-benzylpyrrolidine-2,4-dione

642-31-9
9-anthracene aldehyde

C26H19NO2

Conditions

Conditions Yield

With L-proline In ethanol at 20℃; 100%

929-59-9
3,6-dioxa-1,8-diaminooctane

642-31-9
9-anthracene aldehyde

C36H32N2O2

Conditions

Conditions Yield

With acetic acid In toluene for 2h; Reflux; 100%

642-31-9
9-anthracene aldehyde

1468-95-7
9-hydroxymethylanthracene

Conditions

Conditions Yield

With sodium tetrahydroborate In ethanol at 20℃; for 0.5h; 99%

With sodium tetrahydroborate In ethanol at 20℃; for 0.5h; 99%

With sodium tetrahydroborate In tetrahydrofuran for 2h; Reflux; 99%

75-52-5
nitromethane

642-31-9
9-anthracene aldehyde

55446-60-1
(E)‐9‐(2‐nitrovinyl)anthracene

Conditions

Conditions Yield

With cyclohexylamine at 120℃; Microwave irradiation; 99%

With piperdinium acetate at 90℃; for 2.5h; Knoevenagel Condensation; Inert atmosphere; 99%

With ammonium acetate; acetic acid for 6h; Reflux; 52%

642-31-9
9-anthracene aldehyde

100-46-9
benzylamine

14607-11-5
1-(anthracen-9-yl)-N-benzylmethanimine

Conditions

Conditions Yield

With magnesium sulfate In tetrahydrofuran at 20℃; for 2h; Inert atmosphere; 99%

With magnesium sulfate; triethylamine In dichloromethane for 120h; Ambient temperature; 52%

In toluene for 24h; Schiff Reaction; Reflux; Dean-Stark; 26%

2627-86-3
(S)-1-phenyl-ethylamine

642-31-9
9-anthracene aldehyde

820975-26-6
(S)-9-(anthracen-9-ylmethylene)-α-phenylethylamine

Conditions

Conditions Yield

With potassium carbonate In ethanol; water at 20℃; for 12h; 99%

In tetrahydrofuran; ethanol Heating;

With acetic acid In toluene for 6h; Reflux;

84773-29-5
(S)-(+)-2-(N-methylamino)-3-phenylpropanol

642-31-9
9-anthracene aldehyde

917599-26-9
(2S,4S)-2-(9-anthracenyl)-3-methyl-4-benzyl oxazolidine

Conditions

Conditions Yield

With magnesium sulfate In tetrahydrofuran at 20℃; for 6h; 99%

7677-24-9
trimethylsilyl cyanide

642-31-9
9-anthracene aldehyde

118736-05-3
C19H19NOSi

Conditions

Conditions Yield

at 20℃; for 0.5h; Glovebox; 99%

With C32H39Br2MgN2(1-)*C16H32LiO4(1+) In chloroform-d1 at 20℃; for 3h; Inert atmosphere; Glovebox; 99%

With Zr(IV) metal-organic framework with 1,4-benzenedicarboxylate in anhydrous form In dichloromethane at 40℃; for 46h; Inert atmosphere; Reflux; 50%

642-31-9
9-anthracene aldehyde

100-51-6
benzyl alcohol

762-72-1
allyl-trimethyl-silane

1313615-64-3
10-(1-(benzyloxy)but-3-enyl)anthracene

Conditions

Conditions Yield

With perchloric acid supported on silica gel In dichloromethane; acetonitrile at 20℃; for 0.5h; Hosomi-Sakurai reaction; 99%

With 50 wt% silicomolybdic acid/SiO2 In acetonitrile at 20℃; for 1h; Hosomi-Sakurai reaction; 82%

...Expand

642-31-9
9-anthracene aldehyde

25015-63-8
4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane

1373393-13-5
2-(anthracene-9-ylmethoxy)pinacolborane

Conditions

Conditions Yield

With C27H44AlN3 In benzene at 20℃; for 0.333333h; Inert atmosphere; Glovebox; 99%

With catalyst:C4H9Mg(2,6-iPr2C6H3NCCH3)CH In benzene-d6 pinacolborane reacted with aldehyde in C6D6 at 25°C catalized by nBuMg(2,6-iPrC6H3NCCH3)2CH 0.1-0.5 mol% for 0.75 h; 84%

With [HC{(Me)CN(2,6-iPr2C6H3)}2MgnBu] In benzene-d6 at 20℃; for 0.75h; Inert atmosphere; Sealed tube; 96 %Spectr.

1352211-40-5
(1-bromovinyl)triisopropylsilane

642-31-9
9-anthracene aldehyde

1414296-37-9
C26H34OSi

Conditions

Conditions Yield

Stage #1: (1-bromovinyl)triisopropylsilane With n-butyllithium In tetrahydrofuran at -78℃; for 1h;
Stage #2: 9-anthracene aldehyde In tetrahydrofuran at -78℃; for 1h; 99%

642-31-9
9-anthracene aldehyde

98-80-6
phenylboronic acid

1-(9-anthracyl)-(1-phenyl)methanol

Conditions

Conditions Yield

With potassium phosphate; [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2; C22H19OP In 1,4-dioxane at 70℃; Inert atmosphere; enantioselective reaction; 99%

857402-61-0
C6H5NHBO2C2(CH3)4

642-31-9
9-anthracene aldehyde

796-34-9
(E)-N-(9-Anthrylmethylene)benzenamine

Conditions

Conditions Yield

In benzene-d6 at 25℃; for 1h; Inert atmosphere; Schlenk technique; 99%

642-31-9
9-anthracene aldehyde

109-77-3
malononitrile

55490-87-4
2‐(anthracen‐9‐ylmethylene)malononitrile

Conditions

Conditions Yield

With C88H68Cl4Hg2N4O4P4 In methanol at 60℃; for 4h; Catalytic behavior; Knoevenagel Condensation; 98%

With triethylamine In ethanol at 20℃; for 2h; 90%

With Zn(1+)*C5H8NO2(1-) In water at 80℃; for 0.166667h; Knoevenagel Condensation; 84%

642-31-9
9-anthracene aldehyde

42196-97-4
9-trans-styryl-anthracene

Conditions

Conditions Yield

With crosslinked polymer-supported phosphonium salt of benzyl chloride; cetyltrimethylammonim bromide In sodium hydroxide; dichloromethane for 2h; Product distribution; Ambient temperature; without catalysts; other polymer supported phosphonium salt; 98%

Multi-step reaction with 2 steps
1: NaOAc, Ac2O / 145 - 150 °C
2: (i) Cu, quinoline, (ii) I2, xylene
View Scheme

642-31-9
9-anthracene aldehyde

crosslinked polystyrene-supported phosphonium salt of benzyl chloride

crosslinked polystyrene-supported phosphonium salt of benzyl chloride

42196-97-4
9-trans-styryl-anthracene

Conditions

Conditions Yield

With sodium hydroxide; cetyltrimethylammonim bromide In dichloromethane for 2h; Ambient temperature; 98%

97578-19-3
aminomethyl-dimethyl-phosphine oxide

642-31-9
9-anthracene aldehyde

(9-anthracenylmethylene-iminomethyl)-dimethyl-phosphine oxide

Conditions

Conditions Yield

In benzene at 20℃; for 4h; 98%

642-31-9
9-anthracene aldehyde

chitosan, intrinsic viscosity 230 ml/g, fraction of N-acetylated units 0.09

chitosan, intrinsic viscosity 230 ml/g, fraction of N-acetylated units 0.09

chitosan, intrinsic viscosity 230 ml/g, fraction of N-acetylated units 0.09, N-(9-anthracenemethyl)-labelled

chitosan, intrinsic viscosity 230 ml/g, fraction of N-acetylated units 0.09, N-(9-anthracenemethyl)-labelled

Conditions

Conditions Yield

Stage #1: 9-anthracene aldehyde; chitosan, intrinsic viscosity 230 ml/g, fraction of N-acetylated units 0.09 In methanol; acetic acid at 20℃; for 24h;
Stage #2: With sodium cyanoborohydride at 20℃; for 12h; 98%

642-31-9
9-anthracene aldehyde

120-12-7
anthracene

Conditions

Conditions Yield

With palladium diacetate; potassium carbonate In ethyl acetate at 150℃; under 12929 Torr; for 0.833333h; Microwave irradiation; Molecular sieve; 98%

With palladium nanoparticles supported on fibrous silica In cyclohexane at 130℃; for 20h; Molecular sieve; 98%

With palladium diacetate In cyclohexane at 140℃; for 24h; Molecular sieve; air; 97%

9-Anthraldehyde Chemical Properties
Molecular Formula: C₁₅H₁₀O
Molar mass: 206.24 g/mol
Density: 1.217 g/cm³
Flash Point: 269.2 °C
Index of Refraction: 1.745
Boiling Point: 405.7 °C at 760 mmHg
Vapour Pressure: 8.58E-07 mmHg at 25°C
Melting point: 103-105 °C(lit.)
Sensitive: Air Sensitive
Appearance: yellow powder
Stability: Stable. Incompatible with strong bases, strong oxidizing agents.
Structure of 9-Anthraldehyde(642-31-9):

Synonyms of 9-Anthraldehyde(642-31-9): Anthracen-9-carbaldehyd;9-Anthracenecarbaldehyde;anthracene-9-carbaldehyde;9-anthracenecarboxaldehyde
Product Categories: Anthracenes;Aromatic Aldehydes & Derivatives (substituted)
9-Anthraldehyde Uses
9-Anthraldehyde(642-31-9) can be used as a dye and medicine intermediates.
9-Anthraldehyde Production
Raw materials: yellow phosphorus, liquid chlorine.
9-Anthraldehyde Toxicity Data With Reference
Carcinogenicity of 9-Anthraldehyde(642-31-9) hasn't been listed as a carcinogen by NTP, IARC,ACGIH, or CA Prop 65.You can see actual entry in RTECS for complete information.
9-Anthraldehyde Safety Profile
Hazard Codes: Xi
Risk Statements:
20: Harmful by inhalation
21: Harmful in contact with skin
22: Harmful if swallowed
36: Irritating to the eyes
37: Irritating to the respiratory system
38: Irritating to the skin
Safety Statements:
24: Avoid contact with skin
25: Avoid contact with eyes
36: Wear suitable protective clothing
9-Anthraldehyde Specification
9-Anthraldehyde(642-31-9) is hazardous,so the first aid measures and others should be known .Such as:
Skin: Get medical aid. Should flush skin with plenty of water immediatelyfor at least 15 minutes while removing contaminated clothing and shoes.
Eyes: Flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids.Then get medical aid soon.
Inhalation: Remove from exposure and move to fresh air immediately.And as soon as to get medical aid.
Ingestion: Wash mouth out with water,and get medical aid immediately.
Notes to Physician: Treat supportively and symptomatically.
Polymerization of the 9-Anthraldehyde(642-31-9) is sensitive with air,and is not compatible with strong oxidizing agents and strong bases, and not be exposured to moist air or water.And also prevent it to broken down into hazardous decomposition products: Carbon dioxide,carbon monoxide.

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Conditions	Yield
With potassium carbonate; chlorobenzene In toluene at 105℃; for 24h;	100%
With 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione In N,N-dimethyl-formamide at 23 - 25℃; for 7.5h;	100%
With polymeric complex of oxodiperoxochromium(VI) compound and pyrazine (Pyz-CrO5)n In dichloromethane for 0.6h; Ambient temperature;	99%

Conditions	Yield
With cethyltrimethylammonium permanganate In dichloromethane at 25℃; for 0.25h;	96%
With polymeric complex of oxodiperoxochromium(VI) compound and pyrazine (Pyz-CrO5)n In dichloromethane for 0.9h; Ambient temperature;	90%

Conditions	Yield
With silica gel; trichlorophosphate for 0.025h; Formylation; Microwave irradiation (300 W);	92%
With trichlorophosphate In chlorobenzene for 2h; Schlenk technique; Inert atmosphere; Reflux;	85%
With trichlorophosphate In 1,2-dichloro-ethane at 40℃; for 1h; Vilsmeier Haack formylation; ultrasound irradiation;	80%

Conditions	Yield
With sodium periodate In water; ethyl acetate; acetonitrile at 0℃; for 3h;	92%
With aluminum oxide; potassium permanganate In dichloromethane at 20℃; for 48h;	30%
With isobutyraldehyde In acetonitrile at 80℃; for 24h;

Conditions	Yield
With 2,3-dicyano-5,6-dichloro-p-benzoquinone In water; acetic acid for 0.5h; Heating;	90%
With 2,3-dicyano-5,6-dichloro-p-benzoquinone In water; acetic acid for 0.5h; Product distribution; Heating; other alkyl- and cycloalkylene-aromatic hydrocarbons;	90%
With acetic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone In water Reflux;	87%
With nickel-doped graphene carbon nitride nanoparticles; air In ethanol at 25℃; for 8h; Irradiation; Green chemistry;	85%

Conditions	Yield
With MoO2(S2CNEt2)2; oxygen In water for 10h; Heating;	88%
Stage #1: 9-(azidomethyl)anthracene With sodium hydride In dimethyl sulfoxide; mineral oil at 20℃; for 4h; Inert atmosphere; Stage #2: With water In dimethyl sulfoxide; mineral oil for 0.25h; Inert atmosphere;	72%

Conditions	Yield
With tetra-N-butylammonium tribromide In methanol at 20℃; for 12h;	85%
With carbon tetrabromide In acetonitrile for 8h; Heating;	75%
With indium(III) chloride In water at 20℃;

Conditions	Yield
perchloric acid In methanol; water at 25 - 30℃; for 0.5h;	82%
With water In methanol at 25 - 30℃; for 0.5h;	82%
With iron(III) In dimethylsulfoxide-d6

Conditions	Yield
With cobalt(II) 2,9,16,23-phthalocyanine tetrasulfonic acid In water; acetonitrile at 20℃; under 760.051 Torr; for 150h; UV-irradiation;	100%
With (bipyH2)-CrOCl5 In dichloromethane at 28 - 30℃; for 12h;	95%
With dihydrogen peroxide In water; acetonitrile at 45℃; for 1h; chemoselective reaction;	78%

Conditions	Yield
at 20℃; under 750.06 Torr; Solid phase reaction; gas-solid reaction;	100%
In methanol for 9h; Reflux;	84%

Conditions	Yield
at 20℃; under 750.06 Torr; Solid phase reaction; gas-solid reaction;	100%
In tetrahydrofuran; methanol
In ethanol

Conditions	Yield
With acetic acid In ethanol Heating;	100%
In methanol; N,N-dimethyl-formamide for 4h; Heating;	94%
With acetic acid In methanol for 12h; Reflux;	85.32%

Conditions	Yield
With acetic acid In ethanol Heating;	100%
In methanol; dichloromethane for 4h; Heating;
In methanol; dichloromethane for 4h; Reflux;

Conditions	Yield
With acetic acid In toluene for 2h; Reflux;	100%
With acetic acid In toluene for 2h; Reflux;	94%
In ethanol at 20℃; for 6h;	88%
In methanol at -5℃; for 6h;	70%

Conditions	Yield
With sodium tetrahydroborate In ethanol at 20℃; for 0.5h;	99%
With sodium tetrahydroborate In ethanol at 20℃; for 0.5h;	99%
With sodium tetrahydroborate In tetrahydrofuran for 2h; Reflux;	99%

Conditions	Yield
With cyclohexylamine at 120℃; Microwave irradiation;	99%
With piperdinium acetate at 90℃; for 2.5h; Knoevenagel Condensation; Inert atmosphere;	99%
With ammonium acetate; acetic acid for 6h; Reflux;	52%

Conditions	Yield
With magnesium sulfate In tetrahydrofuran at 20℃; for 2h; Inert atmosphere;	99%
With magnesium sulfate; triethylamine In dichloromethane for 120h; Ambient temperature;	52%
In toluene for 24h; Schiff Reaction; Reflux; Dean-Stark;	26%

Conditions	Yield
With potassium carbonate In ethanol; water at 20℃; for 12h;	99%
In tetrahydrofuran; ethanol Heating;
With acetic acid In toluene for 6h; Reflux;

Conditions	Yield
at 20℃; for 0.5h; Glovebox;	99%
With C32H39Br2MgN2(1-)*C16H32LiO4(1+) In chloroform-d1 at 20℃; for 3h; Inert atmosphere; Glovebox;	99%
With Zr(IV) metal-organic framework with 1,4-benzenedicarboxylate in anhydrous form In dichloromethane at 40℃; for 46h; Inert atmosphere; Reflux;	50%

Conditions	Yield
With perchloric acid supported on silica gel In dichloromethane; acetonitrile at 20℃; for 0.5h; Hosomi-Sakurai reaction;	99%
With 50 wt% silicomolybdic acid/SiO2 In acetonitrile at 20℃; for 1h; Hosomi-Sakurai reaction;	82%

Product Name

9-Anthraldehyde

Synthetic route

9-Anthraldehyde Chemical Properties

9-Anthraldehyde Uses

9-Anthraldehyde Production

9-Anthraldehyde Toxicity Data With Reference

9-Anthraldehyde Safety Profile

9-Anthraldehyde Specification

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Conditions	Yield
With C27H44AlN3 In benzene at 20℃; for 0.333333h; Inert atmosphere; Glovebox;	99%
With catalyst:C4H9Mg(2,6-iPr2C6H3NCCH3)CH In benzene-d6 pinacolborane reacted with aldehyde in C6D6 at 25°C catalized by nBuMg(2,6-iPrC6H3NCCH3)2CH 0.1-0.5 mol% for 0.75 h;	84%
With [HC{(Me)CN(2,6-iPr2C6H3)}2MgnBu] In benzene-d6 at 20℃; for 0.75h; Inert atmosphere; Sealed tube;	96 %Spectr.

Conditions	Yield
With C88H68Cl4Hg2N4O4P4 In methanol at 60℃; for 4h; Catalytic behavior; Knoevenagel Condensation;	98%
With triethylamine In ethanol at 20℃; for 2h;	90%
With Zn(1+)*C5H8NO2(1-) In water at 80℃; for 0.166667h; Knoevenagel Condensation;	84%

Conditions	Yield
With crosslinked polymer-supported phosphonium salt of benzyl chloride; cetyltrimethylammonim bromide In sodium hydroxide; dichloromethane for 2h; Product distribution; Ambient temperature; without catalysts; other polymer supported phosphonium salt;	98%
Multi-step reaction with 2 steps 1: NaOAc, Ac2O / 145 - 150 °C 2: (i) Cu, quinoline, (ii) I2, xylene View Scheme

Conditions	Yield
With palladium diacetate; potassium carbonate In ethyl acetate at 150℃; under 12929 Torr; for 0.833333h; Microwave irradiation; Molecular sieve;	98%
With palladium nanoparticles supported on fibrous silica In cyclohexane at 130℃; for 20h; Molecular sieve;	98%
With palladium diacetate In cyclohexane at 140℃; for 24h; Molecular sieve; air;	97%