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Cas Database

Name	Cianidanol	EINECS	205-825-1
CAS No.	154-23-4	Density	1.593 g/cm³
PSA	110.38000	LogP	1.54610
Solubility	N/A	Melting Point	175-177 °C (anhydrous)(lit.)
Formula	C₁₅H₁₄O₆	Boiling Point	630.4 °C at 760 mmHg
Molecular Weight	290.273	Flash Point	335 °C
Transport Information	N/A	Appearance	Tan solid
Safety	26-36	Risk Codes	36/37/38
Molecular Structure		Hazard Symbols	Xi
Synonyms	2H-1-Benzopyran-3,5,7-triol,2-(3,4-dihydroxyphenyl)-3,4-dihydro-, (2R-trans)-;(+)-(2R:3S)-5,7,3',4'-Tetrahydroxyflavan-3-ol;(+)-Catechin;(+)-Cianidanol;Catechinic acid;Catergen;Cyanidanol;D-(+)-Catechin;D-Catechol;NSC 2819;Teafuran 30A;	Article Data	95

Cianidanol Synthetic route

: 20728-73-8
5,7,3',4'-tetra-O-benzyl-(+)-catechin

: 154-23-4
catechin

Conditions

Conditions	Yield
With hydrogen; palladium on activated charcoal In methanol	92%
With 10 wt% Pd(OH)2 on carbon In methanol; water at 20℃; for 10h;	90%

: C50H42O6

A: 490-46-0
(2R,3R)-2-(3,4-dihydroxyphenyl)-3,4-dihydro-1[2H]-benzopyran-3,5,7-triol

B: 154-23-4
catechin

Conditions

Conditions	Yield
With palladium 10% on activated carbon; hydrogen In methanol; ethyl acetate at 20 - 55℃;	A 55% B n/a

: 455952-06-4
2-[(2S,3S)-3-(3'',4''-dihydroxyphenyl)-2,3-dihydroxypropyl]-1,3,5-benzenetriol

: 154-23-4
catechin

Conditions

Conditions	Yield
With triphenylphosphine; diethylazodicarboxylate In tetrahydrofuran at 20℃; for 1.5h; Mitsunobu reaction;	50%

: 111-31-9
Hexanethiol

tannin: tannin

A: epicatechin-4-hexylsulphide

B: 154-23-4
catechin

Conditions

Conditions	Yield
With acetic acid In ethanol at 105℃; for 18h;	A 40% B n/a

: 111-88-6
Octanethiol

tannin: tannin

A: epicatechin-4-nonylsulphide

B: 154-23-4
catechin

Conditions

Conditions	Yield
With acetic acid In ethanol at 105℃; for 18h;	A 40% B n/a

: 143-10-2
decylthiol

tannin: tannin

A: epicatechin-4-decylsulphide

B: 154-23-4
catechin

Conditions

Conditions	Yield
With acetic acid In ethanol at 105℃; for 18h;	A 40% B n/a

: 112-55-0
1-dodecylthiol

tannin: tannin

A: (-)-epicatechin-4β-dodecylsulfide

B: 154-23-4
catechin

Conditions

Conditions	Yield
With acetic acid In ethanol at 105℃; for 18h;	A 40% B n/a

: 2917-26-2
16-mercaptohexadecanoate

tannin: tannin

A: epicatechin-4-hexadecylsulphide

B: 154-23-4
catechin

Conditions

Conditions	Yield
With acetic acid In ethanol at 105℃; for 18h;	A 40% B n/a

: 23567-23-9
procyanidin B3

: 154-23-4
catechin

Conditions

Conditions	Yield
With sodium cyanoborohydride In trifluoroacetic acid at 0℃; for 1h;	35%
With hydrogenchloride for 0.5h; heating on a boiling water bath;

: 57526-59-7
(2R,3S,4S)-2,3-trans-3,4-trans-3,3',4',7-tetrahydroxy-4-<(2R,3S)-2,3-trans-3,3',4',5,7-pentahydroxyflavan-8-yl>flavan

A: C15H14(2)H2O5

B: 154-23-4
catechin

Conditions

Conditions	Yield
With deuterated sodium cyanoborohydride In trifluoroacetic acid at 0℃; for 2h;	A 25% B 26%
With deuterated sodium cyanoborohydride; trifluoroacetic acid at 0℃; for 6h;

Cianidanol Chemical Properties

MF: C₁₅H₁₄O₆
MW: 290.27
EINECS: 205-825-1
Mp:175-177 °C
Storage temp.: 2-8°C
Merck:1902
Appearance:Green needles.
Solubility in water:Slightly soluble
Product Categories: Pharmaceutical Intermediates;Biochemistry;Flavonoids;Natural Plant Extract

d-CATECHOL's Synonyms: (+)-CATECHIN;CATECHIN;CATECHIN, (+)-;D-CATECHIN;(+)-3,3'4',5,7-FLAVANEPENTOL;3,3',4',5,7-PENTAHYDROXYFLAVANE;[2R,3S]-2-[3,4-DIHYDROXYPHENYL]-3,4-DIHYDRO-1[2H]-BENZOPYRAN-3,4,7-TRIOL;2-(3,4-dihydroxyphenyl)-3,4-dihydro-(2r-trans)-2h-1-benzopyran-7-triol

Cianidanol Uses

Substance is used in dyeing and tanning

Cianidanol Toxicity Data With Reference

1.	oms-hmn:lym 5 µmol/L	CNREA8 Cancer Research. 45 (1985),2471.
2.	sce-hmn:lym 5 µmol/L	CNREA8 Cancer Research. 45 (1985),2471.
3.	ipr-rat LD50:1084 mg/kg	OYYAA2 Oyo Yakuri. Pharmacometrics. 24 (1982),361.
4.	ipr-mus LD50:1 g/kg	PLMEAA Planta Medica. 42 (1981),75.

Cianidanol Safety Profile

Moderately toxic by intraperitoneal route. An experimental teratogen. Other experimental reproductive effects. Human mutation data reported. When heated to decomposition it emits acrid smoke and fumes.

d-CATECHOL's Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-36
WGK Germany 3
RTECS DJ3450000
F 8-10-23

Cianidanol Specification

【Storage】Keep away from heat and sources of ignition. Ground all equipment containing material. Keep container tightly closed in a cool, well-ventilated area.
【Stability】Stable at normal temperatures and pressures.

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