Name: Cianidanol
SKU: 154-23-4

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Basic Information

Molecular Structure:
CAS No.:	154-23-4
Name:	Cianidanol

Formula:	C₁₅H₁₄O₆
Molecular Weight:	290.273
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;
EINECS:	205-825-1
Density:	1.593 g/cm³
Melting Point:	175-177 °C (anhydrous)(lit.)
Boiling Point:	630.4 °C at 760 mmHg
Flash Point:	335 °C
Appearance:	Tan solid
Hazard Symbols:	Xi
Risk Codes:	36/37/38
Safety:	26-36
PSA:	110.38000
LogP:	1.54610

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

...Expand

: 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

...Expand

: 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

...Expand

: 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

...Expand

: 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

...Expand

: 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;

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Chemistry

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

Uses

Substance is used in dyeing and tanning

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.

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

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.

154-23-4

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Chemistry

Uses

Toxicity Data With Reference

Safety Profile

Specification