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Cas Database

Name	2-Mercaptopyridine	EINECS	220-131-9
CAS No.	2637-34-5	Density	1.2 g/cm³
PSA	51.69000	LogP	1.37030
Solubility	water: 50 g/L (20 °C)	Melting Point	127-130 °C(lit.)
Formula	C₅H₅NS	Boiling Point	184.9 °C at 760 mmHg
Molecular Weight	111.167	Flash Point	65.6 °C
Transport Information	N/A	Appearance	yellow crystalline powder
Safety	26-36-28A-22	Risk Codes	36/37/38-36/38-22
Molecular Structure		Hazard Symbols	Xi,Xn
Synonyms	2-Pyridinethione;Thiopyridone-2 [French];2 (1H)-Pyridinethione;1H-pyridine-2-thione;1120-96-3;2-Thiopyridone;123574-65-2;2-Thiopyridine;2-Mercapto pyridine;	Article Data	89

2-Mercaptopyridine Synthetic route

: 61-90-5
L-leucine

: 105678-24-8
O-(tert-butyl) S-(pyridin-2-yl)carbonothioate

A: 2637-34-5
2-Mercaptopyridine

B: 13139-15-6
N-tert-butoxycarbonyl-L-leucine

Conditions

Conditions	Yield
With triethylamine In water; N,N-dimethyl-formamide for 12h; Ambient temperature;	A n/a B 95%

: 105678-24-8
O-(tert-butyl) S-(pyridin-2-yl)carbonothioate

: 147-85-3
L-proline

A: 2637-34-5
2-Mercaptopyridine

B: 15761-39-4
1-(tert-butoxycarbonyl)-L-proline

Conditions

Conditions	Yield
With triethylamine In water; N,N-dimethyl-formamide for 4h; Ambient temperature;	A n/a B 95%

: 67-56-1
methanol

: 2297-41-8
pyridin-2-yl 1-thio-β-D-glucopyranoside

A: 2637-34-5
2-Mercaptopyridine

B: 709-50-2
methyl beta-D-glucopyranoside

Conditions

Conditions	Yield
With citrate-phosphate buffer; almond β-D-glucosidase at 25℃; for 1h; pH=5.0;	A n/a B 95%

: 46721-77-1
1-phenyl-2-(pyridin-2-ylthio)ethan-1-one

: 2637-34-5
2-Mercaptopyridine

Conditions

Conditions	Yield
With magnesium; acetic acid In methanol at 20℃;	94%

: 2127-03-9
2,2'-dipyridyldisulphide

: 88-61-9
2,4-dimethylbenzenesulfonic acid

: 603-35-0
triphenylphosphine

A: 2637-34-5
2-Mercaptopyridine

B: 13616-82-5
2,4-dimethyl-thiophenol

C: 791-28-6
Triphenylphosphine oxide

Conditions

Conditions	Yield
In benzene for 2h; Product distribution; Mechanism; Heating; further reaction partners - various diaryl disulfides;	A n/a B 92% C 88%

...Expand

: 105678-24-8
O-(tert-butyl) S-(pyridin-2-yl)carbonothioate

: L-threonine, dicyclohexylammonium salt

A: 2637-34-5
2-Mercaptopyridine

B: 2592-18-9
Boc-Thr-OH

Conditions

Conditions	Yield
With triethylamine In water; N,N-dimethyl-formamide for 12h; Ambient temperature;	A n/a B 92%

: 105678-24-8
O-(tert-butyl) S-(pyridin-2-yl)carbonothioate

: L-tyrosine, dicyclohexylammonium salt

A: 2637-34-5
2-Mercaptopyridine

B: 3978-80-1
Boc-Tyr-OH

Conditions

Conditions	Yield
With triethylamine In water; N,N-dimethyl-formamide for 16h; Ambient temperature;	A n/a B 92%

: 2127-03-9
2,2'-dipyridyldisulphide

: 2637-34-5
2-Mercaptopyridine

Conditions

Conditions	Yield
With sodium tetrahydroborate; zirconium(IV) chloride In tetrahydrofuran at 35℃; for 0.166667h; Reduction;	90%
With sodium citrate; titanium(III) chloride In ethanol; water; acetic acid pH 4.5 to 6.O;	40%
With water; titanium(IV) oxide In acetonitrile at 22℃; Irradiation;

: 105678-24-8
O-(tert-butyl) S-(pyridin-2-yl)carbonothioate

: L-methionine, dicyclohexylammonium salt

A: 2637-34-5
2-Mercaptopyridine

B: 2488-15-5
N-tert-butoxycarbonyl-L-methionine

Conditions

Conditions	Yield
With triethylamine In water; N,N-dimethyl-formamide for 8h; Ambient temperature;	A n/a B 90%

: 105678-24-8
O-(tert-butyl) S-(pyridin-2-yl)carbonothioate

: L-phenylalanine, dicyclohexylammonium salt

A: 2637-34-5
2-Mercaptopyridine

B: 13734-34-4
N-tert-butoxycarbonyl-L-phenylalanine

Conditions

Conditions	Yield
With triethylamine In water; N,N-dimethyl-formamide for 16h; Ambient temperature;	A n/a B 89%

2-Mercaptopyridine Chemical Properties

Molecular Formula: C₅H₅NS

Formula Weight: 111.16
mp of 2-THIOPYRIDINE (2637-34-5): 127-130^°C(lit.)
Boiling Point: 184.9 ^°C at 760 mmHg
Flash Point: 65.6^°C
Density of 2-THIOPYRIDINE (2637-34-5): 1.2 g/cm³
storage temp. : 2-8^°C
Vapour Pressure: 0.716 mmHg at 25^°C
Water Solubility : 50 g/L (20^oC)
Index of Refraction: 1.653
Sensitive : Air Sensitive
Appearance of 2-THIOPYRIDINE (2637-34-5): yellow crystalline powder

2-Mercaptopyridine Uses

2-THIOPYRIDINE (2637-34-5) is used as medicine and pesticide intermediates and for manufacture of antifungal pyridine thione zinc, pesticides herbicides nicosulfuron.

2-Mercaptopyridine Toxicity Data With Reference

1.		ipr-mus LD50:250 mg/kg		NTIS** National Technical Information Service. (Springfield, VA 22161) (Formerly U.S. Clearinghouse for Scientific and Technical Information) AD691-490 .
2.		ivn-mus LD50:250 mg/kg		AIPTAK Archives Internationales de Pharmacodynamie et de Therapie. 93 (1953),143.

2-Mercaptopyridine Consensus Reports

Reported in EPA TSCA Inventory.

2-Mercaptopyridine Safety Profile

Safety: WARNING: Irritates lungs, eyes, skin; Safety glasses, adequate ventilation
Hazard Codes : Xi,Xn (Harmful; Irritant)
Risk Statements : 36/37/38-36/38-22 (Irritating to eyes, respiratory system and skin; Irritating to eyes and skin; Harmful if swallowed)
Safety Statements : 26-36-28A-22 (In case of contact with eyes, rinse immediately with plenty of water and seek medical advice; Wear suitable protective clothing; After contact with skin, wash immediately with plenty of ... (to be specified by the manufacturer); Do not breathe dust)
WGK Germany : 3
RTECS : UT9600000
F : 10-23 (Keep under argon; Sensitive to air)
Poison by intravenous and intraperitoneal routes. When heated to decomposition it emits toxic vapors of NO_x and SO_x.

2-Mercaptopyridine Specification

Storage: Store in a cool, dry, well-ventilated area away from incompatible substances. Store in a tightly closed container. Keep refrigerated. Keep container closed when not in use.

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