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| CAS No.: | 62-55-5 |
|---|---|
| Name: | Thioacetamide |
| Article Data: | 69 |
| Molecular Structure: | |
|
|
|
| Formula: | C2H5NS |
| Molecular Weight: | 75.1344 |
| Synonyms: | Acetamide,thio- (8CI);Acetimidic acid, thio- (7CI);Acetothioamide;Acetamide, thio-;Acetic acid, thiono-, amide;Acetimidic acid, thio-; |
| EINECS: | 200-541-4 |
| Density: | 1.07 g/cm3 |
| Melting Point: | 108-112 °C(lit.) |
| Boiling Point: | 111.7 °C at 760 mmHg |
| Flash Point: | 21.4 °C |
| Solubility: | 16.3 g/100 mL (25 °C) in water |
| Appearance: | white solid |
| Hazard Symbols: |
 T
|
| Risk Codes: | 45-22-36/38-52/53 |
| Safety: | 53-45-61-99 |
| Transport Information: | UN 2811 |
| PSA: | 58.11000 |
| LogP: | 0.99270 |
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| Conditions | Yield |
|---|---|
| With Lawessons reagent In tetrahydrofuran at 20℃; for 3h; Solvent; | 93% |
| With Lawessons reagent In tetrahydrofuran at 20℃; for 0.166667h; | 87% |
| With Lawessons reagent for 0.0333333h; microwave irradiation; | 87% |
| Conditions | Yield |
|---|---|
| With aluminum oxide; diethyl dithiophosphate ammonium salt for 6h; Heating; | 90% |
| Stage #1: acetonitrile With calcium hydride; tiolacetic acid at 50℃; for 1h; Stage #2: With water In ethyl acetate at 20℃; | 80% |
| With diammonium sulfide In methanol at 80℃; for 0.25h; microwave irradiation; | 53% |
- 71-23-8
propan-1-ol
- 97893-05-5
dipropyl thioacetimidoylphosphite
A
- 923-99-9
tri-n-propyl phosphite
B
- 62-55-5
thioacetamide
| Conditions | Yield |
|---|---|
| In benzene | A 51% B 59.1% |
| Conditions | Yield |
|---|---|
| In acetonitrile for 4h; Heating; | A 13.3% B 54.5% |
- 107-21-1
ethylene glycol
- 92825-37-1, 88816-02-8
2,4-(4-phenoxyphenyl)-1,3-dithia-2λ(5),4λ(5)-diphosphetane 2,4-disulfides
A
- 62-55-5
thioacetamide
| Conditions | Yield |
|---|---|
| In acetonitrile for 4h; Ambient temperature; | A 53.3% B 12.3% |
- 97893-05-5
dipropyl thioacetimidoylphosphite
A
- 20003-39-8
dipropyl phosphorochloridite
B
- 62-55-5
thioacetamide
| Conditions | Yield |
|---|---|
| With hydrogenchloride In benzene | A 37% B 53% |
| Conditions | Yield |
|---|---|
| In acetonitrile for 4h; Product distribution; Mechanism; Heating; other diols; also with p-phenoxyphenyl-(LR); variation of condition; | A 37.3% B 52% C 5.6% |
| In acetonitrile for 5h; Heating; | A 37.3% B 52% C 5.6% |
- 121-44-8
triethylamine
- 97893-05-5
dipropyl thioacetimidoylphosphite
A
- 58498-86-5
diethyl-phosphoramidous acid dipropyl ester
B
- 62-55-5
thioacetamide
| Conditions | Yield |
|---|---|
| In benzene at 55℃; for 0.333333h; | A 36.4% B 52% |
| Conditions | Yield |
|---|---|
| In water at 80℃; for 6h; | 45% |
- 76-09-5
2,3-dimethyl-2,3-butane diol
- 92825-37-1, 88816-02-8
2,4-(4-phenoxyphenyl)-1,3-dithia-2λ(5),4λ(5)-diphosphetane 2,4-disulfides
A
- 62-55-5
thioacetamide
| Conditions | Yield |
|---|---|
| In acetonitrile for 4h; Ambient temperature; | A 35.3% B 41.6% |
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Chemistry
The molecular structure of thioacetamide (CAS NO.62-55-5):
IUPAC Name: ethanethioamide
Empirical Formula: C2H5NS
Molecular Weight: 75.1328
H bond acceptors: 1
H bond donors: 2
Freely Rotating Bonds: 0
Index of Refraction: 1.543
Molar Refractivity: 22.13 cm3
Molar Volume: 70.2 cm3
Surface Tension: 50.6 dyne/cm
Density: 1.07 g/cm3
Flash Point: 21.4 °C
Enthalpy of Vaporization: 35.03 kJ/mol
Boiling Point: 111.7 °C at 760 mmHg
Vapour Pressure: 22.5 mmHg at 25°C
EINECS: 200-541-4
Melting Point: 108-112 °C(lit.)
Product Categories: Sulphur Derivatives
Storage Temp: Store at RT
Water Solubility: 16.3 g/100 mL (25 ºC)
Merck: 14,9319
BRN: 506006
Stability: Stability Incompatible with water, mineral acids
Conditions to Avoid: Incompatible materials
Incompatibilities with Other Materials: Strong oxidizing agents, strong acids, strong bases
Hazardous Decomposition Products: Carbon monoxide, carbon dioxide, nitrogen oxides (NOx) and ammonia (NH3), hydrogen sulfide, sulfur oxides (SOx), including sulfur oxide and sulfur dioxide.
Hazardous Polymerization: Will not occur
Production
Thioacetamide is prepared by treating acetamide with phosphorus pentasulfide as shown in the following idealized reaction:
CH3C(O)NH2 + 1/4 P4S10 → CH3C(S)NH2 + 1/4 P4S6O4
Toxicity Data With Reference
| 1. | mmo-smc 19,900 µmol/L | MGGEAE Molecular and General Genetics. 174 (1979),39. | ||
| 2. | otr-rat:emb 30 mg/L | JJIND8 JNCI, Journal of the National Cancer Institute. 67 (1981),1303. | ||
| 3. | orl-rat TDLo:7350 mg/kg/40W-C:CAR | JJIND8 JNCI, Journal of the National Cancer Institute. 79 (1987),1047. | ||
| 4. | orl-rat TD:5140 mg/kg/47W-C:ETA,TER | JPBAA7 Journal of Pathology and Bacteriology. 72 (1956),415. | ||
| 5. | orl-rat LD50:301 mg/kg | TXAPA9 Toxicology and Applied Pharmacology. 27 (1974),380. | ||
| 6. | ipr-mus LD50:300 mg/kg | NTIS** National Technical Information Service. (Springfield, VA 22161) (Formerly U.S. Clearinghouse for Scientific and Technical Information) AD277-689 . | ||
| 7. | scu-mus LDLo:2000 mg/kg | AIPTAK Archives Internationales de Pharmacodynamie et de Therapie. 12 (1904),447. |
Safety Profile
Confirmed carcinogen with experimental carcinogenic, neoplastigenic, tumorigenic, and teratogenic data. Poison by ingestion and intraperitoneal routes. Moderately toxic by subcutaneous route. Human mutation data reported. An experimental teratogen. Experimental reproductive effects. Exposure has caused liver damage. When heated to decomposition it emits very toxic fumes of NOx and SOx. See also SULFIDES and MERCAPTANS.
Hazard Codes: 
T
Risk Statements 45-22-36/38-52/53
R45:May cause cancer.
R22:Harmful if swallowed.
R36/38:Irritating to eyes and skin.
R52/53:Harmful to aquatic organisms, may cause long-term adverse effects in the aquatic environment.
Safety Statements 53-45-61-99
S53:Avoid exposure - obtain special instructions before use.
S45:In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
S61:Avoid release to the environment. Refer to special instructions / safety data sheets.
RIDADR: 2811
WGK Germany: 3
RTECS: AC8925000
F: 10
HS Code 29309070
Specification
Thioacetamide , with CAS number of 62-55-5, can be called ethanethioamide ; Acetamide, thio- ; Acetic acid, thiono-, amide ; Acetimidic acid, thio- ; Acetimidic acid, thio- (7CI) . Thioacetamide (CAS NO.62-55-5) is a white solid, can be used as the production of catalysts, stabilizers, inhibitor, electroplating additives, photographic drugs, pesticides, dyeing auxiliary and ore dressing agent. Also used as a polymer curing agent, crosslinking agent, rubber additives and pharmaceutical raw materials. The production methods of Thioacetamide (CAS NO.62-55-5) is acetonitrile and hydrogen sulfide reaction or to acetamide with phosphorus pentasulfide reaction.