1-氰-N-甲基硫代甲酰胺 | 13621-47-1

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫代酰胺
• 中文名称: 1-氰-N-甲基硫代甲酰胺
• 中文别名: 1-氰基-N-甲基硫代甲酰胺
• 英文名称: N-Methyl-cyanthioformamid
• 英文别名: N-methylcyanothioformamide；Cyano-N-methylthioformamide；1-cyano-N-methylmethanethioamide
• CAS: 13621-47-1
• 化学式: C₃H₄N₂S
• mdl: MFCD00009622
• 分子量: 100.144
• InChiKey: FKNLHKZVRQVEFF-UHFFFAOYSA-N

物化性质

• 熔点：
  37-46 °C
• 沸点：
  90-92 °C (0.1 mmHg)
• 密度：
  1.241 (estimate)
• 稳定性/保质期：

  遵照规定使用和储存，则不会分解。

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  6
• 可旋转键数：
  0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.333
• 拓扑面积：
  67.9
• 氢给体数：
  1
• 氢受体数：
  2

安全信息

• 危险品标志：
  Xn
• 安全说明：
  S22,S26,S36/37/39
• 危险类别码：
  R36/37/38
• 海关编码：
  2930909090
• 储存条件：
  存放于4℃阴凉干燥处

SDS

Name:	1-Cyano-N-methylthioformamide 95% Material Safety Data Sheet
Synonym:
CAS:	13621-47-1

Section 1 - Chemical Product MSDS Name:1-Cyano-N-methylthioformamide 95% Material Safety Data Sheet
Synonym:

---

Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
13621-47-1	1-Cyano-N-methylthioformamide	95%	237-105-8

Hazard Symbols: XN
Risk Phrases: 20/21/22 36/37/38

---

Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Harmful by inhalation, in contact with skin and if swallowed.
Irritating to eyes, respiratory system and skin.Moisture sensitive.
Potential Health Effects
Eye:
Causes eye irritation.
Skin:
Causes skin irritation. Harmful if absorbed through the skin.
Ingestion:
Harmful if swallowed. May cause irritation of the digestive tract.
May cause gastrointestinal irritation with nausea, vomiting and diarrhea. The toxicological properties of this substance have not been fully investigated.
Inhalation:
Harmful if inhaled. Causes respiratory tract irritation. The toxicological properties of this substance have not been fully investigated.
Chronic:
No information found.

---

Section 4 - FIRST AID MEASURES
Eyes: Flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. Immediately flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. Get medical aid.
Skin:
Get medical aid. Flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes. Wash clothing before reuse.
Ingestion:
Never give anything by mouth to an unconscious person. Get medical aid. Do NOT induce vomiting. If conscious and alert, rinse mouth and drink 2-4 cupfuls of milk or water. Wash mouth out with water.
Inhalation:
Remove from exposure and move to fresh air immediately. If not breathing, give artificial respiration. If breathing is difficult, give oxygen. Get medical aid.
Notes to Physician:
Treat symptomatically and supportively.

---

Section 5 - FIRE FIGHTING MEASURES
General Information:
As in any fire, wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear. During a fire, irritating and highly toxic gases may be generated by thermal decomposition or combustion.
Extinguishing Media:
Use water spray, dry chemical, carbon dioxide, or chemical foam. Do NOT get water inside containers. Use water spray, dry chemical, carbon dioxide, or appropriate foam.

---

Section 6 - ACCIDENTAL RELEASE MEASURES
General Information: Use proper personal protective equipment as indicated in Section 8.
Spills/Leaks:
Vacuum or sweep up material and place into a suitable disposal container. Clean up spills immediately, observing precautions in the Protective Equipment section. Sweep up or absorb material, then place into a suitable clean, dry, closed container for disposal.
Provide ventilation. Do not get water inside containers.

---

Section 7 - HANDLING and STORAGE
Handling:
Avoid breathing dust, vapor, mist, or gas. Avoid contact with eyes, skin, and clothing. Avoid contact with skin and eyes. Keep container tightly closed. Avoid ingestion and inhalation. Use with adequate ventilation. Do not allow contact with water. Wash clothing before reuse. Keep from contact with moist air and steam.
Storage:
Store in a cool, dry place. Store in a tightly closed container.
Store in a cool, dry, well-ventilated area away from incompatible substances. Store protected from moisture.

---

Section 8 - EXPOSURE CONTROLS, PERSONAL PROTECTION
Engineering Controls:
Facilities storing or utilizing this material should be equipped with an eyewash facility and a safety shower. Use adequate ventilation to keep airborne concentrations low.
Exposure Limits CAS# 13621-47-1: Personal Protective Equipment Eyes: Wear appropriate protective eyeglasses or chemical safety goggles as described by OSHA's eye and face protection regulations in 29 CFR 1910.133 or European Standard EN166.
Skin:
Wear appropriate protective gloves to prevent skin exposure.
Clothing:
Wear appropriate protective clothing to prevent skin exposure.
Respirators:
A respiratory protection program that meets OSHA's 29 CFR 1910.134 and ANSI Z88.2 requirements or European Standard EN 149 must be followed whenever workplace conditions warrant respirator use. Follow the OSHA respirator regulations found in 29 CFR 1910.134 or European Standard EN 149. Use a NIOSH/MSHA or European Standard EN 149 approved respirator if exposure limits are exceeded or if irritation or other symptoms are experienced.

---

Section 9 - PHYSICAL AND CHEMICAL PROPERTIES

Physical State: Solid
Color: Not available.
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: 90 - 92 deg C @ .13
Freezing/Melting Point: 37 - 46 deg C
Autoignition Temperature: Not available.
Flash Point: > 110 deg C (> 230.00 deg F)
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature:
Solubility in water:
Specific Gravity/Density:
Molecular Formula: NCCSNHCH3
Molecular Weight: 100.14

---

Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Stable at room temperature in closed containers under normal storage and handling conditions.
Conditions to Avoid:
Incompatible materials, moisture, excess heat, exposure to moist air or water.
Incompatibilities with Other Materials:
Not available.
Hazardous Decomposition Products:
Hydrogen cyanide, carbon monoxide, oxides of nitrogen, oxides of sulfur, carbon dioxide, hydrogen sulfide.
Hazardous Polymerization: Has not been reported

---

Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 13621-47-1 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
1-Cyano-N-methylthioformamide - Not listed by ACGIH, IARC, or NTP.

---

Section 12 - ECOLOGICAL INFORMATION

---

Section 13 - DISPOSAL CONSIDERATIONS
Dispose of in a manner consistent with federal, state, and local regulations.

---

Section 14 - TRANSPORT INFORMATION

IATA
Shipping Name: NITRILES, SOLID, TOXIC, N.O.S.*
Hazard Class: 6.1
UN Number: 3276
Packing Group: III
IMO
Shipping Name: NITRILES, TOXIC, N.O.S.
Hazard Class: 6.1
UN Number: 3276
Packing Group: III
RID/ADR
Shipping Name: NITRILES, TOXIC, N.O.S.
Hazard Class: 6.1
UN Number: 3276
Packing group: III

---

Section 15 - REGULATORY INFORMATION

European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: XN
Risk Phrases:
R 20/21/22 Harmful by inhalation, in contact with
skin and if swallowed.
R 36/37/38 Irritating to eyes, respiratory system
and skin.
Safety Phrases:
S 26 In case of contact with eyes, rinse immediately
with plenty of water and seek medical advice.
S 36/37/39 Wear suitable protective clothing, gloves
and eye/face protection.
WGK (Water Danger/Protection)
CAS# 13621-47-1: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 13621-47-1 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 13621-47-1 is not listed on the TSCA inventory.
It is for research and development use only.

---

SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  1-氰-N-甲基硫代甲酰胺 在 苯甲腈 N-氧化物 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 生成 1-氰基-N-甲基甲酰胺
  参考文献：
  名称：

  Friedrich,K.; Zamkanei,M., Chemische Berichte, 1979, vol. 112, p. 1873 - 1878

  摘要：

  DOI：
• 作为产物：
  描述：

  氰化钾 、 异硫氰酸甲酯 以 水 、 丙酮 为溶剂， 生成 1-氰-N-甲基硫代甲酰胺
  参考文献：
  名称：

  Walter,W.; Bode,K.-D., Justus Liebigs Annalen der Chemie, 1966, vol. 698, p. 131 - 144

  摘要：

  DOI：

文献信息

• Imidazoline-4-thiones from cyanothioformamides and aldehyde imines: Formation, aromatization, and acetylation
  作者：Ahmed M. Sh. El-Sharief、Roger Ketcham、Monika Ries、Ernst Schaumann、Gunadi Adiwidjaja

  DOI：10.1002/jhet.333

  日期：——

  with a second equivalent of 3a to give 8 which in turn is oxidized to disulfide 9. Using araldimines 5b,5c, only 1:2 intermediates 10 derived from 3a, 3b and two moles of the imine 5 are formed, but proved to be easily oxidized to disulfides 11. Acetylation of 6 occurs chemoselectively on the exocyclic nitrogen and finally also on the thione sulfur to give 14 via 13. J. Heterocyclic Chem., (2010).

  的反应ñ -甲基- （图3a）或ñ -phenylcyanothioformamide（图3b ）与acetaldimine（5A，1-氨基-1-乙醇），得到5-（氨基）咪唑烷-4-硫酮6B。产物6a与第二当量3a反应以得到8，其又被氧化成二硫化物9。使用阿勒二胺5b，5c，仅形成了1：2的衍生自3a，3b的中间体10和两摩尔的亚胺5，但事实证明它们易于氧化为二硫化物。11。6的乙酰化在环外氮上发生化学选择性，最后在硫酮硫上也发生化学反应，从而通过13生成14 。J.杂环化​​学。（2010）。
• A comparative study of the behavior of cyanothioformamide and oxazolidine (thiones or iminothiones) towards some binucleophiles
  作者：A. M. Sh. El-Sharief、Y. A. Ammar、Y. A. Mohamed、M. S. A. El-Gaby

  DOI：10.1002/hc.10031

  日期：——

  Reactions of cyanothioformamides (I) with o-phenylenediamines, o-aminophenol, and anthranilic acids furnished benzimidazole (II,III), benzoxazole (VII), and quinazoline (IX) derivatives, respectively. Oxazolidine (thiones or iminothiones) (IV) were reacted with the same binucleophiles to produce quinoxaline (V), benzimidazole (VI), and quinazoline (XI) derivatives. © 2002 Wiley Periodicals, Inc. Heteroatom

  氰硫代甲酰胺 (I) 与邻苯二胺、邻氨基苯酚和邻氨基苯甲酸的反应分别提供苯并咪唑 (II,III)、苯并恶唑 (VII) 和喹唑啉 (IX) 衍生物。恶唑烷（硫酮或亚氨基硫酮）（IV）与相同的双亲核试剂反应生成喹喔啉（V）、苯并咪唑（VI）和喹唑啉（XI）衍生物。© 2002 Wiley Periodicals, Inc. 杂原子化学 13:291–298, 2002; 在线发表于 Wiley Interscience (www.interscience.wiley.com)。DOI 10.1002/hc.10031
• The reaction of nitroacetamides with thionation reagents synthesis of mono- and dithio- oxalic acid diamides
  作者：Philip A. Harris、Arthur Jackson、John A. Joule

  DOI：10.1016/s0040-4039(00)99198-6

  日期：——

  Nitroacetamides, R1(R2)N.CO.CH2NO2, react with phosphorus sulphide (P4S10) or 2,4-bis(4-methoxyphenyl)-1,2-dithiadiphosphetane-2,4-disulphide, Lawesson's reagent, to give amidethioamides, R1(R2)N.CO.CS.NH2.

  硝基乙酰胺R 1（R 2）N.CO.CH 2 NO 2与硫化磷（P 4 S 10）或2,4-双（4-甲氧基苯基）-1,2-二硫代二磷杂环戊烷-2,4-二硫化物反应，Lawesson试剂，得到酰胺硫代酰胺，R 1（R 2）N.CO.CS.NH2。
• “NOVEL SYNTHESIS AND CYCLIZATION REACTIONS OF 3-AMINO-2-MERCAPTOPYRROLE DERIVATIVES”
  作者：A.M.SH. El-Sharief、Y. A. Ammar、Y. A. Mohamed、M. S. A. El-gaby

  DOI：10.1080/10426509908037004

  日期：1999.5.1

  structures (3-aminopyrroline-2-thiones and 3-iminopyrrolidine-2-thiones). The latter was reacted with chloroacetic acid, ethyl chloroacetate, chloroacetamide and 2,3-dichloro-l,4-naphthoquinone to give the corresponding pyrrolothiazines derivatives. On using phenylisocyanate or p-chlorobenzoyl chloride, the corresponding pyrrolothiazole derivatives could be isolated. Replacement of chalcones by maleimides furnished

  摘要 氰硫甲酰胺与查耳酮相互作用得到 3-氨基-2-巯基吡咯，其具有互变异构结构（3-氨基吡咯啉-2-硫酮和 3-亚氨基吡咯烷-2-硫酮）。后者与氯乙酸、氯乙酸乙酯、氯乙酰胺和2,3-二氯-1,4-萘醌反应得到相应的吡咯噻嗪衍生物。在使用异氰酸苯酯或对氯苯甲酰氯时，可以分离出相应的吡咯并噻唑衍生物。用马来酰亚胺代替查耳酮提供吡咯并吡咯烷二酮。
• A COMPARATIVE STUDY BETWEEN IMIDAZOLIDINEIMINOTHIONES AND4-THIOXOIMIDAZOLIDINE-2,5-DIONES TOWARDS SOME NUCLEOPHILIC AND BINUCLEOPHILIC REAGENTS: SYNTHESIS OF SOME NEW IMIDAZO(DIIMINES, DIHYDRAZONES, QUINOXALINES & AZINE) AND DIIMIDAZOLIDINONE
  作者：A. M. Sh. El-Sharief、Y. A. Ammar、Y. A. Mohamed、M. M. Aly、M. S. A. El-gaby、A. S. Aly

  DOI：10.1080/10426500108045259

  日期：2001.8

  Reactions of 5-imino-4-thioxoimidazolidine (II) and 4-thioxoimidazolidine-2,5-diones (III) with amines, hydrazine hydrate, hydrazine derivatives, o-phenylenediamines and cupper turnings were investigated.

表征谱图