5-氯丙二酰脲 | 19645-77-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 中文名称: 5-氯丙二酰脲
• 中文别名: 5-氯巴比妥酸
• 英文名称: 5-chlorobarbituric acid
• 英文别名: 5-chloro-pyrimidine-2,4,6-trione；5-Chlor-barbitursaeure；5-chloro-1,3-diazinane-2,4,6-trione
• CAS: 19645-77-3
• 化学式: C₄H₃ClN₂O₃
• mdl: MFCD00054562
• 分子量: 162.532
• InChiKey: XDDWKERRJNWQIL-UHFFFAOYSA-N

物化性质

• 熔点：
  320 °C
• 密度：
  1.8351 (rough 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)：
  -0.6
• 重原子数：
  10
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  75.3
• 氢给体数：
  2
• 氢受体数：
  3

安全信息

• 安全说明：
  S24/25
• 危险类别码：
  R36/37/38
• 海关编码：
  2933540000
• 储存条件：
  存放于阴凉干燥处。

SDS

Name:	5-Chlorobarbituric acid Material Safety Data Sheet
Synonym:
CAS:	19645-77-3

Section 1 - Chemical Product MSDS Name:5-Chlorobarbituric acid Material Safety Data Sheet
Synonym:

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
19645-77-3	5-Chlorobarbituric acid		243-200-5

Hazard Symbols: None Listed.
Risk Phrases: None Listed.

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Not available.
Potential Health Effects
Eye:
May cause eye irritation.
Skin:
May cause skin irritation.
Ingestion:
May cause irritation of the digestive tract. The toxicological properties of this substance have not been fully investigated.
Inhalation:
May cause respiratory tract irritation. The toxicological properties of this substance have not been fully investigated.
Chronic:
Not available.

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Section 4 - FIRST AID MEASURES
Eyes: 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.
Ingestion:
Get medical aid. 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:

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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.
Extinguishing Media:
Use extinguishing media most appropriate for the surrounding fire.

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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.

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Section 7 - HANDLING and STORAGE
Handling:
Avoid breathing dust, vapor, mist, or gas. Avoid contact with skin and eyes.
Storage:
Store in a cool, dry place. Store in a tightly closed container.

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Section 8 - EXPOSURE CONTROLS, PERSONAL PROTECTION
Engineering Controls:
Use adequate ventilation to keep airborne concentrations low.
Exposure Limits CAS# 19645-77-3: Personal Protective Equipment Eyes: Not available.
Skin:
Wear appropriate protective gloves to prevent skin exposure.
Clothing:
Wear appropriate protective clothing to prevent skin exposure.
Respirators:
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.

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Section 9 - PHYSICAL AND CHEMICAL PROPERTIES

Physical State: Powder
Color: colorless
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 320 deg C
Autoignition Temperature: Not available.
Flash Point: Not available.
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature:
Solubility in water:
Specific Gravity/Density:
Molecular Formula:
Molecular Weight: 162.53

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Not available.
Conditions to Avoid:
Incompatible materials.
Incompatibilities with Other Materials:
Strong oxidizing agents.
Hazardous Decomposition Products:
Hydrogen chloride, carbon monoxide, oxides of nitrogen, carbon dioxide.
Hazardous Polymerization: Has not been reported

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 19645-77-3 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
5-Chlorobarbituric acid - Not listed by ACGIH, IARC, or NTP.

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Section 12 - ECOLOGICAL INFORMATION

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

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Section 14 - TRANSPORT INFORMATION

IATA
No information available.
IMO
No information available.
RID/ADR
No information available.

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Section 15 - REGULATORY INFORMATION

European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: Not available.
Risk Phrases:
Safety Phrases:
S 24/25 Avoid contact with skin and eyes.
WGK (Water Danger/Protection)
CAS# 19645-77-3: No information available.
Canada
CAS# 19645-77-3 is listed on Canada's NDSL List.
CAS# 19645-77-3 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 19645-77-3 is listed on the TSCA inventory.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  5-氯丙二酰脲 在 盐酸 、 tin(ll) chloride 作用下， 生成 巴比妥酸
  参考文献：
  名称：

  Biltz; Hamburger, Chemische Berichte, 1916, vol. 49, p. 639

  摘要：

  DOI：
• 作为产物：
  描述：

  5,5-二氯巴比妥酸 在 乙醇 、 一水合肼 作用下， 生成 5-氯丙二酰脲
  参考文献：
  名称：

  Macbeth; Nunan; Traill, Journal of the Chemical Society, 1926, p. 1249

  摘要：

  DOI：

文献信息

• Synthesis of 5-dialkylaminothiocarbonylthiobarbituric acids and 5-diethyiaminothiocarbonylthio-6-aminouracil
  作者：Ojars Y A. Neilands、Ineta Sudmale、Barbara Schnell、Krassimira Georgieva、Thomas Kappe

  DOI：10.1002/jhet.5570350129

  日期：1998.1

  The title compounds are obtained by three different methods. The aminothiocarbonylthiolation of barbituric acids 1 and aminouracil (5) can be accomplished in one step by reaction with thiuram disulfides in the presence of potassium carbonate. On the other hand, compounds 4 can be obtained via the salt of chloro derivative 2 or the corresponding iodonium ylides 3. The aminouracil derivative 7 was obtained

  通过三种不同方法获得标题化合物。巴比妥酸1和氨基尿嘧啶（5）的氨基硫代羰基硫醇化反应可通过在碳酸钾存在下与秋兰姆二硫化物反应来一步完成。另一方面，化合物4可以通过氯衍生物2的盐或相应的碘鎓碘化物3获得。氨基尿嘧啶衍生物7以类似的方式直接从5或通过碘鎓甜菜碱6获得。
• Ylide von Barbitursäuren mit Nicotinsäurederivaten als kationischem Strukturelement
  作者：Eduard Peichl、Thomas Kappe

  DOI：10.1002/ardp.19843171109

  日期：——

  Pyridinium‐Ylide von Barbitursäuren 3a‐f lassen sich durch Umsetzung der 5‐Chlor‐, 5,5‐Dichlor‐oder 5,5‐Dibrom‐barbitursäuren 1a‐d mit Pyridin (2a) und den Nicotinsäurederivaten 2b‐d gewinnen. Katalytische Hydrierung an Pd oder Pt liefert aus 3b,f die substituierten 5‐Piperidyl‐barbitursäuren 4a,b. Mit Na‐ethylat in Ethanol erhält man aus 3f ein oligomeres Produkt, für welches Struktur 5 vorgeschlagen

  巴比妥酸 3a-f 的吡啶鎓叶立德可以通过 5-氯、5,5-二氯或 5,5-二溴-巴比妥酸 1a-d 与吡啶 (2a) 和烟酸衍生物 2b-d 反应获得。在 Pd 或 Pt 上催化加氢得到取代的 5-哌啶基巴比妥酸 4a、b 来自 3b、f。用乙醇中的乙醇钠从 3f 获得低聚产物，为此提出了结构 5。
• A new enzymatic chlorination of barbituric acid and its 1-methyl and 1,3-dimethyl derivatives
  作者：M. C. R. Franssen、H. C. van der Plas

  DOI：10.1002/recl.19841030306

  日期：——

  A new chlorination procedure, involving as reagent the system chloroperoxidase/hydrogen peroxide/potassium chloride was developed for converting barbituric acid, 1-methylbarbituric acid and 1,3-dimethylbarbituric acid into their 5,5-dichloro derivatives. It could be proved that the corresponding 5-mono-chlorobarbituric acids are intermediates in the reaction.

  开发了一种新的氯化程序，涉及以氯过氧化物酶/过氧化氢/氯化钾为试剂的体系，用于将巴比妥酸，1-甲基巴比妥酸和1,3-二甲基巴比妥酸转化为其5,5-二氯衍生物。可以证明，相应的5-单氯巴比妥酸是反应的中间体。
• Bock, Chemische Berichte, 1922, vol. 55, p. 3401
  作者：Bock

  DOI：——

  日期：——
• Bock, Chemische Berichte, 1923, vol. 56, p. 1226
  作者：Bock

  DOI：——

  日期：——

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