cinnamaldehyde semicarbazone | 3839-82-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: cinnamaldehyde semicarbazone
• 英文别名: Zimtaldehyd-semicarbazon；(cinnamylideneamino)urea
• CAS: 3839-82-5
• 化学式: C₁₀H₁₁N₃O
• 分子量: 189.217
• InChiKey: PZZOBYAGIHBRPI-UHFFFAOYSA-N

物化性质

• 熔点：
  207 °C
• 密度：
  1.12±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  67.5
• 氢给体数：
  2
• 氢受体数：
  2

安全信息

• 海关编码：
  2928000090

SDS

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SECTION 1: Identification of the substance/mixture and of the company/undertaking
Product identifiers
Product name : 3-Phenylacrylaldehyde semicarbazone
REACH No. : A registration number is not available for this substance as the substance
or its uses are exempted from registration, the annual tonnage does not
require a registration or the registration is envisaged for a later
registration deadline.
CAS-No. : 3839-82-5
Relevant identified uses of the substance or mixture and uses advised against
Identified uses : Laboratory chemicals, Manufacture of substances

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SECTION 2: Hazards identification
Classification of the substance or mixture
Classification according to Regulation (EC) No 1272/2008
Acute toxicity, Oral (Category 4), H302
Respiratory sensitisation (Category 1), H334
For the full text of the H-Statements mentioned in this Section, see Section 16.
Classification according to EU Directives 67/548/EEC or 1999/45/EC
Xn Harmful R22, R43
For the full text of the R-phrases mentioned in this Section, see Section 16.
Label elements
Labelling according Regulation (EC) No 1272/2008
Pictogram
Signal word Danger
Hazard statement(s)
H302 Harmful if swallowed.
H334 May cause allergy or asthma symptoms or breathing difficulties if inhaled.
Precautionary statement(s)
P261 Avoid breathing dust.
P342 + P311 If experiencing respiratory symptoms: Call a POISON CENTER or doctor/
physician.
Supplemental Hazard none
Statements
Other hazards - none

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SECTION 3: Composition/information on ingredients
Substances
Formula : C10H11N3O
Molecular Weight : 189,21 g/mol
CAS-No. : 3839-82-5
Hazardous ingredients according to Regulation (EC) No 1272/2008
Component Classification Concentration
3-Phenylacrylaldehyde semicarbazone
Acute Tox. 4; Resp. Sens. 1; -
H302, H334
Hazardous ingredients according to Directive 1999/45/EC
Component Classification Concentration
3-Phenylacrylaldehyde semicarbazone
Xn, R22 - R43 -
For the full text of the H-Statements and R-Phrases mentioned in this Section, see Section 16

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SECTION 4: First aid measures
Description of first aid measures
General advice
Consult a physician. Show this safety data sheet to the doctor in attendance.
If inhaled
If breathed in, move person into fresh air. If not breathing, give artificial respiration. Consult a physician.
In case of skin contact
Wash off with soap and plenty of water. Consult a physician.
In case of eye contact
Flush eyes with water as a precaution.
If swallowed
Never give anything by mouth to an unconscious person. Rinse mouth with water. Consult a physician.
Most important symptoms and effects, both acute and delayed
The most important known symptoms and effects are described in the labelling (see section 2.2) and/or in
section 11
Indication of any immediate medical attention and special treatment needed
no data available

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SECTION 5: Firefighting measures
Extinguishing media
Suitable extinguishing media
Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide.
Special hazards arising from the substance or mixture
Carbon oxides, nitrogen oxides (NOx)
Advice for firefighters
Wear self contained breathing apparatus for fire fighting if necessary.
Further information
no data available

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SECTION 6: Accidental release measures
Personal precautions, protective equipment and emergency procedures
Use personal protective equipment. Avoid dust formation. Avoid breathing vapours, mist or gas. Ensure
adequate ventilation. Evacuate personnel to safe areas. Avoid breathing dust.
For personal protection see section 8.
Environmental precautions
Do not let product enter drains.
Methods and materials for containment and cleaning up
Pick up and arrange disposal without creating dust. Sweep up and shovel. Keep in suitable, closed
containers for disposal.
Reference to other sections
For disposal see section 13.

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SECTION 7: Handling and storage
Precautions for safe handling
Avoid contact with skin and eyes. Avoid formation of dust and aerosols.
Provide appropriate exhaust ventilation at places where dust is formed.Normal measures for preventive fire
protection.
For precautions see section 2.2.
Conditions for safe storage, including any incompatibilities
Store in cool place. Keep container tightly closed in a dry and well-ventilated place.
Specific end use(s)
A part from the uses mentioned in section 1.2 no other specific uses are stipulated

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SECTION 8: Exposure controls/personal protection
Control parameters
Components with workplace control parameters
Exposure controls
Appropriate engineering controls
Handle in accordance with good industrial hygiene and safety practice. Wash hands before breaks and
at the end of workday.
Personal protective equipment
Eye/face protection
Face shield and safety glasses Use equipment for eye protection tested and approved under
appropriate government standards such as NIOSH (US) or EN 166(EU).
Skin protection
Handle with gloves. Gloves must be inspected prior to use. Use proper glove removal technique
(without touching glove's outer surface) to avoid skin contact with this product. Dispose of
contaminated gloves after use in accordance with applicable laws and good laboratory practices.
Wash and dry hands.
The selected protective gloves have to satisfy the specifications of EU Directive 89/686/EEC and
the standard EN 374 derived from it.
Body Protection
Complete suit protecting against chemicals, The type of protective equipment must be selected
according to the concentration and amount of the dangerous substance at the specific workplace.
Respiratory protection
For nuisance exposures use type P95 (US) or type P1 (EU EN 143) particle respirator.For higher
level protection use type OV/AG/P99 (US) or type ABEK-P2 (EU EN 143) respirator cartridges.
Use respirators and components tested and approved under appropriate government standards
such as NIOSH (US) or CEN (EU).
Control of environmental exposure
Do not let product enter drains.

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SECTION 9: Physical and chemical properties
Information on basic physical and chemical properties
a) Appearance Form: solid
b) Odour no data available
c) Odour Threshold no data available
d) pH no data available
e) Melting point/freezing no data available
point
f) Initial boiling point and no data available
boiling range
g) Flash point no data available
h) Evapouration rate no data available
i) Flammability (solid, gas) no data available
j) Upper/lower no data available
flammability or
explosive limits
k) Vapour pressure no data available
l) Vapour density no data available
m) Relative density no data available
n) Water solubility no data available
o) Partition coefficient: n- log Pow: 2,293
octanol/water
p) Auto-ignition no data available
temperature
q) Decomposition no data available
temperature
r) Viscosity no data available
s) Explosive properties no data available
t) Oxidizing properties no data available
Other safety information
no data available

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SECTION 10: Stability and reactivity
Reactivity
no data available
Chemical stability
Stable under recommended storage conditions.
Possibility of hazardous reactions
no data available
Conditions to avoid
no data available
Incompatible materials
Oxidizing agents
Hazardous decomposition products
Other decomposition products - no data available
In the event of fire: see section 5

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SECTION 11: Toxicological information
Information on toxicological effects
Acute toxicity
no data available
Skin corrosion/irritation
no data available
Serious eye damage/eye irritation
no data available
Respiratory or skin sensitisation
Germ cell mutagenicity
no data available
Carcinogenicity
IARC: No component of this product present at levels greater than or equal to 0.1% is identified as
probable, possible or confirmed human carcinogen by IARC.
Reproductive toxicity
no data available
Specific target organ toxicity - single exposure
no data available
Specific target organ toxicity - repeated exposure
no data available
Aspiration hazard
no data available
Additional Information
RTECS: Not available
To the best of our knowledge, the chemical, physical, and toxicological properties have not been
thoroughly investigated.

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SECTION 12: Ecological information
Toxicity
no data available
Persistence and degradability
no data available
Bioaccumulative potential
no data available
Mobility in soil
no data available
Results of PBT and vPvB assessment
PBT/vPvB assessment not available as chemical safety assessment not required/not conducted
Other adverse effects
no data available

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SECTION 13: Disposal considerations
Waste treatment methods
Product
Offer surplus and non-recyclable solutions to a licensed disposal company. Contact a licensed
professional waste disposal service to dispose of this material. Dissolve or mix the material with a
combustible solvent and burn in a chemical incinerator equipped with an afterburner and scrubber.
Contaminated packaging
Dispose of as unused product.

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SECTION 14: Transport information
UN number
ADR/RID: - IMDG: - IATA: -
UN proper shipping name
ADR/RID: Not dangerous goods
IMDG: Not dangerous goods
IATA: Not dangerous goods
Transport hazard class(es)
ADR/RID: - IMDG: - IATA: -
Packaging group
ADR/RID: - IMDG: - IATA: -
Environmental hazards
ADR/RID: no IMDG Marine pollutant: no IATA: no
Special precautions for user
no data available

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SECTION 15: Regulatory information
This safety datasheet complies with the requirements of Regulation (EC) No. 1907/2006.
Safety, health and environmental regulations/legislation specific for the substance or mixture
no data available
Chemical Safety Assessment
For this product a chemical safety assessment was not carried out

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SECTION 16: Other information
Full text of H-Statements referred to under sections 2 and 3.
Acute Tox. Acute toxicity
H302 Harmful if swallowed.
H334 May cause allergy or asthma symptoms or breathing difficulties if inhaled.
Resp. Sens. Respiratory sensitisation
Full text of R-phrases referred to under sections 2 and 3
Xn Harmful
R22 Harmful if swallowed.
R43 May cause sensitisation by skin contact.
Further information
Copyright 2013 Co. LLC. License granted to make unlimited paper copies for internal use
only.
The above information is believed to be correct but does not purport to be all inclusive and shall be
used only as a guide. The information in this document is based on the present state of our knowledge
and is applicable to the product with regard to appropriate safety precautions. It does not represent any
guarantee of the properties of the product. Corporation and its Affiliates shall not be held
liable for any damage resulting from handling or from contact with the above product. See
and/or the reverse side of invoice or packing slip for additional terms and conditions of sale.

反应信息

• 作为反应物：
  描述：

  cinnamaldehyde semicarbazone 在 bismuth(III) chloride 、 benzyltriphenylphosphonium peroxymonosulfate 作用下， 以 乙腈 为溶剂， 反应 2.0h， 以75%的产率得到肉桂醛
  参考文献：
  名称：

  肟、苯腙、2,4-二硝基苯腙和亚氨基脲与苄基三苯基膦过氧单硫酸盐（BnPh3P+双锍-四氢呋喃）的相应羰基化合物的转化

  摘要：

  已发现苄基三苯基鏻过氧单硫酸盐 (BTPPMS) (1) 是一种有效的新型试剂，可用于将肟、苯腙、2,4-二硝基苯腙和缩氨基脲转化为相应的羰基化合物。该反应在乙腈中在回流条件下在催化量的氯化铋存在下进行。

  DOI：

  10.1081/scc-100106197
• 作为产物：
  描述：

  苯基锂 在 sodium acetate 作用下， 以 乙醇 、 乙腈 为溶剂， 生成 cinnamaldehyde semicarbazone
  参考文献：
  名称：

  Koebrich,G.; Breckoff,W.E., Justus Liebigs Annalen der Chemie, 1967, vol. 704, p. 42 - 50

  摘要：

  DOI：

文献信息

• A short synthesis of the parp inhibitor 2-(4-trifluoro-methylphenyl)benzimidazole-4-carboxamide (NU1077)
  作者：Steven C. Austen、John M. Kane

  DOI：10.1002/jhet.5570380427

  日期：2001.7

  A four-step synthesis of the PARP inhibitor 2-(4-trifluoromethylphenyl)benzimidazole-4-carboxamide (1, NU1077) is presented. Condensation of 2,3-diaminotoluene and 4-trifluoromethylbenzaldehyde afforded 4-methyl-2-(4-trifluoromethylphenyl)benzimidazole. Oxidation of the methyl group with potassium permanganate in warm t-butanol afforded the carboxylic acid that was converted to the corresponding carboxamide

  提出了一种四步合成PARP抑制剂2-（4-三氟甲基苯基）苯并咪唑-4-羧酰胺（1，NU1077）。2，3-二氨基甲苯和4-三氟甲基苯甲醛的缩合得到4-甲基-2-（4-三氟甲基苯基）苯并咪唑。在温暖的叔丁醇中用高锰酸钾氧化甲基，得到羧酸，其通过酰氯转化为相应的羧酰胺。
• Preparation, characterization, and application of 1,1′-disulfo-[2,2′-bipyridine]-1,1′-diium chloride ionic liquid as an efficient catalyst for the synthesis of benzimidazole derivatives
  作者：Farhad Shirini、Masoumeh Abedini、Mohadeseh Seddighi、Fatemeh Shaabani Arbosara

  DOI：10.1007/s11164-014-1852-x

  日期：2015.10

  In this study, 2,2′-bipyridine was treated with chlorosulfonic acid and 1,1′-disulfo-[2,2′-bipyridine]-1,1′-diium chloride, [BiPy](SO3H)2Cl2, as a new ionic liquid catalyst was obtained and characterized with a variety of techniques including IR, 1H, and 13C NMR, Hammett acidity function as well as mass spectra method. After preparation and characterization, this ionic liquid was used as an efficient

  在这项研究中，2,2'-联吡啶用氯磺酸和1,1'-二磺基-[2,2'-联吡啶] -1,1'-氯化二氯化钠[BiPy]（SO 3 H）2 Cl处理如图2所示，获得了一种新型离子液体催化剂，并通过多种技术进行了表征，包括IR，1 H和13C NMR，哈米特酸度函数以及质谱法。经过制备和表征，该离子液体被用作绿色和温和合成苯并咪唑衍生物的有效催化剂。另外，该试剂能够有效地催化由包括肟和半咔唑酮在内的醛的受保护衍生物制备苯并咪唑衍生物。所有反应均在温和条件下以优异的产率进行。
• α-Naphthyltriphenylphosphonium Peroxodisulfate: A Selective and Regenerable Reagent for Oxidation of Organic Compounds
  作者：Moslem Mansour Lakouraj、Mahmood Tajbakhsh、Farhad Ramzanian-Lehmali

  DOI：10.1080/10426500701648051

  日期：2008.5.14

  semicarbazones, and phenylhydrazones were efficiently converted to the corresponding carbonyl compounds using α -naphthyltriphenylphosphonium peroxodisulfate (NTPPPODS) in acetonitrile at reflux conditions. This reagent could be regenerated and reused, which represents significant advantages over the known reagents.

  在回流条件下，在乙腈中使用 α-萘基三苯基鏻过二硫酸盐 (NTPPPODS) 将醇、氢醌、四氢吡喃基醚、三甲基甲硅烷基醚、肟、缩氨基脲和苯腙有效地转化为相应的羰基化合物。该试剂可以再生和重复使用，与已知试剂相比具有显着优势。
• Basic Alumina as an Efficient Catalyst for Preparation of Semicarbazones in Solvent Free Conditions
  作者：Ali Reza Kiasat、Foad Kazemi、Mehdi Fallah Mehrjardi

  DOI：10.1002/jccs.200700189

  日期：2007.10

  An efficient and simple procedure for conversion of different classes of aldehydes and ketones into the corresponding semicarbazones with semicarbazide hydrochloride using basic alumina is studied.

  研究了一种使用碱性氧化铝将不同类别的醛和酮转化为相应的氨基脲与氨基脲盐酸盐的有效且简单的程序。
• Hajipour, Abdol Reza; Mallakpour, Shadpour E.; Mohammadpoor-Baltork, Iraj, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2002, vol. 41, # 8, p. 1740 - 1743
  作者：Hajipour, Abdol Reza、Mallakpour, Shadpour E.、Mohammadpoor-Baltork, Iraj、Backnejad, Hossein

  DOI：——

  日期：——