己醛-DNPH | 1527-97-5

• 物质功能分类: 化学试剂 - 有机试剂 - 腙
• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 己醛-DNPH
• 中文别名: 己醛2,4-二硝基苯腙；正己醛2,4-二硝基苯腙；己醛-2,4-DNPH
• 英文名称: 1-(hexylidene)-2-(2,4-dinitrophenyl)hydrazine
• 英文别名: hexanal (2,4-dinitrophenyl)hydrazone；hexanal-DNPH；hexanal-(2,4-dinitro-phenylhydrazone)；Hexanal-(2,4-dinitro-phenylhydrazon)；n-Capronaldehyd-(2.4-dinitro-phenylhydrazon)；Hexanal 2,4-dinitrophenylhydrazone；N-(hexylideneamino)-2,4-dinitroaniline
• CAS: 1527-97-5
• 化学式: C₁₂H₁₆N₄O₄
• 分子量: 280.283
• InChiKey: SJUYYAXVFFVQNX-UHFFFAOYSA-N

物化性质

• 熔点：
  101-103 °C(lit.)
• 沸点：
  423.7±45.0 °C(Predicted)
• 密度：
  1.29±0.1 g/cm3(Predicted)
• 闪点：
  2℃
• 保留指数：
  2568
• 稳定性/保质期：
  如果按照规格使用和储存，则不会分解，未有已知危险反应。应避免与氧化物接触。

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  20
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  116
• 氢给体数：
  1
• 氢受体数：
  6

安全信息

• 危险品标志：
  Xn,F,Xi
• 安全说明：
  S16,S26,S36/37
• 危险类别码：
  R20/21/22,R36,R36/37/38,R11
• WGK Germany：
  2
• 海关编码：
  2928000090
• 危险品运输编号：
  UN 1648 3/PG 2
• 储存条件：
  密封保存，并在2 ºC至8 ºC之间冷藏。

SDS

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Section 1. IDENTIFICATION OF THE SUBSTANCE/MIXTURE
Product identifiers
Product name : Hexaldehyde-2,4-DNPH
CAS-No. : 1527-97-5
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 [EU-GHS/CLP]
Skin irritation (Category 2)
Eye irritation (Category 2)
Specific target organ toxicity - single exposure (Category 3)
Classification according to EU Directives 67/548/EEC or 1999/45/EC
Irritating to eyes, respiratory system and skin.
Label elements
Labelling according Regulation (EC) No 1272/2008 [CLP]
Pictogram
Signal word Warning
Hazard statement(s)
H315 Causes skin irritation.
H319 Causes serious eye irritation.
H335 May cause respiratory irritation.
Precautionary statement(s)
P261 Avoid breathing dust/ fume/ gas/ mist/ vapours/ spray.
P305 + P351 + P338 IF IN EYES: Rinse cautiously with water for several minutes. Remove
contact lenses, if present and easy to do. Continue rinsing.
Supplemental Hazard none
Statements
According to European Directive 67/548/EEC as amended.
Hazard symbol(s)
R-phrase(s)
R36/37/38 Irritating to eyes, respiratory system and skin.
S-phrase(s)
S26 In case of contact with eyes, rinse immediately with plenty of water and
seek medical advice.
Caution - substance not yet tested completely.
Other hazards - none

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Section 3. COMPOSITION/INFORMATION ON INGREDIENTS
Substances
Synonyms : Hexanal 2,4-dinitrophenylhydrazone
Formula : C12H16N4O4 C12H16N4O4
Molecular Weight : 280,28 g/mol
Component Concentration
Hexanal 2,4-dinitrophenylhydrazone
CAS-No. 1527-97-5 -

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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
Rinse thoroughly with plenty of water for at least 15 minutes and consult a physician.
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
To the best of our knowledge, the chemical, physical, and toxicological properties have not been
thoroughly investigated.
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 vapors, mist or gas. Ensure
adequate ventilation. Evacuate personnel to safe areas. Avoid breathing dust.
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.
Conditions for safe storage, including any incompatibilities
Store in cool place. Keep container tightly closed in a dry and well-ventilated place.
Specific end uses
no data available

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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
Safety glasses with side-shields conforming to EN166 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
impervious clothing, 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).

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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 Melting point/range: 101 - 103 °C - lit.
point
f) Initial boiling point and no data available
boiling range
g) Flash point no data available
h) Evaporation 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: 2,94
octanol/water
p) Autoignition 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
no data available
Possibility of hazardous reactions
no data available
Conditions to avoid
no data available
Incompatible materials
Strong oxidizing agents
Hazardous decomposition products
Other decomposition products - no data available

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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 sensitization
no data available
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
Potential health effects
Inhalation May be harmful if inhaled. Causes respiratory tract irritation.
Ingestion May be harmful if swallowed.
Skin May be harmful if absorbed through skin. Causes skin irritation.
Eyes Causes serious eye irritation.
Signs and Symptoms of Exposure
To the best of our knowledge, the chemical, physical, and toxicological properties have not been
thoroughly investigated.
Additional Information
RTECS: Not available

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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
no data available
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
N/A

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  己醛-DNPH 在 silica gel 、 tin(ll) chloride 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 生成 正己醛
  参考文献：
  名称：

  SnCl₂–SiO₂: A SELECTIVE REAGENT FOR EFFICIENT REGENERATION OF CARBONYLS FROM NITROGENEOUS DERIVATIVES

  摘要：

  Semicarbazones, Phenyl hydrazones, 2,4-DNP and Oxime derivatives are converted into corresponding carbonyl compounds, mostly in quantitative yield by stannous chloride-silica gel. This has general application to various nitrogeneous derivatives.

  DOI：

  10.1081/scc-120014982
• 作为产物：
  描述：

  1-己炔 在 potassium fluoride 、 硫酸 、 双氧水 、 boron trifluoride diacetate 、 碳酸氢钠 作用下， 以 四氢呋喃 为溶剂， 反应 24.08h， 生成 己醛-DNPH
  参考文献：
  名称：

  The 2-methylbut-2-enyl(diphenyl)silyl group: A silyl group easily converted to hydroxyl in the presence of a 1,2-disubstituted CC double bond

  摘要：

  The 2-methylbut-2-enyl(diphenyl)silyl group can be introduced into a variety of organic structures by way of the cuprate reagent 4, and it can then be converted into a hydroxyl group, even in the presence of a C=C double bond, unlike the dimethyl(phenyl)silyl group.

  DOI：

  10.1016/s0040-4039(00)79310-5

文献信息

• Synthesis and properties of 4,9-methanoundecafulvenes and their transformation to 3-substituted 7,12-methanocycloundeca[4,5]furo[2,3-d]pyrimidine-2,4(1H,3H)-diones: photo-induced autorecycling oxidizing reaction toward amines
  作者：Shin-ichi Naya、Yohei Yamaguchi、Makoto Nitta

  DOI：10.1016/j.tet.2005.05.069

  日期：2005.8

  NMR measurement. The electrochemical properties of 8a,b were also studied by CV measurement. Furthermore, the transformation of 8a,b to 3-substituted 7,12-methanocycloundeca[4,5]furo[2,3-d]pyrimidine-2,4(1H,3H)-diones 16a,b was accomplished by oxidative cyclization using DDQ and subsequent ring-opening and ring-closure. The structural details and chemical properties of 16a,b were clarified. Reaction

  4,9-甲基呋喃二烯[5-（4,9-甲基环己烯-2'，4'，6'，8'，10'-戊烯叉基）嘧啶-2,4,6（1,3,5研究了H）-三酮]衍生物8a，b。根据1 H和13 C NMR和UV-vis光谱研究了它们的结构特征。通过可变温度1 H NMR测量发现，围绕8a的环外双键的旋转势垒（ΔG ‡）为12.55kcal mol -1。还通过CV测量研究了8a，b的电化学性质。此外，改造图8a，b，以3-取代的7,12- methanocycloundeca [4,5]呋喃并[2,3- d ]嘧啶-2,4（1 ħ，3 ħ） -二酮16a中，b是通过使用DDQ和氧化环化来完成随后的开环和闭环。阐明了16a，b的结构细节和化学性质。16a与氘化物的反应提供了C13加合物19作为单一产物，因此，甲醇桥控制亲核攻击，以偏爱内在选择性。16a与乙烯基化合物3-甲基环庚[4,5]呋喃[2,3-]的光诱导氧化反应d
• Novel Synthesis, Properties, and NAD⁺-NADH Type Redox Ability of 1,3-Dimethylcyclohepta[4,5]pyrrolo[2,3-<i>d</i>]pyrimidine- 2,4(1,3<i>H</i>)-dionylium Ions Annulated with Additional Pyrrolo[2,3-<i>d</i>]pyrimidine-1,3(2,4<i>H</i>)-dione and Furan Analogue, and Their Hydride Adducts
  作者：Shin-ichi Naya、Junya Nishimura、Makoto Nitta

  DOI：10.1021/jo0514523

  日期：2005.11.1

  photoinduced oxidation reaction of 11a,b+·BF4- and 12a,b+·BF4- toward some amines under aerobic conditions was carried out to give the corresponding imines (isolated by converting to the corresponding 2,4-dinitrophenylhydrazones) with the recycling numbers of 0.6−30.3. Furthermore, as an example of the NAD+-NADH models, the reduction of a pyruvate analogue and some carbonyl compounds with the hydride-adduct

  一种方便的新型阳离子11a，b +的制备· BF 4 -和12a，b +· BF 4 -，其衍生自1,3-二甲基环庚[4,5]吡咯并[2,3- d ]嘧啶-2,4（1,3 H）-二重氮离子与其他吡咯并[2,3- d ]的环化嘧啶-1,3（2,4 H）-二酮和呋喃类似物是通过1,7-二氢-7- [1'，3'-二甲基-2'，4'（1 ”，3' ħ） -二氧代-6' - （苯基氨基） -嘧啶-5'-基] -1,3-二甲基-10- phenylcyclohepta [4,5]吡咯并[2,3- d ]嘧啶-2， 4（1,3 H）-dione 9及其呋喃类似物通过在有氧条件下使用DDQ或光辐照。11a，b +的结构特征和12a，b +在检查UV-vis和NMR光谱数据以及X射线晶体分析时得到澄清。阳离子11a，b +的稳定性和12a，b +用分光光度法测定的p K R +值表示为10.7-12.6。电化学还原11a，b
• New Synthesis, Properties, and Oxidizing Ability of 1,3-Dimethyl-5,10-methanocycloundeca[4,5]furo[2,3-<i>d</i>]pyrimidin- 2,4(1,3<i>H</i>)-dionylium Tetrafluoroborate
  作者：Shin-ichi Naya、Masato Warita、Yuhki Mitsumoto、Makoto Nitta

  DOI：10.1021/jo048575s

  日期：2004.12.1

  A novel synthesis of 1,3-dimethyl-5,10-methanocycloundeca[4,5]furo[2,3-d]pyrimidin-2,4(1,3H)-dionylium tetrafluoroborate (10+·BF4-) was accomplished by the reaction of 3,8-methano[11]annulenone with dimethylbarbituric acid and following acidic cyclization, albeit in low yield. Remarkable structural characteristics were suggested on inspection of the spectral data and MO calculation, and it was clarified

  1,3-二甲基-5,10- methanocycloundeca的一种新颖的合成[4,5]呋喃并[2,3- d ]嘧啶-2,4（1,3 ħ）-dionylium四氟硼酸盐（10 + ·BF 4 - ）通过3，8-甲基[11]环戊烯酮与二甲基巴比妥酸的反应并在酸性环化后进行反应，尽管收率低。在检查光谱数据和MO计算时，提出了显着的结构特征，并明确了正电荷主要集中在C11处。阳离子10 +的p K R +值经分光光度法测定为4.6，比1,3，二甲基-7,12-methanocycloundeca [4,5] furo [2,3 - d ]嘧啶-2,4（1， 3 H）-二氟四氟硼酸二钾（p K R +＝ 8.7）。该值也比母体1,6-甲基[11]环戊烯鎓离子的值小1.6 pH单位（p K R + = 6.2）。该特征是基于源自母体阳离子的键固定的扰动而合理化的。循环伏安法（CV）时，电化学还原10
• Ring transformation of cyclohepta[b]pyrimido[5,4-d]furan-8(7H),10(9H)-dionylium ion to the corresponding pyrrole derivatives via troponeimine intermediates: photo-induced autorecycling oxidizing reactions of some amines
  作者：Shin-ichi Naya、Makoto Nitta

  DOI：10.1016/j.tet.2004.07.063

  日期：2004.10

  troponeimine intermediates. Furthermore, novel photo-induced oxidation reactions of a series of 4+·BF4−, 5+·BF4−, and 6a,e+·BF4− towards some amines under aerobic conditions were carried out to give the corresponding imines in 455–8362% yields [based on compounds 4+, 5+, and 6a,e+], suggesting the oxidation reaction occurs in an autorecycling process. Mechanistic aspects of the amine-oxidation reaction are also

  7,9- dimethylcyclohepta [环转化b ]嘧啶并[5,4- d ]呋喃8（7 ħ），10（9 ħ）-dionylium四氟硼酸盐4 + · BF 4 -到-7,9- dimethylcyclohepta [ b ]嘧啶并[5,4- d ] pyrrrole-8（7 ħ），10（9 ħ）-dionylium四氟硼酸6A - d + · BF 4 -由反应4 + · BF 4 -与胺和随后的交换使用aq的抗衡离子。HBF4。的反应4 + · BF 4 -与得到相应的吡咯衍生物苯胺和4-位取代的苯胺6A - C ^ + · BF 4 -直接在良好的产率。的，另一方面，反应4 + · BF 4 -与苄胺，得到中间体troponeimine 9，这是不转化成6D + · BF 4 -和收归4 + · BF 4 -通过加入 ; 然而，它被转换到图6d + · BF 4 -与（氯化钴）处理后2或的SOCl
• Formation of potentially toxic carbonyls during oxidation of triolein in the presence of alimentary antioxidants
  作者：Marini Damanik、Michael Murkovic

  DOI：10.1007/s00706-017-2036-3

  日期：2017.12

  inflammation was shown earlier. It is discussed that the main oil oxidation products—hydroperoxides and carbonyls—might be the reason for the mentioned diseases. In this manuscript quantitative determination of aldehydes which are formed during oxidation of triolein—as a model substance—using the Rancimat 679 is described. The oxidation of 11 g of triolein is carried out at 120 °C sparging air with a

  摘要较早的研究表明，油的摄入与癌症以及肝脏炎症的诱导之间存在关系。据讨论，主要的石油氧化产物——氢过氧化物和羰基化合物——可能是上述疾病的原因。在本手稿中，描述了使用 Rancimat 679 对三油酸甘油酯（作为模型物质）氧化过程中形成的醛进行定量测定。11 g 三油酸甘油酯的氧化在 120 °C 下以 20 dm 3 /h的流量喷射空气进行10 h。通过 LC-MS/MS 鉴定了从己醛到癸醛以及癸醛的一系列脂肪醛，并定量为 DNPH 衍生物。另外，测定了羰基的总量。基于己醛校准，所有其他主要物质都在相似的浓度范围内，最大浓度为己醛1.6 µmol/cm 3、庚醛2.3 µmol/cm 3、辛醛2.5 µmol/cm 3、3.2 µmol/cm 3 。壬醛，6 小时后 4.0 µmol/cm 3癸醛。对于不含抗氧化剂的三油酸酯，6小时后羰基总量达到最大值，为27 µmol/cm 3。这项

表征谱图