2,4-二硝基苯甲腈 | 4110-33-2

• 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: 2,4-二硝基苯甲腈
• 英文名称: 2,4-dinitrobenzonitrile
• CAS: 4110-33-2
• 化学式: C₇H₃N₃O₄
• mdl: MFCD00465665
• 分子量: 193.119
• InChiKey: KCUDEOWPXBMDJE-UHFFFAOYSA-N

物化性质

• 熔点：
  100-103 °C (lit.)
• 闪点：
  55 °F
• 稳定性/保质期：
  避免强氧化剂、光和明火。

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  14
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  115
• 氢给体数：
  0
• 氢受体数：
  5

安全信息

• 危险品标志：
  Xn,F
• 安全说明：
  S16,S36
• 危险类别码：
  R20/21/22,R11
• 海关编码：
  2926909090
• 危险品运输编号：
  UN 1325 4.1/PG 2
• 储存条件：
  应存放在密闭、阴凉干燥处，并确保有良好的通风或排气装置。

SDS

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Section 1. IDENTIFICATION OF THE SUBSTANCE/MIXTURE
Product identifiers
Product name : 2,4-Dinitrobenzonitrile
CAS-No. : 4110-33-2
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]
Flammable solids (Category 1)
Acute toxicity, Inhalation (Category 4)
Acute toxicity, Dermal (Category 4)
Acute toxicity, Oral (Category 4)
Classification according to EU Directives 67/548/EEC or 1999/45/EC
Highly flammable. Harmful by inhalation, in contact with skin and if swallowed.
Label elements
Labelling according Regulation (EC) No 1272/2008 [CLP]
Pictogram
Signal word Danger
Hazard statement(s)
H228 Flammable solid.
H302 Harmful if swallowed.
H312 Harmful in contact with skin.
H332 Harmful if inhaled.
Precautionary statement(s)
P210 Keep away from heat/sparks/open flames/hot surfaces. - No smoking.
P280 Wear protective gloves/ protective clothing.
Supplemental Hazard none
Statements
According to European Directive 67/548/EEC as amended.
Hazard symbol(s)
R-phrase(s)
R11 Highly flammable.
R20/21/22 Harmful by inhalation, in contact with skin and if swallowed.
S-phrase(s)
S16 Keep away from sources of ignition - No smoking.
S36 Wear suitable protective clothing.
Other hazards - none

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Section 3. COMPOSITION/INFORMATION ON INGREDIENTS
Substances
Formula : C7H4N3O4
Molecular Weight : 194,12 g/mol
Component Concentration
2,4-Dinitrobenzonitrile
CAS-No. 4110-33-2 -

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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
Do NOT induce vomiting. 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
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
Use water spray to cool unopened containers.

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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. Remove all sources of ignition. Evacuate personnel to safe areas. Avoid breathing
dust.
Environmental precautions
Prevent further leakage or spillage if safe to do so. Do not let product enter drains.
Methods and materials for containment and cleaning up
Sweep up and shovel. Contain spillage, and then collect with an electrically protected vacuum cleaner or
by wet-brushing and place in container for disposal according to local regulations (see section 13). Keep
in suitable, closed containers for disposal. Contain spillage, pick up with an electrically protected vacuum
cleaner or by wet-brushing and transfer to a container for disposal according to local regulations (see
section 13).
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.Keep away from sources of ignition
- No smoking.Take measures to prevent the build up of electrostatic charge.
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
Complete suit protecting against chemicals, Flame retardant antistatic protective 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
Where risk assessment shows air-purifying respirators are appropriate use a full-face particle
respirator type N100 (US) or type P3 (EN 143) respirator cartridges as a backup to engineering
controls. If the respirator is the sole means of protection, use a full-face supplied air respirator. 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: 100 - 103 °C - lit.
point
f) Initial boiling point and no data available
boiling range
g) Flash point 12,78 °C - closed cup
h) Evaporation rate no data available
i) Flammability (solid, gas) The substance or mixture is a flammable solid with the category 1.
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- no data available
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
Heat, flames and sparks. Extremes of temperature and direct sunlight.
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 Harmful if inhaled. May cause respiratory tract irritation.
Ingestion Harmful if swallowed.
Skin Harmful if absorbed through skin. May cause skin irritation.
Eyes May cause eye irritation.
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
Burn in a chemical incinerator equipped with an afterburner and scrubber but exert extra care in igniting
as this material is highly flammable. Offer surplus and non-recyclable solutions to a licensed disposal
company. Contact a licensed professional waste disposal service to dispose of this material.
Contaminated packaging
Dispose of as unused product.

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Section 14. TRANSPORT INFORMATION
UN number
ADR/RID: 1325 IMDG: 1325 IATA: 1325
UN proper shipping name
ADR/RID: FLAMMABLE SOLID, ORGANIC, N.O.S. (2,4-Dinitrobenzonitrile)
IMDG: FLAMMABLE SOLID, ORGANIC, N.O.S. (2,4-Dinitrobenzonitrile)
IATA: Flammable solid, organic, n.o.s. (2,4-Dinitrobenzonitrile)
Transport hazard class(es)
ADR/RID: 4.1 IMDG: 4.1 IATA: 4.1
Packaging group
ADR/RID: II IMDG: II IATA: II
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

上下游信息

• 上游原料

  中文名称	英文名称	CAS号	化学式	分子量
  2,4-二硝基苯甲醛	2,4-dinitrobenzaldehyde	528-75-6	C7H4N2O5	196.119
  ——	2,4-dinitrobenzaldehyde oxime	3236-33-7	C7H5N3O5	211.134
  2H-1,4-噻嗪,5-(1-甲基乙基)-,1,1-二氧化	2,4-Dinitro-benzaldehyd-N,N-dimethylhydrazon	90535-55-0	C9H10N4O4	238.203
  2,4-二硝基苯甲酸	2,4-dinitrobenzoic acid	610-30-0	C7H4N2O6	212.119
  2,4-二硝基苯乙酸	(2,4-dinitro-phenyl)-acetic acid	643-43-6	C8H6N2O6	226.145
  2,4-二硝基苯甲醛苯腙	2,4-Dinitro-benzaldehyd-phenylhydrazon	74381-46-7	C13H10N4O4	286.247
  苯酰胺,2,4-二硝基-	2,4-Dinitro-benzamid	13296-87-2	C7H5N3O5	211.134
  ——	(E)-O-p-nitrophenyl-2,4-dinitrobenzaldoxime	——	C13H8N4O7	332.229
  ——	(E)-2,4-dinitrobenzaldehyde O-benzoyloxime	252929-76-3	C14H9N3O6	315.242

• 下游产品

  中文名称	英文名称	CAS号	化学式	分子量
  ——	4-amino-2-nitrobenzonitrile	72115-07-2	C7H5N3O2	163.136
  2-氨基-4-硝基腈苯	2-amino-4-nitro-benzonitrile	87376-25-8	C7H5N3O2	163.136
  ——	2-nitro-4-piperidino-benzonitrile	97112-62-4	C12H13N3O2	231.254
  ——	4-morpholin-4-yl-2-nitro-benzonitrile	28340-71-8	C11H11N3O3	233.227
  2,4-二硝基苯甲酸	2,4-dinitrobenzoic acid	610-30-0	C7H4N2O6	212.119
  苯酰胺,2,4-二硝基-	2,4-Dinitro-benzamid	13296-87-2	C7H5N3O5	211.134
  4-甲氧基-2-硝基苯腈	4-methoxy-2-nitro-benzonitrile	38469-83-9	C8H6N2O3	178.147
  ——	2-nitro-4-p-tolylsulfanyl-benzonitrile	855290-55-0	C14H10N2O2S	270.312
  ——	4-nitro-2-piperidino-benzonitrile	——	C12H13N3O2	231.254
  ——	tert-butyl 4-(4-cyano-3-nitrophenyl)piperazine-1-carboxylate	1027345-15-8	C16H20N4O4	332.359

反应信息

• 作为反应物：
  描述：

  2,4-二硝基苯甲腈 在 硫酸 作用下， 生成 2,4-二硝基苯甲酸
  参考文献：
  名称：

  Three-dimensional ultrasound findings of the posterior iris region

  摘要：

  Purpose: The aim of this study was to assess the benefit of the three-dimensional ultrasound biomicroscopy in examination of the posterior iris and ciliary body. Methods: Three-dimensional visualisation of the anterior eye section was achieved through extension of the existing ultrasound biomicroscope system (Humphrey Instruments). Visualisation of posterior iris and ciliary body pathologies in three patients was performed with a three-dimensional reconstruction technique of B-scans. Results: The extended ultrasound system provided three-dimensional visualisation of alterations of the posterior iris region, i.e. iris cysts, ciliary body cysts and solid tumours of the ciliary body and iris. Conclusions: The three-dimensional ultrasound biomicroscopy yields extended diagnostic findings regarding iris and ciliary body pathology. This method offers an improved assessment of the posterior surface of the iris and the volume of the ciliary body. Furthermore, these data can be useful for procedures in computer simulation and calculation for a better understanding of the function of the ciliary body in the accommodation process.

  DOI：

  10.1007/s004170100370
• 作为产物：
  描述：

  2,4-dinitrobenzaldehyde oxime 在 乙酸酐 作用下， 生成 2,4-二硝基苯甲腈
  参考文献：
  名称：

  Cohn; Friedlaender, Chemische Berichte, 1902, vol. 35, p. 1267

  摘要：

  DOI：

文献信息

• From aldehydes to nitriles, a general and high yielding transformation using HOF·CH3CN complex
  作者：Mira Carmeli、Neta Shefer、Shlomo Rozen

  DOI：10.1016/j.tetlet.2006.10.014

  日期：2006.12

  N,N-Dimethylhydrazones of aldehydes undergo a rapid oxidative cleavage to form nitriles in very high yields on reaction with HOF·CH3CN under mild conditions. The reaction is chemoselective and proceeds rapidly without racemization. The nitriles were resistant to further oxidation, even when a large excess of the reagent was employed.

  醛的N，N-二甲基hydr在与HOF·CH 3 CN的温和条件下反应迅速发生氧化裂解，从而以很高的收率形成腈。该反应是化学选择性的，并且在没有外消旋的情况下迅速进行。即使使用大量过量的试剂，腈也能抵抗进一步的氧化。
• Copper-Catalyzed One-Pot Synthesis of Quinazolinones from 2-Nitrobenzaldehydes with Aldehydes: Application toward the Synthesis of Natural Products
  作者：Subrata Sahoo、Shantanu Pal

  DOI：10.1021/acs.joc.1c02343

  日期：2021.12.17

  A novel, efficient, and atom-economical approach for the construction of quinazolinones from 2-nitrobenzaldehydes has been unveiled via copper-catalyzed nitrile formation, hydrolysis, and reduction in one pot for the first time. In this reaction, urea is used as a source of nitrogen for nitrile formation, hydrazine hydrate is used for both the reduction of the nitro group and the hydrolysis of nitrile

  首次通过铜催化的腈形成、水解和还原在一个锅中揭示了一种从 2-硝基苯甲醛构建喹唑啉酮的新型、高效和原子经济的方法。在该反应中，尿素用作生成腈的氮源，水合肼用于硝基的还原和腈的水解，大气中的氧气用作唯一的氧化剂。该方法描绘了具有良好官能团耐受性的宽底物范围。此外，该方法还用于合成裂殖菌素、色胺菊酯、phaitanthrin-A、phaitanthrin-B和8 H-喹唑啉[4,3 - b ]quinazolin-8-one。
• Iron(III) Chloride-Catalyzed Decarboxylative-Deaminative Functionalization of Phenylglycine: A Tandem Synthesis of Quinazolinones and Benzimidazoles
  作者：Manoranjan Kumar、Richa、Sushila Sharma、Vinod Bhatt、Neeraj Kumar

  DOI：10.1002/adsc.201500335

  日期：2015.9.14

  present reaction conditions. In this tandem approach, involvement of transfer hydrogenation of the nitro functionality with in situ generated ammonia, imination, nitrile hydration to amide and oxidative cyclization sequences have been established. The process avoids the use of an external hydrogen source, costly catalysts as well as the isolation of amine and amide intermediates.

  通过邻位取代的硝基芳烃，首次实现了铁（III）氯化铁催化的苯甘氨酸的脱羧脱氨基官能化反应，从而合成了4（3 H）-喹唑啉酮和苯并咪唑。在甲苯中以碳酸钾为碱存在下，于120°C下，2-硝基苯甲腈/ 2-硝基N，N-二苯胺与苯基甘氨酸反应生成的产物收率为45-87％。在本反应条件下，各种官能团如硝基，氟，氯和三氟甲基被很好地耐受。在这种串联方法中，涉及硝基官能团的转移氢化与原位反应已经确定了生成的氨，亚胺化，腈水合成酰胺和氧化环化顺序。该方法避免了使用外部氢源，昂贵的催化剂以及胺和酰胺中间体的分离。
• Aerobic Copper-Promoted Radical-Type Cleavage of Coordinated Cyanide Anion: Nitrogen Transfer to Aldehydes To Form Nitriles
  作者：Qian Wu、Yi Luo、Aiwen Lei、Jingsong You

  DOI：10.1021/jacs.5b10945

  日期：2016.3.9

  coordinated cyanide anion under a dioxygen atmosphere, which enables a nitrogen transfer to various aldehydes. Mechanistic study of this unprecedented transformation suggests that the single electron-transfer process could be involved in the overall course. This protocol provides a new cleavage pattern for the cyanide ion and would eventually lead to a more useful synthetic pathway to nitriles from aldehydes

  我们首次公开了在双氧气氛下铜促进的 C≡N 三键裂解配位氰化物阴离子，这使得氮转移到各种醛。对这种前所未有的转变的机理研究表明，整个过程可能涉及单个电子转移过程。该协议为氰化物离子提供了一种新的裂解模式，并最终会导致一条更有用的合成途径，从醛到腈。
• SUBSTITUTED 2- AMIDOQUINAZOL-4-ONES AS MATRIX METALLOPROTEINASE-13 INHIBITORS
  申请人：Takeda Pharmaceutical Company Limited

  公开号：US20150329556A1

  公开（公告）日：2015-11-19

  The present invention provides a novel amide derivative having a matrix metalloproteinase inhibitory activity, and useful as a pharmaceutical agent, which is a compound represented by the formula (I) wherein ring A is an optionally substituted, nitrogen containing heterocycle, ring B is an optionally substituted monocyclic homocycle or an optionally substituted monocyclic heterocycle, Z is N or NR 1 (R 1 is a hydrogen atom or an optionally substituted hydrocarbon group), is a single bond or a double bond, R 2 is a hydrogen atom or an optionally substituted hydrocarbon group, X is an optionally substituted spacer having 1 to 6 atoms, ring C is (1) an optionally substituted homocycle or (2) an optionally substituted heterocycle other than a ring represented by (II) (X′ is S, O, SO, or CH 2 ), and at least one of ring B and ring C has substituent(s), provided that N-(1S,2R)-1-(3,5-difluorobenzyl)-3-[(3-ethylbenzyl)amino]2 hydroxypropyl}5,6 dimethyl 4 oxo 1,4 dihydrothieno[2,3-d]pyrimidine-2-carboxamide is excluded, or a salt thereof.

  本发明提供了一种新型酰胺衍生物，具有基质金属蛋白酶抑制活性，并且作为药用剂是有用的，该化合物由以下式(I)表示，其中环A是一个可选择取代的含氮杂环，环B是一个可选择取代的单环同核环或可选择取代的单环杂环，Z是N或NR1（R1是氢原子或可选择取代的碳氢基团），是一个单键或双键，R2是氢原子或可选择取代的碳氢基团，X是一个具有1到6个原子的可选择取代的间隔物，环C是（1）一个可选择取代的同核环或（2）一个除了由（II）表示的环之外的可选择取代的杂环（X′是S、O、SO或CH2），并且环B和环C中至少有一个有取代基，但不包括N-(1S,2R)-1-(3,5-二氟苄基)-3-[(3-乙基苄基)氨基]2-羟基丙基}5,6-二甲基-4-氧代-1,4-二氢噻唑并[2,3-d]嘧啶-2-羧酰胺，或其盐。