N-苯甲基-N-苯肼盐酸盐 | 5705-15-7

• 物质功能分类: 有机原料 - 肼或胲的有机衍生物
• 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: N-苯甲基-N-苯肼盐酸盐
• 中文别名: N-苄基-N-苯肼盐酸盐；1-苄基-1-苯肼盐酸盐
• 英文名称: N-benzyl-N-phenylhydrazine hydrochloride
• 英文别名: 1-benzyl-1-phenylhydrazine hydrochloride；N-benzylphenylhydrazine hydrochloride；N′-benzyl-N′-phenylhydrazine hydrochloride；1-Benzyl-1-phenylhydrazine;hydron;chloride；1-benzyl-1-phenylhydrazine;hydron;chloride
• CAS: 5705-15-7
• 化学式: C₁₃H₁₄N₂*ClH
• mdl: MFCD00050690
• 分子量: 234.728
• InChiKey: JTYLHYOCBGPMNO-UHFFFAOYSA-N

物化性质

• 熔点：
  178-181°C
• 稳定性/保质期：

  在常温常压下，该物质稳定存在且呈现针状结晶。其熔点为170℃。

计算性质

• 辛醇/水分配系数(LogP)：
  3.14
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.076
• 拓扑面积：
  29.3
• 氢给体数：
  2
• 氢受体数：
  2

安全信息

• TSCA：
  Yes
• 安全说明：
  S26,S36/37/39
• 危险类别码：
  R36/37/38
• RTECS号：
  MU9800000
• 海关编码：
  2928000090
• WGK Germany：
  3

SDS

1-Benzyl-1-phenylhydrazine Hydrochloride Revision number: 1
SAFETY DATA SHEET

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Section 1. BASE INFORMATION
Product name: 1-Benzyl-1-phenylhydrazine Hydrochloride

Revision number: 1

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Section 2. HAZARDS IDENTIFICATION
Classification of the GHS
PHYSICAL HAZARDS Not classified
HEALTH HAZARDS
Category 2
Skin corrosion/irritation
Serious eye damage/eye irritation Category 2A
Not classified
ENVIRONMENTAL HAZARDS
GHS label elements
Pictograms or hazard symbols
Signal word Warning
Hazard statement Causes skin irritation
Causes serious eye irritation
Precautionary statements
[Prevention] Wash hands thoroughly after handling.
Wear protective gloves/eye protection/face protection.
[Response] IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses,
if present and easy to do. Continue rinsing.
If eye irritation persists: Get medical advice/attention.
IF ON SKIN: Gently wash with plenty of soap and water.
If skin irritation occurs: Get medical advice/attention.
Take off contaminated clothing and wash before reuse.

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Section 3. COMPOSITION/INFORMATION ON INGREDIENTS
Substance/mixture: Substance
Component(s): 1-Benzyl-1-phenylhydrazine Hydrochloride
Percent: >98.0%(T)
CAS Number: 5705-15-7
Chemical Formula: C13H14N2·HCl

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Section 4. FIRST AID MEASURES
Inhalation: Remove victim to fresh air and keep at rest in a position comfortable for breathing.
Get medical advice/attention if you feel unwell.
Skin contact: Remove/Take off immediately all contaminated clothing. Gently wash with plenty of
soap and water. If skin irritation or rash occurs: Get medical advice/attention.
1-Benzyl-1-phenylhydrazine Hydrochloride

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Section 4. FIRST AID MEASURES
Eye contact: Rinse cautiously with water for several minutes. Remove contact lenses, if present
and easy to do. Continue rinsing. If eye irritation persists: Get medical
advice/attention.
Ingestion: Get medical advice/attention if you feel unwell. Rinse mouth.
Protection of first-aiders: A rescuer should wear personal protective equipment, such as rubber gloves and air-
tight goggles.

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Section 5. FIRE-FIGHTING MEASURES
Dry chemical, foam, water spray, carbon dioxide.
Suitable extinguishing
media:
Specific hazards: Take care as it may decompose upon combustion or in high temperatures to
generate poisonous fume.
Specific methods: Fire-extinguishing work is done from the windward and the suitable fire-extinguishing
method according to the surrounding situation is used. Uninvolved persons should
evacuate to a safe place. In case of fire in the surroundings: Remove movable
containers if safe to do so.
Special protective When extinguishing fire, be sure to wear personal protective equipment.
equipment for firefighters:

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Section 6. ACCIDENTAL RELEASE MEASURES
Personal precautions, Use personal protective equipment. Keep people away from and upwind of spill/leak.
protective equipment and Entry to non-involved personnel should be controlled around the leakage area by
emergency procedures: roping off, etc.
Environmental precautions: Prevent product from entering drains.
Methods and materials for Sweep dust to collect it into an airtight container, taking care not to disperse it.
containment and cleaning Adhered or collected material should be promptly disposed of, in accordance with
up: appropriate laws and regulations.

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Section 7. HANDLING AND STORAGE
Handling
Technical measures: Handling is performed in a well ventilated place. Wear suitable protective equipment.
Prevent dispersion of dust. Wash hands and face thoroughly after handling.
Use a local exhaust if dust or aerosol will be generated.
Advice on safe handling: Avoid contact with skin, eyes and clothing.
Storage
Keep container tightly closed. Store in a cool and dark place.
Storage conditions:
Store away from incompatible materials such as oxidizing agents.
Law is followed.
Packaging material:

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Section 8. EXPOSURE CONTROLS / PERSONAL PROTECTION
Engineering controls: Install a closed system or local exhaust as possible so that workers should not be
exposed directly. Also install safety shower and eye bath.
Personal protective equipment
Respiratory protection: Dust respirator. Follow local and national regulations.
Hand protection: Protective gloves.
Eye protection: Safety glasses. A face-shield, if the situation requires.
Skin and body protection: Protective clothing. Protective boots, if the situation requires.

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Section 9. PHYSICAL AND CHEMICAL PROPERTIES
Physical state (20°C): Solid
Form: crystal - powder
Color: White - Very pale yellow
Odor: No data available
pH: No data available
Melting point/freezing point:176 °C
Boiling Point/Range: No data available
1-Benzyl-1-phenylhydrazine Hydrochloride

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Section 9. PHYSICAL AND CHEMICAL PROPERTIES
Flash Point: No data available
Explosive limits
Lower: No data available
No data available
Upper:
Density: No data available
No data available
Solubility:

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Section 10. STABILITY AND REACTIVITY
Stability: Stable under proper conditions.
Reactivity: No special reactivity has been reported.
Incompartible materials: oxidizing agents
Hazardous Decomposition Carbon monoxide, Carbon dioxide, Nitrogen oxides (NOx), Hydrogen chloride
Products:

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Section 11. TOXICOLOGICAL INFORMATION
Acute Toxicity: ipr-rat LD50:404 mg/kg
ivn-mus LD50:106 mg/kg
Skin corrosion/irritation: No data available
No data available
Serious eye
damage/irritation:
Germ cell mutagenicity: No data available
Carcinogenicity:
No data available
IARC =
NTP = No data available
No data available
Reproductive toxicity:
RTECS Number: MU9800000

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Section 12. ECOLOGICAL INFORMATION
Ecotoxicity:
Fish: No data available
Crustacea: No data available
Algae: No data available
Persistence / degradability: No data available
Bioaccumulative No data available
potential(BCF):
Mobillity in soil
log Pow: No data available
Soil adsorption (Koc): No data available
Henry's Law No data available
constant(PaM3/mol):

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Section 13. DISPOSAL CONSIDERATIONS
Recycle to process, if possible. Consult your local regional authorities. You may be able to dissolve or mix material
with a combustible solvent and burn in a chemical incinerator equipped with an afterburner and scrubber system.
Observe all federal, state and local regulations when disposing of the substance.

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Section 14. TRANSPORT INFORMATION
Hazards Class: Does not correspond to the classification standard of the United Nations
UN-No: Not Listed

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Section 15. REGULATORY INFORMATION
Safe management ordinance of dangerous chemical product (State Council announces on January 26,
2002): Safe use and production, the storage of a dangerous chemical, transport, loading and unloading were
prescribed.
1-Benzyl-1-phenylhydrazine Hydrochloride

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SECTION 16 - ADDITIONAL INFORMATION
N/A

制备方法与用途

制备方法

有机合成。

用途简介 用途

有机合成。

反应信息

• 作为反应物：
  描述：

  N-苯甲基-N-苯肼盐酸盐 在 4-二甲氨基吡啶 、 aluminum (III) chloride 作用下， 以 四氢呋喃 、 甲醇 、 苯 为溶剂， 反应 0.5h， 生成 1-tert-butyl 3-methyl 2-(2-methoxy-2-oxoethyl)-1H-indole-1,3-dicarboxylate
  参考文献：
  名称：

  Synthetic approaches toward the marine alkaloid prenostodione

  摘要：

  An efficient synthesis of the core of prenostodione (3) is described herein featuring the base condensation of BOC-protected indole diesters 21 and 24 with p-methoxybenzaldehyde (22) and 4-[(t-butyldimethylsilyl)oxy]benzaldehyde (26). Attempts at selective saponification of the resultant diesters yielded isoprenostodione (3a) bearing the ester functionality at the C-3 position of the indole ring. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.02.116
• 作为产物：
  描述：

  N¹-phenyl-N¹-benzyl-N²-(tert-butoxycarbonyl)hydrazine 、 盐酸 以97%的产率得到
  参考文献：
  名称：

  KATRITZKY, ALAN R.;RAO, M. SURESH CHANDER, J. CHEM. SOC. PERKIN TRANS. PT 1,(1989) N2, C. 2297-2303

  摘要：

  DOI：
• 作为试剂：
  描述：

  1-(2-tetrahydrothiopyranylthio)-3-(1-benzyl-3-indolyl)propane 在 盐酸 、 N-苯甲基-N-苯肼盐酸盐 、 溶剂黄146 作用下， 反应 8.0h， 以49%的产率得到3-(1-benzyl-3-indolyl)propanethiol
  参考文献：
  名称：

  Reaction of 3,4-dihydro-2H-thiopyran with phenylhydrazines. Synthesis of homothiotryptophols

  摘要：

  DOI：

  10.1007/bf00470691

文献信息

• Asymmetric Synthesis of Tetracyclic Pyrroloindolines and Constrained Tryptamines by a Switchable Cascade Reaction
  作者：Corien de Graaff、Lisa Bensch、Sjoerd J. Boersma、Răzvan C. Cioc、Matthijs J. van Lint、Elwin Janssen、Nicholas J. Turner、Romano V. A. Orru、Eelco Ruijter

  DOI：10.1002/anie.201507041

  日期：2015.11.16

  The interrupted Fischer indole synthesis of arylhydrazines and biocatalytically generated chiral bicyclic imines selectively affords either tetracyclic pyrroloindolines or tricyclic tryptamine analogues depending on the reaction conditions. We demonstrate that the reaction is compatible with a variety of functional groups. The products are obtained in high optical purity and in reasonable to good yield

  芳基肼的费歇尔吲哚合成中断和生物催化产生的手性双环亚胺选择性地提供四环吡咯并吲哚啉或三环色胺类似物，具体取决于反应条件。我们证明该反应与多种官能团相容。获得的产品具有高的光学纯度，并且具有合理至良好的产率。我们提出了一个合理的反应机理来解释所观察到的反应结果，具体取决于酸介体的化学计量。为了证明我们方法的合成实用性，在高效反应序列中合成了两种产品类别的药物相关实例，包括酚丝氨酸类似物作为潜在的胆碱酯酶抑制剂，而约束性色胺衍生物作为5-HT的选择性抑制剂。6血清素受体和TRPV1离子通道。
• Reduction of hydrazines to amines with aqueous solution of titanium(iii) trichloride
  作者：Yan Zhang、Qiang Tang、Meiming Luo

  DOI：10.1039/c1ob05328k

  日期：——

  cleavage in hydrazines is widely used in the preparation of amines and thus occupies a significant place in organic synthesis. In this paper, we report a new method for the reductive cleavage of N–N bonds in hydrazines by commercially available and cheap aqueous titanium(III) trichloride. The reaction proceeds smoothly under a broad pH range from acidic to neutral and basic conditions to afford amines in good

  肼中N–N键的裂解被广泛用于胺的制备中，因此在有机合成中占有重要地位。在本文中，我们报告了一种新的方法，该方法可通过市售廉价的水溶液还原肼中的N–N键三氯化钛。反应可在从酸性到中性和碱性的宽pH范围内顺利进行，从而以良好的收率得到胺。此方法与包含官能团的底物兼容，例如，CC双键，苄基-氮键，苄氧基和酰基。
• Leucine rich repeat kinase 2 (LRRK2) inhibitors based on indolinone scaffold: Potential pro-neurogenic agents
  作者：Irene G. Salado、Josefa Zaldivar-Diez、Víctor Sebastián-Pérez、Lingling Li、Larissa Geiger、Silvia González、Nuria E. Campillo、Carmen Gil、Aixa V. Morales、Daniel I. Perez、Ana Martinez

  DOI：10.1016/j.ejmech.2017.06.060

  日期：2017.9

  design, synthesis, biological evaluation, SAR and potential binding mode of indoline-like LRRK2 inhibitors and their preliminary neurogenic effect in neural precursor cells isolated from adult mice ventricular-subventricular zone. These results open new therapeutic horizons for the use of LRRK2 inhibitors as neuroregenerative agents. Moreover, the indolinone derivatives here prepared, inhibitors of the

  富含亮氨酸的重复激酶2（LRRK2）是帕金森氏病（PD）治疗中最受欢迎的靶标之一。此外，它最近已经描述了其在调节Wnt信号传导中的作用，因此，它可能与成人神经发生有关。这一新假设可能首先通过抑制LRRK2的益处，其次通过促进成年神经发生而产生双重疾病改良剂。在这里，我们报告的设计，合成，生物学评估，合成孔径雷达和潜在的结合模式的LRRK2抑制剂及其在成年小鼠心室-室下区分离的神经前体细胞中的初步神经源性作用。这些结果为LRRK2抑制剂作为神经再生剂的使用开辟了新的治疗前景。此外，这里制备的吲哚啉酮衍生物是LRRK2激酶活性的抑制剂，
• Synthesis of new pyrrolo[3,4-b]indol-3-ones as latent substrates for pyrrolo[3,4-b]indoles
  作者：Mark G. Saulnier、Steven M. Schreiber、Kerri L. Cavanaugh、Robert B. Perni、H. Howard Joyner、and Gordon W. Gribble

  DOI：10.24820/ark.5550190.p011.365

  日期：——

  editorial office Abstract We report the synthesis of new examples of the 1,4-dihydropyrrolo[3,4-b]indol-3(2H)-one ring system via Fischer indolization between the appropriate phenylhydrazines and pyrrolidine-2,3-diones. Lithiation at the C1 position with lithium diisopropylamide following by quenching with iodomethane affords 1-methyl-1,4dihydropyrrolo[3,4-b]indol-3(2H)-ones in excellent yield.

  收到 mm-dd-yyyy 接受 mm-dd-yyyy 在线发布 mm-dd-yyyy 编辑部插入的日期 摘要 我们报告了 1,4-二氢吡咯并 [3,4-b] 吲哚的新实例的合成-3(2H)-一个环系统通过适当的苯肼和吡咯烷-2,3-二酮之间的Fischer吲哚化。在 C1 位置用二异丙基氨基锂锂化，然后用碘甲烷淬灭，以优异的产率得到 1-甲基-1,4-二氢吡咯并[3,4-b]吲哚-3(2H)-酮。
• An Improved Synthesis of β-Carboline and Azepino-and Azocino[3,4-b]Indole Derivatives from Lactams
  作者：G. P. Tokmakov

  DOI：10.1007/s10593-014-1463-x

  日期：2014.5

  treatment with aryl hydrazines afforded the 2,3,4,9-tetrahydro-1Н-β-carbolin-1-ones, 3,4,5,10-tetrahydroazepino[3,4-b]indol-1(2Н)-ones, and 2,3,4,5,6,11-hexahydro-1Н-azocino[3,4-b]indol-1-ones. The synthesis was performed as a one-pot process without isolating the intermediate α-formyl lactams.

  丁内酰胺，N-甲基丁内酰胺，N-甲基戊内酰胺和N-甲基己内酰胺的Vilsmeier甲酰化反应，然后用芳基肼处理，得到2,3,4,9-四氢-1Н-β-carbolin-1-one，3,4， 5,10-四氢氮杂环庚烷[3,4-b]吲哚-1（2Н）-ones和2,3,4,5,6,11-hexahydro-1Н-azocino[3,4-b] indol-1-那些。合成是通过一锅法进行的，无需分离中间体α-甲酰基内酰胺。

表征谱图