4-特丁基苯肼盐酸盐 | 128231-55-0

• 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: 4-特丁基苯肼盐酸盐
• 中文别名: 1-(4-叔丁基苯)肼盐酸盐；4-叔丁基苯肼盐酸盐
• 英文名称: 4-tert-butylphenylhydrazine hydrochloride
• 英文别名: (4-tert-butylphenyl)hydrazine monohydrochloride；(4-tert-butylphenyl)hydrazine;hydrochloride
• CAS: 128231-55-0
• 化学式: C₁₀H₁₆N₂*ClH
• mdl: MFCD00013387
• 分子量: 200.711
• InChiKey: VTESCYNPUGSWKG-UHFFFAOYSA-N

物化性质

• 熔点：
  212-216 °C (dec.)(lit.)
• 稳定性/保质期：
  如果遵照规格使用和储存，则不会分解，未有已知危险反应。请避免与氧化物接触。

计算性质

• 辛醇/水分配系数(LogP)：
  2.91
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  39.7
• 氢给体数：
  2
• 氢受体数：
  2

安全信息

• 危险等级：
  6.1
• 危险品标志：
  Xn,Xi
• 安全说明：
  S22,S26,S36,S36/37/39
• 危险类别码：
  R20/21/22,R36/37/38
• WGK Germany：
  3
• 危险品运输编号：
  2811
• 海关编码：
  2928000090
• 包装等级：
  III
• 危险类别：
  6.1
• 危险性防范说明：
  P261,P280,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H332,H335
• 储存条件：
  请将贮藏器密封保存，并存放在阴凉、干燥处。确保工作环境有足够的通风或排气设施。

SDS

Name:	1-[4-(tert-Butyl)phenyl]hydrazine hydrochloride 97% Material Safety Data Sheet
Synonym:
CAS:	128231-55-0

Section 1 - Chemical Product MSDS Name:1-[4-(tert-Butyl)phenyl]hydrazine hydrochloride 97% Material Safety Data Sheet
Synonym:

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
128231-55-0	1-[4-(tert-Butyl)phenyl]hydrazine hydr	97%	unlisted

Hazard Symbols: XN
Risk Phrases: 20/21/22

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Harmful by inhalation, in contact with skin and if swallowed.
Potential Health Effects
Eye:
May cause eye irritation.
Skin:
May cause skin irritation. Harmful if absorbed through the skin.
Ingestion:
Harmful if swallowed. May cause irritation of the digestive tract.
Inhalation:
Harmful if inhaled. May cause respiratory tract irritation.
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 water spray, dry chemical, carbon dioxide, or chemical foam.

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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# 128231-55-0: 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: Solid
Color: slight pink
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 250 deg C
Autoignition Temperature: Not available.
Flash Point: Not available.
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature: Not available.
Solubility in water:
Specific Gravity/Density:
Molecular Formula: C10H17ClN2
Molecular Weight: 201

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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, bases, acid chlorides.
Hazardous Decomposition Products:
Hydrogen chloride, chlorine, nitrogen oxides, carbon monoxide, carbon dioxide.
Hazardous Polymerization: Has not been reported

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 128231-55-0 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
1-[4-(tert-Butyl)phenyl]hydrazine hydrochloride - 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
Shipping Name: TOXIC SOLID, ORGANIC, N.O.S.*
Hazard Class: 6.1
UN Number: 2811
Packing Group: III
IMO
Shipping Name: TOXIC SOLID, ORGANIC, N.O.S.
Hazard Class: 6.1
UN Number: 2811
Packing Group: III
RID/ADR
Shipping Name: TOXIC SOLID, ORGANIC, N.O.S.
Hazard Class: 6.1
UN Number: 2811
Packing group: III

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Section 15 - REGULATORY INFORMATION

European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: XN
Risk Phrases:
R 20/21/22 Harmful by inhalation, in contact with
skin and if swallowed.
Safety Phrases:
S 36/37 Wear suitable protective clothing and
gloves.
WGK (Water Danger/Protection)
CAS# 128231-55-0: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 128231-55-0 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 128231-55-0 is not listed on the TSCA inventory.
It is for research and development use only.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  4-特丁基苯肼盐酸盐 在 吡啶 、 copper (II) carbonate hydroxide 、 双(二氧化硫)-1,4-二氮杂双环[2.2.2]辛烷加合物 、 N-氟代双苯磺酰胺 作用下， 以 乙腈 为溶剂， 反应 2.0h， 以59%的产率得到4-(tert-butyl)benzenesulfonyl fluoride
  参考文献：
  名称：

  铜催化盐酸芳基肼、DABSO和NFSI三组分反应合成芳磺酰氟

  摘要：

  本文报道了使用 1,4-二氮杂双环 [2.2.2] 辛烷双（二氧化硫） (DABSO) 作为磺酰基源和N-氟苯磺酰亚胺 (NFSI) 作为基于二氧化硫自由基插入和氟化策略的氟源。值得注意的是，芳基肼盐酸盐被用作芳基自由基的安全前体。

  DOI：

  10.1039/d1ob01697k
• 作为产物：
  描述：

  4-叔丁基苯胺 在 盐酸 、 tin(ll) chloride 、 sodium nitrite 作用下， 生成 4-特丁基苯肼盐酸盐
  参考文献：
  名称：

  N-甲基-5-叔丁基色胺：一种新型的高效5-HT1D受体激动剂。

  摘要：

  已经观察到报道的5-HT1D受体激动剂在吲哚的5-取代基上具有至少一个杂原子（N，O或S）。这导致了这样的假设：能够参与氢键的5-取代基对于传达高亲和力至关重要。本文介绍了一系列新的5-烷基色胺类似物的合成和生物学评估，这些类似物在5-取代基中没有杂原子。与该假设相反，5-烷基色胺都对人5-HT1D受体表现出高结合亲和力。在吲哚的5-位的亲脂性烷基的大小对5-HT1D结合亲和力具有显着影响。鉴定了在5-位具有叔丁基的化合物，例如9d，10和11。这些类似物显示出高结合亲和力（Ki <

  DOI：

  10.1021/jm9805945

文献信息

• <i>tert-</i> Butyl Iodide Mediated Reductive Fischer Indolization of Conjugated Hydrazones
  作者：Yuta Ito、Masafumi Ueda、Norihiko Takeda、Okiko Miyata

  DOI：10.1002/chem.201504010

  日期：2016.2.18

  available N‐aryl conjugated hydrazones with tert‐butyl iodide has been developed. In this reaction, tert‐butyl iodide is used as anhydrous HI source, and the generated HI acts as a Brønsted acid and a reducing agent. This operationally simple method allows access to various indole derivatives. Furthermore, the procedure can be applied to the synthesis of biologically active compounds.

  已经开发出一种新型的，易于获得的N-芳基共轭与叔丁基碘化物的还原费歇尔吲哚化反应。在该反应中，叔丁基碘化物用作无水HI源，生成的HI用作布朗斯台德酸和还原剂。这种操作简单的方法允许使用各种吲哚衍生物。此外，该方法可以应用于生物活性化合物的合成。
• One-pot approach to construct benzo[4,5]thieno[3,2-b]indoles, pyrido[3′,2’:4,5]thieno[3,2-b]indoles and pyrazino[2′,3’:4,5]thieno[3,2-b]indoles based on the Fischer indole synthesis
  作者：Roman A. Irgashev、Alexander S. Steparuk、Gennady L. Rusinov

  DOI：10.1016/j.tet.2020.131723

  日期：2020.12

  During this study, series of benzo[4,5]thieno[3,2-b]indoles, pyrido[3′,2’:4,5]thieno[3,2-b]indoles and pyrazino[2′,3’:4,5]thieno[3,2-b]indoles were efficiently synthesized from benzo- and pyrido- or pyrazino-fused 3-aminothiophene-2-carboxylates, respectively, using one-pot two-step strategy based on the Fischer indolization reaction. The essence of this synthetic approach is acid-promoted reaction

  在这项研究中，苯并[4,5]噻吩并[3,2- b ]吲哚，吡啶并[3'，2'：4,5]噻吩并[3,2- b ]吲哚和吡嗪并[2'，3 '：4,5]噻吩并[3,2- b ]吲哚分别使用基于Fischer的一锅两步策略，分别由苯并吡啶基或吡嗪并稠合的3-氨基噻吩-2-羧酸酯有效合成吲哚化反应。这种合成方法的本质是由相应的环稠合的3-氨基噻吩-2-羧酸酯与芳基肼在原位生成的3-氨基噻吩中间体与酸进行反应，从而生成噻吩-3（2 H）-ones的芳hydr ，然后将它们吲哚化，得到噻吩并[3,2 - b ]吲哚核分子。
• A Regioselective Approach to Trisubstituted Pyrazoles via Palladium-Catalyzed Oxidative Sonogashira-Carbonylation of Arylhydrazines
  作者：Yongliang Tu、Zhenming Zhang、Tao Wang、Jiamei Ke、Junfeng Zhao

  DOI：10.1021/acs.orglett.7b01447

  日期：2017.7.7

  A palladium-catalyzed oxidative carbonylation of arylhydrazines and alkynes with balloon pressure CO/O2 to afford trisubstituted pyrazoles in a one-pot manner has been developed. The formation of trisubstituted pyrazoles involves a sequential C–N bond cleavage, carbonylation, Sonogashira coupling, Michael addition, and intramolecular condensation cyclization tandem process. An unprecedented oxidative

  已经开发了用球罐压力CO / O 2进行钯催化的芳基肼和炔烃的氧化羰基化反应，以一锅法得到三取代的吡唑。三取代吡唑的形成涉及连续的C–N键断裂，羰基化，Sonogashira偶联，迈克尔加成和分子内缩合环化串联过程。芳基肼的空前的氧化Sonogashira-羰基化反应在如此简便的吡唑方法中起着关键作用。
• Palladium-catalyzed aerobic oxyarylthiolation of alkynone<i>O</i>-methyloximes with arylhydrazines and elemental sulfur
  作者：Jianxiao Li、Zidong Lin、Dan He、Zhicong Lin、Zhixiang Zheng、Chunhui Bi、Wanqing Wu、Huanfeng Jiang

  DOI：10.1039/d1ob00388g

  日期：——

  A novel and practical palladium-catalyzed aerobic oxyarylthiolation of alkynone O-methyloximes for the assembly of 4-sulfenylisoxazole derivatives using S8 and arylhydrazines as the S-aryl sources is accomplished. In the presence of 0.1 mol% of IPr–Pd–allyl–Cl as the catalyst and O2 (1 atm) as the sole oxidant, both alkynone O-methyloximes and arylhydrazines are suitable substrates, delivering diverse

  完成了使用 S 8和芳基肼作为S-芳基源组装 4-亚磺基异恶唑衍生物的新型实用钯催化的炔酮O-甲基肟的需氧氧芳基硫醇化反应。在 0.1 mol% IPr-Pd-allyl-Cl 作为催化剂和 O 2 (1 atm) 作为唯一氧化剂的情况下，炔酮O-甲基肟和芳基肼都是合适的底物，可在中等至良好的产量和良好的官能团耐受性。值得注意的是，苯基重氮盐和苯基亚磺酸钠也是合适的芳基化试剂，为获得结构多样的 4-亚磺基异恶唑提供了一种替代合成策略。
• Synthesis of Aryl Hydrazines via CuI/BMPO Catalyzed Cross-Coupling of Aryl Halides with Hydrazine Hydrate in Water
  作者：Siripuram Vijay Kumar、Dawei Ma

  DOI：10.1002/cjoc.201800326

  日期：2018.11

  The N,N’‐bis(2,6‐dimethylphenyl)oxalamide was discovered as a powerful ligand for Cu‐catalyzed cross‐coupling of aryl halides with hydrazine hydrate, leading to the formation of a variety of aryl hydrazines at 80 oC in water under the assistance of K3PO4 and 4 mol% cetyltrimethylammonium bromide from aryl bromides and aryl iodides. Good to excellent yields were observed in most cases.

  的N，N-双（2,6-二甲基苯基）草酰胺，发现作为一个强大的配体对Cu催化的与水合肼芳基卤化物的交叉耦合，从而导致的各种芳基肼的形成在80 ö用C在K 3 PO 4和4 mol％的十六烷基三甲基溴化铵的帮助下，从芳基溴化物和芳基碘化物中加入水。在大多数情况下，观察到良好至极好的产量。