9-芴酮-4-甲酰氯 | 7071-83-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 中文名称: 9-芴酮-4-甲酰氯
• 中文别名: 9-氧代-4-芴甲酰氯
• 英文名称: 9-fluorenone-4-carbonyl chloride
• 英文别名: 9-oxo-9H-fluorene-4-carbonyl chloride；9-fluorenone-4-carboxylic acid chloride；9-oxofluorene-4-carbonyl chloride
• CAS: 7071-83-2
• 化学式: C₁₄H₇ClO₂
• mdl: MFCD00009931
• 分子量: 242.661
• InChiKey: XKCGWCQMEUASJF-UHFFFAOYSA-N

物化性质

• 熔点：
  139-141 °C (lit.)
• 沸点：
  420.1±24.0 °C(Predicted)
• 密度：
  1.417±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  34.1
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 危险等级：
  8
• 危险类别码：
  R34,R40
• 危险品运输编号：
  UN 3261 8/PG 2
• 海关编码：
  2918300090
• 包装等级：
  III
• 安全说明：
  S26,S36/37/39,S45
• WGK Germany：
  1

SDS

---

SECTION 1: Identification of the substance/mixture and of the company/undertaking
Product identifiers
Product name : 9-Fluorenone-4-carbonyl chloride
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. : 7071-83-2
Relevant identified uses of the substance or mixture and uses advised against
Identified uses : Laboratory chemicals, Manufacture of substances

---

SECTION 2: Hazards identification
Classification of the substance or mixture
Classification according to Regulation (EC) No 1272/2008
Skin corrosion (Category 1B), H314
Carcinogenicity (Category 2), H351
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
C Corrosive R34
Xn Harmful R40
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)
H314 Causes severe skin burns and eye damage.
H351 Suspected of causing cancer.
Precautionary statement(s)
P280 Wear protective gloves/ protective clothing/ eye protection/ face
protection.
P305 + P351 + P338 IF IN EYES: Rinse cautiously with water for several minutes. Remove
contact lenses, if present and easy to do. Continue rinsing.
P310 Immediately call a POISON CENTER or doctor/ physician.
Supplemental Hazard none
Statements
Other hazards - none

---

SECTION 3: Composition/information on ingredients
Synonyms : 9-Oxo-4-fluorenecarbonyl chloride
Formula : C14H7ClO2
Molecular Weight : 242,66 g/mol
Hazardous ingredients according to Regulation (EC) No 1272/2008
Component Classification Concentration
9-Fluorenone-4-carbonyl chloride
CAS-No. 7071-83-2 Skin Corr. 1B; H314 <= 100 %
Methylene chloride
CAS-No. 75-09-2 Carc. 2; H351 1 - 10 %
EC-No. 200-838-9
Index-No. 602-004-00-3
Hazardous ingredients according to Directive 1999/45/EC
Component Classification Concentration
9-Fluorenone-4-carbonyl chloride
CAS-No. 7071-83-2 C, R34 <= 100 %
Methylene chloride
CAS-No. 75-09-2 Xn, Carc.Cat.3, R40 1 - 10 %
EC-No. 200-838-9
Index-No. 602-004-00-3
For the full text of the H-Statements and R-Phrases mentioned in this Section, see Section 16

---

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
Take off contaminated clothing and shoes immediately. 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
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
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

---

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, Hydrogen chloride gas
Advice for firefighters
Wear self contained breathing apparatus for fire fighting if necessary.
Further information
no data available

---

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
Prevent further leakage or spillage if safe to do so. 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.

---

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.
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.
Recommended storage temperature: 2 - 8 °C
Moisture sensitive.
Specific end use(s)
A part from the uses mentioned in section 1.2 no other specific uses are stipulated

---

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
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).
Control of environmental exposure
Prevent further leakage or spillage if safe to do so. Do not let product enter drains.

---

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: 139 - 141 °C - lit.
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: 3,07
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

---

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
Exposure to moisture.
Incompatible materials
Strong oxidizing agents, Strong bases
Hazardous decomposition products
Other decomposition products - no data available
In the event of fire: see section 5

---

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
no data available
Germ cell mutagenicity
no data available
Carcinogenicity
IARC: 2B - Group 2B: Possibly carcinogenic to humans (Methylene chloride)
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
burning sensation, Cough, wheezing, laryngitis, Shortness of breath, spasm, inflammation and edema of
the larynx, spasm, inflammation and edema of the bronchi, pneumonitis, pulmonary edema, Material is
extremely destructive to tissue of the mucous membranes and upper respiratory tract, eyes, and skin.

---

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

---

SECTION 13: Disposal considerations
Waste treatment methods
Product
Offer surplus and non-recyclable solutions to a licensed disposal company. 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.

---

SECTION 14: Transport information
UN number
ADR/RID: 3261 IMDG: 3261 IATA: 3261
UN proper shipping name
ADR/RID: CORROSIVE SOLID, ACIDIC, ORGANIC, N.O.S. (9-Fluorenone-4-carbonyl chloride)
IMDG: CORROSIVE SOLID, ACIDIC, ORGANIC, N.O.S. (9-Fluorenone-4-carbonyl chloride)
IATA: Corrosive solid, acidic, organic, n.o.s. (9-Fluorenone-4-carbonyl chloride)
Transport hazard class(es)
ADR/RID: 8 IMDG: 8 IATA: 8
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

---

---

SECTION 15 - REGULATORY INFORMATION
N/A

---

SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  9-芴酮-4-甲酰氯 在 吡啶 、 溶剂黄146 、 三乙胺 作用下， 以 二氯甲烷 、 苯 为溶剂， 反应 26.0h， 生成 9-fluorenylidenemalononitrile-4-carboxylic acid N-octadecylamide
  参考文献：
  名称：

  具有多种可寻址特性的芴衍生物：合成，表征和反应性

  摘要：

  从目标化合物N十八烷基9氧代9 H芴4羧酰胺（3）合成了一系列新的芴衍生物，从而通过与各种试剂反应生成了功能化的五元和六元杂环衍生物。允许合成的化合物与环氧丙烷反应以提供独特的表面活性。通过光谱和分析工具阐明并确认了新合成化合物的化学结构。合成的化合物具有良好的表面活性，并且这些芴基表面活性剂的生物降解在7天后大于96％。

  DOI：

  10.1007/s11743-017-1958-4
• 作为产物：
  描述：

  联苯酸酐 在 三氯化铝 、 氯化亚砜 、 甲苯 作用下， 生成 9-芴酮-4-甲酰氯
  参考文献：
  名称：

  Pick, Monatshefte fur Chemie, 1904, vol. 25, p. 980

  摘要：

  DOI：

文献信息

• Metathesis-active ligands enable a catalytic functional group metathesis between aroyl chlorides and aryl iodides
  作者：Yong Ho Lee、Bill Morandi

  DOI：10.1038/s41557-018-0078-8

  日期：2018.10

  for the most part, relied on relatively strong driving forces which often require highly reactive reagents to generate irreversibly a desired product in high yield and selectivity. These approaches generally prevent the use of the same catalytic strategy to perform the reverse reaction. Here we describe a catalytic functional group metathesis approach to interconvert, under CO-free conditions, two

  当前用于官能团互变的方法大部分依赖于相对强的驱动力，该驱动力通常需要高反应性的试剂以高收率和选择性不可逆地产生所需产物。这些方法通常阻止使用相同的催化策略进行逆反应。在这里，我们描述了一种催化官能团复分解方法，可在无CO条件下相互转化两类重要的亲电试剂，通常用于制备药物和农用化学品：芳酰氯（ArCOCl）和芳基碘化物（ArI）。我们的反应设计依赖于关键的可逆配体C–P键裂解事件的实施，这可以实现非清白的，复分解活性膦配体介导两个不同亲电试剂之间快速的芳基转移。除了为ArCOCl和ArI的相互转化提供一种实用且更安全的方法外，这种类型的配体非无毒性为开发使用合成相关的芳基亲电试剂的各种官能团复分解反应提供了一个蓝图。
• Palladium-catalysed carboformylation of alkynes using acid chlorides as a dual carbon monoxide and carbon source
  作者：Yong Ho Lee、Elliott H. Denton、Bill Morandi

  DOI：10.1038/s41557-020-00621-x

  日期：2021.2

  Hydroformylation, a reaction that installs both a C–H bond and an aldehyde group across an unsaturated substrate, is one of the most important catalytic reactions in both industry and academia. Given the synthetic importance of creating new C–C bonds, the development of carboformylation reactions, wherein a new C–C bond is formed instead of a C–H bond, would bear enormous synthetic potential to rapidly

  加氢甲酰化是一种在不饱和底物上同时安装 C-H 键和醛基的反应，是工业界和学术界最重要的催化反应之一。鉴于创造新的 C-C 键的合成重要性，发展碳甲酰化反应，其中形成新的 C-C 键而不是 C-H 键，将具有巨大的合成潜力，可以在有价值的合成中迅速增加分子的复杂性醛类。然而，利用外源 CO 源的四组分反应固有的苛刻复杂性使得直接碳甲酰化反应的发展成为一项艰巨的挑战。在这里，我们描述了一种钯催化策略，该策略使用现成的芳酰氯作为碳亲电试剂和 CO 源，与空间拥挤的氢硅烷串联，进行炔烃的立体选择性碳甲酰化。将该协议扩展到四种化学发散性羰基化，进一步突出了该策略在羰基化化学中提供的创造性机会。
• Scavenger assisted combinatorial process for preparing libraries of amides, carbamates and sulfonamides
  申请人：ELI LILLY AND COMPANY

  公开号：EP0825164A2

  公开（公告）日：1998-02-25

  This invention relates to a novel solution phase process for the preparation of amide, carbamate, and sulfonamide combinatorial libraries. These libraries have utility for drug discovery and are used to form wellplate components of novel assay kits.

  这项发明涉及一种用于制备酰胺、碳酸酯和磺酰胺组合库的新型溶液相过程。这些库在药物发现中具有实用价值，并用于形成新型检测套件的微孔板组件。
• Cytokine production inhibitors
  申请人：Terragen Discovery Inc.

  公开号：US06197811B1

  公开（公告）日：2001-03-06

  A compound selected from the group consisting of a 5,6-dihydro-&agr;-pyrone of formula (I): wherein bond a is oriented either or ; X is O or NH; R1 is selected from the group consisting of: a group R3(O)C— wherein R3 is selected from the group consisting of: (i) a group of formula R4—CH═CH— wherein R4 is C1-C20 alkyl, C2-C20 alkenyl, an aryl group, or a 5- or 6-membered unsaturated heterocyclic ring containing one or two O, N or S atoms, (ii) C2-C20 alkyl; and (iii) an aryl group or a substituent which is a fused ring system of formula (1) or (2):  wherein each of R′ and R″, which are the same or different and may occupy any position on ring a or ring b of said fused ring system, is H or C1-C6 alkyl; a group ArCH2— wherein Ar is an aryl group; and a group R5O—CH2— wherein R5 is C1-C6 alkyl optionally interrupted by one or two O atoms; and R2 is CH3 or, when R1 is a group of formula (A) as defined below, R2 is R6OOC— or R6NOC— wherein R6 is C1-C6 alkyl; and the pharmaceutically and veterinarily acceptable salts and esters thereof; with the exception of compounds wherein bond a is oriented , X is O and R1 is a group of formula (A):  wherein R11 and R21 are H when R2 in formula (I) is CO2H or CH3, or one of R11 and R21 is H and the other is OH when R2 in formula (I) is CO2H.

  从以下组中选择的一种化合物，为式(I)的5,6-二氢-α-吡喃：其中键a朝向任一或；X为O或NH；R1从以下组中选择：一组R3(O)C—，其中R3从以下组中选择：(i)一个式R4—CH═CH—的基团，其中R4为C1-C20烷基，C2-C20烯基，芳基，或含有一个或两个O、N或S原子的5-或6-成员不饱和杂环环，(ii)C2-C20烷基；以及(iii)芳基或一个式(1)或(2)的融合环系统的取代基：其中R′和R″分别为H或C1-C6烷基，它们相同或不同且可以占据所述融合环系统的环a或环b上的任意位置；一组Ar —，其中Ar为芳基；和一组R5O—CH2—，其中R5为C1-C6烷基，可选地被一个或两个O原子中断；R2为CH3或者当R1为下述式(A)的基团时，R2为R6OOC—或R6NOC—，其中R6为C1-C6烷基；以及其药学和兽医学上可接受的盐和酯；除了键a朝向，X为O且R1为式(A)的基团的化合物。
• Bichromophoric Perylene Derivatives: Energy Transfer from Non-Fluorescent Chromophores
  作者：Heinz Langhals、Sigrid Saulich

  DOI：10.1002/1521-3765(20021216)8:24<5630::aid-chem5630>3.0.co;2-z

  日期：2002.12.16

  The energy of excitation at non-fluorescent chromophores such as fluorenone and anthraquinone has been trapped by a fast energy transfer to the highly fluorescent perylene bisimides. To this end, anthraquinone, fluorenone and anthracene derivatives have been linked to the perylene bisimides by non-conjugating spacers and fluorescence quantum yield of such assemblies have been determined as a function

  在非荧光发色团（例如芴酮和蒽醌）处的激发能量已通过快速转移到高荧光per双酰亚胺中而被捕获。为此，蒽醌，芴酮和蒽衍生物已通过非共轭间隔基与per联双酰亚胺连接，并且已确定了此类组件的荧光量子产率与激发波长的关系。在这种组件中的能量转移受两个生色团的取向的强烈影响。这对于荧光开关的构造是令人感兴趣的。

表征谱图