(8-碘-1-萘)甲醇 | 85864-84-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 中文名称: (8-碘-1-萘)甲醇
• 英文名称: (8-iodo-1-naphthyl)methanol
• 英文别名: (8-iodonaphthalen-1-yl)methanol；8-iodo-1-naphthalenemethanol
• CAS: 85864-84-2
• 化学式: C₁₁H₉IO
• mdl: MFCD00099244
• 分子量: 284.096
• InChiKey: LEZXJGCBDJGUPN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

安全信息

• 危险类别码：
  R36/37/38
• 海关编码：
  2906299090
• 安全说明：
  S26,S36/37/39

SDS

Name:	(8-Iodo-1-naphthyl)methanol 97% Material Safety Data Sheet
Synonym:
CAS:	85864-84-2

Section 1 - Chemical Product MSDS Name:(8-Iodo-1-naphthyl)methanol 97% Material Safety Data Sheet
Synonym:

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
85864-84-2	(8-Iodo-1-naphthyl)methanol	97%	unlisted

Hazard Symbols: None Listed.
Risk Phrases: None Listed.

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Not available.
Potential Health Effects
Eye:
May cause eye irritation.
Skin:
May cause skin irritation. May be harmful if absorbed through the skin.
Ingestion:
May cause irritation of the digestive tract. May be harmful if swallowed.
Inhalation:
May cause respiratory tract irritation. May be harmful if inhaled.
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.
Notes to Physician:
Treat symptomatically and supportively.

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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# 85864-84-2: 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: off-white - cream
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 83 - 84 deg C
Autoignition Temperature: Not available.
Flash Point: Not available.
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature:
Solubility in water:
Specific Gravity/Density:
Molecular Formula: C11H9I0
Molecular Weight: 284

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Not available.
Conditions to Avoid:
Incompatible materials, light.
Incompatibilities with Other Materials:
Oxidizing agents.
Hazardous Decomposition Products:
Carbon monoxide, carbon dioxide, hydrogen iodide, iodine.
Hazardous Polymerization: Has not been reported

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 85864-84-2 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
(8-Iodo-1-naphthyl)methanol - 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
No information available.
IMO
No information available.
RID/ADR
No information available.

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Section 15 - REGULATORY INFORMATION

European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: Not available.
Risk Phrases:
Safety Phrases:
S 24/25 Avoid contact with skin and eyes.
WGK (Water Danger/Protection)
CAS# 85864-84-2: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 85864-84-2 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 85864-84-2 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：

  (8-碘-1-萘)甲醇 在 palladium diacetate cesium pivalate 、 双二苯基膦甲烷 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 以73%的产率得到1-萘甲醛
  参考文献：
  名称：

  Benzylic C–H activation and C–O bond formation via aryl to benzylic 1,4-palladium migrations

  摘要：

  A procedure for benzylic C-H activation has been developed using a palladium 1,4-aryl to benzylic migration as a key step. Carboxylates and phenoxides readily trap the resulting benzylic palladium intermediates obtained from palladium 'through space' migration. Aryl bromides and iodides have been successfully employed in this reaction, furnishing moderate to good yields. The mechanism of this reaction has been studied by deuterium-labeling experiments, which suggest that the migration of palladium from an aryl to a benzylic position occurs reversibly. The reaction conditions developed for the migration process also oxidize the neighboring benzylic alcohols to the corresponding aldehydes and ketones. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.01.144
• 作为产物：
  描述：

  重氮甲烷 在 二异丁基氢化铝 作用下， 以 乙醚 、 正己烷 为溶剂， 反应 0.5h， 以95%的产率得到(8-碘-1-萘)甲醇
  参考文献：
  名称：

  8-取代的 1-萘亚甲基和 2-取代的亚苄基的化学。1H-环丁[de]萘的简单入门

  摘要：

  关于研究 d'unheteroatome dans la hotlyse et la photolyse d'aryldiazomethane substitues

  DOI：

  10.1021/ja00357a021

文献信息

• Platinum-Catalyzed Enantioselective Tandem Alkylation/Arylation of Primary Phosphines. Asymmetric Synthesis of P-Stereogenic 1-Phosphaacenaphthenes
  作者：Brian J. Anderson、Marites A. Guino-o、David S. Glueck、James A. Golen、Antonio G. DiPasquale、Louise M. Liable-Sands、Arnold L. Rheingold

  DOI：10.1021/ol801616s

  日期：2008.10.16

  Enantioselective tandem alkylation/arylation of primary phosphines with 1-bromo-8-chloromethylnaphthalene catalyzed by Pt(DuPhos) complexes gave P-stereogenic 1-phosphaacenaphthenes (AcePhos) in up to 74% ee. Diastereoselective formation of four P-C bonds in one pot with bis(primary) phosphines gave C2-symmetric diphosphines, including the o-phenylene derivative DuAcePhos, for which the rac isomer

  Pt（DuPhos）配合物催化的1-膦-8-氯甲基萘与初级膦的对映选择性串联烷基化/芳基化反应产生的P-立体异构1-膦ac啶酮（AcePhos）的电子收率高达74％。在一个锅中与双（伯）膦非对映选择性地形成四个PC键，得到C2对称的二膦，包括邻苯撑衍生物DuAcePhos，其外消旋异构体具有高对映选择性。这些反应似乎是通过不寻常的金属介导的亲核芳香取代途径进行的，产生了一类新的杂环化合物，在不对称催化中具有潜在的应用前景。
• Studies in Acyl C−H Activation via Aryl and Alkyl to Acyl “Through Space” Migration of Palladium
  作者：Tanay Kesharwani、Akhilesh K. Verma、Daniel Emrich、Jeffrey A. Ward、Richard C. Larock

  DOI：10.1021/ol900940k

  日期：2009.6.18

  Examples of the 1,4-migration of a palladium moiety in aryl- and alkylpalladium intermediates to the acyl position of an aldehyde or formamide have been observed. The resulting acylpalladium intermediate can undergo ester or carbamate formation by reaction with an alcohol; decarbonylation, followed by beta hydride elimination to an alkene; reaction with an organomercurial to form an ester; or alkene insertion. Deuterium-labeling studies have been used to confirm the palladium migration mechanism.
• BAILEY, R. J.;CARD, P. J.;SHECHTER, H., J. AMER. CHEM. SOC., 1983, 105, N 19, 6096-6103
  作者：BAILEY, R. J.、CARD, P. J.、SHECHTER, H.

  DOI：——

  日期：——
• Benzylic C–H activation and C–O bond formation via aryl to benzylic 1,4-palladium migrations
  作者：Tanay Kesharwani、Richard C. Larock

  DOI：10.1016/j.tet.2008.01.144

  日期：2008.6

  A procedure for benzylic C-H activation has been developed using a palladium 1,4-aryl to benzylic migration as a key step. Carboxylates and phenoxides readily trap the resulting benzylic palladium intermediates obtained from palladium 'through space' migration. Aryl bromides and iodides have been successfully employed in this reaction, furnishing moderate to good yields. The mechanism of this reaction has been studied by deuterium-labeling experiments, which suggest that the migration of palladium from an aryl to a benzylic position occurs reversibly. The reaction conditions developed for the migration process also oxidize the neighboring benzylic alcohols to the corresponding aldehydes and ketones. (C) 2008 Elsevier Ltd. All rights reserved.
• Chemistry of 8-substituted 1-naphthylmethylenes and 2-substituted benzylidenes. A simple entry to 1H-cyclobuta[de]naphthalenes
  作者：R. J. Bailey、P. Card、H. Shechter

  DOI：10.1021/ja00357a021

  日期：1983.9

  On etudie l'effet de proximite d'un heteroatome dans la pyrolyse et la photolyse d'aryldiazomethane substitues

  关于研究 d'unheteroatome dans la hotlyse et la photolyse d'aryldiazomethane substitues