1-苯甲基环己醇 | 1944-01-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 1-苯甲基环己醇
• 中文别名: 1-苄基环己醇
• 英文名称: 1-benzylcyclohexan-1-ol
• 英文别名: 1-benzylcyclohexanol
• CAS: 1944-01-0
• 化学式: C₁₃H₁₈O
• mdl: MFCD00155242
• 分子量: 190.285
• InChiKey: FELACZRZMOTSPB-UHFFFAOYSA-N

物化性质

• 熔点：
  57.5-58.5 °C
• 沸点：
  160 °C(Press: 20 Torr)
• 密度：
  1.056±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

安全信息

• 海关编码：
  2906299090

SDS

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SECTION 1: Identification of the substance/mixture and of the company/undertaking
Product identifiers
Product name : 1-BENZYLCYCLOHEXANOL
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. : 1944-01-0
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
Acute toxicity, Oral (Category 4), H302
Skin irritation (Category 2), H315
Serious eye damage (Category 1), H318
Specific target organ toxicity - single exposure (Category 3), H335
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
Xn Harmful R22, R37/38, R41
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)
H302 Harmful if swallowed.
H315 Causes skin irritation.
H318 Causes serious eye damage.
H335 May cause respiratory irritation.
Precautionary statement(s)
P261 Avoid breathing dust/ fume/ gas/ mist/ vapours/ spray.
P280 Wear protective gloves/ 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.
Supplemental Hazard none
Statements
Other hazards - none

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SECTION 3: Composition/information on ingredients
Substances
Formula : C13H18O
Molecular Weight : 190,29 g/mol
CAS-No. : 1944-01-0
Hazardous ingredients according to Regulation (EC) No 1272/2008
Component Classification Concentration
1-BENZYLCYCLOHEXANOL
CAS-No. 1944-01-0 Acute Tox. 4; Skin Irrit. 2; Eye <= 100 %
Dam. 1; STOT SE 3; H302,
H315, H318, H335
Hazardous ingredients according to Directive 1999/45/EC
Component Classification Concentration
1-BENZYLCYCLOHEXANOL
CAS-No. 1944-01-0 Xn, R22 - R37/38 - R41 <= 100 %
For the full text of the H-Statements and R-Phrases mentioned in this Section, see Section 16

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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
Rinse thoroughly with plenty of water for at least 15 minutes and consult a physician.
If swallowed
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

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

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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 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. Discharge into the
environment must be avoided.
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.

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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.
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.
Specific end use(s)
Apart from the uses mentioned in section 1.2 no other specific uses are stipulated

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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
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. Discharge into
the environment must be avoided.

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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 no data available
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: 2,78
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

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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
no data available
Incompatible materials
Strong oxidizing agents
Hazardous decomposition products
Other decomposition products - no data available
In the event of fire: see section 5

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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 sensitisation
no data available
Germ cell mutagenicity
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
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
To the best of our knowledge, the chemical, physical, and toxicological properties have not been
thoroughly investigated.

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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
PBT/vPvB assessment not available as chemical safety assessment not required/not conducted
Other adverse effects
Harmful to aquatic life.
no data available

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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.

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SECTION 14: Transport information
UN number
ADR/RID: - IMDG: - IATA: -
UN proper shipping name
ADR/RID: Not dangerous goods
IMDG: Not dangerous goods
IATA: Not dangerous goods
Transport hazard class(es)
ADR/RID: - IMDG: - IATA: -
Packaging group
ADR/RID: - IMDG: - IATA: -
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

反应信息

• 作为反应物：
  描述：

  1-苯甲基环己醇 在 甲醇 、 sodium hydroxide 、 硫酸 、 水 、 对甲苯磺酸 、 N-溴代乙酰胺 作用下， 以 二氯甲烷 、 溶剂黄146 为溶剂， 反应 12.25h， 生成 1-benzyl-trans-2-methoxy-r-1-cyclohexanol
  参考文献：
  名称：

  Stereochemical evidence for aryl participation in the ring opening of oxiranes. Ring-opening reactions of 1-benzyl-1,2-epoxycyclohexane under acidic conditions

  摘要：

  DOI：

  10.1021/jo00136a023
• 作为产物：
  描述：

  1-正丙基环己醇 在 碘苯二乙酸 、 碘 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 0.17h， 生成 1-苯甲基环己醇
  参考文献：
  名称：

  在（二乙酰氧基碘）苯和I 2存在下光解1-烷基环烷醇。中间1-烷基环烷氧基自由基的β断裂反应中的分子内选择性

  摘要：

  通过可见光辐照CH 2 Cl 2溶液（含母体1-烷基环烷醇，（二乙酰氧基）碘苯（DIB）和I 2）通过光化学方法生成的1-烷基环烷氧基自由基的CCβ断裂反应通过对反应产物的分析进行了研究。1-烷基环烷氧基自由基根据环的大小和烷基取代基的性质而经历开环和C-烷基键裂解之间的竞争。利用1-丙基环庚氧基，1-丙基环辛氧基和1-苯基环辛氧基，还观察到形成了源自环烷环的分子内1，5-氢原子抽象反应的产物。根据与开环相关的环应变的释放，由C-烷基裂解形成的烷基的稳定性以及与环庚氧基和环辛氧基基团的讨论，还就获得分子内氢原子的良好几何形状的可能性来讨论结果抽象。

  DOI：

  10.1021/jo049524y

文献信息

• Direct preparation of benzylic manganese reagents from benzyl halides, sulfonates, and phosphates and their reactions: applications in organic synthesis
  作者：YoungSung Suh、Jun-sik Lee、Seoung-Hoi Kim、Reuben D Rieke

  DOI：10.1016/s0022-328x(03)00500-x

  日期：2003.11

  The use of highly active manganese (Mn)*, prepared by the Rieke method, was investigated for the direct preparation of benzylic manganese reagents. The oxidative addition of the highly active manganese to benzylic halides was easily completed under mild conditions. Moreover, benzylic manganese sulfonates and phosphates were prepared by direct oxidative addition of Mn* to the carbon–oxygen bonds of

  研究了通过Rieke方法制备的高活性锰（Mn）*用于直接制备苄基锰试剂的方法。高活性锰在苄基卤化物中的氧化加成反应很容易在温和的条件下完成。此外，通过将Mn *直接氧化加成到苄基磺酸盐和磷酸盐的碳-氧键上来制备苄基锰磺酸盐和磷酸盐。发现所得的苄基锰试剂与多种亲电试剂发生交叉偶联反应。这些反应大多数在温和条件下在不存在任何过渡金属催化剂的情况下进行。此外，还研究了使用高活性锰制备不含过渡金属催化剂的功能化苄基卤化物的均偶联产物。N-烷氧基羰基吡啶鎓盐。
• Arene-catalysed lithiation of triflates and triflamides under barbier-type conditions: An indirect transformation of alcohols and amines into organolithium compounds
  作者：Emma Alonso、Diego J Ramón、Miguel Yus

  DOI：10.1016/0040-4020(96)00886-1

  日期：1996.11

  The reaction of alkyl triflates 1 or allyl or benzyl triflamides 3 with an excess of lithium powder and a catalytic amount of naphthalene (4 mol %) in the presence of different electrophiles [Me3SiCl, PriCHO, ButCHO, PhCHO, 4-MeOC6H4CHO, CH3(CH2)6CHO, Et2CO, (CH2)5CO, (c-C3H5)2CO, PhCOMe, 4-MeC6H4COPh, PhCH=NPh, n-C8H7CON(CH2)4] in THF at temperature ranging between −78 and 0°C leads, after hydrolysis

  烷基三氟甲磺酸酯的反应1或烯丙基或苄基triflamides 3在不同的亲电子[我的存在下用过量的锂粉末和萘的催化量的（4摩尔％）3的SiCl，镨我CHO，卜吨CHO，苯甲醛， 4-MeOC 6 H 4 CHO，CH 3（CH 2）6 CHO，Et 2 CO，（CH 2）5 CO，（c -C 3 H 5）2 CO，PhCOMe，4-MeC 6 H 4 COPh，PhCH = NPh，n -C在-78至0°C之间的温度下，在THF中的8 H 7 CON（CH 2）4 ]导致水解后生成相应的缩合产物2。当将α，β-不饱和羰基化合物用作亲电子化合物时，取决于所使用的亲电子试剂，发生1,2-（2-环己烯酮）或1,4-加成（肉桂醛或亚苄基丙酮）。
• Aldehydes as alkyl carbanion equivalents for additions to carbonyl compounds
  作者：Haining Wang、Xi-Jie Dai、Chao-Jun Li

  DOI：10.1038/nchem.2677

  日期：2017.4

  ruthenium catalyst and diphosphine ligand under mild conditions, delivering synthetically valuable secondary and tertiary alcohols in up to 98% yield. The unique chemoselectivity exhibited by carbonyl-derived carbanion equivalents is demonstrated by their tolerance to protic reaction media and good functional group compatibility. Enantioenriched tertiary alcohols can also be accessed with the aid of chiral

  有机金属试剂与羰基化合物的亲核加成反应用于碳-碳键的构建在现代化学中起着举足轻重的作用。但是，该反应对石油衍生的化学原料的依赖和化学计量的金属促使人们开发了许多碳负当量和催化金属替代品。在这里，我们表明，天然存在的羰基可以通过还原极性反转，用作潜在的烷基碳负离子当量，用于添加到羰基化合物中。这样的挑战钌催化剂和二膦配体在温和的条件下促进了反应活性，提供了合成有价值的仲醇和叔醇，收率高达98％。羰基衍生的碳负离子等同物表现出的独特的化学选择性是通过其对质子反应介质的耐受性和良好的官能团相容性来证明的。即使手性适度，也可以借助手性配体获得富含对映体的叔醇。预期这种羰基衍生的碳负当量在化学键形成中具有广泛的用途。
• The reaction of allyl iodide with ketones in the presence of cerium amalgam. An efficient method for the preparation of homoallylic alcohols
  作者：Tsuneo Imamoto、Yasuo Hatanaka、Yoshinori Tawarayama、Masataka Yokoyama

  DOI：10.1016/s0040-4039(01)92399-8

  日期：1981.1

  Allyl iodide reacts in situ with cerium amalgam to generate allyl cerium iodide, which in turn reacts with ketones to yield homoallylic alcohols in good yields.

  烯丙基碘化物与铈汞齐原位反应生成烯丙基碘化铈，后者又与酮反应生成高收率的均烯丙基醇。
• Organolithium reagents by reductive decyanation of nitriles with lithium and a catalytic amount of 4,4′-Di-tert-butyl-biphenyl in a Barbier-Type reaction
  作者：David Guijarro、Miguel Yus

  DOI：10.1016/s0040-4020(01)87024-1

  日期：1994.3

  The reaction of different nitriles 1 with an excess of lithium powder (1:14 molar ratio) and a catalytic amount of 4,4′-di-tert-butylbiphenyl (5 mol %) in the presence of a carbonyl compound (Barbier-type conditions) in THF at low temperature (−30 or −78°C) leads to the corresponding compounds 2 resulting from the coupling between the electrophile and the organolithium intermediate arising from a reductive

  在羰基化合物（Barbier型）存在下，不同的腈1与过量的锂粉（摩尔比为1:14）和催化量的4,4'-二叔丁基联苯（5 mol％）反应在低温下（-30或-78℃）在THF中生成相应的化合物2，这是由于起始腈1的还原性脱氰作用引起的亲电试剂与有机锂中间体之间的偶合所致。该新反应还可以应用于在0℃下使用三甲基氯硅烷作为亲电子试剂。