dimethylmuconic acid | 1733-37-5

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: dimethylmuconic acid
• 英文别名: dimethyl muconate；dimethyl hexa-2,4-dienedioate；muconic acid dimethyl ester；Moconsaeure-dimethylester；1.3-Butadien-1.4-dicarbonsaeure-dimethylester；hexa-2,4-dienedioic acid dimethyl ester；Muconsaeure-dimethylester；Dimethylmukonsaeureester；Dimethyl-muconat；Hexa-2,4-diendisaeure-dimethylester
• CAS: 1733-37-5
• 化学式: C₈H₁₀O₄
• 分子量: 170.165
• InChiKey: PXYBXMZVYNWQAM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  12
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

SDS

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SECTION 1: Identification of the substance/mixture and of the company/undertaking
Product identifiers
Product name : DIMETHYL 2,4-HEXADIENE-1,6-DIOATE
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. : 1733-37-5
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
Skin irritation (Category 2), H315
Serious eye damage (Category 1), H318
Specific target organ toxicity - single exposure (Category 3), Respiratory system, 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
Xi Irritant 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)
H315 Causes skin irritation.
H318 Causes serious eye damage.
H335 May cause respiratory irritation.
Precautionary statement(s)
P261 Avoid breathing vapours.
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 : C8H10O4
Molecular Weight : 170,17 g/mol
CAS-No. : 1733-37-5
Hazardous ingredients according to Regulation (EC) No 1272/2008
Component Classification Concentration
DIMETHYL 2,4-HEXADIENE-1,6-DIOATE
CAS-No. 1733-37-5 Skin Irrit. 2; Eye Dam. 1; <= 100 %
STOT SE 3; H315, H318,
H335
Hazardous ingredients according to Directive 1999/45/EC
Component Classification Concentration
DIMETHYL 2,4-HEXADIENE-1,6-DIOATE
CAS-No. 1733-37-5 Xi, 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
no data available
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 breathing vapours, mist or gas. Ensure adequate ventilation.
Evacuate personnel to safe areas.
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
Soak up with inert absorbent material and dispose of as hazardous waste. 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 inhalation of vapour or mist.
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. Containers which are
opened must be carefully resealed and kept upright to prevent leakage.
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
Tightly fitting safety goggles. Faceshield (8-inch minimum). 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 respirator
with multi-purpose combination (US) or type ABEK (EN 14387) 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: liquid
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: 1,415
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
Hazardous decomposition products formed under fire conditions. - Carbon oxides
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
May cause respiratory irritation.
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.
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：

  dimethylmuconic acid 在 [ruthenium(II)(η⁶-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]₂ 、 氢气 作用下， 以 乙酸乙酯 为溶剂， 反应 18.0h， 以76%的产率得到己二酸二甲酯
  参考文献：
  名称：

  钌催化乙烯基衍生物氧化偶联及其在串联加氢中的应用

  摘要：

  报道了第一个钌催化氧化均偶联和交叉偶联的独家乙烯基衍生物，提供了高价值的 1,3-二烯结构单元。催化系统基于现成的试剂，主要提供E、E异构体。该方法还能够在原位钌催化氢化后以一锅法合成己二酸酯衍生物。

  DOI：

  10.1039/d1cy01282g
• 作为产物：
  描述：

  甲醇 、 粘康酸 在 indium(III) chloride 作用下， 反应 48.0h， 以83%的产率得到dimethylmuconic acid
  参考文献：
  名称：

  High Yielding Methyl Esterification Catalyzed by Indium(III) Chloride

  摘要：

  使用氯化铟(III)作为催化剂，羧酸在甲醇中有效地转化为甲酯。该方法适用于高产率的芳香族和脂肪族羧基部分以及氨基酸。

  DOI：

  10.1248/cpb.54.918

文献信息

• Additionsreaktionen der nitrosogruppe—IX
  作者：G. Kresze、J. Firl

  DOI：10.1016/0040-4020(68)88054-8

  日期：1968.1

  The orientation in the diene synthesis of 1- and 1,4-disubstituted dienes with nitroso compounds has been determined by several methods. These methods and the properties of the adducts are described in detail.

  已经通过几种方法确定了用亚硝基化合物在1-烯和1，4-二取代二烯的二烯合成中的取向。详细描述了这些方法和加合物的性质。
• Kinetics and mechanism of the reactions of ozone with guaiacol, veratrol, and veratrol derivatives
  作者：A. G. Khudoshin、A. N. Mitrofanova、V. V. Lunin

  DOI：10.1007/s11172-008-0043-6

  日期：2008.2

  The kinetics of the reactions of ozone with compounds modeling structural lignin fragments, viz., phenol, guaiacol, veratrol, veratric aldehyde, and veratric alcohol, was studied. The reaction rate constants were calculated using the mass transfer model for the chemical reaction based on the film theory. The rate constants of the reactions of ozone with compounds of the veratryl series were calculated by the Hammett equation. The major ozonation products of the studied compounds were determined by HPLC. The ozonation mechanism was proposed.

  研究了臭氧与木质素结构碎片模型化合物（即苯酚、愈创木酚、藜芦醇、藜芦醛和藜芦醇）的反应动力学。采用基于膜理论的化学反应传质模型计算了反应速率常数。臭氧与藜芦醇系列化合物反应的速率常数是通过 Hammett 方程计算得出的。通过高效液相色谱法确定了所研究化合物的主要臭氧生成物。提出了臭氧反应机理。
• 环己烷二甲醇的制备工艺和装置
  申请人：万华化学集团股份有限公司

  公开号：CN108083978B

  公开（公告）日：2021-01-29

  本发明公开了一种环己烷二甲醇的制备方法和装置，以生物基原料粘康酸为原料，经酯化反应、Diels–Alder反应、加氢反应制备环己烷二甲醇。该路线以完全来自生物基的原料粘康酸为原料，显著减少对石化资源的使用，氢气消耗低，反应收率高。
• Preparation of dimethyl adipate by the hydrogenation of dimethyl
  申请人：Atlantic Richfield Company

  公开号：US04189599A1

  公开（公告）日：1980-02-19

  A process for the preparation of dimethyl adipate by the hydrogenation of dimethyl hex-3-endioate, having the formula CH.sub.3 O.sub.2 CCH.sub.2 CH.dbd.CHCH.sub.2 CO.sub.2 CH.sub.3, derived from the oxidative carbonylation of 1,3-butadiene with a mixture of carbon monoxide and oxygen at a temperature of from 60.degree. C. to 200.degree. C. and pressures of from 15 psig to 5000 psig in the presence of a catalytic mixture of a platinum group metal compound and a copper or iron oxidant salt compound with at least a stoichiometric amount of a dehydrating agent, which comprises subjecting the dimethyl hex-3-endioate to a liquid phase hydrogenation at temperatures of from about ambient to about 150.degree. C. under hydrogen pressures of from about 10 psig to 1000 psig in the presence of an effective amount of a hydrogenation catalyst to produce dimethyl adipate, and recovering the dimethyl adipate.

  一种制备二甲基己-3-内酯酸酯的方法，该方法通过对由1,3-丁二烯在一定温度（60℃至200℃）和压力（15 psig至5000 psig）下在一氧化碳和氧气的混合物存在下，用铂族金属化合物和铜或铁氧化剂盐化合物的催化混合物氧化羰基化合物而得到的具有化学式CH.sub.3O.sub.2CCH.sub.2CH.dbd.CHCH.sub.2CO.sub.2CH.sub.3的内酯酸酯进行液相加氢反应，反应温度在室温至150℃之间，氢气压力在10 psig至1000 psig之间，在存在有效量的加氢催化剂的情况下，生成二甲基己二酸酯，并回收二甲基己二酸酯的过程。
• Total synthesis of diplofuranone A and diapolic acid A
  作者：Dattatraya H. Dethe、Vimlesh Kumar、Nagabhushana C. Beeralingappa

  DOI：10.1039/d4ob00433g

  日期：——

  The first and concise syntheses of the anticancer agent diplofuranone A and the fatty acid-derived metabolite diapolic acid A have been demonstrated using easily accessible and commercially available starting materials. The key feature of these syntheses is the efficient diversification of highly stereo- and chemoselectively constructed (E,E)-1,6-dioxo-2,4-dienes using ruthenium catalytic conditions

  抗癌剂二氯呋喃酮 A 和脂肪酸衍生的代谢物二苯甲酸 A 的首次简明合成已使用易于获得和市售的起始材料进行了证明。这些合成的关键特征是使用钌催化条件对高度立体和化学选择性构建的 ( E , E )-1,6-二氧代-2,4-二烯进行有效多样化，从而能够直接获得不同取代的生物活性分子。