叔丁基过氧化-3,5,5-三甲基己酸酯 | 13122-18-4

• 物质功能分类: 有机原料 - 羧酸类化合物及衍生物
• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 中文名称: 叔丁基过氧化-3,5,5-三甲基己酸酯
• 中文别名: 過異壬酸三級丁酯；3,5,5-三甲基己酸过氧化叔丁酯；过氧化异壬酸叔丁酯；过氧化3,5,5-三甲基己酸叔丁酯；过氧-3,5,5-三甲基己酸叔丁酯
• 英文名称: tert-butyl peroxy-3,5,5-trimethylhexanoate
• 英文别名: tert-butylperoxy-3,3,5-trimethylhexanoate；t-butyl peroxy-3,5,5-trimethylhexanoate；Trigonox 4S；tert-butyl perisononanoate；Tert-butyl 3,5,5-trimethylhexaneperoxoate
• CAS: 13122-18-4
• 化学式: C₁₃H₂₆O₃
• 分子量: 230.348
• InChiKey: VSJBBIJIXZVVLQ-UHFFFAOYSA-N

物化性质

• 熔点：
  -30 °C
• 沸点：
  312.34°C (rough estimate)
• 密度：
  0.897
• LogP：
  4.4 at 25℃
• 物理描述：
  This peroxide is sensitive to heat. Storage of this material must be done so with stringent temperature control measures.
• 稳定性/保质期：
  遵照规定使用和储存，则不会分解。

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  16
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.92
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 危险品标志：
  O,Xi
• 安全说明：
  S14A,S26,S3/7,S36/37/39
• 危险类别码：
  R7,R38
• WGK Germany：
  3
• RTECS号：
  EU1180000
• 危险类别：
  5.2
• 危险品运输编号：
  UN 2104
• 储存条件：
  存放在4℃阴凉干燥处

SDS

Name:	tert-Butyl peroxy-3 5 5-trimethylhexanoate Material Safety Data Sheet
Synonym:	None Known
CAS:	13122-18-4

Section 1 - Chemical Product MSDS Name:tert-Butyl peroxy-3 5 5-trimethylhexanoate Material Safety Data Sheet
Synonym:None Known

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
13122-18-4	tert-Butyl peroxy-3,5,5-trimethylhexan	97%	236-050-7

Hazard Symbols: XI O
Risk Phrases: 38 7

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Irritating to skin. May cause fire.The toxicological properties of this material have not been fully investigated.
Potential Health Effects
Eye:
May cause eye irritation.
Skin:
Causes skin irritation. May be harmful if absorbed through the skin.
Ingestion:
May cause irritation of the digestive tract. The toxicological properties of this substance have not been fully investigated.
Inhalation:
May cause respiratory tract irritation. The toxicological properties of this substance have not been fully investigated. May be harmful if inhaled.
Chronic:
No information found.

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Section 4 - FIRST AID MEASURES
Eyes: In case of contact, immediately flush eyes with plenty of water for at least 15 minutes. Get medical aid.
Skin:
In case of contact, flush skin with plenty of water. Remove contaminated clothing and shoes. Get medical aid if irritation develops and persists. Wash clothing before reuse.
Ingestion:
If swallowed, do not induce vomiting unless directed to do so by medical personnel. Never give anything by mouth to an unconscious person. Get medical aid.
Inhalation:
If inhaled, remove to fresh air. If not breathing, give artificial respiration. If breathing is difficult, give oxygen. Get medical aid.
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. Strong oxidizer. Contact with other material may cause fire. During a fire, irritating and highly toxic gases may be generated by thermal decomposition or combustion. Use water with caution and in flooding amounts. Vapors may be heavier than air.
They can spread along the ground and collect in low or confined areas. Some oxidizers may react explosively with hydrocarbons(fuel).
May accelerate burning if involved in a fire. Containers may explode when heated. Runoff from fire control or dilution water may cause pollution.
Extinguishing Media:
Use water spray, dry chemical, carbon dioxide, or chemical foam.
Contact professional fire-fighters immediately.

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Section 6 - ACCIDENTAL RELEASE MEASURES
General Information: Use proper personal protective equipment as indicated in Section 8.
Spills/Leaks:
Absorb spill with inert material (e.g. vermiculite, sand or earth), then place in suitable container. Clean up spills immediately, observing precautions in the Protective Equipment section. Sweep up or absorb material, then place into a suitable clean, dry, closed container for disposal. Remove all sources of ignition. Provide ventilation. Do not use combustible materials such as paper towels to clean up spill.

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Section 7 - HANDLING and STORAGE
Handling:
Wash thoroughly after handling. Use with adequate ventilation. Avoid breathing dust, vapor, mist, or gas. Avoid contact with eyes, skin, and clothing. Keep container tightly closed. Avoid contact with clothing and other combustible materials. Avoid ingestion and inhalation. Avoid mechanical shock and friction.
Storage:
Do not store near combustible materials. Store in a tightly closed container. Store in a dry area. Keep refrigerated. (Store below 4C/39F.) Keep away from reducing agents.

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Section 8 - EXPOSURE CONTROLS, PERSONAL PROTECTION
Engineering Controls:
Use explosion-proof ventilation equipment. Facilities storing or utilizing this material should be equipped with an eyewash facility and a safety shower. Use adequate ventilation to keep airborne concentrations low.
Exposure Limits CAS# 13122-18-4: Personal Protective Equipment Eyes: Wear appropriate protective eyeglasses or chemical safety goggles as described by OSHA's eye and face protection regulations in 29 CFR 1910.133 or European Standard EN166.
Skin:
Wear appropriate protective gloves to prevent skin exposure.
Clothing:
Wear a chemical apron. Wear appropriate protective clothing to prevent skin exposure. Wear appropriate 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: Clear liquid
Color: Not available.
Odor: characteristic odor
pH: Not available.
Vapor Pressure: Not available.
Viscosity: 5 mPa.s 20 deg C
Boiling Point: Not available.
Freezing/Melting Point: -30 deg C
Autoignition Temperature: > 380 deg C (> 716.00 deg F)
Flash Point: Not available.
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature:
Solubility in water: Partially soluble.
Specific Gravity/Density: 0.897
Molecular Formula: C13H26O3
Molecular Weight: 230.35

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
A dangerous self-accelerating decomposition reaction and, under certain circumstances, explosion or fire can be caused by direct contact with incompatible substances or by thermal decomposition at and above the SADT (see Section 16).
Conditions to Avoid:
Ignition sources, excess heat, combustible materials, reducing agents.
Incompatibilities with Other Materials:
Reducing agents, acids, bases, heavy metals, rust.
Hazardous Decomposition Products:
Carbon monoxide, carbon dioxide, acetone, methane.
Hazardous Polymerization: Has not been reported

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 13122-18-4 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
tert-Butyl peroxy-3,5,5-trimethylhexanoate - 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: ORGANIC PEROXIDE TYPE D, LIQUID (TERT-BUTYL PEROXY
-3,5,5-TRIMETHYLHEXANOATE)
Hazard Class: 5.2
UN Number: 3105
Packing Group: II
IMO
Shipping Name: ORGANIC PEROXIDE TYPE D, LIQUID (TERT-BUTYL PEROXY
-3,5,5-TRIMETHYLHEXANOATE)
Hazard Class: 5.2
UN Number: 3105
Packing Group: II
RID/ADR
Shipping Name: ORGANIC PEROXIDE TYPE D, LIQUID (TERT-BUTYL PEROXY
-3,5,5-TRIMETHYLHEXANOATE)
Hazard Class: 5.2
UN Number: 3105
Packing group: II

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Section 15 - REGULATORY INFORMATION

European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: XI O
Risk Phrases:
R 38 Irritating to skin.
R 7 May cause fire.
Safety Phrases:
S 3/7 Keep container tightly closed in a cool,
well-ventilated place.
S 14A Keep away from acids, reducing agents and
polymerisation catalysts.
S 26 In case of contact with eyes, rinse immediately
with plenty of water and seek medical advice.
S 36/37/39 Wear suitable protective clothing, gloves
and eye/face protection.
WGK (Water Danger/Protection)
CAS# 13122-18-4: 2
Canada
CAS# 13122-18-4 is listed on Canada's DSL List.
CAS# 13122-18-4 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 13122-18-4 is listed on the TSCA inventory.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  叔丁基过氧化-3,5,5-三甲基己酸酯 在 5,5-二甲基-1-吡咯啉-N-氧化物 作用下， 以 苯 为溶剂， 生成 叔-丁氧基自由基
  参考文献：
  名称：

  一些新型烷基过氧酯热解过程中存在的自由基的 ESR 自旋阱研究

  摘要：

  四种烷基过氧酯的热解在 300 到 353 K 之间的不同温度下进行，产生的自由基被 DMPO、DEPMPO、PBN-d14 和 TTBNB 捕获。还观察到通过酰氧基部分脱羧形成的一系列第二代碳中心自由基的加合物，包括 2,4,4-三甲基戊基和庚-3-基自由基的加合物。在叔丁基过氧化 3,3,5-三甲基己酸酯、叔戊基过氧化 2-乙基己酸酯和双官能过氧化物 2,5-二甲基-2,5-双(2 -乙基己酰基过氧）己烷，以及在这些叔烷氧基自由基的 β 断裂后形成的一系列第二代碳中心自由基，都被成功捕获。版权所有 © 2000 John Wiley & Sons, Ltd.

  DOI：

  10.1002/1097-458x(200010)38:10<845::aid-mrc746>3.0.co;2-v
• 作为产物：
  描述：

  叔丁基过氧化氢 、 3,5,5-三甲基己酰氯 在 potassium hydroxide 作用下， 以 水 为溶剂， 以98.2%的产率得到叔丁基过氧化-3,5,5-三甲基己酸酯
  参考文献：
  名称：

  Continuous Method for Producing Acyl Peroxides

  摘要：

  本发明涉及一种生产酰基过氧化物的连续方法。根据该方法，酰氯、羧酸酐或氯甲酸酯与有机过氧化物或过氧化氢在至少两个混合反应区中串联反应，酰化合物、过氧化合物和碱的水溶液被供给到第一个反应区。第一个反应区通过热交换器包含两相反应混合物的循环，其中反应混合物被冷却。该方法能够可靠地进行反应，并具有高的空间时间收率。

  公开号：

  US20100036152A1
• 作为试剂：
  描述：

  三甲氧基硅烷 、 3-氯丙烯 在 rhodium(III) chloride hydrate 、 二苯基甲烷 、 叔丁基过氧化-3,5,5-三甲基己酸酯 作用下， 以 甲醇 为溶剂， 以94.66%的产率得到3-氯丙基三甲氧基硅烷
  参考文献：
  名称：

  Hydrosilylation Synthesis of Haloalkylorganosilanes Using Peroxide Promoters

  摘要：

  这项发明涉及一种生产卤代有机硅烷产品的方法，包括将烯烃卤化物、烷氧基硅烷、含有铑的催化剂的催化有效量以及过氧化物的反应促进有效量反应在一起，可选地在存在电子亏缺的芳香化合物的情况下进行。

  公开号：

  US20140107366A1

文献信息

• Iron-Catalyzed Vinylic C−H Alkylation with Alkyl Peroxides
  作者：Liang Ge、Wujun Jian、Huan Zhou、Shaowei Chen、Changqing Ye、Fei Yu、Bo Qian、Yajun Li、Hongli Bao

  DOI：10.1002/asia.201800534

  日期：2018.9.4

  are readily accessible from carboxylic acids, are utilized as general primary, secondary, and tertiary alkylating reagents for iron‐catalyzed vinylic C−H alkylation of vinyl arenes, dienes, and 1,3‐enynes. This transformation affords olefinic products in up to 98 % yield with high E/Z values. A broad range of functionalities, including carboxyl, boronic acid, methoxy, ester, amino, and halides, are

  各种易于从羧酸中获得的烷基过酸酯和烷基二酰基过氧化物可用作通用的伯，仲和叔烷基化试剂，用于铁催化的乙烯基芳烃，二烯和1,3-的乙烯基CH烷基化恩尼斯。这种转变以高的E / Z值提供了高达98％的收率的烯烃产品。可以耐受多种功能，包括羧基，硼酸，甲氧基，酯，氨基和卤化物。该协议为某些难以获得的烯烃提供了一种简便的方法，因此为现有系统提供了一种替代方案。所选天然产物衍生物的后期功能化证明了该方法的综合效用。
• Method for producing acyl peroxides
  申请人：Appel Hans

  公开号：US20100022794A1

  公开（公告）日：2010-01-28

  The invention relates to a method for producing acyl peroxides. According to said method, an acyl compound is reacted with an organic hydroperoxide and a base, the pH of the two-phase mixture so obtained is adjusted to 6 to 13, the obtained organic phase is extracted with an aqueous solution of a base and the aqueous extract is recirculated to the reaction step. The method according to the invention allows the recirculation of unreacted hydroperoxide to the reaction step.

  该发明涉及一种制备酰基过氧化物的方法。根据该方法，酰基化合物与有机过氧化物和碱反应，所得的两相混合物的pH值调节为6至13，所得的有机相与碱的水溶液萃取，水萃取物循环回反应步骤。本发明的方法允许未反应的过氧化物回收利用到反应步骤中。
• Pressure and Temperature Dependence of the Decomposition Rate of Aliphatic tert-butyl Peroxyesters
  作者：Michael Buback、J. Sandmann

  DOI：10.1524/zpch.2000.214.5.583

  日期：2000.1.1

  The thermal decomposition in solution of

  在溶液中的热分解
• Process for the preparation of a tertiary perester
  申请人：Akzo Nobel NV

  公开号：US06268523B1

  公开（公告）日：2001-07-31

  The invention relates to a process for the preparation of a tertiary perester by contacting an acyl compound with a tertiary hydroperoxide in the presence of an enzyme catalyst. The acyl compound has the formula R1[C(O)OR2]n, wherein R1 is a linear or branched, saturated or unsaturated C1-C22 group, optionally containing one or more hetero atoms, R2 represents hydrogen or has the same meaning as described for R1, and n is 1-5, or a polyalcohol ester of R1C(O)OH, wherein R1 has the same meaning as described above. The tertiary hydroperoxide has the formula [HOOCR3R3]mR4, wherein R3 represents either a methyl or an ethyl group, R4 has the same meaning as described for R1, and m is 1-5.

  本发明涉及一种通过在酶催化剂的存在下，将酰基化合物与三级过氧化氢接触制备三级过酯的方法。所述酰基化合物具有以下结构式：R1[C(O)OR2]n，其中R1是一种线性或支链的饱和或不饱和的C1-C22基团，可选地含有一个或多个杂原子，R2表示氢原子或与R1描述的相同含义，n为1-5，或者是R1C(O)OH的多元醇酯，其中R1具有如上所述的相同含义。所述三级过氧化氢具有以下结构式：[HOOCR3R3]mR4，其中R3表示甲基或乙基基团，R4具有与R1描述的相同含义，m为1-5。
• Continuous method for producing acyl peroxides
  申请人：Appel Hans

  公开号：US08609883B2

  公开（公告）日：2013-12-17

  The invention relates to a continuous method for producing acyl peroxides. According to said method, an acyl chloride, carboxylic acid anhydride or chloroformate is reacted with an organic hydroperoxide or hydrogen peroxide in at least two mixed reaction zones that are connected in series, the acyl compound, the peroxy compound and an aqueous solution of a base being supplied to the first reaction zone. The first reaction zone comprises a cycle for the two-phase reaction mixture via a heat exchanger in which the reaction mixture is cooled. The method allows the reaction to be carried out reliably and with high space-time yields.

  本发明涉及一种连续生产酰基过氧化物的方法。根据该方法，酰氯、羧酸酐或氯甲酸酯与有机过氧化物或氢过氧化物在至少两个混合反应区中串联反应，将酰化合物、过氧化合物和碱的水溶液供应到第一个反应区。第一个反应区通过热交换器将两相反应混合物进行循环，在其中反应混合物被冷却。该方法允许可靠地进行反应，并具有高的空间时间产率。