1,5-二氯六甲基三硅氧烷 | 3582-71-6

• 物质功能分类: 化学试剂 - 有机试剂 - 硅氧烷
• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 中文名称: 1,5-二氯六甲基三硅氧烷
• 中文别名: 1,5-二氯六甲基三硅烷；1,5-二氯-1,1,3,3,5,5-六甲基三硅氧烷
• 英文名称: 1,5-dichlorohexamethyltrisiloxane
• 英文别名: 1,5-dichloro-1,1,3,3,5,5-hexamethyltrisiloxane；1,5-Dichlor-1,1,3,3,5,5-hexamethyltrisiloxan；α.ω-Dichlor-hexamethyltrisiloxan；1,5-Dichlorhexamethyltrisiloxan；bis[[chloro(dimethyl)silyl]oxy]-dimethylsilane
• CAS: 3582-71-6
• 化学式: C₆H₁₈Cl₂O₂Si₃
• mdl: MFCD00045147
• 分子量: 277.37
• InChiKey: GJIYNWRLGOMDEX-UHFFFAOYSA-N

物化性质

• 熔点：
  -53 °C
• 沸点：
  184 °C(lit.)
• 密度：
  1.018 g/mL at 25 °C(lit.)
• 闪点：
  170 °F
• 溶解度：
  可溶于氯仿、乙酸乙酯（少量）
• 稳定性/保质期：
  在常温常压下，该物质是稳定的。

计算性质

• 辛醇/水分配系数(LogP)：
  1.57
• 重原子数：
  13
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

ADMET

毒理性

• 副作用

Dermatotoxin - 皮肤烧伤。

Dermatotoxin - Skin burns.

来源:Haz-Map, Information on Hazardous Chemicals and Occupational Diseases

安全信息

• TSCA：
  Yes
• 危险等级：
  8
• 危险品标志：
  C
• 安全说明：
  S26,S28,S36/37/39,S45
• 危险类别码：
  R34
• WGK Germany：
  3
• 海关编码：
  2934999090
• 危险品运输编号：
  UN 2987 8/PG 2
• 储存条件：
  请将药品存放在避光、通风干燥的地方，并密封保存。

SDS

Name:	1 5-Dichlorohexamethyltrisiloxane 95% Material Safety Data Sheet
Synonym:
CAS:	3582-71-6

Section 1 - Chemical Product MSDS Name:1 5-Dichlorohexamethyltrisiloxane 95% Material Safety Data Sheet
Synonym:

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
3582-71-6	1,5-Dichlorohexamethyltrisiloxane	95%	222-707-5

Hazard Symbols: C
Risk Phrases: 34

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Causes burns.Moisture sensitive.
Potential Health Effects
Eye:
Causes eye burns.
Skin:
Causes skin burns. May cause dermatitis.
Ingestion:
Causes gastrointestinal tract burns. The toxicological properties of this substance have not been fully investigated.
Inhalation:
May cause irritation of the respiratory tract with burning pain in the nose and throat, coughing, wheezing, shortness of breath and pulmonary edema. Causes chemical burns to the respiratory tract. The toxicological properties of this substance have not been fully investigated. Inhalation may be fatal as a result of spasm, inflammation, edema of the larynx and bronchi, chemical pneumonitis and pulmonary edema.
Chronic:
Not available.

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Section 4 - FIRST AID MEASURES
Eyes: Immediately flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. Get medical aid immediately.
Skin:
Get medical aid immediately. Immediately flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes.
Ingestion:
Do not induce vomiting. If victim is conscious and alert, give 2-4 cupfuls of milk or water. Get medical aid immediately.
Inhalation:
Remove from exposure and move to fresh air immediately. If not breathing, give artificial respiration. If breathing is difficult, give oxygen. Get medical aid.
Notes to Physician:

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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. Will burn if involved in a fire. Combustible liquid.
Extinguishing Media:
Use foam, dry chemical, or carbon dioxide. DO NOT USE WATER!

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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.

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Section 7 - HANDLING and STORAGE
Handling:
Do not breathe dust, vapor, mist, or gas. Do not get in eyes, on skin, or on clothing. Use only in a chemical fume hood.
Storage:
Store in a cool, dry place. Store in a tightly closed container.
Corrosives area.

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Section 8 - EXPOSURE CONTROLS, PERSONAL PROTECTION
Engineering Controls:
Use adequate ventilation to keep airborne concentrations low.
Exposure Limits CAS# 3582-71-6: 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: Liquid
Color: straw-colored - amber
Odor: acrid odor
pH: Not available.
Vapor Pressure: 1 mm Hg @ 50 deg C
Viscosity: Not available.
Boiling Point: 184 deg C
Freezing/Melting Point: -53 deg C
Autoignition Temperature: Not available.
Flash Point: 76 deg C ( 168.80 deg F)
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature:
Solubility in water: Reacts.
Specific Gravity/Density: 1.018
Molecular Formula: ClSi(CH3)2OSi(CH3)2OSi(CH3)2Cl
Molecular Weight: 277.2873

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Stable.
Conditions to Avoid:
Incompatible materials, contact with water, exposure to moist air or water.
Incompatibilities with Other Materials:
Strong oxidizing agents, strong bases, alcohols, amines.
Hazardous Decomposition Products:
Hydrogen chloride, carbon monoxide, carbon dioxide, oxides of silicon.
Hazardous Polymerization: Will not occur.

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 3582-71-6 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
1,5-Dichlorohexamethyltrisiloxane - 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: C
Risk Phrases:
R 34 Causes burns.
Safety Phrases:
S 25 Avoid contact with eyes.
S 36/37/39 Wear suitable protective clothing, gloves
and eye/face protection.
S 45 In case of accident or if you feel unwell, seek
medical advice immediately (show the label where
possible).
WGK (Water Danger/Protection)
CAS# 3582-71-6: No information available.
Canada
CAS# 3582-71-6 is listed on Canada's NDSL List.
CAS# 3582-71-6 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 3582-71-6 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：

  1,5-二氯六甲基三硅氧烷 在 四氯化碳 、 过氧化氢苯甲酰 作用下， 以 四氯化碳 为溶剂， 反应 6.0h， 以9%的产率得到2-(氯甲基)-2,4,4,6,6,8,8-七甲基-环四硅氧烷
  参考文献：
  名称：

  通过快速真空热解2,7-二甲基-2,3：7,8-二乙氧基-5-silaspiro [4.4]壬烷和环硅氧烷合成螺环硅氧烷

  摘要：

  2,7-二甲基-2,3：7,8-二乙氧基-5-silaspiro [4.4]-壬烷与环四或环戊硅氧烷（D 4或D 5）的快速真空热解（FVP ）导致产生明显的产物D 4或D 5的[OSiO]或等效的synthon intiSIO单键的环状插入导致的结果：2,4,6,8,10-pentasila-1,3,5,7,9 ，11-六氧六环[5.5]十一烷（D 2 QD 2）和2,4,6,8,10,12-六硅-1,3,5,7,9,11,13-七氧六环[5.7]十三烷（D 3 QD 2） 分别。已经用取代的环四硅氧烷如七甲基环四硅氧烷，乙烯基庚甲基环四硅氧烷，苯基庚甲基环四硅氧烷和氯甲基庚甲基环四硅氧烷研究了该反应的范围。在所有情况下，均获得了取代的螺环硅氧烷产物（D 2 QDD x）。已经证明29 Si NMR对于这些螺环硅氧烷的结构分配特别有用。

  DOI：

  10.1016/s0022-328x(00)99534-2
• 作为产物：
  描述：

  1,1,3,3,5,5-六甲基三硅氧烷 在 三氯异氰尿酸 作用下， 以 四氢呋喃 为溶剂， 反应 0.25h， 以80%的产率得到1,5-二氯六甲基三硅氧烷
  参考文献：
  名称：

  Building blocks for oligomeric siloxanes –selective chlorination of hydrido-siloxanes

  摘要：

  A new method was developed to achieve highly selective monochlorination of alpha,omega-dihydridosiloxanes, ((H)Me2SiO-(SiMe2O)(n)-SiMe2(H), n = 0-2; (H)R2Si-O-SiR2(H); R= Me, 'Pr, Ph; 3,5-dihydridooctamethyl tetrasiloxane, Me3SiO-(Si(H)MeO)(2) -SiMe3) with trichloroisocyanuric acid (TCCA). The dependence of the selectivity of the monochlorination on the siloxane chain length is also discussed. (C) 2018 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2018.08.022
• 作为试剂：
  描述：

  双(三甲基硫化硅) 、 1,3-二氯-1,1,3,3,-四甲基二硅氧烷 在 吡啶 、 1,5-二氯六甲基三硅氧烷 作用下， 以92%的产率得到三甲基氯硅烷
  参考文献：
  名称：

  Mizhiritskii, M. D.; Reikhsfel'd, V. O., Journal of general chemistry of the USSR, 1985, vol. 55, # 7, p. 1367 - 1372

  摘要：

  DOI：

文献信息

• Mg-promoted reductive coupling of aromatic carbonyl compounds with trimethylsilyl chloride and bis(chlorodimethylsilyl) compounds
  作者：Tetsuro Uchida、Yoshio Kita、Hirofumi Maekawa、Ikuzo Nishiguchi

  DOI：10.1016/j.tet.2006.01.026

  日期：2006.3

  Mg-promoted reductive coupling of aromatic carbonyl compounds (1) with chlorosilanes, such as trimethylsilyl chloride (TMSCl:2), 1,2-bis(chlorodimethylsilyl)ethane (3) and 1,5-dichlorohexamethyltrisiloxane (4), in N,N-dimethylformamide (DMF) at room temperature brought about selective and facile reductive formation of both of carbon–silicon and oxygen–silicon bonds to give the corresponding α-trimethylsilylalkyl

  毫克促进的芳香族羰基化合物（的还原偶联1）用氯硅烷，例如三甲基氯硅烷（的TMSCl：2），1,2-双（chlorodimethylsilyl）乙烷（3）和1,5- dichlorohexamethyltrisiloxane（4），在Ñ，室温下的N-二甲基甲酰胺（DMF）选择性且容易地还原形成碳-硅键和氧-硅键，从而生成相应的α-三甲基甲硅烷基烷基三甲基甲硅烷基醚（5）和环状硅氧烷（6），（7）分别以中等到良好的产量。可以通过从镁金属到芳族羰基化合物（1）的电子转移来引发本发明的容易的和选择性的偶联。
• POLYARYLACETYLENES CONTAINING SILOXANE, SILANE, AND CARBORANE MOIETIES
  申请人：Kolel-Veetil Manoj K.

  公开号：US20110306744A1

  公开（公告）日：2011-12-15

  Disclosed herein are the compounds shown below. Each R is an organic group, Cb is a carborane group, and —C 6 H 4 — is phenylene. The value of each m is a nonnegative integer, q is 0 or 1, with the proviso that if q is 0 then m is 0 or 1, p is a positive integer, r is a positive integer, and n is an integer greater than or equal to 10. Also disclosed are methods of making and crosslinking the compounds. —SiR 2 —([O] q —SiR 2 ) m -[C b -SiR 2 —([O] q —SiR 2 ) m ] p —C≡C—C 6 H 4 —C≡C}— —SiR 2 —(O—SiR 2 ) m —C≡C—C 6 H 4 —C≡C} n —; —SiR 2 —([O] q —SiR 2 ) m —[C≡C—C 6 H 4 —C≡C—SiR 2 —([O] q —SiR 2 ) m ] p -C b -[SiR 2 —([O] q —SiR 2 ) m -C b] r }-

  以下是所示化合物的翻译结果。每个R代表一个有机基团，Cb代表一个碳硼烷基团，—C6H4—代表苯基。每个m的值是非负整数，q为0或1，条件是如果q为0，则m为0或1，p为正整数，r为正整数，n为大于或等于10的整数。还公开了制备和交联这些化合物的方法。 —SiR2—([O]q—SiR2)m-[Cb-SiR2—([O]q—SiR2)m]p—C≡C—C6H4—C≡C}— —SiR2—(O—SiR2)m—C≡C—C6H4—C≡C}n—; —SiR2—([O]q—SiR2)m—[C≡C—C6H4—C≡C—SiR2—([O]q—SiR2)m]p-Cb-[SiR2—([O]q—SiR2)m-Cb]r}-
• [EN] PERSONAL CARE COMPOSITIONS CONTAINING CERTAIN CYCLIC SILOXANES<br/>[FR] COMPOSITIONS DE SOINS PERSONNELS CONTENANT CERTAINS SILOXANES CYCLIQUES
  申请人：DOW CORNING

  公开号：WO2011066359A1

  公开（公告）日：2011-06-03

  Personal care compositions containing certain cyclic siloxanes are disclosed. The cyclic siloxanes are prepared by reacting a chloro endblocked polydimethylsiloxane with a diol functional compound containing at least 2 carbon atoms.

  本发明涉及含有特定环状硅氧烷的个人护理组合物。所述环状硅氧烷是通过将氯端封闭的聚二甲基硅氧烷与至少含有2个碳原子的二元醇官能化合物反应制备而成。
• On the synthesis of siloxanes
  作者：K. Käppler、U. Scheim、K. Rühlmann、A. Porzel

  DOI：10.1016/0022-328x(92)80186-2

  日期：1992.12

  suitable method. Initially the steric (δ) and inductive (ϱ) reaction constants for the reactions were determined with triorganylchlorosilanes, then the chlorosiloxanes were investigated kinetically. The chlorosiloxanes reacted up to 10 times faster than expected from the substituent constants we previously determined, and so we conclude that the inductive effect of the siloxy groups can vary when the charge

  为了验证先前确定的甲硅烷氧基的取代基常数，已经对三有机基氯硅烷和一氯硅氧烷与硅烷醇锂和异丙基锂的反应进行了动力学研究。相对速率常数通过比浊法测定。这些值与通过1确定的值的比较1 H-NMR光谱表明，容易进行的比浊法是合适的方法。最初，用三有机基氯硅烷确定反应的空间（δ）和诱导（ϱ）反应常数，然后对氯硅氧烷进行动力学研究。氯硅氧烷的反应速度比我们先前确定的取代基常数预期的速度快10倍，因此我们得出结论，当反应中心的电荷发生变化时，甲硅烷氧基的诱导作用可能会发生变化。
• Selectivity in the reactions of alkyllithium reagents with α,ω-dichloropermethylsiloxanes
  作者：Samih Amine Kazoura、William P. Weber

  DOI：10.1016/0022-328x(83)89525-4

  日期：1983.2

  s. The silicon-chlorine bond of 1-alkyl-3-chlorotetramethyldisiloxanes reacts with alkyllithium reagents at higher temperatures (0°C). Both the silicon-chlorine bonds of 1,5-dichlorohexamethyltrisiloxane react competitively with alkyllithium reagents at − 78°C. No cleavage of siloxane bonds by alkyllithium reagents is observed under these conditions. Spectral properties of a number of 1-alkyl-3-hy

  已经研究了1，3-二氯四甲基二硅氧烷和1，5-二氯六甲基三硅氧烷与烷基锂试剂的反应。在低温（-78°C）下，只有1,3-二氯四甲基二硅氧烷的两个硅氯键中的一个容易与烷基锂试剂反应。这允许选择性地制备1-烷基-3-氯四甲基二硅氧烷或通过水解1-烷基-3-羟基四甲基二硅氧烷。1-烷基-3-氯四甲基二硅氧烷的硅氯键与烷基锂试剂在更高的温度（0°C）下反应。1,5-二氯六甲基三硅氧烷的两个硅氯键在-78°C下与烷基锂试剂竞争性反应。在这些条件下，未观察到烷基锂试剂对硅氧烷键的裂解。

表征谱图