2,2,6,6-四甲基哌啶氢溴酸盐 | 935-21-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 中文名称: 2,2,6,6-四甲基哌啶氢溴酸盐
• 中文别名: 2,2,6,6-四甲基哌啶氢溴酸
• 英文名称: 2,2,6,6-tetramethylpiperidine hydrobromide
• 英文别名: 2,2,6,6-Tetramethylpiperidin-Hydrobromid；2,2,6,6-tetramethylpiperidinium bromide；2,2,6,6-tetramethyl-piperidine; hydrobromide；2,2,6,6-Tetramethyl-piperidin; Hydrobromid；hydron;2,2,6,6-tetramethylpiperidine;bromide
• CAS: 935-21-7
• 化学式: BrH*C₉H₁₉N
• 分子量: 222.168
• InChiKey: LJDYNBCHVRXQSR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  11
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  12
• 氢给体数：
  2
• 氢受体数：
  1

安全信息

• 安全说明：
  S24/25
• 海关编码：
  2933399090

SDS

Name:	2 2 6 6-Tetramethylpiperdine Hydrobromide Material Safety Data Sheet
Synonym:	None
CAS:	935-21-7

Section 1 - Chemical Product MSDS Name:2 2 6 6-Tetramethylpiperdine Hydrobromide Material Safety Data Sheet
Synonym:None

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
935-21-7	2,2,6,6-Tetramethylpiperdine Hydrobrom	ca 100	unlisted

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

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
The toxicological properties of this material have not been fully investigated.
Potential Health Effects
Eye:
May cause eye irritation. The toxicological properties of this material have not been fully investigated.
Skin:
May cause skin irritation. The toxicological properties of this material have not been fully investigated.
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.
Chronic:
No information found.

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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. Wash clothing before reuse.
Ingestion:
Never give anything by mouth to an unconscious person. Get medical aid. Do NOT induce vomiting. If conscious and alert, rinse mouth and drink 2-4 cupfuls of milk or water.
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. During a fire, irritating and highly toxic gases may be generated by thermal decomposition or combustion.
Extinguishing Media:
Use agent most appropriate to extinguish fire. Use water spray, dry chemical, carbon dioxide, or appropriate foam.

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Section 6 - ACCIDENTAL RELEASE MEASURES
General Information: Use proper personal protective equipment as indicated in Section 8.
Spills/Leaks:
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. Provide ventilation.

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Section 7 - HANDLING and STORAGE
Handling:
Wash thoroughly after handling. Use with adequate ventilation. Avoid contact with eyes, skin, and clothing. Keep container tightly closed.
Avoid ingestion and inhalation.
Storage:
Store in a tightly closed container. Store in a cool, dry, well-ventilated area away from incompatible substances.

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Section 8 - EXPOSURE CONTROLS, PERSONAL PROTECTION
Engineering Controls:
Use adequate ventilation to keep airborne concentrations low.
Exposure Limits CAS# 935-21-7: 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 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: Not available.
Color: Not available.
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: Not available.
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: C9H20NBr
Molecular Weight: 222.0507

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Stability unknown.
Conditions to Avoid:
Incompatible materials.
Incompatibilities with Other Materials:
Oxidizing agents.
Hazardous Decomposition Products:
Irritating and toxic fumes and gases.
Hazardous Polymerization: Not available.

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 935-21-7: TN4220300 LD50/LC50:
Not available.
Not available.
Carcinogenicity:
2,2,6,6-Tetramethylpiperdine Hydrobromide - Not listed by ACGIH, IARC, or NTP.
Other:
See actual entry in RTECS for complete information.

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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
Not regulated as a hazardous material.
IMO
Not regulated as a hazardous material.
RID/ADR
Not regulated as a hazardous material.

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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 28A After contact with skin, wash immediately with
plenty of water.
S 37 Wear suitable gloves.
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# 935-21-7: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 935-21-7 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 935-21-7 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：

  2,2,6,6-四甲基哌啶氢溴酸盐 在 水 、 sodium nitrite 作用下， 生成 2,2',6,6'-四甲基-N-亚硝基哌啶
  参考文献：
  名称：

  Franchimont; Friedmann, Recueil des Travaux Chimiques des Pays-Bas, 1905, vol. 24, p. 417

  摘要：

  DOI：
• 作为产物：
  描述：

  2,2,6,6-四甲基哌啶 在 氢溴酸 作用下， 以 四氢呋喃 为溶剂， 反应 0.25h， 以94%的产率得到2,2,6,6-四甲基哌啶氢溴酸盐
  参考文献：
  名称：

  Synthese und Reaktionen chiraler, von (R)-(?)-bzw. (S)-(+)-2-Methoxymethylpyrrolidin abgeleiteter Dithiocarbamate

  摘要：

  The synthesis, diastereoselective alkylation reactions, dithiocarboxylation, and aldol condensation of several substituted methyl (R(1)-CH2) (S)-2-(methoxymethyl)-pyrrolidine-1 -dithiocarboxylates (S)-2 and of the corresponding (R)-derivatives (R)-2 are described. The new enantiomeric dithiocarbamates (S)-2a-e, and (R)-2a-d are obtained by reaction of(S)-(+)- [(S)-1] or (R)-(-)-2-(methoxymethyl)-pyrrolidine [(R)-1], respectively, with carbon disulfide in dry methanol/anhydrous sodium acetate and the appropriate alkylating agent. The cyclic ketene dithioacetals (S)-3 and (R)-3 are formed by dithiocarboxylation procedure of (S)-2a and (R)-2a whereas (S)-6 and (R)-6 are obtained by aldol reaction with isobutyraldehyde. (S)-2c,d and (R)-2c,d react in a diastereoselective manner after deprotonation with n-BuLi or LiTMP/LiBr at -78 degrees C in THF with alkyl halides to the enantiomeric compounds 4a/ent-4a, 4b/ent-4b and 5/ent-5, respectively.

  DOI：

  10.1002/prac.19963380130
• 作为试剂：
  描述：

  丙烯酰碘 、 3-Pentanone, 1-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-2-methyl-1-phenyl- 在 正丁基锂 、 1,10-菲罗啉 、 2,2,6,6-四甲基哌啶氢溴酸盐 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 0.5h， 以75%的产率得到
  参考文献：
  名称：

  催化立体选择性硼化反应合成 (+)-Discodermolide

  摘要：

  海洋天然产物 (+)-discodermolide 于 1990 年首次分离出来，至今仍是一个引人注目的合成目标。该化合物不仅具有令人着迷的生物活性，而且还为测试现有化学合成方法提供了机会，并为新反应的开发提供了灵感。 discodermolide 的新合成采用了先前未公开的立体选择性催化二烯硼氢化反应，并且还建立了手性烯醇化物烷基化的策略。此外，discodermolide 的这种合成提供了复杂分子合成中二烯不对称 1,4-二硼化和硼基化二烯-醛偶联的第一个例子。

  DOI：

  10.1002/anie.201405455

文献信息

• US3975357A
  申请人：——

  公开号：US3975357A

  公开（公告）日：1976-08-17
• Franchimont; Friedmann, Recueil des Travaux Chimiques des Pays-Bas, 1905, vol. 24, p. 417
  作者：Franchimont、Friedmann

  DOI：——

  日期：——
• Synthese und Reaktionen chiraler, von (R)-(?)-bzw. (S)-(+)-2-Methoxymethylpyrrolidin abgeleiteter Dithiocarbamate
  作者：Bernhard Hellrung、Wolfgang D�lling

  DOI：10.1002/prac.19963380130

  日期：——

  The synthesis, diastereoselective alkylation reactions, dithiocarboxylation, and aldol condensation of several substituted methyl (R(1)-CH2) (S)-2-(methoxymethyl)-pyrrolidine-1 -dithiocarboxylates (S)-2 and of the corresponding (R)-derivatives (R)-2 are described. The new enantiomeric dithiocarbamates (S)-2a-e, and (R)-2a-d are obtained by reaction of(S)-(+)- [(S)-1] or (R)-(-)-2-(methoxymethyl)-pyrrolidine [(R)-1], respectively, with carbon disulfide in dry methanol/anhydrous sodium acetate and the appropriate alkylating agent. The cyclic ketene dithioacetals (S)-3 and (R)-3 are formed by dithiocarboxylation procedure of (S)-2a and (R)-2a whereas (S)-6 and (R)-6 are obtained by aldol reaction with isobutyraldehyde. (S)-2c,d and (R)-2c,d react in a diastereoselective manner after deprotonation with n-BuLi or LiTMP/LiBr at -78 degrees C in THF with alkyl halides to the enantiomeric compounds 4a/ent-4a, 4b/ent-4b and 5/ent-5, respectively.