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90290-05-4

90290-05-4结构式

常用中文名：(R,R)-(-)-2,5-双(甲氧基甲基)吡咯烷
常用英文名：(R*,S*)-4-HYDROXY-ALPHA-[1-(METHYLAMINO)ETHYL]BENZYLALCOHOL
CAS号：90290-05-4
分子式：C₈H₁₇NO₂
分子量：159.22600
发布时间：2018-12-28 18:37:08
更新时间：2024-01-14 09:06:27
R,R-(–)-2,5-二 (甲氧基甲基) 吡咯烷是一个具有C₂-对称的化合物，在有机合成中被主要被用作手性辅助试剂。根据在氮原子上引入的官能团的性质，可以进行手性烷基化反应或者手性环化加成反应。

R,R-(–)-2,5-二 (甲氧基甲基) 吡咯烷分子中的氮原子可以方便地进行酰化反应，生成具有手性的酰胺衍生物。在强碱的作用下，羰基α-位生成碳负离子后可以发生烷基化反应。呋喃酰胺衍生物可以首先发生锂-氨还原^[1~3]，生成的中间体直接与卤代烃反应得到具有环状结构的手性烷基化产物 (式1)。

如果在R,R-(–)-2,5-二(甲氧基甲基)吡咯烷分子中的氮原子上引入烯烃或者二烯烃，则可以诱导手性环化加成反应，得到手性碳环 (式2)或者杂环化合物 (式3)。也可以发生更广泛的反应，例如二烯烃衍生物与硫代乙酸发生的共轭加成反应生成的产物具有高度的立体选择性 (式4)。

R,R-(–)-2,5-二(甲氧基甲基)吡咯烷的另一个用途是衍生新的手性配体化合物，与适当的化合物进行反应可以得到手性的N,N-手性配体或者N,P-手性配体 (式5)。

中文名	(R,R)-(-)-2,5-二(甲氧甲基)吡咯烷
英文名	(r,r)-(-)-2,5-bis(methoxymethyl)-pyrrolidine
英文别名	(2R,5R)-2,5-dimethoxymethylpyrrolidine MFCD00210015 (S,S)-2,5-bis(methoxymethyl)pyrrolidine (-)-2,3,4,5-Tetradeoxy-2,5-imino-1-O,6-O-dimethyl-L-threo-hexitol (R,R)-2,5-bis(methoxymethyl)pyrrolidine (2R,5R)-bis(methoxymethyl)pyrrolidine (R,R)-2,5-di-(methoxymethyl)pyrrolidine [2R,5R,(-)]-2,5-Bis(methoxymethyl)pyrrolidine

密度	0.922g/cm3
沸点	197.3ºC at 760mmHg
分子式	C₈H₁₇NO₂
分子量	159.22600
闪点	76.2ºC
精确质量	159.12600
PSA	30.49000
LogP	0.72860
折射率	1.447-1.449
储存条件	在避光阴凉处储存
稳定性	对空气和湿气相对比较稳定
分子结构	1、摩尔折射率：43.93 2、摩尔体积（cm³/mol）：172.6 3、等张比容(90.2K)：400.5 4、表面张力(dyne/cm)：28.9 5、极化率(10-24cm³)：17.41
计算化学	1、疏水参数计算参考值（XlogP）：0.1 2、氢键供体数量：1 3、氢键受体数量：2 4、可旋转化学键数量：4 5、互变异构体数量： 6、拓扑分子极性表面积（TPSA）：35.1 7、重原子数量：11 8、表面电荷：1 9、复杂度：96.3 10、同位素原子数量：0 11、确定原子立构中心数量：2 12、不确定原子立构中心数量：0 13、确定化学键立构中心数量：0 14、不确定化学键立构中心数量：0 15、共价键单元数量：1
更多	1. 性状：无色液体 2. 沸点（ºC,15 mmHg）：110~115 3. 溶解性：溶于大多数有机溶剂。

Name:	(R R)-(-)-2 5-Bis(Methoxymethyl)Pyrrolidine 96% Material Safety Data Sheet
Synonym:	None Known
CAS:	90290-05-4

Section 1 - Chemical Product MSDS Name:(R R)-(-)-2 5-Bis(Methoxymethyl)Pyrrolidine 96% Material Safety Data Sheet
Synonym:None Known

Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
90290-05-4	(R,R)-(-)-2,5-Bis(Methoxymethyl)Pyrrol	96%	unlisted

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

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.
Skin:
May cause skin irritation.
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.

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:

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. Vapors may be heavier than air. They can spread along the ground and collect in low or confined areas. Runoff from fire control or dilution water may cause pollution.
Extinguishing Media:
Use agent most appropriate to extinguish fire. Use water spray, dry chemical, carbon dioxide, or appropriate foam.

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. Avoid runoff into storm sewers and ditches which lead to waterways. Clean up spills immediately, observing precautions in the Protective Equipment section. Provide ventilation.

Section 7 - HANDLING and STORAGE
Handling:
Wash thoroughly after handling. Remove contaminated clothing and wash before reuse. Use with adequate ventilation. Avoid contact with eyes, skin, and clothing. Keep container tightly closed. Avoid ingestion and inhalation.
Storage:
Keep container closed when not in use. Store in a tightly closed container. Store in a cool, dry, well-ventilated area away from incompatible substances.

Section 8 - EXPOSURE CONTROLS, PERSONAL PROTECTION
Engineering Controls:
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# 90290-05-4: 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 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.

Section 9 - PHYSICAL AND CHEMICAL PROPERTIES

Physical State: Liquid
Color: clear, colorless
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 applicable.
Flash Point: Not applicable.
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature:
Solubility in water:
Specific Gravity/Density:
Molecular Formula: C8H17NO2
Molecular Weight: 159.23

Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Stable under normal temperatures and pressures.
Conditions to Avoid:
Incompatible materials, excess heat, strong oxidants.
Incompatibilities with Other Materials:
Oxidizing agents.
Hazardous Decomposition Products:
Nitrogen oxides, carbon monoxide, irritating and toxic fumes and gases, carbon dioxide, nitrogen.
Hazardous Polymerization: Has not been reported

Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 90290-05-4 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
(R,R)-(-)-2,5-Bis(Methoxymethyl)Pyrrolidine - Not listed by ACGIH, IARC, or NTP.

Section 12 - ECOLOGICAL INFORMATION

Section 13 - DISPOSAL CONSIDERATIONS
Dispose of in a manner consistent with federal, state, and local regulations.

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.

Section 15 - REGULATORY INFORMATION

European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: Not available.
Risk Phrases:
Safety Phrases:
S 24/25 Avoid contact with skin and eyes.
WGK (Water Danger/Protection)
CAS# 90290-05-4: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 90290-05-4 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 90290-05-4 is not listed on the TSCA inventory.
It is for research and development use only.

SECTION 16 - ADDITIONAL INFORMATION
N/A