1-溴-N,N,2-三甲基丙烯胺 - CAS号 73630-93-0

物化性质

熔点：

150-152 °C
沸点：

181.1±23.0 °C(Predicted)
密度：

1.3437 (rough estimate)

计算性质

辛醇/水分配系数(LogP)：

2.7
重原子数：

8
可旋转键数：

1
环数：

0.0
sp3杂化的碳原子比例：

0.67
拓扑面积：

3.2
氢给体数：

0
氢受体数：

1

安全信息

海关编码：

2921199090

SDS

SDS：3d9404cb9d70b2a26d686f292535d08c

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Name:	1-Bromo-N N 2-Trimethylpropenylamine Material Safety Data Sheet
Synonym:	Tetramethyl-Alpha-Bromoenamine; TMBE; (1Bromo-2-Methylpropenyl)Dimethylamine
CAS:	73630-93-0

Section 1 - Chemical Product MSDS Name:1-Bromo-N N 2-Trimethylpropenylamine Material Safety Data Sheet
Synonym:Tetramethyl-Alpha-Bromoenamine; TMBE; (1Bromo-2-Methylpropenyl)Dimethylamine

Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
73630-93-0	1-Bromo-N,N,2-Trimethylpropenylamine	ca 100	unlisted

Hazard Symbols: C
Risk Phrases: 34

Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Causes burns.The toxicological properties of this material have not been fully investigated.Moisture sensitive.Lachrymator (substance which increases the flow of tears).Corrosive.
Potential Health Effects
Eye:
Causes eye burns. Lachrymator (substance which increases the flow of tears). May cause chemical conjunctivitis and corneal damage.
Skin:
Causes skin burns. May cause skin rash (in milder cases), and cold and clammy skin with cyanosis or pale color.
Ingestion:
May cause severe and permanent damage to the digestive tract. Causes gastrointestinal tract burns. May cause perforation of the digestive tract. The toxicological properties of this substance have not been fully investigated. May cause systemic effects.
Inhalation:
Causes chemical burns to the respiratory tract. The toxicological properties of this substance have not been fully investigated.
Aspiration may lead to pulmonary edema. May cause systemic effects.
Chronic:
Effects may be delayed.

Section 4 - FIRST AID MEASURES
Eyes: Get medical aid. Do NOT allow victim to rub eyes or keep eyes closed. Extensive irrigation with water is required (at least 30 minutes).
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. Destroy contaminated 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:
Get medical aid immediately. Remove from exposure and move to fresh air immediately. If not breathing, give artificial respiration. If breathing is difficult, give oxygen. Do NOT use mouth-to-mouth resuscitation. If breathing has ceased apply artificial respiration using oxygen and a suitable mechanical device such as a bag and a mask.
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. Use extinguishing media appropriate to the surrounding fire. Substance is noncombustible. Vapors may be heavier than air. They can spread along the ground and collect in low or confined areas.
Extinguishing Media:
Substance is noncombustible; use agent most appropriate to extinguish surrounding fire. Do NOT get water inside containers. 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. Do not get water inside containers.

Section 7 - HANDLING and STORAGE
Handling:
Wash thoroughly after handling. Use with adequate ventilation. Avoid contact with eyes, skin, and clothing. Do not breathe dust, vapor, mist, or gas. Do not get in eyes, on skin, or on clothing. Keep container tightly closed. Do not get on skin or in eyes. Avoid ingestion and inhalation. Do not ingest or inhale. Use with adequate ventilation. Do not allow contact with water. Use only in a chemical fume hood. Discard contaminated shoes. Keep from contact with moist air and steam.
Storage:
Do not store near combustible materials. Keep container closed when not in use. Keep under an argon blanket. Store in a cool, dry, well-ventilated area away from incompatible substances. Corrosives area. Keep refrigerated. (Store below 4C/39F.) Store protected from moisture.

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# 73630-93-0: 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 minimize contact with skin.
Respirators:
A respiratory protection program that meets OSHA's 29 CFR 1910.134 and ANSI Z88.2 requirements or European Standard EN 149 must be followed whenever workplace conditions warrant respirator use.

Section 9 - PHYSICAL AND CHEMICAL PROPERTIES

Physical State: Liquid
Color: colorless
Odor: amine-like
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: 42 - 45 deg C @ 15.00mm Hg
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: C6H12BrN
Molecular Weight: 178.07

Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Stable under normal temperatures and pressures.
Conditions to Avoid:
Incompatible materials, moisture, excess heat, combustible materials, exposure to moist air or water.
Incompatibilities with Other Materials:
Moisture, strong acids, strong bases, strong oxidizing agents.
Hazardous Decomposition Products:
Nitrogen oxides, carbon monoxide, irritating and toxic fumes and gases, carbon dioxide, hydrogen bromide.
Hazardous Polymerization: Has not been reported

Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 73630-93-0 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
1-Bromo-N,N,2-Trimethylpropenylamine - 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
Shipping Name: CORROSIVE LIQUID, N.O.S.*
Hazard Class: 8
UN Number: 1760
Packing Group: III
IMO
Shipping Name: CORROSIVE LIQUID, N.O.S.
Hazard Class: 8
UN Number: 1760
Packing Group: III
RID/ADR
Shipping Name: CORROSIVE LIQUID, N.O.S.
Hazard Class: 8
UN Number: 1760
Packing group: III

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 28A After contact with skin, wash immediately with
plenty of water.
S 36/37/39 Wear suitable protective clothing, gloves
and eye/face protection.
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# 73630-93-0: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 73630-93-0 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 73630-93-0 is not listed on the TSCA inventory.
It is for research and development use only.

SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

作为反应物：

描述：

2,3,4,6-O-四乙酰基-D-吡喃甘露糖、 1-溴-N,N,2-三甲基丙烯胺生成 2,3,4,6-四-O-乙酰基-1-溴-Alpha-D-甘露糖

参考文献：

名称：

Process for the preparation of protected mono-sugar and oligo-sugar

摘要：

受保护的单糖或寡糖，或含有环状羟基的受保护单糖和寡糖衍生物与次级α-卤胺发生反应，生成受保护的糖卤化物，其产率高，是在合成寡糖、糖脂或糖肽中引入糖基的宝贵中间体。

公开号：

US05218097A1
作为产物：

描述：

1-氯-N,N,2-三甲基丙烯胺在二溴甲烷作用下，生成 1-溴-N,N,2-三甲基丙烯胺

参考文献：

名称：

在非常温和的条件下合成酰基卤

摘要：

在室温或低于室温下用四甲基-α-卤代烯胺处理时，在中性条件下，羧酸可高产率地转化为酰基卤。

DOI：

10.1039/c39790001180
作为试剂：

描述：

methyl 2,3,4-tri-O-acetyl-D-glucopyranuronate 在 1-溴-N,N,2-三甲基丙烯胺作用下，以氯仿为溶剂，反应 6.0h，生成乙酰溴-Alpha-D-葡萄糖酮酸甲基酯

参考文献：

名称：

在中性条件下制备糖基卤化物

摘要：

在卤代胺的中性条件下，各种呋喃糖和吡喃糖半缩醛的异头羟基可以被氟，氯，溴或碘原子取代。

DOI：

10.1016/s0040-4039(00)99408-5

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文献信息

A mild method for the replacement of a hydroxyl group by halogen. 1. Scope and chemoselectivity

作者：François Munyemana、Isabelle George、Alain Devos、Alain Colens、Eduard Badarau、Anne-Marie Frisque-Hesbain、Aurore Loudet、Edmond Differding、Jean-Marie Damien、Jeanine Rémion、Jacqueline Van Uytbergen、Léon Ghosez

DOI：10.1016/j.tet.2015.11.060

日期：2016.1

transformation of a wide variety of alcohols or carboxylic acids into the corresponding halides. Yields are high and conditions are very mild thus allowing for the presence of sensitive functional groups. The reagents can be easily tuned allowing therefore the selective monohalogenation of polyhydroxylated molecules. The scope and chemoselectivity of the reactions have been studied and reaction mechanisms

由相应的异丁酰胺容易制备的α-氯胺，溴胺和碘烯胺已被发现是将多种醇或羧酸转化为相应卤化物的极佳试剂。产率高并且条件非常温和，因此允许存在敏感的官能团。试剂易于调节，因此可以选择性地对多羟基化分子进行单卤代反应。研究了反应的范围和化学选择性，并提出了反应机理。
A mild method for the replacement of a hydroxyl group by halogen: 3. the dichotomous behavior of α-haloenamines towards allylic and propargylic alcohols

作者：François Munyemana、Luc Patiny、Léon Ghosez

DOI：10.1016/j.tet.2021.132148

日期：2021.6

tetramethyl-α-halo-enamines is reported. Primary allylic and primary and secondary propargylic alcohols gave the corresponding halides in high yields. Secondary allylic and propargylic alcohols yielded the corresponding secondary halides but the reaction also produced some rearranged primary halides (I > Br > Cl). The reactions with tertiary allylic and tertiary propargylic alcohols gave several products and was

报告了烯丙醇和炔丙醇与四甲基-α-卤代烯胺脱氧卤化的研究。伯烯丙醇和伯和仲炔丙醇以高产率得到相应的卤化物。仲烯丙醇和炔丙醇产生相应的仲卤化物，但该反应也产生了一些重排的伯卤化物（I > Br > Cl）。与叔烯丙醇和叔炔丙醇的反应产生了几种产物，因此几乎没有合成价值。然而，向反应混合物中加入三乙胺或使用醇锂代替醇导致反应过程发生重大变化，导致在 C 2 上带有烯丙基或烯丙基的酰胺。. 这被证明是由中间体 α-烯丙氧基-或炔丙氧基-烯胺的 Claisen-Eschenmoser 重排引起的。
Introduction of bromine and chlorine substituents in medium ring ethers and lactones

作者：Justin G. Bendall、Andrew N. Payne、Thomas E. O. Screen、Andrew B. Holmes

DOI：10.1039/a701999h

日期：——

A convenient preparation of α-halo enamines using oxalyl halides is described together with applications of these reagents in the halogenation of β-hydroxy cyclic ethers and lactones.

介绍了一种使用草酰基卤化物便捷制备α-卤代烯胺的方法，并探讨了这些反应剂在β-羟基环醚和内酯的卤化反应中的应用。
A general and practical method of synthesis of 2-disubstituted-1-chloro- and 1-bromoenamines

作者：Léon Ghosez、Isabelle George-Koch、Luc Patiny、Marc Houtekie、Philippe Bovy、Prosper Nshimyumukiza、Thao Phan

DOI：10.1016/s0040-4020(98)00558-4

日期：1998.7

been prepared by the reaction of tertiary amides with phosgene. The toxicity of the latter led us to systematically investigate new synthetic routes towards α-chloro- and α-bromoenamines. The reactions of various halogenating agents (SOCl2, diphosgene, triphosgene, OPCl3, OPBr3) with tertiary amides followed by the addition of triethylamine have been studied. Thionyl chloride was found unsuitable for

二取代的α-氯亚胺是有用的合成中间体，其早先是通过叔酰胺与光气反应制备的。后者的毒性使我们系统地研究了合成α-氯代和α-溴代烯胺的新途径。研究了各种卤化剂（SOCl 2，双光气，三光气，OPCl 3，OPBr 3）与叔酰胺的反应，然后添加了三乙胺。发现亚硫酰氯不适合制备α-氯亚胺。在其他卤化剂中，OPCl 3和OPBr 3被发现是最实用的。该方法的一般性可通过合成15种α-氯烯胺和6种α-溴烯胺来说明。
Synthesis of acyl halides under very mild conditions

作者：Alain Devos、Jeanine Remion、Anne-Marie Frisque-Hesbain、Alain Colens、L�on Ghosez

DOI：10.1039/c39790001180

日期：——

On treatment with tetramethyl-α-halogenoenamines at room temperature or below, carboxylic acids are converted into acyl halides in high yields under neutral conditions.

在室温或低于室温下用四甲基-α-卤代烯胺处理时，在中性条件下，羧酸可高产率地转化为酰基卤。

1-溴-N,N,2-三甲基丙烯胺 | 73630-93-0

分子结构分类

物化性质

计算性质

安全信息

SDS

反应信息

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