二甲氨基三氟化硫 | 3880-03-3

• 物质功能分类: 医药中间体 - 原料药中间体
• 分子结构分类: 有机化合物 - 有机氮化合物
• 中文名称: 二甲氨基三氟化硫
• 中文别名: 二甲基三氟硫化氨；甲基DAST
• 英文名称: dimethylaminosulphur trifluoride
• 英文别名: (N,N-Dimethylamino)sulfur trifluoride；(N,N-diethylamino)sulphur trifluoride；N,N-dimethylaminosulfur trifluoride；(dimethylamino)sulfur trifluoride；(dimethylamino)sulfurtrifluoride；dimethylamino sulfurtrifluoride；Dimethylaminosulfur trifluoride；N-methyl-N-(trifluoro-λ4-sulfanyl)methanamine
• CAS: 3880-03-3
• 化学式: C₂H₆F₃NS
• mdl: MFCD00009900
• 分子量: 133.138
• InChiKey: SAVQQRYWWAGSQW-UHFFFAOYSA-N

物化性质

• 熔点：
  -78.7 °C (lit.)
• 沸点：
  117.5 °C (lit.)
• 密度：
  1.364 g/mL at 25 °C (lit.)
• 闪点：
  50 °F
• 稳定性/保质期：
  <p><b></b></p>

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  7
• 可旋转键数：
  0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  4.2
• 氢给体数：
  0
• 氢受体数：
  5

安全信息

• 危险等级：
  8
• 危险品标志：
  F,C
• 危险类别码：
  R35,R20/21/22,R11
• 危险品运输编号：
  UN 2920 8/PG 1
• 包装等级：
  II
• 安全说明：
  S26,S36/37/39,S45
• 危险标志：
  GHS02,GHS05,GHS07
• 危险性描述：
  H225,H302 + H312 + H332,H314
• 危险性防范说明：
  P210,P280,P305 + P351 + P338,P310
• 储存条件：
  室温

SDS

Name:	Dimethylaminosulfur Trifluoride Material Safety Data Sheet
Synonym:	Methyl DAS
CAS:	3880-03-3

Section 1 - Chemical Product MSDS Name:Dimethylaminosulfur Trifluoride Material Safety Data Sheet
Synonym:Methyl DAS

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
3880-03-3	Dimethylaminosulfur Trifluoride	ca 100	unlisted

Hazard Symbols: F C
Risk Phrases: 11 14 34

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Highly flammable. Reacts violently with water. Causes burns.Highly flammable.Water-reactive.Corrosive.
Potential Health Effects
Eye:
Causes eye burns.
Skin:
Causes skin burns.
Ingestion:
May cause severe and permanent damage to the digestive tract. Causes gastrointestinal tract burns.
Inhalation:
Causes chemical burns to the respiratory tract. Vapors may cause dizziness or suffocation.
Chronic:
No information found.

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Section 4 - FIRST AID MEASURES
Eyes: Get medical aid immediately. 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 immediately. Immediately 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. Never give anything by mouth to an unconscious person. Get medical aid immediately.
Inhalation:
Get medical aid immediately. Remove from exposure and move to fresh air immediately. 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:

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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. Vapors may form an explosive mixture with air.
Vapors can travel to a source of ignition and flash back. During a fire, irritating and highly toxic gases may be generated by thermal decomposition or combustion. Water Reactive. Material will react with water and may release a flammable and/or toxic gas. Use water spray to keep fire-exposed containers cool. Water may be ineffective.
Material is lighter than water and a fire may be spread by the use of water. Flammable liquid and vapor. Reacts violently with water.
Vapors may be heavier than air. They can spread along the ground and collect in low or confined areas. May ignite or explode on contact with steam or moist air. Will be easily ignited by heat, sparks or flame. Containers may explode if exposed to fire.
Extinguishing Media:
Use dry sand or earth to smother fire. If water is the only media available, use in flooding amounts. Use dry chemical to fight fire.
DO NOT USE WATER! Contact professional fire-fighters immediately.
Cool containers with flooding quantities of water until well after fire is out.

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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. Avoid runoff into storm sewers and ditches which lead to waterways. Clean up spills immediately, observing precautions in the Protective Equipment section. Scoop up with a nonsparking tool, then place into a suitable container for disposal. Remove all sources of ignition. Use a spark-proof tool.
Provide ventilation. Do not expose spill to water.

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Section 7 - HANDLING and STORAGE
Handling:
Do not allow water to get into the container because of violent reaction. Ground and bond containers when transferring material. Use spark-proof tools and explosion proof equipment. Do not breathe dust, vapor, mist, or gas. Do not get in eyes, on skin, or on clothing.
Empty containers retain product residue, (liquid and/or vapor), and can be dangerous. Keep away from heat, sparks and flame. Use with adequate ventilation. Do not allow contact with water. Discard contaminated shoes. Do not pressurize, cut, weld, braze, solder, drill, grind, or expose empty containers to heat, sparks or open flames. Keep from contact with moist air and steam.
Storage:
Keep away from heat and flame. Keep away from sources of ignition.
Store in a tightly closed container. Store in a dry area. Keep away from water. Flammables-area. Keep refrigerated. (Store below 4C/39F.)

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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# 3880-03-3: 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.

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Section 9 - PHYSICAL AND CHEMICAL PROPERTIES

Physical State: Liquid
Color: almost colorless
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: 117.5 deg C @ 760.00mm Hg
Freezing/Melting Point: -78.7 deg C
Autoignition Temperature: Not available.
Flash Point: 10 deg C ( 50.00 deg F)
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature:
Solubility in water: reacts
Specific Gravity/Density: 1.3640g/cm3
Molecular Formula: C2H6F3NS
Molecular Weight: 133.13

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Combines vigorously or explosively with water.
Conditions to Avoid:
Incompatible materials, ignition sources, excess heat, exposure to moist air or water.
Incompatibilities with Other Materials:
Strong acids, strong bases, strong oxidizing agents, strong reducing agents.
Hazardous Decomposition Products:
Carbon monoxide, oxides of nitrogen, oxides of sulfur, carbon dioxide, hydrogen fluoride gas.
Hazardous Polymerization: Has not been reported

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 3880-03-3 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
Dimethylaminosulfur Trifluoride - Not listed by ACGIH, IARC, or NTP.

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Section 12 - ECOLOGICAL INFORMATION
Other No information available.

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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: FLAMMABLE LIQUID, CORROSIVE, N.O.S.*
Hazard Class: 3 (8)
UN Number: 2924
Packing Group: II
IMO
Shipping Name: FLAMMABLE LIQUID, CORROSIVE, N.O.S.
Hazard Class: 3.2 (8)
UN Number: 2924
Packing Group: II
RID/ADR
Shipping Name: FLAMMABLE LIQUID, CORROSIVE, N.O.S.
Hazard Class: 3 (8)
UN Number: 2924
Packing group: II

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Section 15 - REGULATORY INFORMATION

European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: F C
Risk Phrases:
R 11 Highly flammable.
R 14 Reacts violently with water.
R 34 Causes burns.
Safety Phrases:
S 8 Keep container dry.
S 16 Keep away from sources of ignition - No
smoking.
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# 3880-03-3: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 3880-03-3 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 3880-03-3 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

制备方法与用途

用途

二甲氨基三氟化硫是一种有机硫化物，主要用于医药合成中间体。它也是一种重要的热稳定氟化剂，可以取代各种有机化合物中的氟羟基或羰基。

制备

文献中描述了多种制备二甲氨基三氟化硫的方法。例如，一种常见的方法是通过将二烷基氨基三甲基硅烷与四氟化硫在65至80℃的温度下反应来生产该物质。

反应信息

• 作为反应物：
  描述：

  二甲氨基三氟化硫 在 二氧化硫 作用下， 反应 1.0h， 生成 dimethylamino-sulfonic acid fluoride
  参考文献：
  名称：

  二甲基氨基三氟化硫的结构和氨基硫（IV）-氟化学的某些方面

  摘要：

  报道了通过电子衍射确定的Me 2 NSF 3的结构，并讨论了其与SO 2反应的机理。

  DOI：

  10.1016/s0022-1139(00)82781-5
• 作为产物：
  描述：

  N,N-二甲基三甲基硅胺 在 sulfur tetrafluoride 作用下， 以 乙醚 为溶剂， 生成 二甲氨基三氟化硫
  参考文献：
  名称：

  Application of Dialkylaminosulfur Trifluorides in the Synthesis of Fluoroorganic Compounds

  摘要：

  DOI：

  10.1055/s-1973-22302
• 作为试剂：
  描述：

  2-甲基-3-硝基苯甲醇 在 manganese(IV) oxide 、 aluminum (III) chloride 、 N-溴代丁二酰亚胺(NBS) 、 sodium azide 、 二甲氨基三氟化硫 、 5%-palladium/activated carbon 、 氢气 、 potassium carbonate 、 1,1'-偶氮(氰基环己烷) 作用下， 以 甲醇 、 氯仿 、 N,N-二甲基甲酰胺 、 氯苯 、 甲苯 为溶剂， 反应 46.5h， 生成 1-(2-(bromomethyl)-3-(difluoromethyl)phenyl)-4-methyl-1,4-dihydrotetrazol-5-one
  参考文献：
  名称：

  EP2940012

  摘要：

  公开号：

文献信息

• Propanoic acid derivatives that inhibit the binding of integrins to their receptors
  申请人：Texas Biotechnology Corporation

  公开号：US06723711B2

  公开（公告）日：2004-04-20

  A compound of the structure A method for the inhibition of the binding of &agr;4&bgr;1 integrin to its receptors, for example VCAM-1(vascular cell adhesion molecule-1) and fibronectin; pharmaceutically active compositions comprising these compounds; and the use of these compounds for the control or prevention of diseases states in which &agr;4&bgr;1 is involved are also disclosed.

  该结构的化合物是一种用于抑制α4β1整合素与其受体结合的方法，例如VCAM-1（血管细胞粘附分子-1）和纤维连接蛋白；包括这些化合物的药用活性组合物；以及利用这些化合物控制或预防涉及α4β1的疾病状态的用途也被披露。
• [EN] DISUBSTITUTED-AMINODIFLUOROSULFINIUM SALTS, PROCESS FOR PREPARING SAME AND METHOD OF USE AS DEOXOFLUORINATION REAGENTS<br/>[FR] SELS DE (AMINO DISUBSTITUÉ)DIFLUOROSULFINIUM, LEURS PROCÉDÉS DE PRÉPARATION ET D'UTILISATION EN TANT QUE RÉACTIFS DE DÉSOXOFLUORATION
  申请人：OMEGACHEM INC

  公开号：WO2010145037A1

  公开（公告）日：2010-12-23

  The invention relates to disubstituted-aminodifluorosulfinium salts represented by the formula (I). Processes for preparing same and methods of use as deoxofluorinating reagent is also provided.

  该发明涉及由式(I)所表示的二取代氨基二氟亚砜盐。还提供了制备该盐的方法以及作为脱氟试剂使用的方法。
• Successive C–C bond cleavage, fluorination, trifluoromethylthio- and pentafluorophenylthiolation under metal-free conditions to provide compounds with dual fluoro-functionalization
  作者：Ibrayim Saidalimu、Shugo Suzuki、Etsuko Tokunaga、Norio Shibata

  DOI：10.1039/c5sc04208a

  日期：——

  The selective C–C bond cleavage and simultaneous formation of two C–F bonds and one C–S bond with DAST, CF₃-DAST under metal-free/catalyst-free conditions is disclosed.

  用DAST和CF₃-DAST，在无金属/催化剂条件下，揭示了选择性的C-C键裂解和同时形成两个C-F键和一个C-S键。
• Aminosulfur trifluorides: relative thermal stability [1]
  作者：Patricia A. Messina、Kevin C. Mange、W.J. Middleton

  DOI：10.1016/s0022-1139(00)83974-3

  日期：1989.1

  and presents a hazard if not properly handled. This investigation has shown that the decomposition occurs in two steps. First, a non-energetic disproportionation occurs to give sulfur tetrafluoride and bis(diethylamino) sulfur difluoride (3b). The less stable difluoride thus formed then undergoes a vigorous exothermic decomposition (detonation). The relative stabilities of DAST and several of its analogs

  氟化试剂DAST（二乙基氨基三氟化硫，1b）在加热时可能会剧烈分解，如果处理不当，会造成危险。该研究表明分解过程分为两个步骤。首先，发生非能量歧化，得到四氟化硫和双（二乙氨基）二氟化硫（3b）。如此形成的不稳定的二氟化物随后经历剧烈的放热分解（爆炸）。DAST及其几个类似物的相对稳定性通过差示热分析确定。在所检测的氨基三氟化硫中，吗啉三氟化硫（1g，吗啉-DAST）是最稳定的，它代替了较不稳定的DAST使用 建议用于醇的氟化。
• Ferroelectric liquid crystal compositions containing halogenated cores
  申请人：University Research Corporation

  公开号：US05180520A1

  公开（公告）日：1993-01-19

  The subject application discloses chiral nonracemic compositions of the general formula: ##STR1## wherein R.sub.1 is an achiral tail of two to sixteen carbons; Ar is an achiral FLC core of at least two rings; * denotes a chiral or potentially chiral carbon; Q is H or a methyl group; X and Z are halides and Y is H or a halide; and R.sub.2 is one to ten carbon atoms. The --O--C*HQ--C*HX--C*HY-- segment comprises the chiral proximal segment of the chiral tail. Z can be an ortho halide alone, or ortho and meta halides on adjacent carbons on the aromatic ring of the core adjacent to the proximal segment. R.sub.2 is the distal segment of the chiral tail. The proximal segment is selected from the diastereomers and enantiomers: ______________________________________ 2S-halo 2R-halo 1S-methyl-2S-halo 1R-methyl-2R-halo 1S-methyl-2R-halo 1R-methyl-2S-halo 2S,3S-dihalo 2R,3R-dihalo 2R,3S-dihalo 2S,3R-dihalo 1R-methyl-2R,3R-dihalo 1S-methyl-2S,3S-dihalo 1R-methyl-2R,3S-dihalo 1S-methyl-2S,3R-dihalo 1R-methyl-2R,3S-dihalo 1S-methyl-2S,3R-dihalo 1R-methyl-2R,3S-dihalo 1S-methyl-2S,3R-dihalo ______________________________________

  该主题应用揭示了具有以下通式的手性非外消旋组合物： ##STR1## 其中R.sub.1是具有两到十六个碳的非手性尾巴; Ar是至少有两个环的非手性FLC核心; *表示手性或潜在手性的碳; Q是氢或甲基基团; X和Z是卤素，Y是氢或卤素; R.sub.2是一到十个碳原子。--O--C * HQ--C * HX--C * HY-- 段包括手性尾巴的手性近端段。Z可以仅是一个邻位卤素，或者是相邻碳上的邻位和间位卤素，位于邻近手性尾巴的芳香环上。R.sub.2是手性尾巴的远端段。近端段从下列对映体和对映异构体中选择： ______________________________________ 2S-卤 2R-卤 1S-甲基-2S-卤 1R-甲基-2R-卤 1S-甲基-2R-卤 1R-甲基-2S-卤 2S,3S-二卤 2R,3R-二卤 2R,3S-二卤 2S,3R-二卤 1R-甲基-2R,3R-二卤 1S-甲基-2S,3S-二卤 1R-甲基-2R,3S-二卤 1S-甲基-2S,3R-二卤 1R-甲基-2R,3S-二卤 1S-甲基-2S,3R-二卤 1R-甲基-2R,3S-二卤 1S-甲基-2S,3R-二卤 ______________________________________