3-丁烯基异硫氰酸酯 | 3386-97-8

• 物质功能分类: 有机原料 - 羧酸类化合物及衍生物 - 羧酸酯及其衍生物
• 分子结构分类: 有机化合物 - 有机硫化合物 - 异硫氰酸盐
• 中文名称: 3-丁烯基异硫氰酸酯
• 中文别名: 异硫氰酸3-丁烯-1-基酯
• 英文名称: 4-isothiocyanato-1-butene
• 英文别名: 3-butenyl isothiocyanate；but-3-enyl isothiocyanate；3-butenyl ITC；4-isothiocyanatobut-1-ene
• CAS: 3386-97-8
• 化学式: C₅H₇NS
• mdl: MFCD00191660
• 分子量: 113.183
• InChiKey: SKIHGKNFJKJXPX-UHFFFAOYSA-N

物化性质

• 沸点：
  77 °C / 21mmHg
• 密度：
  0.99
• 溶解度：
  乙腈（少量溶解）、氯仿（可溶）、二氯甲烷（少量溶解）、甲基
• LogP：
  2.64
• 物理描述：
  Colourless liquid; Penetrating aroma
• 折光率：
  1.520-1.526
• 保留指数：
  982;964;951;959;982
• 稳定性/保质期：

  在常温常压下保持稳定。

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  7
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  44.4
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 危险等级：
  3/6.1
• 海关编码：
  2930909090
• 危险品运输编号：
  UN 2810
• 储存条件：
  常温、避光、通风干燥处密封保存。

SDS

3-Buten-1-yl Isothiocyanate Revision number: 5
SAFETY DATA SHEET

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Section 1. IDENTIFICATION
Product name: 3-Buten-1-yl Isothiocyanate

Revision number: 5

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Section 2. HAZARDS IDENTIFICATION
GHS classification
PHYSICAL HAZARDS
Category 3
Flammable liquids
HEALTH HAZARDS
Category 3
Acute toxicity (Oral)
Acute toxicity (Inhalation) Category 3
Category 2
Skin corrosion/irritation
Serious eye damage/eye irritation Category 2A
Respiratory tract irritation
Specific target organ toxicity
- Single exposure [Category 3]
Not classified
ENVIRONMENTAL HAZARDS
GHS label elements, including precautionary statements
Pictograms or hazard symbols
Signal word Danger
Flammable liquid and vapour
Hazard statements
Toxic if swallowed or if inhaled
Causes skin irritation
Causes serious eye irritation
May cause respiratory irritation
Precautionary statements:
Keep away from heat/sparks/open flames/hot surfaces. - No smoking.
[Prevention]
Keep container tightly closed.
Use explosion-proof electrical/ventilating/lighting equipment. Take precautionary
measures against ignition by the static discharge and the spark.
Avoid breathing dust/fume/gas/mist/vapours/spray.
Use only outdoors or in a well-ventilated area.
Do not eat, drink or smoke when using this product.
Wash hands thoroughly after handling.
Wear protective gloves/eye protection/face protection.
3-Buten-1-yl Isothiocyanate

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Section 2. HAZARDS IDENTIFICATION
[Response] IF INHALED: Remove victim to fresh air and keep at rest in a position comfortable for
breathing. Call a POISON CENTER or doctor/physician.
IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician. Rinse
mouth.
IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses,
if present and easy to do. Continue rinsing.
If eye irritation persists: Get medical advice/attention.
IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse
skin with water/shower.
If skin irritation occurs: Get medical advice/attention.
Take off contaminated clothing and wash before reuse.
Call a POISON CENTER or doctor/physician if you feel unwell.
[Storage] Store in a well-ventilated place. Keep container tightly closed.
Store locked up.
Dispose of contents/container through a waste management company authorized by
[Disposal]
the local government.

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Section 3. COMPOSITION/INFORMATION ON INGREDIENTS
Substance
Substance/mixture:
Components: 3-Buten-1-yl Isothiocyanate
Percent: >95.0%(GC)
CAS Number: 3386-97-8
Synonyms: Isothiocyanic Acid 3-Buten-1-yl Ester
Chemical Formula: C5H7NS

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Section 4. FIRST AID MEASURES
Inhalation: Remove victim to fresh air and keep at rest in a position comfortable for breathing.
Call a POISON CENTER or doctor/physician.
Skin contact: Remove/Take off immediately all contaminated clothing. Gently wash with plenty of
soap and water. If skin irritation or rash occurs: Get medical advice/attention.
Eye contact: Rinse cautiously with water for several minutes. Remove contact lenses, if present
and easy to do. Continue rinsing. If eye irritation persists: Get medical
advice/attention.
Ingestion: Immediately call a POISON CENTER or doctor/physician. Rinse mouth.
A rescuer should wear personal protective equipment, such as rubber gloves and air-
Protection of first-aiders:
tight goggles.

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Section 5. FIRE-FIGHTING MEASURES
Suitable extinguishing Dry chemical, foam, carbon dioxide.
media:
Unsuitable extinguishing Water (It may scatter and spread fire.)
media:
Specific hazards arising Take care as it may decompose upon combustion or in high temperatures to
from the chemical: generate poisonous fume.
Precautions for firefighters: Fire-extinguishing work is done from the windward and the suitable fire-extinguishing
method according to the surrounding situation is used. Uninvolved persons should
evacuate to a safe place. In case of fire in the surroundings: Keep containers cool by
spraying with water. Eliminate all ignition sources if safe to do so.
Special protective When extinguishing fire, be sure to wear personal protective equipment.
equipment for firefighters:

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Section 6. ACCIDENTAL RELEASE MEASURES
Personal precautions, Use extra personal protective equipment (self-contained breathing apparatus). Keep
protective equipment and people away from and upwind of spill/leak. Ensure adequate ventilation. Entry to non-
emergency procedures: involved personnel should be controlled around the leakage area by roping off, etc.
Environmental precautions: Prevent product from entering drains.
3-Buten-1-yl Isothiocyanate

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Section 6. ACCIDENTAL RELEASE MEASURES
Methods and materials for Absorb spilled material in dry sand or inert absorbent before recovering it into an
containment and cleaning airtight container. In case of large amount of spillage, contain a spill by bunding.
up: Adhered or collected material should be promptly disposed of, in accordance with
appropriate laws and regulations.
Prevention of secondary Remove all sources of ignition. Fire-extinguishing devices should be prepared in
hazards: case of a fire. Use spark-proof tools and explosion-proof equipment.

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Section 7. HANDLING AND STORAGE
Precautions for safe handling
Technical measures: Handling is performed in a well ventilated place. Wear suitable protective equipment.
Prevent generation of vapour or mist. Keep away from heat/sparks/open flame/hot
surfaces. -No smoking. Take measures to prevent the build up of electrostatic
charge. Use explosion-proof equipment. Wash hands and face thoroughly after
handling.
Use a closed system if possible. Use a ventilation, local exhaust if vapour or aerosol
will be generated.
Advice on safe handling: Avoid contact with skin, eyes and clothing.
Conditions for safe storage, including any
incompatibilities
Storage conditions: Keep container tightly closed. Store in a cool, dark and well-ventilated place.
Store under inert gas.
Protect from moisture.
Store locked up.
Store away from incompatible materials such as oxidizing agents.
Moisture-sensitive
Packaging material: Comply with laws.

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Section 8. EXPOSURE CONTROLS / PERSONAL PROTECTION
Engineering controls: Install a closed system or local exhaust. Also install safety shower and eye bath.
Personal protective equipment
Respiratory protection: Half or full facepiece respirator, self-contained breathing apparatus(SCBA), supplied
air respirator, etc. Use respirators approved under appropriate government standards
and follow local and national regulations.
Hand protection: Impervious gloves.
Eye protection: Safety goggles. A face-shield, if the situation requires.
Skin and body protection: Impervious protective clothing. Protective boots, if the situation requires.

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Section 9. PHYSICAL AND CHEMICAL PROPERTIES
Physical state (20°C): Liquid
Form: Clear
Colour: Colorless - Yellow
Odour: No data available
pH: No data available
Melting point/freezing point:No data available
Boiling point/range: 77°C/2.8kPa
Flash point: No data available
Flammability or explosive
limits:
Lower: No data available
Upper: No data available
0.99
Relative density:
Solubility(ies):
[Water] No data available
[Other solvents] No data available
3-Buten-1-yl Isothiocyanate

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Section 10. STABILITY AND REACTIVITY
Chemical stability: Stable under proper conditions.
Possibility of hazardous No special reactivity has been reported.
reactions:
Conditions to avoid: Spark, Open flame, Static discharge
Incompatible materials: Oxidizing agents
Hazardous decomposition Carbon monoxide, Carbon dioxide, Nitrogen oxides (NOx), Sulfur oxides
products:

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Section 11. TOXICOLOGICAL INFORMATION
Acute Toxicity: No data available
Skin corrosion/irritation: No data available
Serious eye No data available
damage/irritation:
Germ cell mutagenicity: No data available
Carcinogenicity:
IARC = No data available
No data available
NTP =
Reproductive toxicity: No data available

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Section 12. ECOLOGICAL INFORMATION
Ecotoxicity:
Fish: No data available
Crustacea: No data available
Algae: No data available
Persistence / degradability: No data available
Bioaccumulative No data available
potential(BCF):
Mobility in soil
No data available
Log Pow:
Soil adsorption (Koc): No data available
Henry's Law No data available
constant(PaM3/mol):

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Section 13. DISPOSAL CONSIDERATIONS
Recycle to process, if possible. Consult your local regional authorities. You may be able to burn in a chemical
incinerator equipped with an afterburner and scrubber system. Observe all federal, state and local regulations when
disposing of the substance.

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Section 14. TRANSPORT INFORMATION
3: Flammable liquid.
Hazards Class:
Subsidiary risk: 6.1: Toxic substance.
UN-No: 1992
Proper shipping name: Flammable liquid, toxic, n.o.s.
Packing group: III

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Section 15. REGULATORY INFORMATION
Safe management ordinance of dangerous chemical product (State Council announces on January 26, 2002
and revised on February 16,2011): Safe use and production, the storage of a dangerous chemical, transport,
loading and unloading were prescribed.
3-Buten-1-yl Isothiocyanate

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SECTION 16 - ADDITIONAL INFORMATION
N/A

制备方法与用途

将4-溴-1-丁烯（160克，1.19摩尔）和硫氰酸钾（114克，1.17摩尔）的混合物加入到480克（6.57摩尔）N,N-二甲基甲酰胺（DMF）中，在100°C下搅拌1.5小时。去除不溶物并蒸发溶液，得到含DMF的3-丁烯硫氰酸酯（560克）。随后将208克（1.40摩尔）碘化钠和11.2克（0.11摩尔）碳酸钙加入3-丁烯基硫氰酸酯中，并在搅拌下回流混合物2小时。除去不溶物并蒸馏剩余的溶液，最终获得3-丁烯基异硫氰酸酯。

反应信息

• 作为反应物：
  描述：

  3-丁烯基异硫氰酸酯 在 偶氮二异丁腈 、 水 、 三正丁基氢锡 作用下， 生成 3-methylpyrrolidine-2-thione
  参考文献：
  名称：

  Intramolecular addition of carbon-centered tinthioimidoyl radicals to carbon-carbon double bonds. Synthesis of .gamma.- and .delta.-thiolactams

  摘要：

  DOI：

  10.1021/jo00298a008
• 作为产物：
  描述：

  莱菔硫烷 以 水 为溶剂， 以80%的产率得到3-丁烯基异硫氰酸酯
  参考文献：
  名称：

  Sulforaphane stabilization

  摘要：

  一种稳定的药物组合物，包含具有通式(I)的化合物，其中R1和R2各自独立地代表烷基、芳基、芳基烷基，这些基团可选地被一个或多个直链或支链基团取代，可选地含有一个或多个杂原子，该化合物在组合物中的含量为基于最终组合物总重量的0.01%至15%；至少一种无水酯，其主链和/或可选的支链不含自由和/或反应性基团或功能，其在化妆品和药学上可接受的组合物中的含量为基于组合物总重量的0.1%至99.9%；以及可选的化妆品和药学上可接受的赋形剂，以完成组合物总重量的100%。

  公开号：

  US09254331B2

文献信息

• The intramolecular formation of epithioalkanenitriles from alkenylglucosinolates by Crambe abyssinica seed flour
  作者：Erich R. Brocker、M.H. Benn

  DOI：10.1016/s0031-9422(00)86982-4

  日期：1983.1

  Abstract Enzymatic degradations of mixtures of potassium 3-butenylgluco [1- 35 S]sinolate and allylglucosinolate by aqueous suspensions of Crambe abyssinica seed flour led to the formation of 4,5-epi[ 35 S]thiopentanenitrile and essentially unlabelled 3,4-epithiobutanenitrile. The formation of epithioalkanenitriles from alkenylglucosinolates is, therefore, deduced to be an intramolecular process.

  摘要 Crambe abyssinica 种子粉的水悬浮液对 3-丁烯基葡糖 [1- 35 S] 硫代葡萄糖酸钾和烯丙基硫代葡萄糖酸钾混合物的酶促降解导致形成 4,5-epi[ 35 S] 硫代戊腈和基本上未标记的 3,4-epithiobutanenitrile . 因此，从链烯基硫代葡萄糖苷形成环硫链烷腈被推定为分子内过程。
• Non-enzymatic degradation of aliphatic Brassicaceae isothiocyanates during aqueous heat treatment
  作者：Lars Andernach、Carolina Schury、Marie Nickel、Jana Böttger、Martin Kaufmann、Sascha Rohn、Michael Granvogl、Franziska Sabine Hanschen

  DOI：10.1016/j.foodchem.2024.138939

  日期：2024.8

  electron withdrawing groups increase the reactivity of isothiocyanates. 3-(Methylsulfonyl)-propyl isothiocyanate was least stable. The main products are the corresponding amines (up to 69% recovery) and formation of -dialk()yl thioureas is only relevant at neutral to basic pH values. Apart from allyl isothiocyanate also 3-(methylthio)propyl isothiocyanate is precursor to many sulfur-containing odor active

  芥子油苷衍生的异硫氰酸盐对人类健康有价值，因为它们具有促进健康的作用。由于食品热加工可能会以结构依赖的方式影响其水平，因此研究了 12 种十字花科异硫氰酸酯在 100 °C 和 pH 5-8 的水加热过程中的稳定性和反应性。对它们相应的胺和二烷基硫脲的形成进行了定量。此外，通过 HRGC-MS-嗅觉测定法研究了形成气味活性化合物的潜力。发现了很强的结构-反应性关系，较短的侧链和吸电子基团增加了异硫氰酸酯的反应性。 3-(甲基磺酰基)-丙基异硫氰酸酯最不稳定。主要产物是相应的胺（回收率高达 69%），并且 -二烷基（）基硫脲的形成仅在中性至碱性 pH 值下相关。除了异硫氰酸烯丙酯之外，异硫氰酸3-(甲硫基)丙酯也是许多含硫气味活性化合物的前体。因此，异硫氰酸酯结构影响它们的水平，但也有助于煮沸十字花科蔬菜的风味。
• FR1462951
  申请人：——

  公开号：——

  公开（公告）日：——
• GB878177
  申请人：——

  公开号：——

  公开（公告）日：——
• Nature of the carbonium ion. VIII. Cycloalkyl cations from thiocyanate isomerizations
  作者：Langley A. Spurlock、Richard K. Porter、Walter G. Cox

  DOI：10.1021/jo00973a019

  日期：1972.4

表征谱图