2,3-己二酮 | 3848-24-6

• 物质功能分类: 香精与香料 - 合成香料 - 酮类香料
• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 2,3-己二酮
• 中文别名: 2,3-已二酮；乙醯丁醯；乙酰丁酰；Ω-6-十六烯酸内酯；乙酰基丁酰；2,3-己烷二酮
• 英文名称: 2,3-hexanedione
• 英文别名: hexane-2,3-dione；2,3-hexandione
• CAS: 3848-24-6
• 化学式: C₆H₁₀O₂
• mdl: MFCD00009398
• 分子量: 114.144
• InChiKey: MWVFCEVNXHTDNF-UHFFFAOYSA-N

物化性质

• 熔点：
  -30 °C
• 沸点：
  128 °C(lit.)
• 密度：
  0.934 g/mL at 25 °C(lit.)
• 蒸气密度：
  3.9 (vs air)
• 闪点：
  83 °F
• 溶解度：
  H2O：可溶（微溶）
• LogP：
  -0.27
• 物理描述：
  2,3-hexanedione is a yellow liquid. Sharp penetrating odor in high concentrations. Sweet, aromatic odor when diluted. (NTP, 1992)
• 蒸汽压力：
  0.5 mm Hg at 84 °F ; 19.0 mm Hg at 124° F (NTP, 1992)
• 折光率：
  1.409-1.419
• 保留指数：
  757.7;764;755;733
• 稳定性/保质期：
  在常温常压下，这种物质呈浅黄色粉末状，并且略带黄色的油状液体。它具有甜而浓烈的乳脂奶香，其脂肪腻气比丁酮更为强烈。发酵的大豆、啤酒和咖啡中都含有这一成分。该物质微溶于水，能够溶解在丙二醇、乙醇以及多种脂肪油类中，并带有奶油和乳酪的味道。

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  8
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.666
• 拓扑面积：
  34.1
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• TSCA：
  Yes
• 危险等级：
  3
• 危险品标志：
  Xi
• 安全说明：
  S16,S26,S36/37/39
• 危险类别码：
  R10,R36/37/38
• WGK Germany：
  2
• 海关编码：
  2914190090
• 危险品运输编号：
  UN 1224 3/PG 3
• RTECS号：
  MO3140000
• 包装等级：
  III
• 危险类别：
  3
• 储存条件：
  请将药物存放在避光、通风干燥的地方，并密封保存。

SDS

---

SECTION 1: Identification of the substance/mixture and of the company/undertaking
Product identifiers
Product name : 2,3-Hexanedione
REACH No. : A registration number is not available for this substance as the substance
or its uses are exempted from registration, the annual tonnage does not
require a registration or the registration is envisaged for a later
registration deadline.
CAS-No. : 3848-24-6
Relevant identified uses of the substance or mixture and uses advised against
Identified uses : Laboratory chemicals, Manufacture of substances

---

SECTION 2: Hazards identification
Classification of the substance or mixture
Classification according to Regulation (EC) No 1272/2008
Flammable liquids (Category 3), H226
Skin irritation (Category 2), H315
Eye irritation (Category 2), H319
Specific target organ toxicity - single exposure (Category 3), H335
For the full text of the H-Statements mentioned in this Section, see Section 16.
Classification according to EU Directives 67/548/EEC or 1999/45/EC
Xi Irritant R10, R36/37/38
Xi Irritant R10, R36/37/38
For the full text of the R-phrases mentioned in this Section, see Section 16.
Label elements
Labelling according Regulation (EC) No 1272/2008
Pictogram
Signal word Warning
Hazard statement(s)
H226 Flammable liquid and vapour.
H315 Causes skin irritation.
H319 Causes serious eye irritation.
H335 May cause respiratory irritation.
Precautionary statement(s)
P261 Avoid breathing vapours.
P305 + P351 + P338 IF IN EYES: Rinse cautiously with water for several minutes. Remove
contact lenses, if present and easy to do. Continue rinsing.
Supplemental Hazard none
Statements
Other hazards - none

---

SECTION 3: Composition/information on ingredients
Substances
Synonyms : Hexane-2,3-dione
Formula : C6H10O2
Molecular Weight : 114,14 g/mol
CAS-No. : 3848-24-6
EC-No. : 223-350-8
Hazardous ingredients according to Regulation (EC) No 1272/2008
Component Classification Concentration
Hexane-2,3-dione
CAS-No. 3848-24-6 Flam. Liq. 3; Skin Irrit. 2; Eye <= 100 %
EC-No. 223-350-8 Irrit. 2; STOT SE 3; H226,
H315, H319, H335
Hazardous ingredients according to Directive 1999/45/EC
Component Classification Concentration
Hexane-2,3-dione
CAS-No. 3848-24-6 Xi, , R10 - R36/37/38R10 - <= 100 %
EC-No. 223-350-8 R36/37/38
For the full text of the H-Statements and R-Phrases mentioned in this Section, see Section 16

---

SECTION 4: First aid measures
Description of first aid measures
General advice
Consult a physician. Show this safety data sheet to the doctor in attendance.
If inhaled
If breathed in, move person into fresh air. If not breathing, give artificial respiration. Consult a physician.
In case of skin contact
Wash off with soap and plenty of water. Consult a physician.
In case of eye contact
Rinse thoroughly with plenty of water for at least 15 minutes and consult a physician.
If swallowed
Do NOT induce vomiting. Never give anything by mouth to an unconscious person. Rinse mouth with
water. Consult a physician.
Most important symptoms and effects, both acute and delayed
The most important known symptoms and effects are described in the labelling (see section 2.2) and/or in
section 11
Indication of any immediate medical attention and special treatment needed
no data available

---

SECTION 5: Firefighting measures
Extinguishing media
Suitable extinguishing media
Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide.
Special hazards arising from the substance or mixture
Carbon oxides
Advice for firefighters
Wear self contained breathing apparatus for fire fighting if necessary.
Further information
Use water spray to cool unopened containers.

---

SECTION 6: Accidental release measures
Personal precautions, protective equipment and emergency procedures
Use personal protective equipment. Avoid breathing vapours, mist or gas. Ensure adequate ventilation.
Remove all sources of ignition. Evacuate personnel to safe areas. Beware of vapours accumulating to
form explosive concentrations. Vapours can accumulate in low areas.
For personal protection see section 8.
Environmental precautions
Prevent further leakage or spillage if safe to do so. Do not let product enter drains.
Methods and materials for containment and cleaning up
Contain spillage, and then collect with an electrically protected vacuum cleaner or by wet-brushing and
place in container for disposal according to local regulations (see section 13).
Reference to other sections
For disposal see section 13.

---

SECTION 7: Handling and storage
Precautions for safe handling
Avoid contact with skin and eyes. Avoid inhalation of vapour or mist.
Keep away from sources of ignition - No smoking.Take measures to prevent the build up of electrostatic
charge.
For precautions see section 2.2.
Conditions for safe storage, including any incompatibilities
Store in cool place. Keep container tightly closed in a dry and well-ventilated place. Containers which are
opened must be carefully resealed and kept upright to prevent leakage.
Specific end use(s)
A part from the uses mentioned in section 1.2 no other specific uses are stipulated

---

SECTION 8: Exposure controls/personal protection
Control parameters
Components with workplace control parameters
Exposure controls
Appropriate engineering controls
Handle in accordance with good industrial hygiene and safety practice. Wash hands before breaks and
at the end of workday.
Personal protective equipment
Eye/face protection
Face shield and safety glasses Use equipment for eye protection tested and approved under
appropriate government standards such as NIOSH (US) or EN 166(EU).
Skin protection
Handle with gloves. Gloves must be inspected prior to use. Use proper glove removal technique
(without touching glove's outer surface) to avoid skin contact with this product. Dispose of
contaminated gloves after use in accordance with applicable laws and good laboratory practices.
Wash and dry hands.
The selected protective gloves have to satisfy the specifications of EU Directive 89/686/EEC and
the standard EN 374 derived from it.
Body Protection
impervious clothing, Flame retardant antistatic protective clothing, The type of protective
equipment must be selected according to the concentration and amount of the dangerous
substance at the specific workplace.
Respiratory protection
Where risk assessment shows air-purifying respirators are appropriate use a full-face respirator
with multi-purpose combination (US) or type ABEK (EN 14387) respirator cartridges as a backup
to engineering controls. If the respirator is the sole means of protection, use a full-face supplied air
respirator. Use respirators and components tested and approved under appropriate government
standards such as NIOSH (US) or CEN (EU).
Control of environmental exposure
Prevent further leakage or spillage if safe to do so. Do not let product enter drains.

---

SECTION 9: Physical and chemical properties
Information on basic physical and chemical properties
a) Appearance Form: clear, liquid
Colour: yellow
b) Odour no data available
c) Odour Threshold no data available
d) pH no data available
e) Melting point/freezing no data available
point
f) Initial boiling point and no data available
boiling range
g) Flash point 28 °C - closed cup
h) Evapouration rate no data available
i) Flammability (solid, gas) no data available
j) Upper/lower no data available
flammability or
explosive limits
k) Vapour pressure no data available
l) Vapour density 3,94 - (Air = 1.0)
m) Relative density no data available
n) Water solubility no data available
o) Partition coefficient: n- no data available
octanol/water
p) Auto-ignition no data available
temperature
q) Decomposition no data available
temperature
r) Viscosity no data available
s) Explosive properties no data available
t) Oxidizing properties no data available
Other safety information
Relative vapour density 3,94 - (Air = 1.0)

---

SECTION 10: Stability and reactivity
Reactivity
no data available
Chemical stability
Stable under recommended storage conditions.
Possibility of hazardous reactions
no data available
Conditions to avoid
Heat, flames and sparks.
Incompatible materials
Strong oxidizing agents, Strong bases
Hazardous decomposition products
Other decomposition products - no data available
In the event of fire: see section 5

---

SECTION 11: Toxicological information
Information on toxicological effects
Acute toxicity
LD50 Oral - rat - > 5.000 mg/kg
Inhalation: no data available
LD50 Dermal - rabbit - > 5.000 mg/kg
Skin corrosion/irritation
Skin - rabbit
Serious eye damage/eye irritation
no data available
Respiratory or skin sensitisation
no data available
Germ cell mutagenicity
no data available
Carcinogenicity
IARC: No component of this product present at levels greater than or equal to 0.1% is identified as
probable, possible or confirmed human carcinogen by IARC.
Reproductive toxicity
no data available
Specific target organ toxicity - single exposure
Inhalation - May cause respiratory irritation.
Specific target organ toxicity - repeated exposure
no data available
Aspiration hazard
no data available
Additional Information
RTECS: MO3140000
To the best of our knowledge, the chemical, physical, and toxicological properties have not been
thoroughly investigated.

---

SECTION 12: Ecological information
Toxicity
no data available
Persistence and degradability
no data available
Bioaccumulative potential
no data available
Mobility in soil
no data available
Results of PBT and vPvB assessment
PBT/vPvB assessment not available as chemical safety assessment not required/not conducted
Other adverse effects
no data available

---

SECTION 13: Disposal considerations
Waste treatment methods
Product
Burn in a chemical incinerator equipped with an afterburner and scrubber but exert extra care in igniting
as this material is highly flammable. Offer surplus and non-recyclable solutions to a licensed disposal
company.
Contaminated packaging
Dispose of as unused product.

---

SECTION 14: Transport information
UN number
ADR/RID: 1224 IMDG: 1224 IATA: 1224
UN proper shipping name
ADR/RID: KETONES, LIQUID, N.O.S. (Hexane-2,3-dione)
IMDG: KETONES, LIQUID, N.O.S. (Hexane-2,3-dione)
IATA: Ketones, liquid, n.o.s. (Hexane-2,3-dione)
Transport hazard class(es)
ADR/RID: 3 IMDG: 3 IATA: 3
Packaging group
ADR/RID: III IMDG: III IATA: III
Environmental hazards
ADR/RID: no IMDG Marine pollutant: no IATA: no
Special precautions for user
no data available

---

---

SECTION 15 - REGULATORY INFORMATION
N/A

---

SECTION 16 - ADDITIONAL INFORMATION
N/A

制备方法与用途

毒性

GRAS (FEMA)。

使用限量

• 软饮料：6.6 mg/kg
• 冷饮：4.8 mg/kg
• 糖果：7.3 mg/kg
• 焙烤制品：6.6 mg/kg

FDA，§172．515：适量为限。

食品添加剂最大允许使用量和最大允许残留量标准

添加剂中文名称	允许使用该种添加剂的食品中文名称	添加剂功能	最大允许使用量（g/kg）	最大允许残留量（g/kg）
2,3-己二酮	食品	食品用香料	用于配制香精的各香料成分不得超过在GB 2760中的最大允许使用量和最大允许残留量	-

化学性质 黄色油状液体，呈奶油甜香味（弱于双乙酰），有奶油和干酪味。沸点128℃。微溶于水，溶于丙二醇、乙醇和油类。

天然品存在于桃、烤鸡、牛肉、咖啡、发酵酱油等中。

用途 GB 2760—1997 规定为允许使用的食品用香料。

生产方法 由丙醛与乙酰乙酸乙酯缩聚后，经氧化（H₂O₂和钨酸钠）、水解后脱羧基而得。或由甲丁酮与乙丙酮经单肟而得。

反应信息

• 作为反应物：
  描述：

  2,3-己二酮 在 2,3,4,5,6-pentahydroxy-hexanal 、 Bacillus subtilis glucose dehydrogenase 、 Saccharomyces cerevisiae dehydrogenase Gre₂p 、 还原型辅酶II(NADPH)四钠盐 、 magnesium chloride 作用下， 生成 己烷-2,3-二醇
  参考文献：
  名称：

  Highly efficient and stereoselective biosynthesis of (2S,5S)-hexanediol with a dehydrogenase from Saccharomyces cerevisiae

  摘要：

  高光学纯度(2S,5S)-己二醇作为一种多用途的构建单元，可用于生产各种精细化学品和药物。在工业和商业规模上，目前通过面包酵母介导的2,5-己二酮还原反应制备该二醇。然而，这一过程存在空间时间产率不足的问题，约为每天每升4克(2S,5S)-己二醇。因此，需要开发一种新的合成路线，以实现更高的体积生产率。为此，通过纯化至均一性并随后进行MALDI-TOF质谱分析，鉴定了面包酵母中负责2,5-己二酮还原的酶。结果显示，与缺乏对2,5-己二酮活性的Gre2p缺失株相比，脱氢酶Gre2p主要负责该二酮的还原。利用重组酶进行生物还原，可获得转化率>99%且对映体过量>99.9%的(2S,5S)-己二醇。此外，该二醇的体积生产率达到了前所未有的70 g L−1 d−1 (2S,5S)-己二醇。米氏动力学研究表明，Gre2p能够催化2,5-己二酮的还原和(2S,5S)-己二醇的氧化，但还原的催化效率高出三倍。此外，研究了该酶对其他酮类化合物（包括更多的二酮）的还原能力，发现其应用可扩展到α-二酮和醛。

  DOI：

  10.1039/b920869k
• 作为产物：
  描述：

  3-己炔-2,5-二醇 在 磷酸 、 mercury(II) sulfate 作用下， 生成 2,3-己二酮
  参考文献：
  名称：

  Reppe et al., Justus Liebigs Annalen der Chemie, 1955, vol. 596, p. 65

  摘要：

  DOI：
• 作为试剂：
  描述：

  2,5-己二酮 、 盐酸 、 亚硝酸乙酯 、 sodium nitrite 、 硫酸 在 亚硝酸乙酯 、 2,3-己二酮 、 乙醚 、 碳酸氢钠 、 Brine 、 magnesium sulfate 、 乙酸乙酯 、 正己烷 作用下， 以 乙醇 、 水 为溶剂， 反应 6.0h， 以gave 1-(5-methylisoxazol-3-yl)ethanone B.2 (6.02 g)的产率得到1-(5-甲基-3-异噁唑)乙酮
  参考文献：
  名称：

  ALKYNYL ALCOHOLS AS KINASE INHIBITORS

  摘要：

  所选化合物对于预防和治疗炎症和炎症性疾病（如NIK介导的疾病）有效。本发明涵盖新的化合物、类似物、前药和其药学上可接受的盐、制药组合物和预防和治疗涉及炎症等疾病和其他疾病或病症的方法。

  公开号：

  US20110086834A1

文献信息

• [EN] TRIAZOLOPYRIDINE INHIBITORS OF MYELOPEROXIDASE<br/>[FR] INHIBITEURS, À BASE DE TRIAZOLOPYRIDINE, DE LA MYÉLOPEROXYDASE
  申请人：BRISTOL MYERS SQUIBB CO

  公开号：WO2017040449A1

  公开（公告）日：2017-03-09

  The present invention provides compounds of Formula (I): wherein A is as defined in the specification, and compositions comprising any of such novel compounds. These compounds are myeloperoxidase (MPO) inhibitors and/or eosinophil peroxidase (EPX) inhibitors, which may be used as medicaments.

  本发明提供了化合物的结构式（I）：其中A如规范中定义，并包括任何此类新化合物的组合物。这些化合物是髓过氧化物酶（MPO）抑制剂和/或嗜酸性粒细胞过氧化物酶（EPX）抑制剂，可用作药物。
• [EN] ALKYNYL ALCOHOLS AS KINASE INHIBITORS<br/>[FR] ALCOOLS D'ALCYNYLE UTILISÉS COMME INHIBITEURS DE KINASES
  申请人：AMGEN INC

  公开号：WO2009158011A1

  公开（公告）日：2009-12-30

  Selected compounds are effective for prophylaxis and treatment of inflammation and inflammatory disorders, such as NIK-mediated disorders. The invention encompasses novel compounds, analogs, prodrugs and pharmaceutically acceptable salts thereof, pharmaceutical compositions and methods for prophylaxis and treatment of diseases and other maladies or conditions involving, inflammation and the like.

  选定的化合物对预防和治疗炎症和炎症性疾病，如NIK介导的疾病，具有有效性。该发明涵盖了新颖的化合物、类似物、前药及其药用可接受的盐，以及用于预防和治疗涉及炎症等疾病和其他疾病或病症的药物组合物和方法。
• BITTER TASTE MODIFIERS INCLUDING SUBSTITUTED 1-BENZYL-3-(1-(ISOXAZOL-4-YLMETHYL)-1H-PYRAZOL-4-YL)IMIDAZOLIDINE-2,4-DIONES AND COMPOSITIONS THEREOF
  申请人：SENOMYX, INC.

  公开号：US20160376263A1

  公开（公告）日：2016-12-29

  The present invention includes compounds and compositions known to modify the perception of bitter taste, and combinations of said compositions and compounds with additional compositions, compounds, and products. Exemplary compositions comprise one or more of the following: cooling agents; inactive drug ingredients; active pharmaceutical ingredients; food additives or foodstuffs; flavorants, or flavor enhancers; food or beverage products; bitter compounds; sweeteners; bitterants; sour flavorants; salty flavorants; umami flavorants; plant or animal products; compounds known to be used in pet care products; compounds known to be used in personal care products; compounds known to be used in home products; pharmaceutical preparations; topical preparations; cannabis-derived or cannabis-related products; compounds known to be used in oral care products; beverages; scents, perfumes, or odorants; compounds known to be used in consumer products; silicone compounds; abrasives; surfactants; warming agents; smoking articles; fats, oils, or emulsions; and/or probiotic bacteria or supplements.

  本发明涵盖已知用于改变苦味感知的化合物和组合物，以及所述组合物和化合物与额外的组合物、化合物和产品的组合。示例组合物包括以下一种或多种：冷却剂；无活性药物成分；活性药用成分；食品添加剂或食品；调味剂或调味增强剂；食品或饮料产品；苦味化合物；甜味剂；苦味剂；酸味调味剂；咸味调味剂；鲜味调味剂；植物或动物产品；已知用于宠物护理产品中的化合物；已知用于个人护理产品中的化合物；已知用于家用产品中的化合物；制药制剂；局部制剂；大麻衍生或与大麻相关的产品；已知用于口腔护理产品中的化合物；饮料；香味、香水或除臭剂；已知用于消费品中的化合物；硅化合物；磨料；表面活性剂；发热剂；吸烟物品；脂肪、油脂或乳化剂；和/或益生菌或补充剂。
• A theoretical investigation of enhancement of mass transfer from a packed bed using acoustic oscillations
  作者：Raman I. Sujith、Ben T. Zinn

  DOI：10.1002/cjce.5450780616

  日期：2000.12

  describes a theoretical investigation of the possibility of improving the performance of packed bed dryers using acoustic oscillations. It was motivated by the increasing interest in the use of acoustic oscillations to improve the performance of energy-intensive, industrial processes. Sound propagation in a packed bed was modelled as propagation through a porous medium. The effect of acoustic oscillations

  本文描述了使用声学振荡提高填充床干燥器性能的可能性的理论研究。它的动机是人们对使用声学振荡来提高能源密集型工业过程的性能越来越感兴趣。填充床中的声音传播被模拟为通过多孔介质的传播。然后通过数值积分传热和传质方程来研究声振荡对干燥速率的影响。该模型使用准稳态相关性进行传热和传质。结果表明存在空隙率和声压级的阈值，超过该阈值可以获得干燥速率的显着增加。传质的增加随着有效粒径而减小。关于 decrit dans cet 文章 une etude theorique sur la possibilite d'arneliorer la performance de sechoirs a lits garnis par des 振荡声学。Cette etude estmotivee par l'interět grandissant pour les 振荡 acoustiques en vue d'ameliorer
• AZA-HETEROARYL COMPOUNDS AS PI3K-GAMMA INHIBITORS
  申请人：Incyte Corporation

  公开号：US20160229843A1

  公开（公告）日：2016-08-11

  The present invention provides aza-heteroaryl derivatives of Formula I: and pharmaceutically acceptable salts thereof, wherein X, Y, Z, A, W, R 4 , R 5 , and R 6 are defined herein, that inhibit the activity of phosphoinositide 3-kinases-gamma (PI3Kγ) and are useful in the treatment of diseases related to the activity of PI3Kγ including, for example, autoimmune diseases, cancer, cardiovascular diseases, and neurodegenerative diseases.

  本发明提供了式I的氮杂杂环衍生物及其药学上可接受的盐，其中X、Y、Z、A、W、R4、R5和R6在此处定义，并且抑制磷脂酰肌醇3-激酶γ（PI3Kγ）的活性，并且在治疗与PI3Kγ活性相关的疾病方面具有用处，例如自身免疫疾病、癌症、心血管疾病和神经退行性疾病。

表征谱图