丙酸芳樟酯 | 144-39-8

• 物质功能分类: 香精与香料 - 合成香料 - 羧酸及酯类香料
• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 中文名称: 丙酸芳樟酯
• 中文别名: 3,7-二甲基-1,6-辛二烯-3-醇丙酸酯
• 英文名称: linalyl propionate
• 英文别名: linalool propanoate；Linalylpropionat；linalyl propanoate；3,7-dimethyl-1,6-octadien-3-yl propionate；3,7-dimethylocta-1,6-dien-3-yl propanoate
• CAS: 144-39-8
• 化学式: C₁₃H₂₂O₂
• mdl: MFCD00048607
• 分子量: 210.316
• InChiKey: WAQIIHCCEMGYKP-UHFFFAOYSA-N

物化性质

• 沸点：
  115 °C10 mm Hg(lit.)
• 密度：
  0.895 g/mL at 25 °C(lit.)
• 闪点：
  207 °F
• 溶解度：
  Very slightly soluble in water, soluble in alcohol and oils. Slightly soluble in Propylene glycol, insoluble in Glycerin.
• LogP：
  4.9 at 35℃ and pH7
• 物理描述：
  Liquid
• 折光率：
  1.449-1.454
• 保留指数：
  1346;1319;1318;1312;1315;1324;1314;1313;1323;1320;1316;1321.4;1324
• 稳定性/保质期：
  使用限量：FEMA(mg/kg)：软饮料4.9；冷饮3.6；糖果5.3；焙烤食品12；布丁类4.4。该限量为适度为限（FDA§172．515，2000）。

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  15
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.615
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 危险品标志：
  Xi
• 安全说明：
  S26,S36
• 危险类别码：
  R36/37/38
• WGK Germany：
  2
• 海关编码：
  2915509000
• 储存条件：
  室温且干燥

SDS

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SECTION 1: Identification of the substance/mixture and of the company/undertaking
Product identifiers
Product name : Linalyl propionate
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. : 144-39-8
Relevant identified uses of the substance or mixture and uses advised against
Identified uses : Laboratory chemicals, Manufacture of substances

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SECTION 2: Hazards identification
Classification of the substance or mixture
Classification according to Regulation (EC) No 1272/2008
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 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)
H315 Causes skin irritation.
H319 Causes serious eye irritation.
H335 May cause respiratory irritation.
Precautionary statement(s)
P261 Avoid breathing dust/ fume/ gas/ mist/ vapours/ spray.
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

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SECTION 3: Composition/information on ingredients
Substances
Formula : C13H22O2
Molecular Weight : 210,31 g/mol
CAS-No. : 144-39-8
EC-No. : 205-627-5
Hazardous ingredients according to Regulation (EC) No 1272/2008
Component Classification Concentration
Linalyl propionate
CAS-No. 144-39-8 Skin Irrit. 2; Eye Irrit. 2; STOT <= 100 %
EC-No. 205-627-5 SE 3; H315, H319, H335
Hazardous ingredients according to Directive 1999/45/EC
Component Classification Concentration
Linalyl propionate
CAS-No. 144-39-8 Xi, R36/37/38 <= 100 %
EC-No. 205-627-5
For the full text of the H-Statements and R-Phrases mentioned in this Section, see Section 16

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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
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

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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
no data available

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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.
Evacuate personnel to safe areas.
For personal protection see section 8.
Environmental precautions
Do not let product enter drains.
Methods and materials for containment and cleaning up
Soak up with inert absorbent material and dispose of as hazardous waste. Keep in suitable, closed
containers for disposal.
Reference to other sections
For disposal see section 13.

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SECTION 7: Handling and storage
Precautions for safe handling
Avoid contact with skin and eyes. Avoid inhalation of vapour or mist.
Normal measures for preventive fire protection.
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)
Apart from the uses mentioned in section 1.2 no other specific uses are stipulated

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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
Safety glasses with side-shields conforming to EN166 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, 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
Do not let product enter drains.

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SECTION 9: Physical and chemical properties
Information on basic physical and chemical properties
a) Appearance Form: liquid
Colour: colourless
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 115 °C at 13 hPa - lit.
boiling range
g) Flash point 97 °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 no data available
m) Relative density 0,895 g/cm3 at 25 °C
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
no data available

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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
no data available
Incompatible materials
Strong oxidizing agents
Hazardous decomposition products
Other decomposition products - no data available
In the event of fire: see section 5

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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
no data available
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: RG5927903
To the best of our knowledge, the chemical, physical, and toxicological properties have not been
thoroughly investigated.

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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

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SECTION 13: Disposal considerations
Waste treatment methods
Product
Offer surplus and non-recyclable solutions to a licensed disposal company. Contact a licensed
professional waste disposal service to dispose of this material.
Contaminated packaging
Dispose of as unused product.

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SECTION 14: Transport information
UN number
ADR/RID: - IMDG: - IATA: -
UN proper shipping name
ADR/RID: Not dangerous goods
IMDG: Not dangerous goods
IATA: Not dangerous goods
Transport hazard class(es)
ADR/RID: - IMDG: - IATA: -
Packaging group
ADR/RID: - IMDG: - IATA: -
Environmental hazards
ADR/RID: no IMDG Marine pollutant: no IATA: no
Special precautions for user
no data available

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SECTION 15: Regulatory information
This safety datasheet complies with the requirements of Regulation (EC) No. 1907/2006.
Safety, health and environmental regulations/legislation specific for the substance or mixture
no data available
Chemical Safety Assessment
For this product a chemical safety assessment was not carried out

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SECTION 16: Other information
Full text of H-Statements referred to under sections 2 and 3.
Eye Irrit. Eye irritation
H315 Causes skin irritation.
H319 Causes serious eye irritation.
H335 May cause respiratory irritation.
Skin Irrit. Skin irritation
STOT SE Specific target organ toxicity - single exposure
Full text of R-phrases referred to under sections 2 and 3
Xi Irritant
R36/37/38 Irritating to eyes, respiratory system and skin.
Further information
Copyright 2014 Co. LLC. License granted to make unlimited paper copies for internal use
only.
The above information is believed to be correct but does not purport to be all inclusive and shall be
used only as a guide. The information in this document is based on the present state of our knowledge
and is applicable to the product with regard to appropriate safety precautions. It does not represent any
guarantee of the properties of the product. Corporation and its Affiliates shall not be held
liable for any damage resulting from handling or from contact with the above product. See
and/or the reverse side of invoice or packing slip for additional terms and conditions of sale.

制备方法与用途

制备

往250 ml的三口烧瓶中加入39.0克（0.3 mol）丙酸酐和46.2克（0.3 mol）芳樟醇，再加入0.12克4-二甲氨基吡啶。在烧瓶中插入温度计，并安装精馏柱及恒压滴液漏斗，漏斗内装有19.5克（0.15 mol）丙酸酐。精馏柱上接真空精馏头和接收瓶，连接减压泵开始减压。将装置置于热油浴中升温至82~86°C，馏出时通过恒压滴液漏斗补加适量的丙酸酐，并调整回流比，维持反应8小时，直至无液体馏出为止。冷却后，三口烧瓶内的反应液经5%稀硫酸溶液洗涤以去除催化剂，再用5%碳酸钠溶液和饱和食盐水洗涤，最后使用无水碳酸钾干燥并过滤，得到66.41克清亮微黄色的丙酸芳樟酯。气相色谱分析表明转化率为88.85%，精馏后得纯品52.49克，含量为98.08%，产率为81.71%。

含量分析

按酯测定法（OT-18）中的方法一测定。所取试样重量为1g，计算中的当量因子(e)取105.2。或按气相色谱法(GT-10-4)中用非极性柱的方法测定。

毒性

大鼠急性口服LD₅₀和兔急性经皮LD₅₀均超过5 g/kg（Moreno, 1973）。

使用限量

• FEMA(mg/kg)：软饮料4.9；冷饮3.6；糖果5.3；焙烤食品12；布丁类4.4。
• 适度为限(FDA§172．515，2000)。

食品添加剂最大允许使用量及最大允许残留量标准

• 添加剂中文名称：丙酸芳樟酯
• 允许使用该种添加剂的食品中文名称：食品
• 添加剂功能：食品用香料
• 最大允许使用量（g/kg）：根据GB 2760中的最大允许使用量和最大允许残留量配制各香精成分

化学性质

丙酸芳樟酯为无色或几乎无色液体，呈新鲜花香及甜的香柠檬香气与菠萝香味。沸点226°C，闪点87.2°C。可溶于乙醇、大多数非挥发性油和矿物油，微溶于丙二醇，不溶于甘油和水。

用途

根据GB 2760-1996规定，为允许使用的食用香料。主要用以配制菠萝、梨、黑穗状醋栗（黑加仑子）等类型的香精。

生产方法

由芳樟醇与丙酸或丙酸酐酯化而成。

反应信息

• 作为反应物：
  描述：

  丙酸芳樟酯 在 sodium hydroxide 、 calcium hypochlorite 、 硼酸 、 lithium carbonate 、 lithium bromide 作用下， 以 甲醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 8.0h， 生成 hotrienol
  参考文献：
  名称：

  A Practical and Convenient Synthesis of Hotrienol, an Excellent Fruity Smelling Compound

  摘要：

  The practical and convenient synthesis of hotrienol, which is an excellent fruity smelling compound, has been performed by the ene-type chlorination of linalyl acetate and then dehydrochlorinated by lithium bromide and lithium carbonate in DMF, followed by hydrolysis in three steps with an overall yield of 55%.

  DOI：

  10.1021/jf030031o
• 作为产物：
  描述：

  芳樟醇 在 乙醚 、 乙基氯化镁 作用下， 生成 丙酸芳樟酯
  参考文献：
  名称：

  Houben, Chemische Berichte, 1906, vol. 39, p. 1743,1746

  摘要：

  DOI：

文献信息

• PREVENTION OF BODY ODOUR
  申请人：Huchel Ursula

  公开号：US20120164097A1

  公开（公告）日：2012-06-28

  Bad odors on textile materials are often caused by body odor. The invention relates to a textile material treatment method for inhibiting body odor on textile materials, by which means the treated textiles, after having been worn, even after sweat-inducing sports activities, have a significantly reduced bad odor or even no odor. The invention also relates to a perfume composition and to a textile material treatment agent, respectively comprising urea derivatives and/or phenacylthiazolium salts, that counteract the formation of body odor.

  纺织材料上的不良气味通常是由体臭引起的。本发明涉及一种抑制纺织材料上体臭的纺织材料处理方法，通过该方法处理的纺织品，即使在进行导致出汗的运动活动后穿着，也能显著减少不良气味甚至没有气味。本发明还涉及一种香水组合物以及一种纺织材料处理剂，分别包含尿素衍生物和/或苯乙基亚砜盐，它们能对抗体臭的形成。
• [EN] HYDROLYTICALLY LABILE PRO-FRAGRANCES CONTAINING α,β UNSATURATED ESTERS<br/>[FR] PRO-PARFUMS HYDROLYTIQUEMENT LABILES CONTENANT DES ESTERS α,β INSATURÉS
  申请人：HENKEL AG & CO KGAA

  公开号：WO2020058058A1

  公开（公告）日：2020-03-26

  The present invention pertains to pro-fragrances and relates to a pro-fragrance compound of the formula (I). Furthermore, the invention relates to compositions, a laundry product, a home care product, and an insect repellant, comprising the compound of formula (I). Also encompassed are a method for preparing the compound of formula (I) and uses of a compound of formula (I) for increasing the longlastingness of a fragrance, for increasing the stability and perception of a fragrance, and for improving the adhesion of a fragrance to textiles.

  本发明涉及前香料，涉及公式(I)的前香料化合物。此外，该发明涉及包含公式(I)化合物的组合物、洗涤产品、家用产品和驱虫剂。还包括一种制备公式(I)化合物的方法，以及利用公式(I)化合物增加香气的持久性、增加香气的稳定性和感知性，以及改善香气附着在纺织品上的用途。
• 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。
• COMPOSITION COMPRISING PRECURSOR FOR VOLATILES
  申请人：Henkel AG & Co. KGaA

  公开号：US20200224120A1

  公开（公告）日：2020-07-16

  A detergent, cleaning, fabric softener or cosmetic composition comprising a compound based on 1-Aza-3,7-dioxabicyclo[3.3.0]octane (bicyclic oxazolidine derivative) substituted with 3,7-dimethyl-1,6-nonyldien represented by formula (I) is disclosed.

  一种洗涤剂、清洁剂、织物柔软剂或化妆品组合物，包含基于1-Aza-3,7-dioxabicyclo[3.3.0]octane（双环氧杂环丁烷衍生物）的化合物，该化合物被3,7-二甲基-1,6-壬二烯取代，其代表性结构如式(I)所示。
• [EN] PRO-FRAGRANCES AND METHOD OF PREPARATION THEREOF<br/>[FR] PRO-PARFUMS ET LEUR PROCÉDÉ DE PRÉPARATION
  申请人：HENKEL AG & CO KGAA

  公开号：WO2019068508A1

  公开（公告）日：2019-04-11

  The invention relates to a compound based on 1-Aza-3,7-dioxabicyclo[3.3.0]octane (bicyclic oxazolidine derivative) substituted with 2-phenylpropyl, method for their preparation, and their use as pro-fragrances.

  本发明涉及一种基于1-氮杂-3,7-二氧杂二环[3.3.0]辛烷（双环噁唑烷衍生物）并被2-苯基丙基取代的化合物，其制备方法，以及它们作为前香料的用途。

表征谱图