L-山梨糖醇 | 6706-59-8

• 物质功能分类: 生物化工 - 糖类化合物 - 单糖
• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: L-山梨糖醇
• 英文名称: L-Sorbitol
• 英文别名: L-Glucitol；(2R,3S,4S,5S)-hexane-1,2,3,4,5,6-hexol
• CAS: 6706-59-8
• 化学式: C₆H₁₄O₆
• 分子量: 182.174
• InChiKey: FBPFZTCFMRRESA-FSIIMWSLSA-N

物化性质

• 熔点：
  91°C(lit.)
• 沸点：
  494.9±0.0 °C(Predicted)
• 密度：
  1.596±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -3.1
• 重原子数：
  12
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  121
• 氢给体数：
  6
• 氢受体数：
  6

安全信息

• 海关编码：
  2905499000
• 储存条件：
  室温

SDS

L-Sorbitol
SAFETY DATA SHEET

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Section 1. IDENTIFICATION OF THE SUBSTANCE OR MIXTURE AND OF THE SUPPLIER
Product name: L-Sorbitol

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Section 2. HAZARDS IDENTIFICATION
Classification of the GHS
PHYSICAL HAZARDS Not classified
HEALTH HAZARDS Not classified
Not classified
ENVIRONMENTAL HAZARDS
GHS label elements
None
Pictograms or hazard symbols
Signal word No signal word
None
Hazard statement
Precautionary statements None

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Section 3. COMPOSITION/INFORMATION ON INGREDIENTS
Substance/mixture: Substance
Component(s): L-Sorbitol
Percent: >95.0%(GC)
CAS Number: 6706-59-8
Chemical Formula: C6H14O6

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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.
Get medical advice/attention if you feel unwell.
Skin contact: Remove/Take off immediately all contaminated clothing. Rinse skin with
water/shower. 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: Get medical advice/attention if you feel unwell. Rinse mouth.
Protection of first-aiders: A rescuer should wear personal protective equipment, such as rubber gloves and air-
tight goggles.

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Section 5. FIRE-FIGHTING MEASURES
Suitable extinguishing Dry chemical, foam, water spray, carbon dioxide.
media:
Specific methods: 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: Remove movable
containers if safe to do so.
Special protective When extinguishing fire, be sure to wear personal protective equipment.
equipment for firefighters:
L-Sorbitol

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Section 6. ACCIDENTAL RELEASE MEASURES
Personal precautions, Use personal protective equipment. Keep people away from and upwind of spill/leak.
protective equipment and Entry to non-involved personnel should be controlled around the leakage area by
emergency procedures: roping off, etc.
Environmental precautions: Prevent product from entering drains.
Methods and materials for Sweep dust to collect it into an airtight container, taking care not to disperse it.
containment and cleaning Adhered or collected material should be promptly disposed of, in accordance with
up: appropriate laws and regulations.

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Section 7. HANDLING AND STORAGE
Handling
Technical measures: Handling is performed in a well ventilated place. Wear suitable protective equipment.
Prevent dispersion of dust. Wash hands and face thoroughly after handling.
Use a local exhaust if dust or aerosol will be generated.
Advice on safe handling: Avoid contact with skin, eyes and clothing.
Storage
Storage conditions: Keep container tightly closed. Store in a cool and dark place.
Store away from incompatible materials such as oxidizing agents.
Packaging material: Law is followed.

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Section 8. EXPOSURE CONTROLS / PERSONAL PROTECTION
Engineering controls: Install a closed system or local exhaust as possible so that workers should not be
exposed directly. Also install safety shower and eye bath.
Personal protective equipment
Respiratory protection: Dust respirator. Follow local and national regulations.
Hand protection: Protective gloves.
Eye protection: Safety glasses. A face-shield, if the situation requires.
Skin and body protection: Protective clothing. Protective boots, if the situation requires.

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Section 9. PHYSICAL AND CHEMICAL PROPERTIES
Solid
Physical state (20°C):
Odor: Odorless
pH: 5 - 6 (1% H2O soln.)
Melting point/freezing point:No data available
Boiling Point/Range: No data available
No data available
Flash Point:
Explosive limits
Lower: No data available
Upper: No data available
Density: No data available
Solubility: Soluble in : Water

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Section 10. STABILITY AND REACTIVITY
Stable under proper conditions.
Stability:
Reactivity: No special reactivity has been reported.
Incompartible materials: oxidizing agents
Hazardous Decomposition Carbon monoxide, Carbon dioxide
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:
L-Sorbitol

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Section 11. TOXICOLOGICAL INFORMATION
IARC = No data available
NTP = No data available
Reproductive toxicity: No data available

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Section 12. ECOLOGICAL INFORMATION
Ecotoxicity:
Fish: No data available
Crustacea: No data available
No data available
Algae:
Persistence / degradability: No data available
No data available
Bioaccumulative
potential(BCF):
Mobillity in soil
log Pow: No data available
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 dissolve or mix material
with a combustible solvent and 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
Hazards Class: Does not correspond to the classification standard of the United Nations
UN-No: Not Listed

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Section 15. REGULATORY INFORMATION
Safe management ordinance of dangerous chemical product (State Council announces on January 26,
2002): Safe use and production, the storage of a dangerous chemical, transport, loading and unloading were
prescribed.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

制备方法与用途

L-山梨糖醇可用于制备一种能预防和缓解肌少症的营养组合物，其为固体粉剂，按质量百分比计，由以下组分组成：大豆低聚肽54%~62%、含锌物质3%~6%、木糖醇10%~18%、L-山梨糖醇8%~15%以及膳食纤维8%~12%。本发明还公开了其制备方法。

该营养组合物适用于绝大多数人改善肌肉质量，促进肌肉健康，副作用小，依赖性低且易于吸收，成分简单，制备周期短。

反应信息

• 作为反应物：
  描述：

  L-山梨糖醇 在 氢溴酸 、 溶剂黄146 作用下， 以 水 为溶剂， 反应 28.0h， 生成 2,5-呋喃二甲醇
  参考文献：
  名称：

  Synthesis of Furans from Sugars Via Keto Intermediates

  摘要：

  本发明提供了一种制备呋喃衍生物的方法，包括以下步骤：(a)将单糖转化为提供酮中间产物；(b)脱水酮中间产物以提供呋喃衍生物；其中酮中间产物预先倾向于在溶液中形成酮-呋喃糖异构体。该方法还可以包括将呋喃衍生物氧化以提供呋喃二羧酸或呋喃二羧酸衍生物的步骤。

  公开号：

  US20180057897A1
• 作为产物：
  描述：

  (E)-3-[(4R,5S)-5-(benzhydryloxymethyl)-2,2-dimethyl-1,3-dioxolan-4-yl]prop-2-en-1-ol 在 titanium(IV) isopropylate 、 sodium hydroxide 、 sodium tetrahydroborate 、 次氯酸叔丁酯 、 sodium acetate 、 potassium carbonate 、 D-(-)-酒石酸二异丙酯 、 (+)-10-camphorsulfonic acid 、 间氯过氧苯甲酸 作用下， 以 甲醇 、 二氯甲烷 、 叔丁醇 为溶剂， 反应 0.5h， 生成 L-山梨糖醇
  参考文献：
  名称：

  Total synthesis of the L-hexoses

  摘要：

  DOI：

  10.1016/s0040-4020(01)97596-9

文献信息

• 一种制备氨基醇衍生物的方法
  申请人：上海科技大学

  公开号：CN108707096B

  公开（公告）日：2021-03-19

  本发明提供了一种制备氨基醇衍生物的方法，其特征在于，包括对二元或多元醇羧酸酯的酯基进行取代反应，得到氨基醇衍生物，所述氨基醇衍生物中，氨基衍生为磺酰胺基，并至少保留一个羧酸酯基。本发明原料廉价易得，催化剂用量低，反应条件简单，产物选择性高。
• Selective and Scalable Synthesis of Sugar Alcohols by Homogeneous Asymmetric Hydrogenation of Unprotected Ketoses
  作者：Daniel J. Tindall、Steffen Mader、Alois Kindler、Frank Rominger、A. Stephen K. Hashmi、Thomas Schaub

  DOI：10.1002/anie.202009790

  日期：2021.1.11

  with none to low stereoselectivities. Now, we present a homogeneous system based on commercially available components, which not only increases the overall yield, but also allows a wide range of unprotected ketoses to be diastereoselectively hydrogenated. Furthermore, the system is reliable on a multi‐gram scale allowing sugar alcohols to be isolated in large quantities at high atom economy.

  糖醇在食品工业中非常重要，并且有望成为生物基聚合物的基础。在工业上，它们是通过糖与H 2的异质氢化而生产的，通常不具有低立体选择性。现在，我们提出了一种基于市售组分的均相系统，该系统不仅可以提高总收率，而且还可以对非保护性酮糖进行非对映选择性氢化。此外，该系统具有数克级的可靠性，可以高原子经济性大量分离糖醇。
• Catalytic Hydrogenation of Macroalgae-Derived Alginic Acid into Sugar Alcohols
  作者：Chunghyeon Ban、Wonjin Jeon、Hee Chul Woo、Do Heui Kim

  DOI：10.1002/cssc.201701860

  日期：2017.12.22

  units via hydrolysis. The highest yield of C6 sugar alcohols is 61% (sorbitol: 29%, mannitol: 28%, and galactitol: 4%). The low value of sorbitol to mannitol ratio differs to the case of cellulose hydrogenation due to the composition of alginic acid and isomerization between sugar alcohols under the catalytic system. Such a new and green route to produce sugar alcohols from alginic acid would provide opportunities

  大型藻类的主要成分海藻酸首次在碳负载的贵金属上氢化为糖醇。甘露糖醇和山梨糖醇主要是通过藻酸的催化加氢而产生的，藻酸由两种差向异构的糖醛酸组成。主要反应途径是海藻酸二聚体的醛基和羧基端连续氢化，然后通过水解将COC连接裂解为单体单元。C6糖醇的最高产率为61％（山梨糖醇：29％，甘露糖醇：28％，半乳糖醇：4％）。由于藻酸的组成和在催化体系下糖醇之间的异构化，山梨糖醇与甘露醇之比的低值与纤维素氢化的情况不同。
• A Heterogeneous Pt-ReO_<i>x</i>/C Catalyst for Making Renewable Adipates in One Step from Sugar Acids
  作者：Jun Hee Jang、Insoo Ro、Phillip Christopher、Mahdi M. Abu-Omar

  DOI：10.1021/acscatal.0c04158

  日期：2021.1.1

  Renewable adipic acid is a value-added chemical for the production of bioderived nylon. Here, the one-step conversion of mucic acid to adipates was achieved in high yield through deoxydehydration (DODH) and catalytic transfer hydrogenation (CTH) by a bifunctional Pt-ReOx/C heterogeneous catalyst with isopropanol as solvent and reductant. The Pt-ReOx/C catalyst is reusable and was regenerated at least

  可再生的己二酸是生产生物衍生尼龙的增值化学品。在此，通过使用异丙醇作为溶剂和还原剂的双功能Pt-ReO x / C非均相催化剂，通过脱氧脱水（DODH）和催化转移氢化（CTH），高产率地将粘液酸一步转化为己二酸酯。Pt-ReO x / C催化剂可重复使用，并且至少再生了五次。该催化剂表现出各种二醇的广泛的底物范围。Pt-ReO x / C的光谱研究显示Re VII和Pt 0作为DODH和CTH的相关物种。同位素标记实验支持CTH超过Pt的一价氢机制。这项工作证明了一种可重复使用的双功能催化剂，可用于将糖酸一步增值成实际单体，这为简化多功能化催化生物质衍生分子的增值提供了方便。
• The Aggregated Higher-Structure of 1,3 : 2,4-Di-<i>O</i>-benzylidene-D-sorbitol in Organic Gels
  作者：Seiji Yamasaki、Yukihiro Ohashi、Hisao Tsutsumi、Kaoru Tsujii

  DOI：10.1246/bcsj.68.146

  日期：1995.1

  1,3 : 2,4-Di-O-benzylidene-d-sorbitol (d-DBS) can cause gelation of organic solvents of a wide range of polarity into a gel state. The aggregated structures of d-DBS/organic solvent systems were studied, mainly by using IR, UV, and circular dichroism (CD) spectroscopy. In the case of the racemate Dl-DBS, no gel state was formed. In IR spectra of d-DBS and Dl-DBS in the solid state, the intensities of νOH and νCO absorption in d-DBS were found to be larger than those in Dl-DBS. It is assumed that the hydrogen bonding formed between an acetal oxygen and a hydroxyl group in the aggregation of d-DBS. From the changes in the IR spectra from solution into a gel state, we can conclude that the chirality and the hydrogen bonding of DBS molecules are essential for the formation of the gel. Comparing the gel-forming ability of d-DBS with its derivatives, 5- or 6-hydroxyl-group-blocked compounds by methyl group, the 6-hydroxyl group seems to be important in the formation of d-DBS aggregates. The results of UV spectra suggest that the benzene rings are ordered in a side by side arrangement. The molar ellipticities in CD spectra increased about 500 times during the change from the solution to the gel state. From these results, it is concluded that d-DBS forms a helical structure of thin fibrous crystals in the gel state.

  1,3 : 2,4-二-O-亚苄基-d-山梨糖醇（d-DBS）能使极性范围很广的有机溶剂凝胶化成凝胶状态。研究人员主要利用红外光谱、紫外光谱和圆二色性光谱（CD）对 d-DBS / 有机溶剂体系的聚集结构进行了研究。外消旋物 Dl-DBS 没有形成凝胶态。在固态 d-DBS 和 Dl-DBS 的红外光谱中，发现 d-DBS 中的νOH 和 νCO 吸收强度大于 Dl-DBS。由此推测，在 d-DBS 的聚集过程中，缩醛氧和羟基之间形成了氢键。根据从溶液到凝胶状态的红外光谱变化，我们可以得出结论：DBS 分子的手性和氢键是凝胶形成的关键。比较 d-DBS 与其衍生物、5-羟基或 6-羟基被甲基封端的化合物的凝胶形成能力，6-羟基似乎对 d-DBS 聚合物的形成很重要。紫外光谱的结果表明，苯环是并排有序排列的。在从溶液到凝胶状态的变化过程中，CD 光谱中的摩尔椭圆度增加了约 500 倍。从这些结果可以得出结论，d-DBS 在凝胶状态下形成了一种螺旋结构的纤维状薄晶体。