2,4-二氯苄醇 | 1777-82-8

• 物质功能分类: 化学试剂 - 有机试剂 - 芳香醇
• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 2,4-二氯苄醇
• 中文别名: 2,4-二氯苯甲醇；二氯苯甲醇
• 英文名称: (2,4-dichlorophenyl)methanol
• 英文别名: 2,4-dichlorobenzyl alcohol
• CAS: 1777-82-8
• 化学式: C₇H₆Cl₂O
• mdl: MFCD00004606
• 分子量: 177.03
• InChiKey: DBHODFSFBXJZNY-UHFFFAOYSA-N

物化性质

• 熔点：
  55-58 °C(lit.)
• 沸点：
  150 °C (25 mmHg)
• 密度：
  1.2970 (rough estimate)
• 闪点：
  >230 °F
• 溶解度：
  1g/l
• LogP：
  2.8 at 24℃
• 稳定性/保质期：

  常温常压下稳定

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.142
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

ADMET

代谢

二氯苯甲醇在肝脏中被代谢，形成马尿酸。

Dichlorobenzyl alcohol is metabolized in the liver to form hippuric acid.

来源:DrugBank

毒理性

• 蛋白质结合

这个药代动力学特性还没有被完全研究。

This pharmacokinetic property has not been fully studied.

来源:DrugBank

吸收、分配和排泄

• 吸收

二氯苯甲醇几乎立即从其配方中释放出来，并在3-4分钟后达到峰值浓度。120分钟后唾液中的浓度大约是给药剂量的50%。

Dichlorobenzyl alcohol is released almost immediately from its formulation and reaches peak concentration after 3-4 minutes. The concentration in saliva after 120 minutes represents about 50% of the administered dose.

来源:DrugBank

吸收、分配和排泄

• 消除途径

在临床前试验中，二氯苯甲醇的皮肤给药导致给药剂量的90%通过肾脏排出。经过代谢后，二氯苯甲醇通过尿液排出。

In preclinical trials, dermal administration of dichlorobenzyl alcohol results in renal elimination of 90% of the administered dose. After metabolism, dichlorobenzyl alcohol is excreted in the urine.

来源:DrugBank

吸收、分配和排泄

• 分布容积

这个药代动力学特性尚未被充分研究。

This pharmacokinetic property has not been fully studied.

来源:DrugBank

吸收、分配和排泄

• 清除

这个药代动力学特性还没有被完全研究。

This pharmacokinetic property has not been fully studied.

来源:DrugBank

安全信息

• 危险品标志：
  Xi
• 安全说明：
  S24/25
• 危险类别码：
  R36/37/38
• WGK Germany：
  2
• 海关编码：
  29062900
• RTECS号：
  DO0890000
• 危险性防范说明：
  P280,P305+P351+P338,P310
• 危险性描述：
  H302,H315,H319,H332,H335
• 储存条件：
  将严密密封容器储存，并存放在阴凉干燥处。

SDS

Name:	2 4-Dichlorobenzyl Alcohol 99% Material Safety Data Sheet
Synonym:	Dybenal(R
CAS:	1777-82-8

Section 1 - Chemical Product MSDS Name:2 4-Dichlorobenzyl Alcohol 99% Material Safety Data Sheet
Synonym:Dybenal(R

---

Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
1777-82-8	2,4-Dichlorobenzyl Alcohol	99%	217-210-5

Hazard Symbols: None Listed.
Risk Phrases: None Listed.

---

Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
The toxicological properties of this material have not been fully investigated.
Potential Health Effects
Eye:
May cause eye irritation.
Skin:
May cause skin irritation.
Ingestion:
May cause irritation of the digestive tract. The toxicological properties of this substance have not been fully investigated.
Inhalation:
May cause respiratory tract irritation. The toxicological properties of this substance have not been fully investigated.
Chronic:
No information found.

---

Section 4 - FIRST AID MEASURES
Eyes: Flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. Get medical aid.
Skin:
Get medical aid. Flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes. Wash clothing before reuse.
Ingestion:
Never give anything by mouth to an unconscious person. Get medical aid. Do NOT induce vomiting. If conscious and alert, rinse mouth and drink 2-4 cupfuls of milk or water. Wash mouth out with water.
Inhalation:
Remove from exposure and move to fresh air immediately. If not breathing, give artificial respiration. If breathing is difficult, give oxygen. Get medical aid.
Notes to Physician:

---

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. During a fire, irritating and highly toxic gases may be generated by thermal decomposition or combustion.
Extinguishing Media:
Use agent most appropriate to extinguish fire. Use water spray, dry chemical, carbon dioxide, or appropriate foam.

---

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. Clean up spills immediately, observing precautions in the Protective Equipment section. Avoid generating dusty conditions. Provide ventilation.

---

Section 7 - HANDLING and STORAGE
Handling:
Wash thoroughly after handling. Use with adequate ventilation.
Minimize dust generation and accumulation. Avoid contact with eyes, skin, and clothing. Keep container tightly closed. Avoid ingestion and inhalation.
Storage:
Store in a tightly closed container. Store in a cool, dry, well-ventilated area away from incompatible substances.

---

Section 8 - EXPOSURE CONTROLS, PERSONAL PROTECTION
Engineering Controls:
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# 1777-82-8: 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 prevent skin exposure.
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.

---

Section 9 - PHYSICAL AND CHEMICAL PROPERTIES

Physical State: Crystals
Color: white - light yellow
Odor: characteristic odor - faint odor
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: 150 deg C @ 25.00mm Hg
Freezing/Melting Point: 55 - 58 deg C
Autoignition Temperature: Not applicable.
Flash Point: > 112 deg C (> 233.60 deg F)
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature:
Solubility in water: IN WATER: 0.1% (20C)
Specific Gravity/Density:
Molecular Formula: C7H6Cl2O
Molecular Weight: 177.03

---

Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Stable under normal temperatures and pressures.
Conditions to Avoid:
Incompatible materials, dust generation, excess heat.
Incompatibilities with Other Materials:
Oxidizing agents.
Hazardous Decomposition Products:
Hydrogen chloride, carbon monoxide, irritating and toxic fumes and gases, carbon dioxide.
Hazardous Polymerization: Has not been reported.

---

Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 1777-82-8: DO0890000 LD50/LC50:
CAS# 1777-82-8: Oral, mouse: LD50 = 2300 mg/kg.
Carcinogenicity:
2,4-Dichlorobenzyl Alcohol - Not listed by ACGIH, IARC, or NTP.
Other:
See actual entry in RTECS for complete information.

---

Section 12 - ECOLOGICAL INFORMATION

---

Section 13 - DISPOSAL CONSIDERATIONS
Dispose of in a manner consistent with federal, state, and local regulations.

---

Section 14 - TRANSPORT INFORMATION

IATA
Not regulated as a hazardous material.
IMO
Not regulated as a hazardous material.
RID/ADR
Not regulated as a hazardous material.

---

Section 15 - REGULATORY INFORMATION

European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: Not available.
Risk Phrases:
Safety Phrases:
S 24/25 Avoid contact with skin and eyes.
S 28A After contact with skin, wash immediately with
plenty of water.
S 37 Wear suitable gloves.
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# 1777-82-8: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 1777-82-8 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 1777-82-8 is not listed on the TSCA inventory.
It is for research and development use only.

---

SECTION 16 - ADDITIONAL INFORMATION
N/A

制备方法与用途

应用

2,4-二氯苄醇是一种有机中间体，可以通过两种主要途径制备：一是由2,4-二氯苯甲腈经酸解生成2,4-二氯苯甲酸后再还原得到；二是通过2,4-二氯苄基氯的水解直接获得。

制备 第一步

首先合成2,4-二氯苯甲酸。在100 mL圆底烧瓶中，加入2,4-二氯苯甲腈(17.2 g, 0.1 mol)，滴加硫酸(9.8 g, 0.1 mol)溶液。完成滴加后，在125-130℃下保温反应2小时。随后冷却至100℃以下，用水稀释并冷却到50℃以下，进行分层以除去未反应的原料。通过减压脱水浓缩，并在冷却条件下析晶，最终得到2,4-二氯苯甲酸17.38 g，产率为91%。

第二步

接下来合成2,4-二氯苄醇。在100 mL圆底烧瓶中加入2,4-二氯苯甲酸(19.1 g, 0.1 mol)和乙醇(30 mL)，然后在0℃下缓慢滴加NaBH₄(1.9 g, 0.05 mol)与烯碱（质量浓度为2%的氢氧化钠溶液，共10 mL）的混合液。完成滴加并搅拌反应1小时后进行过滤，并用乙醇润洗滤渣三次（每次5 mL）。最终通过蒸馏得到2,4-二氯苄醇15.05 g，产率为85%。

生物活性

2,4-Dichlorobenzyl alcohol是一种温和的防腐剂，能够有效杀死与口喉感染相关的细菌和病毒。

用途

用作医药中间体。